Light-emitting device including organometallic compound, electronic device and electronic equipment including light-emitting device, and organometallic compound
By introducing organometallic compound interlayers into the light-emitting device, the hole and electron transport regions are optimized, overcoming the limitations of brightness and response speed in the prior art, achieving more efficient carrier recombination, and improving the overall performance of the light-emitting device.
Patent Information
- Application Number
- CN202510624750.4
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2024-05-22
- Filing Date
- 2025-05-15
- Publication Date
- 2025-11-25
AI Technical Summary
Existing light-emitting devices have limitations in improving brightness, driving voltage, and response speed, and lack effective materials to improve carrier recombination efficiency.
A light-emitting device structure incorporating organometallic compounds is adopted. By introducing organometallic compounds as a sandwich layer between the first and second electrodes, the hole and electron transport regions are optimized, thereby improving the carrier recombination efficiency.
The brightness and response speed of the light-emitting device were enhanced, the driving voltage was reduced, and the overall performance was improved.
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Figure CN121005745A_ABST
Abstract
Description
[0001] Cross-reference to related applications
[0002] This application claims priority and benefit to Korean Patent Application No. 10-2024-0066735, filed on May 22, 2024, with the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. Technical Field
[0003] The embodiments relate to light-emitting devices including organometallic compounds, electronic devices and electronic equipment including light-emitting devices, and organometallic compounds. Background Technology
[0004] The light-emitting device is a self-emitting device, featuring a wide viewing angle, high contrast, short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed.
[0005] In a light-emitting device, a first electrode may be disposed on a substrate, and a hole transport region, an emitter layer, an electron transport region, and a second electrode are sequentially disposed on the first electrode. Holes supplied from the first electrode move toward the emitter layer through the hole transport region, and electrons supplied from the second electrode move toward the emitter layer through the electron transport region. Charge carriers (such as holes and electrons) recombine in the emitter layer to generate excitons. Excitons transition from an excited state to the ground state, thereby generating light.
[0006] It should be understood that this background section is intended in part to provide useful background for understanding the art. However, this background section may also include ideas, concepts, or knowledge that were not part of what a person skilled in the art knew or understood prior to the corresponding valid application date of the subject matter disclosed herein. Summary of the Invention
[0007] The embodiments include: a light-emitting device including an organometallic compound, an electronic device and electronic equipment including a light-emitting device, and an organometallic compound.
[0008] Other aspects will be set forth in part in the description which follows and will be apparent in part from the description, or may be learned by practice of embodiments of this disclosure.
[0009] According to an embodiment, the light-emitting device may include:
[0010] First electrode,
[0011] The second electrode facing the first electrode,
[0012] An interlayer between the first and second electrodes, including an emission layer, and an organometallic compound represented by Formula 1:
[0013] [Formula 1]
[0014]
[0015]
[0016] In Equation 1 and Equations 2-1 to 2-4
[0017] M can be platinum (Pt), iridium (Ir), palladium (Pd), cobalt (Co), gold (Au), nickel (Ni), silver (Ag), or copper (Cu).
[0018] CY1, CY2, CY 31 CY 32 CY4 and CY3 can be independently classified as C3-C. 60 carbon cyclo group or C1-C 60 Heterocyclic group,
[0019] CY 51 To CY 54 Each can be independently C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl or C1-C 10 Heterocyclic alkenyl groups
[0020] X1 can be C.
[0021] X2 to X4 can each be C or N independently.
[0022] T1 can be a single bond, *-N(R6)-*', *-C(R6)(R7)-*', *-Si(R6)(R7)-*', *-S-*', or *-O-*'.
[0023] L1 to L3 can each be 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)-*'.
[0024] a1, a2, a31, a32, a4, and a51 to a54 can each be an integer selected from 0 to 10 independently.
[0025] a55 can be an integer selected from 0 to 3.
[0026] a56 can be an integer selected from 0 to 5.
[0027] b1 to b3 can each be an integer selected from 0 to 4 independently.
[0028] R5 can be a group represented by one of formulas 2-1 to 2-4.
[0029] R1, R2, R 31 R 32 R4, R 51 To R 56 R6 through R9 can each be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C2-C 60 Heteroalkyl groups, -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),
[0030] R 10a Possible forms:
[0031] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, or hydrazone;
[0032] Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, -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;
[0033] Each of the following C3-Cs that are not substituted or are substituted: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, -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; or
[0034] -Si(Q 31 (Q) 32(Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) or -P(=O)(Q 31 (Q) 32 ),
[0035] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, either unsubstituted or substituted by deuterium, -F, cyano, or C1-C. 60 Alkyl, C1-C 60 C1-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group, C7-C 60 Aryl alkyl, or C2-C 60 Heteroaryl groups, and
[0036] The asterisk (*) in Equations 2-1 to 2-4 indicates the binding site with adjacent atoms.
[0037] In this embodiment, the first electrode may be an anode; the second electrode may be a cathode; the interlayer may further include a hole transport region between the first electrode and the emitter layer and an electron transport region between the emitter layer and the second electrode; the hole transport region may include a hole injection layer, a hole transport layer, an emitter 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.
[0038] In some embodiments, the interlayer may include an organometallic compound.
[0039] In some embodiments, the emitter layer may include an organometallic compound.
[0040] In an embodiment, the emission layer may include a sensitizer, and the sensitizer may include an organometallic compound.
[0041] According to an embodiment, the electronic device may include a light-emitting device.
[0042] 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.
[0043] According to an embodiment, the electronic device may include a light-emitting device.
[0044] In implementation, the electronic device may be a flat panel display, curved display, computer monitor, medical monitor, television, billboard, indoor light, outdoor light, signal light, head-up display, fully transparent display, partially transparent display, flexible display, rollable display, foldable display, retractable display, laser printer, telephone, mobile phone, tablet computer, tablet PC, personal digital assistant (PDA), wearable device, laptop computer, digital camera, camcorder, viewfinder, microdisplay, three-dimensional (3D) display, virtual reality display, augmented reality display, vehicle, video wall with multiple displays spliced together, theater screen, stadium screen, phototherapy device, or sign.
[0045] According to embodiments, organometallic compounds can be represented by Formula 1 as explained herein.
[0046] In an embodiment, the organometallic compound may include at least one deuterium atom.
[0047] In the implementation, M can be platinum (Pt).
[0048] In the implementation method, CY1, CY2, CY 31 CY 32CY4 and CY4 can each independently be cyclopentadienyl, adamantyl, norbornel, phenyl, pentanenyl, naphthyl, azulel, indaryl, acenaphthel, phenanthrene, anthrenel, fluoranyl, triphenylene, pyrene, 1,2-benzophenantyl, perylene, penfenyl, heptanenyl, tetraphenyl, framyl, hexaphenyl, pentaphenyl, rutinyl, keratyl, ovoleyl, indene, fluorenyl, spirodifluorenyl, benzofluorenyl, indenephenantyl, indeneanthracene alkyl, pyrroleyl, thiophenyl, furanyl, indoleyl, benzoindoleyl, naphthoindoleyl, isoindoleyl, benzoisoindoleyl, naphthoisoindoleyl, benzothiolyl, benzothiphenyl, benzofuranyl, carbazoleyl, dibenzothiolyl, dibenzothiphenyl, dibenzofuranyl, indocarbazoleyl, indolecarbazoleyl, benzofuranocarbazoleyl, benzothiphenocarbazoleyl, benzothiolocarbazoleyl, benzoindocarbazoleyl, benzocarbazoleyl, benzyl Benzonaphrynyl, benzonaphrynthiophenyl, benzonaphrynthiophenyl, benzofuran-dibenzofuranyl, benzofuran-dibenzothiophenyl, benzothiophene-dibenzothiophenyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzoisooxazolyl, benzothiazolyl, benzoisothiazolyl, indazole, pyridyl, pyrimidinyl Pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cyclolinyl, phthalazinyl, naphthidyl, imidazopyridyl, imidazopyrimidyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazoyl, azafluorenyl, azadibenzothiopheneyl, or azadibenzofuranyl.
[0049] In the implementation, CY 51 To CY 54 Each can be independently C3-C 10 Cycloalkyl.
[0050] In the implementation, the bond between X1 and M and the bond between X4 and M can each be a coordinate bond, and the bond between X2 and M and the bond between X3 and M can each be a covalent bond.
[0051] In the implementation, L1 to L3 can each be a single bond, *-N(R8)-*', *-B(R8)-*', *-C(R8)(R9)-*', *-Si(R8)(R9)-*', *-S-*', or *-O-*'.
[0052] In an implementation, R5 may be a group represented by formula 2-1 or formula 2-2.
[0053] In an implementation, R5 may be a group represented by one of formulas 2-a to 2-h as explained below.
[0054] In an embodiment, the organometallic compound may satisfy at least one of conditions I to IV as explained below.
[0055] In an embodiment, the organometallic compound may be one of compounds BD-01 to BD-42, as explained below.
[0056] It should be understood that the above embodiments are described in a general and explanatory sense only and not for limiting purposes, and this disclosure is not limited to the above embodiments. Attached Figure Description
[0057] The accompanying drawings are included to provide a further understanding of the embodiments, and are incorporated in and constitute a part of this specification. The drawings illustrate embodiments of the present disclosure and their principles. The above and other aspects and features of this disclosure will become more apparent from the detailed description of embodiments thereof with reference to the accompanying drawings, in which:
[0058] Figure 1 This is a schematic cross-sectional view of the light-emitting device according to an embodiment;
[0059] Figure 2 This is a schematic cross-sectional view of an electronic device according to an embodiment;
[0060] Figure 3 A schematic cross-sectional view of an electronic device according to another embodiment;
[0061] Figure 4 This is a schematic perspective view of an electronic device including a light-emitting device according to an embodiment;
[0062] Figure 5 This is a schematic perspective view of the exterior of a vehicle, which is an electronic device including a light-emitting device, according to an embodiment; and
[0063] Figures 6A to 6C Each is a schematic diagram of the interior of a vehicle according to an embodiment. Detailed Implementation
[0064] The present disclosure will now be described more fully below with reference to the accompanying drawings, in which embodiments are illustrated. However, the present disclosure may be embodied in various forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that the present disclosure will be thorough and complete and will fully convey the scope of the disclosure to those skilled in the art.
[0065] In the accompanying drawings, the dimensions (e.g., thickness), scale, and dimensions of the elements may be enlarged for ease of description and clarity. The same reference numerals and / or the same reference characters refer to the same elements throughout.
[0066] In the description, it will be understood that when an element (or area, layer, part, etc.) is described as being "on," "connected to," or "attached to" another element (or area, layer, part, etc.), it may be directly on, directly connected to, or directly attached to the other element (or area, layer, part, etc.), or one or more intermediary elements may exist between them. In a similar sense, when an element (or area, layer, part, etc.) is described as "covering" another element (or area, layer, part, etc.), it may directly cover the other element (or area, layer, part, etc.), or one or more intermediary elements may exist between them.
[0067] In the description, when an element is "directly on" another element, "directly connected to" another element, or "directly coupled to" another element, there is no intermediary element. For example, "directly on" could mean that two layers or two elements are placed without any other element (such as an adhesive element) between them.
[0068] As used herein, expressions used in the singular, such as “a”, “an”, and “the”, are intended to include the plural form as well, unless the context clearly indicates otherwise.
[0069] As used herein, the term “and / or” includes any and all combinations of one or more related listed items. For example, “A and / or B” can be understood to mean “A, B, or A and B”. The terms “and” and “or” can be used in a connecting or separating sense and can be understood as equivalent to “and / or”.
[0070] In the specification and claims, the term "at least one of..." is intended to include the meaning of "at least one selected from the group consisting of..." for the purposes of its meaning and interpretation. For example, "at least one of A, B, and C" can 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 following a list of elements, the term "at least one of..." modifies the entire list of elements and does not modify any individual element in the list.
[0071] It will be understood that although the terms first, second, etc., may be used herein to describe various elements, these elements should not be limited by these terms. These terms are used only to distinguish one element from another. Therefore, without departing from the teachings of this disclosure, a first element may be referred to as a second element. Similarly, without departing from the scope of this disclosure, a second element may be referred to as a first element.
[0072] For ease of description, spatial relative terms such as “below,” “under,” “down,” “above,” or “above” may be used herein to describe the relationship between one element or component and another, as illustrated in the accompanying drawings. It will be understood that spatial relative terms are intended to encompass different orientations of the apparatus in use or operation, other than those depicted in the drawings. For example, in the case of flipping the apparatus illustrated in the drawings, the apparatus located “below” or “under” another apparatus may be placed “above” the other apparatus. Accordingly, the interpretative term “below” may include both a lower position and an upper position. The apparatus may also be oriented in other directions, and therefore the spatial relative terms may be interpreted differently depending on the orientation.
[0073] As used herein, the terms “about” or “approximately” include stated values and mean within an acceptable range of deviations from the stated values, determined by a person skilled in the art considering the measurement in question and the errors associated with the measurement of the stated quantity (i.e., limitations of the measurement system). For example, “about” may mean within one or more standard deviations of the stated value, or within ±20%, ±10%, or ±5% of the stated value.
[0074] It should be understood that the terms “comprises,” “comprising,” “include,” “including,” “have,” “having,” “contains,” and “containing” are intended to indicate the presence of any of the described features, integers, steps, operations, elements, components, or any combination thereof in this disclosure, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or any combination thereof.
[0075] Unless otherwise specified or implied herein, all terms used (including technical and scientific terms) shall have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure pertains. It will be further understood that terms, such as those defined in commonly used dictionaries, shall be interpreted as having a meaning consistent with their meaning in the context of the relevant field and shall not be interpreted in an ideal or overly formal sense unless clearly defined in the specification.
[0076] According to an embodiment, the light-emitting device may include: a first electrode; a second electrode facing the first electrode; an interlayer between the first and second electrodes and including an emitting layer; and an organometallic compound represented by Formula 1:
[0077] [Formula 1]
[0078]
[0079]
[0080] In Equation 1 and Equations 2-1 to 2-4
[0081] M can be platinum (Pt), iridium (Ir), palladium (Pd), cobalt (Co), gold (Au), nickel (Ni), silver (Ag), or copper (Cu).
[0082] CY1, CY2, CY 31 CY 32 CY4 and CY3 can be independently classified as C3-C. 60 carbon cyclo group or C1-C 60 Heterocyclic group,
[0083] CY 51 To CY 54 Each can be independently C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl or C1-C 10 Heterocyclic alkenyl groups
[0084] X1 can be C.
[0085] X2 to X4 can each be C or N independently.
[0086] T1 can be a single bond, *-N(R6)-*', *-C(R6)(R7)-*', *-Si(R6)(R7)-*', *-S-*', or *-O-*'.
[0087] L1 to L3 can each be 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)-*'.
[0088] a1, a2, a31, a32, a4, and a51 to a54 can each be an integer selected from 0 to 10 independently.
[0089] a55 can be an integer selected from 0 to 3.
[0090] a56 can be an integer selected from 0 to 5.
[0091] b1 to b3 can each be an integer selected from 0 to 4 independently.
[0092] R5 can be a group represented by one of formulas 2-1 to 2-4.
[0093] R1, R2, R 31 R 32 R4, R 51 To R 56 R6 through R9 can each be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C2-C 60 Heteroalkyl groups, -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),
[0094] R 10a Possible forms:
[0095] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, or hydrazone;
[0096] Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, -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;
[0097] Each of the following C3-Cs that are not substituted or are substituted: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, -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; or
[0098] -Si(Q 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) or -P(=O)(Q 31 (Q) 32 ),
[0099] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; each unsubstituted or replaced by deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C1-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group; C7-C 60 Aryl alkyl group; or C2-C 60 Heteroaryl groups, and
[0100] The asterisk (*) in Equations 2-1 to 2-4 indicates the binding site with adjacent atoms.
[0101] In an embodiment, the organometallic compound may include at least one deuterium atom.
[0102] In the implementation, M can be Pt.
[0103] In the implementation method, CY1, CY2, CY 31 CY 32CY4 and CY4 can each independently be cyclopentadienyl, adamantyl, norbornel, phenyl, pentanenyl, naphthyl, azulel, indaryl, acenaphthel, phenanthrene, anthrenel, fluoranyl, triphenylene, pyrene, 1,2-benzophenantyl, perylene, penfenyl, heptanenyl, tetraphenyl, framyl, hexaphenyl, pentaphenyl, rutinyl, keratyl, ovoleyl, indene, fluorenyl, spirodifluorenyl, benzofluorenyl, indenephenantyl, indeneanthracene alkyl, pyrroleyl, thiophenyl, furanyl, indoleyl, benzoindoleyl, naphthoindoleyl, isoindoleyl, benzoisoindoleyl, naphthoisoindoleyl, benzothiolyl, benzothiphenyl, benzofuranyl, carbazoleyl, dibenzothiolyl, dibenzothiphenyl, dibenzofuranyl, indocarbazoleyl, indolecarbazoleyl, benzofuranocarbazoleyl, benzothiphenocarbazoleyl, benzothiolocarbazoleyl, benzoindocarbazoleyl, benzocarbazoleyl, benzyl Benzonaphrynyl, benzonaphrynthiophenyl, benzonaphrynthiophenyl, benzofuran-dibenzofuranyl, benzofuran-dibenzothiophenyl, benzothiophene-dibenzothiophenyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzoisooxazolyl, benzothiazolyl, benzoisothiazolyl, indazole, pyridyl, pyrimidinyl Pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cyclolinyl, phthalazinyl, naphthidyl, imidazopyridyl, imidazopyrimidyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazoyl, azafluorenyl, azadibenzothiopheneyl, or azadibenzofuranyl.
[0104] In the implementation method, CY1, CY2, CY 31 CY 32CY4 can independently be phenyl, pentanenyl, naphthyl, azulel, indaryl, acenaphthel, phenanthyl, phenanthryl, anthracene, fluoranthracene, triphenylene, pyrroleyl, thiopheneyl, furanyl, indoleyl, benzoindoleyl, naphthoindoleyl, isoindoleyl, benzoisoindoleyl, naphthoisoindoleyl, benzothiolyl, benzothiphenyl, benzofuranyl, carbazoleyl, dibenzothiolyl, dibenzothiphenyl, dibenzofuranyl, indocarbazoleyl, indolecarbazoleyl, benzofuranocarbazoleyl, benzothiphenocarbazoleyl, benzothiolocarbazoleyl, benzene And indole-carbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothiol, benzonaphthothiol, benzofuran-dibenzofuranyl, benzofuran-dibenzothiol, benzothiophene-dibenzothiol, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl, benzoimidazolyl, benzooxazolyl, benzoisooxazolyl, benzothiazolyl, benzoisothiazolyl, indazole, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, or isoquinolinyl.
[0105] In the implementation, CY 51 To CY 54 Each can be independently C3-C 10 Cycloalkyl.
[0106] In the implementation, CY 51 To CY 54 Each of them can be independently cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, or tetrahydrothiophene.
[0107] In the implementation, the bond between X1 and M and the bond between X4 and M can each be a coordinate bond, and the bond between X2 and M and the bond between X3 and M can each be a covalent bond.
[0108] In the implementation, X2 can be C, X3 can be C, and X4 can be N.
[0109] In an embodiment, X1 may be a carbon atom of the carbene moiety.
[0110] In the implementation, T1 can be a single bond.
[0111] In the implementation, L1 to L3 can each be a single bond, *-N(R8)-*', *-B(R8)-*', *-C(R8)(R9)-*', *-Si(R8)(R9)-*', *-S-*', or *-O-*'.
[0112] In an implementation, R5 may be a group represented by formula 2-1 or formula 2-2.
[0113] In an implementation, R5 may be a group represented by one of formulas 2-a to 2-h:
[0114]
[0115] In equations 2-a to 2-h,
[0116] R 51a To R 51h Each can be independently compared with reference R. 51 The descriptions are the same.
[0117] R 52a To R 52h Each can be independently compared with reference R. 52 The descriptions are the same.
[0118] R 53a To R 53h Each can be independently compared with reference R. 53 The descriptions are the same.
[0119] R 54a To R 54h Each can be independently compared with reference R. 54 The descriptions are the same, and
[0120] R 55 R 56 a55, a56 and * can each be the same as those described in this document.
[0121] In the implementation, R 51a To R 51h At least one of them may not be hydrogen.
[0122] R 52a To R 52h At least one of them may not be hydrogen.
[0123] R 53a To R 53h At least one of them may not be hydrogen, and
[0124] R 54a To R 54h At least one of them may not be hydrogen.
[0125] In the embodiments, the organometallic compound may satisfy at least one of conditions I to IV:
[0126] [Condition I]
[0127] R 51a To R 51hThe four in the equation are each independently unsubstituted or replaced by at least one R. 10a Replacement C1-C 60 alkyl;
[0128] [Condition II]
[0129] R 52a To R 52h The four in the group are each independently unsubstituted or replaced by at least one R. 10a Replacement C1-C 60 alkyl;
[0130] [Condition III]
[0131] R 53a To R 53h The four in the group are each independently unsubstituted or replaced by at least one R. 10a Replacement C1-C 60 Alkyl groups; and
[0132] [Condition IV]
[0133] R 54a To R 54h The four in the group are each independently unsubstituted or replaced by at least one R. 10a Replacement C1-C 60 alkyl.
[0134] In the implementation method, in equations 2-e to 2-h,
[0135] R 51a R 51b R 51g R 51h R 52a R 52b R 52g R 52h R 53a R 53b R 53g R 53h R 54a R 54b R 54g and R 54h Each can be independently unsubstituted or by at least one R 10a Replacement C1-C 60 alkyl.
[0136] In the implementation method, R1, R2, R 31 R 32 R4, R 51 To R 56 R6 through R9 can be independently defined as follows:
[0137] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano or C1-C 20 alkyl;
[0138] C1-C replaced by at least one of the following 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, nitro, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, and pyrimidinyl;
[0139] The unsubstituted or substituted phenyl, pyridyl, dibenzofuranyl, dibenzothiophenyl, carbazole, azadibenzofuranyl, azadibenzothiophenyl, or azacarbazoleyl groups, respectively, or substituted with at least one of the following: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindole, indole, indole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, Quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthroline, benzimidazolyl, benzofuranyl, benzothiophene, benzisothiazolyl, benzoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) and -B(Q 31 (Q) 32 );or
[0140] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2) or -B(Q1)(Q2), and
[0141] Q1 to Q3 and Q 31 To Q 33 Each can be independently:
[0142] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H or -CD2CDH2; or
[0143] Each of the following is unsubstituted or substituted with at least one of the following: n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyrazinyl or triazine: deuterium, C1-C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, and triazinyl.
[0144] In the implementation method, R1, R2, R 31 R 32 R4, R 51 To R 56 R6 through R9 can be independently defined as follows:
[0145] Hydrogen, deuterium, -F, -Cl, -Br, -I, or cyano;
[0146] Each of the following unsubstituted or substituted groups is 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: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;
[0147] Each of the following unsubstituted or substituted phenyl, pyridyl, dibenzofuranyl, dibenzothiophenyl, carbazole, azadibenzofuranyl, azadibenzothiophenyl, or azacarbazole: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, 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, 1,2-dimethylpropyl, or phenyl; or
[0148] -Si(Q1)(Q2)(Q3).
[0149] In the embodiments, the organometallic compound may be one of compounds BD-01 to BD-42:
[0150]
[0151]
[0152]
[0153] In organometallic compounds represented by Formula 1, since R5 in Formula 1 is a group represented by one of Formulas 2-1 to 2-4, a stable intermolecular distance can be maintained due to the increase in steric hindrance, and wavelength extension caused by the generation of excited molecules can be suppressed.
[0154] Accordingly, the organometallic compound represented by Formula 1 can improve the color purity and driving voltage of the light-emitting device. In the light-emitting device employing the organometallic compound represented by Formula 1, energy can be easily transferred within the light-emitting device, resulting in improved lifetime characteristics.
[0155] By referring to the synthesis examples and / or embodiments provided below, those skilled in the art can identify the methods for synthesizing organometallic compounds represented by Formula 1.
[0156] At least one organometallic compound represented by Formula 1 can be used in a light-emitting device (e.g., an organic light-emitting device). Accordingly, embodiments provide a light-emitting device that may include: a first electrode; a second electrode facing the first electrode; an interlayer between the first and second electrodes and including an emitting layer; and an organometallic compound represented by Formula 1.
[0157] In the implementation,
[0158] The first electrode of the light-emitting device can be the anode.
[0159] The second electrode of the light-emitting device can be a cathode.
[0160] The interlayer may further include a hole transport region between the first electrode and the emitter layer, and an electron transport region between the emitter layer and the second electrode.
[0161] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof, and
[0162] 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.
[0163] In an embodiment, the interlayer may include an organometallic compound represented by Formula 1.
[0164] In an embodiment, the emitter layer may include an organometallic compound represented by Formula 1.
[0165] In an implementation, the emitter layer may include a host and a dopant, and the dopant may include an organometallic compound represented by Formula 1.
[0166] In an embodiment, the emission layer may include a sensitizer, and the sensitizer may include an organometallic compound represented by Formula 1.
[0167] In this implementation, the emitting layer can emit blue light.
[0168] In this implementation, the dopant may be a phosphorescent dopant.
[0169] In an embodiment, the emitter layer may further include a first body and a second body, wherein the first body may be a hole transport compound including at least one electron-donating group, and the second body may be an electron transport compound including at least one electron-withdrawing group.
[0170] In an embodiment, the emitter layer may further include a third compound, and the third compound may be a metal-containing compound.
[0171] In the embodiments, the third compound may be used as a sensitizer, for example, a phosphorescent sensitizer.
[0172] In some embodiments, the third compound may not emit light.
[0173] In an embodiment, the emitter layer may further include at least one of an auxiliary dopant and a sensitizer.
[0174] In embodiments, the auxiliary dopant and sensitizer may each be an organometallic compound represented by Formula 1, including platinum and a tetradentate ligand bonded to platinum, wherein the tetradentate ligand may include a carbene moiety chemically bonded to platinum. In embodiments, the auxiliary dopant and / or sensitizer may include a third compound.
[0175] In the implementation, the first and second bodies can be used as excited-state complex bodies.
[0176] In the specification, the term "electron-donating group" can be any group with electron-donating ability, and for example, it can be a π-electron-rich C3-C group. 60 Cyclic groups or amine groups, but the implementation is not limited to these. Electron-donating groups can be nitrogen-containing C1-C groups except those lacking π electrons. 60 Cyclic groups other than cyclic groups.
[0177] The term "electron-withdrawing group" can refer to any part that has electron-withdrawing ability, and for example, can be -F, -CFH2, -CF2H, -CF3, -CN, -NO2, or a nitrogen-containing Cl-C group lacking π electrons. 60 Cyclic groups or any combination thereof, but the implementation methods are not limited thereto.
[0178] Regarding the light emission pathway in the light emission device according to the embodiment, the first body and the second body may form an excited-state complex (first process), energy may be transferred from the excited-state complex to a third compound (second process), and energy may be transferred from the third compound to an organometallic compound represented by Formula 1 (third process).
[0179] In an implementation, based on a total of 100 parts by weight of the emission layer, the amount of the third compound may range from about 0 parts by weight to about 50 parts by weight.
[0180] In an implementation, the first body may include at least one carbazole portion, and the second body may include at least one azine portion.
[0181] In an implementation, the first body may be represented by formula 301-1A or formula 301-2A:
[0182] [Formula 301-1A]
[0183]
[0184] [Formula 301-2A]
[0185]
[0186] In Equations 301-1A and 301-2A,
[0187] Ring A 301 To Ring A 304 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,
[0188] X 301 It can be O, S, N[(L 304 ) xb4 -R 304a ]、C(R 304a (R) 304b ) or Si(R 304a (R) 304b ),
[0189] X 302 Can be a single bond, O, S, N[(L 305 ) xb5 -R 305a ]、C(R 305a (R) 305b ) or Si(R 305a (R) 305b ),
[0190] X 303 Can be a single bond, O, S, N[(L 306 ) xb6 -R 306a ]、C(R 306a (R)306b ) or Si(R 306a (R) 306b ),
[0191] xb22 and xb23 can each be an integer selected from 0 to 10 independently.
[0192] L 301 To L 307 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,
[0193] xb1 to xb7 can each be an integer selected from 0 to 5 independently.
[0194] R 301 To R 303 R 304a To R 306a R 304b To R 306b and R 311 To R 314 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -C(Q) 301 (Q) 302 (Q) 303 ), -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
[0195] Q 301 To Q 303 Each can be independently identical to the description in Q1.
[0196] In this embodiment, the first host may be at least one of compounds HTH1 to HTH56, but the embodiment is not limited thereto:
[0197]
[0198]
[0199]
[0200] In the implementation, the second body can be represented by equation 302:
[0201] [Formula 302]
[0202]
[0203] In Equation 302,
[0204] X 321 It can be C(R) 321 ) or N,
[0205] X 322 It can be C(R) 322 ) or N,
[0206] X 323 It can be C(R) 323 ) or N,
[0207] X 321 To X 323 At least one of them can be N,
[0208] L 324 To L 326 Each can be independently a single bond, unsubstituted, or bonded by at least one R. 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, *-C(Q) 321 (Q) 322 )-*'、*-Si(Q 321 (Q) 322 )-*'、*-B(Q321 )-*' or *-N(Q 321 )-*',
[0209] n324 to n326 can each be an integer selected from 1 to 5 independently.
[0210] R 321 To R 326 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -C(Q) 323 (Q) 324 (Q) 325 ), -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 ),
[0211] Q 321 To Q 325 and R 321 To R 326 Two or more adjacent groups may optionally be bonded to each other to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C2-C 30 Heterocyclic group,
[0212] * and *' each indicate the binding site with the adjacent atom.
[0213] R 10a It may be the same as that described in this article, and
[0214] Q 321 To Q 325 Each can be independently identical to the description in Q1.
[0215] In this embodiment, the second body may be at least one of compounds ETH1 to ETH86, but the embodiment is not limited thereto:
[0216]
[0217]
[0218]
[0219]
[0220] In an embodiment, the third compound may be represented by formula 401A:
[0221] [Formula 401A]
[0222] M 401 (L 401 ) xc1 (L 402 ) xc2
[0223]
[0224]
[0225] In Equations 401A and 402A to 402D,
[0226] M 401 These can be transition metals in the first row, the second row, or the third row of the periodic table.
[0227] L 401 It can be a ligand represented by one of formulas 402A to 402D.
[0228] L 402 It can be a monodentate, bidentate, or tripentate ligand.
[0229] xc1 can be 1 or 2.
[0230] xc2 can be an integer selected from 0 to 4.
[0231] A401 To A 404 Each can be independently classified as C5-C 30 Carbocyclic or C1-C 30 Heterocyclic group,
[0232] T 401 To T 404 Each can independently be a single bond, double bond, *-O-*', *-S-*', *-C(=O)-*', *-S(=O)-*', or *-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 )-*',
[0233] k401 to k404 can each be independently 1, 2, or 3.
[0234] Y 401 To Y 404 Each can be an independent single bond (e.g., a covalent or coordinate bond), *-O-*', *-S-*', *-C(R)', etc. 407 (R) 408 )-*'、*-Si(R 407 (R) 408 )-*'、*-B(R 407 )-*'、*-N(R 407 )-*' or *-P(R 407 )-*',
[0235] In Equations 402A to 402D, *1, *2, *3, and *4 each indicate the same as M in Equation 401A. 401 The binding site.
[0236] R 401 To R 408 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl groups, -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),
[0237] R 401 To R 408 They may optionally bond to each other to form unsubstituted or by at least one R 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,
[0238] b401 to b404 can each be an integer selected from 0 to 10 independently.
[0239] * and *' each indicate the binding site with the adjacent atom, and
[0240] Q1 to Q3 and R 10a Each can be independently identical to the one described in this article.
[0241] In an embodiment, the compound represented by formula 401A may be a carbene complex.
[0242] In the specification, the term "carbaene complex" may refer to a complex comprising a metal and a ligand bonded to the metal, wherein at least one bond between the metal and the ligand is a bond between the carbon atoms of the metal and the carbaene moiety.
[0243] In an embodiment, the sensitizer may include a compound represented by formula 401A.
[0244] In this embodiment, the third compound may be at least one of compounds PD1 to PD41, but the embodiment is not limited thereto:
[0245]
[0246]
[0247]
[0248] In the implementation, 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 Equation 302 321 To R 326 And R in Equations 401A and 402A to 402D 401 To R 408 Each can be independently:
[0249] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl or C1-C 20 Alkoxy;
[0250] Each of the following C1-C is replaced 20 Alkyl or C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof;
[0251] Each of the following unsubstituted or substituted compounds: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10Alkylphenyl, naphthyl, tetrahydronaphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, inzolyl, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthridine, acridineyl, phenanthrolyl, phenazinyl, benzimidazolyl, benzofuranyl Benzothiophene, benzoisothiazolyl, benzoxazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophene, azafluorenyl or azadibenzothiophene: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, tetrahydronaphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, cinolinyl, Carbazolyl, phenanthridinel, acridinel, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophenel, benzoisothiazolyl, benzoxazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, dibenzofuranyl, dibenzothiophenel, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenel, azafluorenyl, azadibenzothiophenel, -Si(Q) 31 (Q) 32 (Q) 33 -B(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31-P(=O)(Q) 31 (Q) 32 ) or any combination thereof; or
[0252] -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), and
[0253] Q1 to Q3 and Q 31 To Q 33 Each can be independently identical to the one described in this article.
[0254] In the implementation, 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 Equation 302 321 To R 326 and R in Equations 401A and 402A to 402D 401 To R 408 Each can be independently:
[0255] Hydrogen, deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy;
[0256] A group represented by one of formulas 9-1 to 9-61 or a group represented by one of formulas 10-1 to 10-348; or
[0257] -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), where Q1 to Q3 are each the same as those described in this paper:
[0258]
[0259]
[0260]
[0261]
[0262]
[0263]
[0264]
[0265]
[0266]
[0267] In formulas 9-1 to 9-61 and 10-1 to 10-348, * indicates the bonding site with an adjacent atom, Ph represents phenyl, and TMS represents trimethylsilyl, D represents a deuterium atom, and
[0268] Q1 through Q3 can each be the same as those described in this article.
[0269] In one 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 compound, a silicon compound, or any combination thereof. For example, the hole-blocking layer may contact (e.g., directly contact) the emitting layer.
[0270] In an embodiment, the light-emitting device may include a capping layer on the outside of the first electrode and / or the outside of the second electrode.
[0271] In some embodiments, the light-emitting device may further include at least one of a first capping layer outside the first electrode and a second capping layer outside the second electrode, wherein the organometallic compound represented by Formula 1 may be included in at least one of the first capping layer and the second capping layer. The first capping layer and / or the second capping layer may be the same as those described herein.
[0272] In this embodiment, the light-emitting device may include:
[0273] Outside the first electrode and including a first capping layer of an organometallic compound represented by Formula 1;
[0274] Outside the second electrode and including a second capping layer of an organometallic compound represented by Formula 1; or
[0275] First capping layer and second capping layer.
[0276] In the specification, the term "(interlayer and / or capping layer) includes an organometallic compound represented by Formula 1" can be understood as "(interlayer and / or capping layer) may include one organometallic compound represented by Formula 1 or two or more different organometallic compounds, each independently represented by Formula 1".
[0277] In embodiments, the interlayer and / or capping layer may include compound 1 as an organometallic compound represented solely by formula 1. For example, compound 1 may be present in the emitting layer of the light-emitting device. In embodiments, the interlayer may include compound 1 and compound 2 as organometallic compounds represented by formula 1. For example, compound 1 and compound 2 may be present in the same layer (e.g., both compound 1 and compound 2 may be present in the emitting layer) or may be present in different layers (e.g., compound 1 may be present in the emitting layer, and compound 2 may be present in the electron transport region).
[0278] In the specification, the term "interlayer" may refer to a single layer and / or multiple layers between the first and second electrodes of the light-emitting device.
[0279] According to another embodiment, the electronic device may include a light-emitting device. The electronic device may further include a thin-film transistor. For example, the electronic device may further include a thin-film transistor comprising a source electrode and a drain electrode, wherein a first electrode of the light-emitting device is electrically connected to the source electrode or the drain electrode. In embodiments, the electronic device may further include a color filter, a color conversion layer, a touchscreen layer, a polarizing layer, or any combination thereof. The electronic device may be the same as described herein.
[0280] According to another embodiment, the electronic device may include a light-emitting device, wherein 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 retractable display, a laser printer, a telephone, a mobile phone, a tablet computer, a tablet PC, 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 spliced together, a theater screen, a stadium screen, a light therapy device, or a sign.
[0281] [ Figure 1 [Description]
[0282] Figure 1 This is a schematic cross-sectional view of the light-emitting device 10 according to an embodiment. The light-emitting device 10 may include a first electrode 110, a sandwich layer 130, and a second electrode 150.
[0283] The following text will refer to Figure 1 The structure of the light-emitting device 10 according to the embodiment and the method of manufacturing the light-emitting device 10 are described.
[0284] [First Electrode 110]
[0285] exist Figure 1 The substrate may be further included below the first electrode 110 or on the second electrode 150. In embodiments, the substrate may be a glass substrate or a plastic substrate. In embodiments, the substrate may be a flexible substrate and may include plastics with excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.
[0286] The first electrode 110 can be formed, for example, by 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 can be a high work function material that facilitates hole injection.
[0287] The first electrode 110 can be a reflective electrode, a transmissive-reflective electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In an embodiment, when the first electrode 110 is a transmissive-reflective 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.
[0288] The first electrode 110 may have a single-layer structure consisting of a single layer or a multi-layer structure including multiple layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.
[0289] [Mezzanine 130]
[0290] The interlayer 130 may be disposed on the first electrode 110. The interlayer 130 may include an emitter layer.
[0291] The interlayer 130 may further include a hole transport region between the first electrode 110 and the emitter layer and an electron transport region between the emitter layer and the second electrode 150.
[0292] In addition to various organic materials, the interlayer 130 may further include metal-containing compounds (such as organometallic compounds) and inorganic materials (such as quantum dots).
[0293] In an embodiment, the interlayer 130 may include two or more emitting units stacked between the first electrode 110 and the second electrode 150, and at least one charge generating layer between adjacent units in the two or more emitting units. When the interlayer 130 includes two or more emitting units and at least one charge generating layer as described above, the light-emitting device 10 may be a series light-emitting device.
[0294] [Hole transport region in interlayer 130]
[0295] Hole transport regions may have: a single-layer structure consisting of a single layer (composed of a single material), a multi-layer structure consisting of a single layer containing different materials, or a multi-layer structure including multiple layers containing different materials.
[0296] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof.
[0297] In an embodiment, the hole transport region may have a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, wherein the layers of each structure may be stacked from the first electrode 110 in the order described therein, but the structure of the hole transport region is not limited to these.
[0298] In an implementation, the hole transport region may include a compound represented by formula 201, a compound represented by formula 202, or any combination thereof:
[0299] [Formula 201]
[0300]
[0301] [Equation 202]
[0302]
[0303] In equations 201 and 202,
[0304] L 201 To L 204 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,
[0305] L 205 It can be *-O-*', *-S-*', or *-N(Q) 201 )-*', unsubstituted or by at least one R10a Replacement C1-C 20 Alkylene, unsubstituted, or with at least one R 10a Replacement C2-C 20 alkenyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,
[0306] xa1 to xa4 can each be an integer selected from 0 to 5 independently.
[0307] xa5 can be an integer selected from 1 to 10.
[0308] R 201 To R 204 and Q 201 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,
[0309] R 201 and R 202 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups (e.g., carbazole group, etc.) (e.g., compound HT16, etc.),
[0310] R 203 and R 204 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups, and
[0311] na1 can be an integer selected from 1 to 4.
[0312] In embodiments, 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:
[0313]
[0314] In equations CY201 to CY217, R 10b and R 10c Each can be independently compared with reference R. 10a The descriptions are the same, CY ring 201 To CY 204 Each can be independently C3-C 20 Carbocyclic or C1-C 20 Heterocyclic group, and at least one hydrogen in formulas CY201 to CY217 may be unsubstituted or R-substituted. 10a replace.
[0315] In the implementation, in formulas CY201 to CY217, the ring CY 201 To CY 204 Each can be independently phenyl, naphthyl, phenanthryl or anthracene.
[0316] In embodiments, 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 CY203.
[0317] 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.
[0318] In the implementation, in formula 201, xa1 can be 1, R 201 It can be a group represented by one of the formulas CY201 to CY203, xa2 can be 0, and R 202 It can be a group represented by one of the formulas CY204 to CY207.
[0319] In an embodiment, the compound represented by formula 201 and the compound represented by formula 202 may each not include the groups represented by formulas CY201 to CY203.
[0320] In an embodiment, the compound represented by formula 201 and the compound represented by formula 202 may each not include the groups represented by formulas CY201 to CY203, and may each independently include at least one of the groups represented by formulas CY204 to CY217.
[0321] In embodiments, the compounds represented by formula 201 and the compounds represented by formula 202 may each not include the groups represented by formulas CY201 to CY217.
[0322] In embodiments, 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”-tris(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:
[0323]
[0324]
[0325]
[0326]
[0327]
[0328] The thickness of the hole transport region can be approximately to approximately Within a certain range. For example, the thickness of the hole transport region can be approximately... to approximately Within the range. 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 can be approximately... to approximately Within a certain range, and the thickness of the hole transport layer can be approximately... to approximately Within a certain range. For example, the thickness of the hole injection layer can be approximately... to approximately Within a certain range. For example, the thickness of the hole transport layer can be approximately... to approximately Within the above range, when the thicknesses of the hole transport region, hole injection layer, and hole transport layer are within the above range, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.
[0329] The emission assist layer can increase luminous efficiency by compensating for the optical resonant distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block electron leakage from the emission layer to the hole transport region. Materials that may be included in the hole transport region may be included in both the emission assist layer and the electron blocking layer.
[0330] [p-dopant]
[0331] In addition to the materials described above, the hole transport region may further include a charge-generating material for improving conductivity. The charge-generating material may be uniformly or non-uniformly dispersed in the hole transport region (e.g., in the form of a single layer composed of the charge-generating material).
[0332] The charge-generating material can be, for example, a p-doped agent.
[0333] In an implementation, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level less than or equal to about -3.5 eV.
[0334] In embodiments, p-dopersive agents may include quinone derivatives, cyano-containing compounds, compounds comprising elements EL1 and EL2, or any combination thereof.
[0335] Examples of quinone derivatives may include TCNQ and F4-TCNQ.
[0336] Examples of cyano-containing compounds may include HAT-CN and compounds represented by formula 221.
[0337]
[0338] [Equation 221]
[0339]
[0340] In Equation 221,
[0341] R 221 To R 223 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups, and
[0342] R 221 To R 223 At least one of them can be independently replaced by C3-C respectively. 60 Carbocyclic or C1-C 60 Heterocyclic groups: cyano; -F; -Cl; -Br; -I; C1-C substituted with cyano, -F, -Cl, -Br, -I or any combination thereof 20 Alkyl groups; or any combination thereof.
[0343] In a compound that includes elements EL1 and EL2, element EL1 may be a metal, a metalloid, or any combination thereof, and element EL2 may be a nonmetal, a metalloid, or any combination thereof.
[0344] 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 (C), etc. (e.g., o), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); later transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); and lanthanides (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.
[0345] Examples of metalloids may include silicon (Si), antimony (Sb), and tellurium (Te).
[0346] Examples of nonmetals may include oxygen (O) and halogens (e.g., F, Cl, Br, I, etc.).
[0347] Examples of compounds including elements EL1 and EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), quasi-metal halides (e.g., quasi-metal fluorides, quasi-metal chlorides, quasi-metal bromides, quasi-metal iodides, etc.), metal tellurides, or any combination thereof.
[0348] Examples of metal oxides may include tungsten oxides (e.g., WO, W2O3, WO2, WO3, W2O5, etc.), vanadium oxides (e.g., VO, V2O3, VO2, V2O5, etc.), molybdenum oxides (e.g., MoO, Mo2O3, MoO2, MoO3, Mo2O5, etc.) and rhenium oxides (e.g., ReO3, etc.).
[0349] Examples of metal halides may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.
[0350] 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, and CsI, etc.
[0351] Examples of alkaline earth metal halides may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, and BaI2, etc.
[0352] Examples of transition metal halides may include titanium halides (e.g., TiF4, TiCl4, TiBr4, TiI4, etc.), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4, HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3, VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3, NbI3, etc.), and tantalum halides (e.g., TaF3, TaCl3, TaB). r3, TaI3, etc.), chromium halides (e.g., CrF3, CrCl3, CrBr3, CrI3, etc.), molybdenum halides (e.g., MoF3, MoCl3, MoBr3, MoI3, etc.), tungsten halides (e.g., WF3, WCl3, WBr3, WI3, etc.), manganese halides (e.g., MnF2, MnCl2, MnBr2, MnI2, etc.), technetium halides (e.g., TcF2, TcCl2, TcBr2, TcI2, etc.), rhenium halides (e.g., ReF2, ReCl2, ReBr2, etc.). Ferrous halides (e.g., FeF2, FeCl2, FeBr2, FeI2), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, RuI2), osmium halides (e.g., OsF2, OsCl2, OsBr2, OsI2), cobalt halides (e.g., CoF2, CoCl2, CoBr2, CoI2), rhodium halides (e.g., RhF2, RhCl2, RhBr2, RhI2), iridium halides (e.g., IrF2, IrCl2, IrBr2). 2. IrI2, etc.), nickel halides (e.g., NiF2, NiCl2, NiBr2, NiI2, etc.), palladium halides (e.g., PdF2, PdCl2, PdBr2, PdI2, etc.), platinum halides (e.g., PtF2, PtCl2, PtBr2, PtI2, etc.), cuprous halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), and gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.).
[0353] Examples of post-transition metal halides may include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halides (e.g., InI3, etc.), and tin halides (e.g., SnI2, etc.).
[0354] Examples of lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, and SmI3, etc.
[0355] Examples of quasi-metal halides may include antimony halides (e.g., SbCl5, etc.).
[0356] Examples of metal tellurides may include alkali metal tellurides (e.g., Li₂Te, Na₂Te, K₂Te, Rb₂Te, Cs₂Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), and transition metal tellurides (e.g., TiTe₂, ZrTe₂, HfTe₂, V₂Te₃, Nb₂Te₃, Ta₂Te₃, Cr₂Te₃, Mo₂Te₃, W₂Te₃, MnTe, TcTe, ReTe, Fe₂Te). Te, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), post-transition metal tellurides (e.g., ZnTe, etc.) and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.).
[0357] [Emitting layer in interlayer 130]
[0358] When the light-emitting device 10 is a full-color light-emitting device, the emitting layer can be patterned as a red emitting layer, a green emitting layer, and / or a blue emitting layer according to the sub-pixels. In an embodiment, the emitting layer may have a stacked structure of two or more layers selected from red, green, and blue emitting layers, wherein the two or more layers may be in contact with each other or may be separated from each other to emit white light. In an embodiment, the emitting layer may include two or more materials selected from red, green, and blue emitting materials, wherein the two or more materials may be mixed with each other in a single layer to emit white light.
[0359] The emitting layer may include a host and a dopant. The dopant may include phosphorescent dopant, fluorescent dopant, or any combination thereof.
[0360] Based on 100 parts by weight of the host, the amount of dopant in the emitter layer can range from about 0.01 parts by weight to about 15 parts by weight.
[0361] In some implementations, the emission layer may include quantum dots.
[0362] In one embodiment, the emission layer may include a delayed fluorescence material. The delayed fluorescence material may be used as a host or as a dopant in the emission layer.
[0363] The thickness of the emission layer can be approximately to approximately Within a certain range. For example, the thickness of the emission layer can be approximately... to approximately Within the range mentioned above, excellent light-emitting characteristics can be obtained without significantly increasing the driving voltage when the thickness of the emitting layer is within any of these ranges.
[0364] [main body]
[0365] The main body may further include a compound represented by formula 301:
[0366] [Formula 301]
[0367] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .
[0368] In Equation 301,
[0369] Ar 301 and L 301 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,
[0370] xb11 can be 1, 2, or 3.
[0371] xb1 can be an integer selected from 0 to 5.
[0372] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10aReplacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -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 ),
[0373] xb21 can be an integer selected from 1 to 5, and
[0374] Q 301 To Q 303 Each can be independently identical to the description in Q1.
[0375] In the implementation, in formula 301, when xb11 is 2 or greater, two or more Ar 301 They can be connected to each other via a single key.
[0376] In embodiments, the main body may include a compound represented by formula 301-1, a compound represented by formula 301-2, or any combination thereof:
[0377] [Formula 301-1]
[0378]
[0379] [Formula 301-2]
[0380]
[0381] In Equations 301-1 and 301-2,
[0382] Ring A 301 To Ring A 304 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,
[0383] X 301 It can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 (R) 305 ) or Si(R 304 (R) 305 ),
[0384] xb22 and xb23 can each be 0, 1, or 2 independently.
[0385] L 301 xb1 and R 301 Each can be the same as described in this article.
[0386] L 302 To L 304 Each can be independently compared with reference L 301 The descriptions are the same.
[0387] xb2 to xb4 can each be independently identical to the description of xb1, and
[0388] R 302 To R 305 and R 311 To R 314 Each can be referenced independently from R. 301 The descriptions are the same.
[0389] In embodiments, the host may include alkaline earth metal complexes, post-transition metal complexes, or any combination thereof. For example, the host may include Be complexes (e.g., compound H55), Mg complexes, Zn complexes, or any combination thereof.
[0390] In embodiments, the main body may include one of compounds H1 to H128, 9,10-bis(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthyl-2-yl)anthracene (MADN), 9,10-bis(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-bis(carbazolyl-9-yl)benzene (mCP), 1,3,5-tris(carbazolyl-9-yl)benzene (TCP), or any combination thereof:
[0391]
[0392]
[0393]
[0394]
[0395]
[0396]
[0397]
[0398] [Phosphorescent dopant]
[0399] Phosphorescent dopants may include at least one transition metal as the center metal.
[0400] Phosphorescent dopants may include monodentate ligands, dipentate ligands, tridentate ligands, tetradentate ligands, pentadentate ligands, hexadentate ligands, or any combination thereof.
[0401] Phosphorescent dopants can be electrically neutral.
[0402] In an embodiment, the phosphorescent dopant may include an organometallic compound represented by formula 401:
[0403] [Formula 401]
[0404] M(L 401 ) xc1 (L 402 ) xc2
[0405] [Formula 402]
[0406]
[0407] In Equations 401 and 402,
[0408] M can 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)).
[0409] L 401 The ligand can be represented by Equation 402, and xc1 can be 1, 2, or 3, wherein when xc1 is 2 or greater, two or more L... 401 They can be the same or different from each other.
[0410] L 402 It can be an organic ligand, and xc2 can be 0, 1, 2, 3, or 4, wherein when xc2 is 2 or greater, two or more L... 402 They can be the same or different from each other.
[0411] X 401 and X 402 They can be nitrogen or carbon independently.
[0412] Ring A 401 And Ring A 402 Each can be independently C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group,
[0413] 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 = *',
[0414] X 403 and X 404 Each can be an independent chemical bond (e.g., covalent or coordinate), O, S, N (Q) 413 ), B(Q) 413 ), P(Q 413 ), C(Q 413 (Q) 414 ) or Si(Q 413 (Q) 414 ),
[0415] Q 411 To Q 414 Each can be independently identical to the description in reference Q1.
[0416] R 401 and R 402 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 20 Alkyl, unsubstituted, or with at least one R 10a Replacement C1-C 20 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -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 ),
[0417] Q 401 To Q 403 Each can be independently identical to the description in reference Q1.
[0418] xc11 and xc12 can each be an integer selected from 0 to 10 independently, and
[0419] In Equation 402, * and *' each indicate the binding site with M in Equation 401.
[0420] In the implementation, in formula 402, X 401 It can be nitrogen and X 402 It can be carbon, or X 401 and X 402 Each can be nitrogen.
[0421] In the implementation, in formula 401, when xc1 is 2 or greater, two or more L 401 The two rings A in 401 Optionally via T as a linking group 402 Connected to each other, and two or more L 401 The two rings A in 402 Optionally via T as a linking group 403 They are interconnected (see compounds PD1 through PD4 and PD7). T 402 and T 403 Each can be independently compared with reference T 401 The descriptions are the same.
[0422] In Equation 401, L 402 It can be an organic ligand. For example, L... 402 It may include halogen groups, diketone groups (e.g., acetylacetone groups), carboxylic acid groups (e.g., pyridine carboxyl groups), -C (=O) groups, isonitrile groups, -CN groups, phosphorus-containing groups (e.g., phosphin groups, phosphite groups, etc.) or any combination thereof.
[0423] In this embodiment, the phosphorescent dopant may include, for example, one or any combination of compounds PD1 to PD39:
[0424]
[0425]
[0426]
[0427] [Fluorescent dopant]
[0428] Fluorescent dopants may include amine-containing compounds, styrene-containing compounds, or any combination thereof.
[0429] In an embodiment, the fluorescent dopant may include a compound represented by formula 501:
[0430] [Formula 501]
[0431]
[0432] In Equation 501,
[0433] Ar 501 L 501 To L 503 R 501 and R 502 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,
[0434] xd1 to xd3 can each be independently 0, 1, 2, or 3, and
[0435] xd4 can be 1, 2, 3, 4, 5 or 6.
[0436] In the implementation, in formula 501, Ar 501 It can be a fused ring group in which three or more monocyclic groups are fused together (e.g., anthracene, 1,2-benzophenanthrene, pyrene, etc.).
[0437] In the implementation, xd4 can be 2 in Equation 501.
[0438] In this embodiment, the fluorescent dopant may include one of compounds FD1 to FD37, DPVBi, DPAVBi, or any combination thereof:
[0439]
[0440]
[0441]
[0442] [Delayed fluorescence materials]
[0443] The emission layer may include a delayed fluorescence material.
[0444] In the specification, the delayed fluorescence material can be any compound capable of emitting delayed fluorescence based on the delayed fluorescence emission mechanism.
[0445] Depending on the type of other materials included in the emission layer, the delayed fluorescence material included in the emission layer can be used as a host or as a dopant.
[0446] In this embodiment, the energy difference between the triplet level (eV) and the singlet level (eV) of the delayed fluorescent material can be in the range of about 0 eV to about 0.5 eV. When the energy difference between the triplet level (eV) and the singlet level (eV) of the delayed fluorescent material is within the above range, the upconversion from the triplet state to the singlet state of the delayed fluorescent material can occur effectively, and therefore, the light-emitting device 10 can have improved luminous efficiency.
[0447] In embodiments, delayed fluorescence materials may include: at least one electron donor (e.g., π-electron-rich C3-C). 60 Cyclic groups such as carbazole and at least one electron acceptor (e.g., sulfoxide, cyano, π-electron-deficient nitrogen-containing C1-C group). 60 Materials containing cyclic groups, etc.; or including C8-C 60 Materials with polycyclic groups, etc., this C8-C 60 Polycyclic groups include two or more cyclic groups that are fused together while sharing boron (B).
[0448] In this embodiment, the delayed fluorescence material may include, for example, at least one of compounds DF1 to DF14 and DFD7:
[0449]
[0450]
[0451] [Quantum dot]
[0452] The emission layer may include quantum dots.
[0453] In the specification, quantum dots may be crystals of semiconductor compounds and may include any material capable of emitting light of various wavelengths depending on the size of the crystal.
[0454] The diameter of quantum dots can be, for example, in the range of about 1 nm to about 10 nm.
[0455] Quantum dots can be synthesized through wet chemical processes, metal-organic chemical vapor deposition (MOCVD) processes, molecular beam epitaxy (MBE) processes, or any similar processes.
[0456] Wet chemistry processes involve mixing precursor materials with organic solvents and growing quantum dot crystals. During quantum dot crystal growth, the organic solvent naturally acts as a dispersant coordinated to the surface of the quantum dot crystals and controls their growth, allowing the growth of the quantum dot crystals to be controlled through a process that is less costly and easier to perform than vapor deposition methods such as metal-organic chemical vapor deposition or molecular beam epitaxy.
[0457] 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.
[0458] Examples of group II-VI semiconductor compounds may include: binary compounds, such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, or MgS; ternary compounds, such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, Cd ZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe or MgZnS, etc.; quaternary compounds, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe or HgZnSTe, etc.; and any combination thereof.
[0459] Examples of Group III-V semiconductor compounds may include: binary compounds, such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, or InSb; ternary compounds, such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, or InPSb; quaternary compounds, such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, or InAlPSb; and any combination thereof. In embodiments, the Group III-V semiconductor compounds may further include Group II elements. Examples of group III-V semiconductor compounds that further include group II elements may include InZnP, InGaZnP, and InAlZnP, etc.
[0460] Examples of group III-VI semiconductor compounds may include: binary compounds, such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3, or InTe; ternary compounds, such as InGaS3 or InGaSe3; and any combination thereof.
[0461] Examples of group I-III-VI semiconductor compounds may include: ternary compounds, such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, or AgAlO2; and any combination thereof.
[0462] Examples of group IV-VI semiconductor compounds may include: binary compounds, such as SnS, SnSe, SnTe, PbS, PbSe, or PbTe; ternary compounds, such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, or SnPbTe; quaternary compounds, such as SnPbSSe, SnPbSeTe, or SnPbSTe; and any combination thereof.
[0463] Examples of Group IV elements or compounds may include: single elements, such as Si or Ge; binary compounds, such as SiC or SiGe; and any combination thereof.
[0464] Each element included in a compound (such as a binary, ternary, or quaternary compound) may exist in the particles at a uniform or non-uniform concentration.
[0465] In embodiments, quantum dots may have a single structure in which the concentration of each element in the quantum dot is uniform, or quantum dots may have a core-shell structure. In embodiments where the quantum dot has a core-shell structure, the materials included in the core and the materials included in the shell may be different from each other.
[0466] The shell of a quantum dot can serve as a protective layer to prevent chemical denaturation of the core, thus maintaining its semiconductor properties, and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be single-layered or multi-layered. The interface between the core and shell can have a concentration gradient, where the concentration of material present in the shell decreases towards the core.
[0467] Examples of shells for quantum dots can include metal oxides, quasi-metal oxides, or non-metal oxides, semiconductor compounds, and any combination thereof. Examples of metal oxides, quasi-metal oxides, or non-metal oxides can include: binary compounds, such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, or NiO; ternary compounds, such as MgAl2O4, CoFe2O4, NiFe2O4, or CoMn2O4; and any combination thereof.
[0468] Examples of semiconductor compounds may include those described herein: 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; and any combination thereof. For example, semiconductor compounds may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, and any combination thereof.
[0469] Quantum dots can have a full width at half maximum (FWHM) of an emission wavelength spectrum less than or equal to about 45 nm. For example, quantum dots can have an FWHM of an emission wavelength spectrum less than or equal to about 40 nm. For example, quantum dots can have an FWHM of an emission wavelength spectrum less than or equal to about 30 nm. When the FWHM of a quantum dot is within any of these ranges, the quantum dot can have improved color purity or improved color reproducibility. Light emitted through a quantum dot can be emitted in all directions, so a wide viewing angle can be improved.
[0470] In implementation methods, quantum dots can take the form of spherical nanoparticles, cone-shaped nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates.
[0471] Because the band gap can be tuned by controlling the size of the quantum dots, light with various wavelength bands can be obtained from the quantum dot emitting layer. Accordingly, by using quantum dots of different sizes, light-emitting devices that emit light of various wavelengths can be realized. In one embodiment, the size of the quantum dots can be selected to emit red, green, and / or blue light. In another embodiment, the size of the quantum dots can be configured to emit white light by combining various colors of light.
[0472] [Electron transport region in interlayer 130]
[0473] The electron transport region may have: a single-layer structure consisting of a single layer (composed of a single material), a single-layer structure consisting of a single layer containing different materials, or a multi-layer structure including multiple layers containing different materials.
[0474] 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.
[0475] In an implementation, 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 emitter layer in the order described herein, but the structure of the electron transport region is not limited thereto.
[0476] The electron transport region (e.g., a buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region) may include a nitrogen-containing C1-C layer containing at least one π-deficient electron. 60 Metal-free compounds with cyclic groups.
[0477] In an embodiment, the electron transport region may include a compound represented by formula 601:
[0478] [Formula 601]
[0479] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .
[0480] In Equation 601,
[0481] Ar 601 and L 601Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,
[0482] xe11 can be 1, 2, or 3.
[0483] xe1 can be 0, 1, 2, 3, 4, or 5.
[0484] R 601 It can be unsubstituted or by at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -Si(Q) 601 (Q) 602 (Q) 603 -C(=O)(Q) 601 -S(=O)2(Q) 601 ) or -P(=O)(Q 601 (Q) 602 ),
[0485] Q 601 To Q 603 Each can be independently identical to the description in reference Q1.
[0486] xe21 can be 1, 2, 3, 4, or 5, and
[0487] Ar 601 L 601 and R 601 At least one of them can be independently unsubstituted or by at least one R. 10a Substituted π-electron-deficient nitrogen-containing C1-C 60 Cyclic groups.
[0488] In an implementation, in formula 601, when xe11 is 2 or greater, two or more Ar 601 They can be connected to each other via a single key.
[0489] In the implementation, in formula 601, Ar 601 It can be unsubstituted or by at least one R 10a Substituted anthracene group.
[0490] In an embodiment, the electron transport region may include a compound represented by formula 601-1:
[0491] [Formula 601-1]
[0492]
[0493] In Equation 601-1,
[0494] X 614 It can be N or C(R) 614 ), X 615 It can be N or C(R) 615 ), X 616 It can be N or C(R) 616 ), and X 614 To X 616 At least one of them can be N,
[0495] L 611 To L 613 Each can be independently compared with reference L 601 The descriptions are the same.
[0496] xe611 to xe613 can each be independently identical to the description with reference to xe1.
[0497] R 611 To R 613 Each can be independently compared with reference R. 601 The descriptions are the same, and
[0498] R 614 To R 616 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group.
[0499] In the implementation, in formulas 601 and 601-1, xe1 and xe611 to xe613 can each be 0, 1 or 2 independently.
[0500] In embodiments, the electron transport region may include one of compounds ET1 to ET46, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, TAZ, NTAZ, or any combination thereof:
[0501]
[0502]
[0503]
[0504] The thickness of the electron transport region can be approximately to approximately Within a certain range. For example, the thickness of the electron transport region can be approximately... to approximately Within a certain range. 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, hole blocking layer, or electron control layer can each be independently within approximately [a certain range]. to approximately Within a certain range, and the thickness of the electron transport layer can be approximately... to approximately Within a certain range. For example, the thickness of the buffer layer, hole blocking layer, or electronic control layer can each be independently within approximately [a certain range]. to approximately Within a certain range. For example, the thickness of the electron transport layer can be approximately... to approximately Within the above range, when the thickness of the buffer layer, hole blocking layer, electron control layer, electron transport layer and / or electron transport region is within the above range, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.
[0505] In addition to the materials mentioned above, the electron transport region (e.g., the electron transport layer in the electron transport region) may further include a metallic material.
[0506] Metal-containing materials may include alkali metal complexes, alkaline earth metal complexes, or any combination thereof. The metal ions in alkali metal complexes may be Li, Na, K, Rb, or Cs ions, and the metal ions in alkaline earth metal complexes may be Be, Mg, Ca, Sr, or Ba ions. The ligands coordinating with the metal ions of the alkali metal complex or alkaline earth metal complex may independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, cyclopentadiene, or any combination thereof.
[0507] In this embodiment, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (Liq) or compound ET-D2:
[0508]
[0509] The electron transport region may include an electron injection layer that facilitates the injection of electrons from the second electrode 150. The electron injection layer may contact (e.g., directly contact) the second electrode 150.
[0510] The electron injection layer may have: a single-layer structure composed of a single layer (composed of a single material), a single-layer structure composed of a single layer containing different materials, or a multi-layer structure including multiple layers containing different materials.
[0511] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.
[0512] 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.
[0513] The alkali metal compound, alkaline earth metal compound, and rare earth metal compound may include oxides, halides (e.g., fluorides, chlorides, bromides, iodides, etc.), or tellurides of the alkali metal, alkaline earth metal, and rare earth metal, or any combination thereof.
[0514] The alkali metal compound may include: alkali metal oxides, such as Li2O, Cs_{2}O, or K_{2}O, etc.; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI, etc.; or any combination thereof. The alkaline earth metal compound may include alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying the condition 0 < x < 1) or Ba x Ca 1-x O (where x is a real number satisfying the condition 0 < x < 1), etc. The rare earth metal 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_{3}, or any combination thereof. In an embodiment, the rare earth metal compound may include lanthanide metal tellurides. Examples of lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La_{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}, and Lu_{2}Te_{3}, etc.
[0515] Alkali metal complexes, alkaline earth metal complexes, and rare earth metal complexes may include: alkali metal ions, alkaline earth metal ions, or rare earth metal ions; and ligands bonded to the metal ions (e.g., hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthridine, cyclopentadiene, or any combination thereof).
[0516] In embodiments, the electron injection layer may be composed of alkali metals, alkaline earth metals, rare earth metals, alkali metal-containing compounds, alkaline earth metal-containing compounds, rare earth metal-containing compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof as described above. In embodiments, the electron injection layer may further include organic materials (e.g., compounds represented by Formula 601).
[0517] In embodiments, 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 alkali metals, alkaline earth metals, rare earth metals, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposition layer, an RbI:Yb co-deposition layer, or a LiF:Yb co-deposition layer, etc.
[0518] When the electron injection layer further includes organic materials, alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof can be uniformly or non-uniformly dispersed in the matrix including the organic materials.
[0519] The thickness of the electron injection layer can be approximately to approximately Within a certain range. For example, the thickness of the electron-injected layer can be approximately... to approximately Within the aforementioned range, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage when the thickness of the electron injection layer is within any of the above range.
[0520] [Second electrode 150]
[0521] The second electrode 150 may be disposed on the interlayer 130 having the structure described above. The second electrode 150 may be a cathode serving 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, alloy, conductive compound, or any combination thereof.
[0522] The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO, or any combination thereof. The second electrode 150 may be a transmission electrode, a transmission-reflection electrode, or a reflection electrode.
[0523] The second electrode 150 may have a single-layer structure or a multi-layer structure.
[0524] [Capping layer]
[0525] The light-emitting device 10 may include a first capping layer outside the first electrode 110 and / or a second capping layer outside the second electrode 150. For example, the light-emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are stacked in the order described herein, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are stacked in the order described herein, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are stacked in the order described herein.
[0526] Light generated in the emitting layer of the interlayer 130 of the light-emitting device 10 can pass through the first electrode 110, which can serve as a transmissive or reflective electrode, and through the first capping layer to the outside. Light generated in the emitting layer of the interlayer 130 of the light-emitting device 10 can pass through the second electrode 150, which can serve as a transmissive or reflective electrode, and through the second capping layer to the outside.
[0527] The first and second capping layers can each increase the external emission efficiency according to the principle of constructive interference. Accordingly, the light extraction efficiency of the light-emitting device 10 can be increased, and therefore, the luminous efficiency of the light-emitting device 10 can be increased.
[0528] The first capping layer and the second capping layer may each comprise a material having a refractive index greater than or equal to about 1.6 (relative to a wavelength of about 589 nm).
[0529] The first capping layer and the second capping layer can each be an organic capping layer including organic materials, an inorganic capping layer including inorganic materials, or an organic-inorganic composite capping layer including both organic and inorganic materials.
[0530] At least one of the first and second capping layers may independently comprise a carbocyclic compound, a heterocyclic compound, an amino-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthyl phthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, heterocyclic compound, and amino-containing compound may each be optionally substituted with substituents comprising O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.
[0531] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include an amine-containing compound.
[0532] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include a compound represented by formula 201, a compound represented by formula 202, or any combination thereof.
[0533] In an embodiment, at least one of the first capping layer and the second capping layer may each independently comprise one of compounds HT28 to HT33, one of compounds CP1 to CP6, β-NPB, or any combination thereof:
[0534]
[0535]
[0536] [membrane]
[0537] Organometallic compounds represented by Formula 1 can be included in various films. Embodiments provide films comprising organometallic compounds represented by Formula 1. The film can be, for example, an optical component (or light control device) (e.g., a color filter, color conversion component, capping layer, light extraction efficiency enhancement layer, selective light absorption layer, polarizing layer, quantum dot layer, etc.), a light-blocking component (e.g., a light-reflecting layer, a light-absorbing layer, etc.), and a protective component (e.g., an insulating layer, a dielectric layer, etc.).
[0538] [Electronic Devices]
[0539] Light-emitting devices can be included in various electronic devices. For example, electronic devices that include light-emitting devices can be light-emitting devices or authentication devices, etc.
[0540] 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 color conversion layer may be arranged in at least one direction in which light emitted from the light-emitting device travels. For example, the light emitted from the light-emitting device may be blue light or white light. The light-emitting device may be the same as described herein. In embodiments, the color conversion layer may include quantum dots. Quantum dots may be, for example, as described herein.
[0541] An electronic device may include a substrate. The substrate may include a plurality of sub-pixels, a color filter may include a plurality of color filter regions corresponding to the plurality of sub-pixels, and a color conversion layer may include a plurality of color conversion regions corresponding to the plurality of sub-pixels.
[0542] Pixel-defining films can be arranged between multiple subpixels to define each subpixel.
[0543] The color filter may further include a plurality of color filter areas and a light-blocking pattern arranged between the plurality of color filter areas, and the color conversion layer may further include a plurality of color conversion areas and a light-blocking pattern arranged between the plurality of color conversion areas.
[0544] A color filter region (or color conversion region) may include a first region emitting a first color of light, a second region emitting a second color of light, and / or a third region emitting a third color of light, wherein the first, second, and / or third color of light may have different maximum emission wavelengths from each other. For example, the first color of light may be red, the second color of light may be green, and the third color of light may be blue. For example, the color filter region (or color conversion region) may include quantum dots. In an embodiment, 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. The quantum dots may be the same as those described herein. The first, second, and / or third regions may each further include a scatterer.
[0545] In one embodiment, the light-emitting device can emit first light, a first region can absorb the first light to emit first-first-color light, a second region can absorb the first light to emit second-first-color light, and a third region can absorb the first light to emit third-first-color light. In another embodiment, the first-first-color light, the second-first-color light, and the third-first-color light can have different maximum emission wavelengths. For example, the first light can be blue light, the first-first-color light can be red light, the second-first-color light can be green light, and the third-first-color light can be blue light.
[0546] 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 either the source electrode or the drain electrode is electrically connected to either the first electrode or the second electrode of the light-emitting device.
[0547] Thin-film transistors may further include gate electrodes and gate insulating films, etc.
[0548] The active layer may include crystalline silicon, amorphous silicon, organic semiconductors, and oxide semiconductors, etc.
[0549] The electronic device may further include a sealing portion for sealing the light-emitting device. The sealing portion may be disposed between the color filter and / or 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 prevents ambient air and / or moisture from penetrating into the light-emitting device. The sealing portion may be a sealing substrate comprising a transparent glass substrate or a plastic substrate. The sealing portion may be a thin-film encapsulation layer comprising 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.
[0550] Depending on the application of the electronic device, various functional layers may be further included on the sealed portion in addition to color filters and / or color conversion layers. Examples of functional layers may include a touchscreen layer and a polarizing layer. The touchscreen layer may be a pressure-sensitive touchscreen layer, a capacitive touchscreen layer, or an infrared touchscreen layer.
[0551] The authentication device can be, for example, a biometric authentication device that authenticates an individual by using biometric information from a living organism (e.g., fingertip, pupil, etc.).
[0552] In addition to the light-emitting device described above, the certification device may further include a bioassay information collector.
[0553] Electronic devices can be applied to a variety of displays, light sources, lighting equipment, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, video game consoles, medical tools (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasound diagnostic devices, or endoscope displays), fish finders, various measuring tools, instruments (e.g., instruments for vehicles, aircraft, and ships), and projectors, etc.
[0554] [Electronic Equipment]
[0555] Light-emitting devices can be included in various electronic devices.
[0556] In implementations, electronic devices including light-emitting devices may be flat panel displays, curved displays, computer monitors, medical monitors, televisions, billboards, indoor lights, outdoor lights, signal lights, head-up displays, fully transparent displays, partially transparent displays, flexible displays, rollable displays, foldable displays, retractable displays, laser printers, telephones, mobile phones, tablet computers, tablet PCs, PDAs, wearable devices, laptop computers, digital cameras, camcorders, viewfinders, microdisplays, three-dimensional (3D) displays, virtual reality displays, augmented reality displays, vehicles, video walls with multiple displays spliced together, theater screens, stadium screens, phototherapy devices, or signs.
[0557] Light-emitting devices can have excellent luminous efficiency and long lifespan, and therefore, electronic devices that include light-emitting devices can have characteristics such as high brightness, high resolution and low power consumption.
[0558] [ Figure 2 and Figure 3 [Description]
[0559] Figure 2 This is a schematic cross-sectional view of an electronic device according to an embodiment.
[0560] Figure 2 The electronic device may include a substrate 100, a thin-film transistor (TFT), a light-emitting device, and a sealing portion 300 that seals the light-emitting device.
[0561] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer 210 may be disposed on the substrate 100. The buffer layer 210 can prevent the penetration of impurities through the substrate 100 and can provide a flat surface on the substrate 100.
[0562] The TFT can 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.
[0563] The active layer 220 may include inorganic semiconductors (such as silicon or polysilicon), organic semiconductors or oxide semiconductors, and may include source region, drain region and channel region.
[0564] 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.
[0565] The interlayer insulating film 250 may be disposed on the gate electrode 240. The interlayer insulating film 250 may be disposed between the gate electrode 240 and the source electrode 260 to insulate the gate electrode 240 from the source electrode 260, and between the gate electrode 240 and the drain electrode 270 to insulate the gate electrode 240 from the drain electrode 270.
[0566] The source electrode 260 and the drain electrode 270 may be arranged on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source region and drain region of the active layer 220, and the source electrode 260 and the drain electrode 270 may respectively contact the exposed portions of the source region and drain region of the active layer 220.
[0567] The TFT can be electrically connected to a light-emitting device to drive the light-emitting device, and can be covered and protected by a 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 provided on the passivation layer 280. The light-emitting device may include a first electrode 110, a sandwich layer 130, and a second electrode 150.
[0568] 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 (e.g., electrically connected) to the exposed portion of the drain electrode 270.
[0569] A pixel-defining film 290, including insulating material, may be disposed on the first electrode 110. The pixel-defining film 290 may expose a specific area of the first electrode 110, and an interlayer 130 may be formed in the exposed area of the first electrode 110. The pixel-defining film 290 may be a polyimide-based organic film or a polyacrylic acid-based organic film. Although in Figure 2 Although not shown, at least some layers of interlayer 130 may extend beyond the upper portion of pixel-defining film 290 to be provided as a common layer.
[0570] The second electrode 150 may be disposed on the interlayer 130, and a capping layer 170 may further be included on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.
[0571] A sealing portion 300 may be disposed on the capping layer 170. The sealing portion 300 may be disposed on the light-emitting device to protect it from moisture and / or oxygen. The sealing portion 300 may include an inorganic film, which includes silicon nitride (SiN). x ), silicon dioxide (SiO) x Indium tin oxide, indium zinc oxide, or any combination thereof; organic membranes, including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate, polyacrylic acid, etc.), epoxy resins (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of inorganic and organic membranes.
[0572] Figure 3 This is a schematic cross-sectional view of an electronic device according to another embodiment.
[0573] Figure 3 electronic devices and Figure 2 The electronic device may differ at least in that it further includes a light-shielding pattern 500 and a functional area 400 on the sealed portion 300. The functional area 400 may be a color filter area, a color conversion area, or a combination of both. In an embodiment, Figure 3 The light-emitting device included in the electronic device may be a series light-emitting device.
[0574] [ Figure 4 [Description]
[0575] Figure 4This is a schematic perspective view of an electronic device 1 including a light-emitting device according to an embodiment.
[0576] The electronic device 1, which can be a device for displaying moving or still images, may be not only a portable electronic device (such as a mobile phone, smartphone, tablet computer, mobile communication terminal, electronic notebook computer, e-book, portable multimedia player (PMP), navigation device, or ultra-mobile personal computer (UMPC)), but also a variety of products (such as televisions, laptop computers, monitors, billboards, or Internet of Things (IoT) devices) or part of such a variety of products.
[0577] In some embodiments, electronic device 1 may be a wearable device (such as a smartwatch, watch phone, glasses display, or head-mounted display (HMD)) or part of such a wearable device. However, embodiments are not limited thereto.
[0578] In this implementation, the electronic device 1 may be a central information display (CID) on the vehicle's instrument panel and center console or dashboard, an interior rearview mirror display replacing the vehicle's side mirrors, an entertainment display for the vehicle's rear seats, a display mounted on the back of the front seats, a head-up display (HUD) mounted on the front of the vehicle or projected onto the windshield, or a computer-generated holographic augmented reality head-up display (CGH AR HUD). For ease of explanation, Figure 4 The implementation method of electronic device 1 being a smartphone is explained.
[0579] Electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device can implement an image by means of a two-dimensional array of pixels arranged in the display area DA.
[0580] The non-display area NDA can be an area where no image is displayed, and can surround (e.g., completely surround) the display area DA. Drivers for providing electrical signals or power to display elements arranged in the display area DA can be arranged in the non-display area NDA. Pads that can be electrically connected to electronic components or printed circuit boards can be arranged in the non-display area NDA.
[0581] In electronic device 1, the length in the x-axis direction and the length in the y-axis direction can be different from each other. In the implementation, such as Figure 4 As shown, the length in the x-axis direction may be less than the length in the y-axis direction. In one embodiment, the length in the x-axis direction may be the same as the length in the y-axis direction. In another embodiment, the length in the x-axis direction may be greater than the length in the y-axis direction.
[0582] [ Figure 5 and Figures 6A to 6C [Description]
[0583] Figure 5 This is a schematic perspective view of the exterior of a vehicle 1000, which is an electronic device including a light-emitting device, according to an embodiment. Figures 6A to 6C Each is a schematic diagram of the interior of a vehicle 1000 according to an embodiment.
[0584] See Figure 5 , Figure 6A , Figure 6B and Figure 6C Implementations of vehicle 1000 may include various devices for moving objects (such as people, objects, or animals) from a starting point to a destination. Vehicle 1000 may include vehicles that travel on roads or tracks, ships that move on oceans or rivers, and aircraft that fly in the air using air action.
[0585] Vehicle 1000 can travel on roads or tracks. Vehicle 1000 can move in selected directions depending on the rotation of at least one wheel. Examples of vehicle 1000 may include three-wheeled or four-wheeled vehicles, construction machinery, two-wheeled vehicles, prime movers, bicycles, and trains traveling on tracks.
[0586] Vehicle 1000 may include a body having an interior and an exterior, and a chassis, excluding the body, in which mechanical equipment necessary for driving is installed. The exterior of the vehicle 1000's body may include a front panel, hood, roof panel, rear panel, trunk, and pillars provided at the boundaries between the doors. The chassis of vehicle 1000 may include a power generation unit, power transmission unit, drive unit, steering unit, braking unit, suspension unit, transmission unit, fuel system, front and rear wheels, and left and right wheels.
[0587] Vehicle 1000 may include side window glass 1100, front window glass 1200, side mirror 1300, instrument panel 1400, center console 1500, passenger seat instrument panel 1600 and display device 2.
[0588] The side window glass 1100 and the front window glass 1200 can be separated by a pillar arranged between the side window glass 1100 and the front window glass 1200.
[0589] Side window 1100 may be mounted on the side of vehicle 1000. In one embodiment, side window 1100 may be mounted on a door of vehicle 1000. Multiple side window 1100s may be provided and may face each other. In one embodiment, side window 1100 may include a first side window 1110 and a second side window 1120. In one embodiment, the first side window 1110 may be arranged adjacent to instrument panel 1400, and the second side window 1120 may be arranged adjacent to passenger seat dashboard 1600.
[0590] In this embodiment, the side window glass 1100 may be spaced apart from each other in the x-axis direction or in a direction opposite to the x-axis 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-axis direction or in a direction opposite to the x-axis direction. For example, the virtual straight line L connecting the side window glass 1100 may extend in the x-axis direction or in a direction opposite to the x-axis direction. For example, the virtual straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-axis direction or in a direction opposite to the x-axis direction.
[0591] The front windshield 1200 can be installed at the front of the vehicle 1000. The front windshield 1200 can be arranged between the side windows 1100 facing each other.
[0592] The side mirror 1300 provides a rear view of the vehicle 1000. The side mirror 1300 can be mounted on the exterior of the vehicle body 1000. In some embodiments, multiple side mirrors 1300 may be provided. For example, one of the multiple side mirrors 1300 may be positioned on the outer side of the first side window 1110, and another of the multiple side mirrors 1300 may be positioned on the outer side of the second side window 1120.
[0593] The instrument panel 1400 may be positioned in front of the steering wheel. The instrument panel 1400 may include a tachometer, speedometer, coolant temperature gauge, fuel gauge, turn signal indicator, high beam indicator, warning lights, seat belt warning lights, odometer, speedometer, automatic shift selector indicator, door open warning light, engine oil warning light, and / or low fuel warning light.
[0594] The center console 1500 may include a control panel, on which buttons for adjusting audio devices, air conditioning devices, and seat heaters may be arranged. The center console 1500 may be located on one side of the instrument panel 1400.
[0595] The passenger seat instrument panel 1600 may be spaced apart from the instrument cluster 1400, and the center console 1500 may be arranged between the instrument cluster 1400 and the passenger seat instrument panel 1600. In one embodiment, the instrument cluster 1400 may be arranged corresponding to a driver's seat (not shown), and the passenger seat instrument panel 1600 may be arranged corresponding to a passenger seat (not shown). In one embodiment, the instrument cluster 1400 may be adjacent to a first side window 1110, and the passenger seat instrument panel 1600 may be adjacent to a second side window 1120.
[0596] In one embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display images. The display device 2 may be arranged inside the vehicle 1000. In another embodiment, the display device 2 may be arranged between side window glass 1100s facing each other. The display device 2 may be arranged on at least one of the instrument panel 1400, the center console 1500, and the passenger seat instrument panel 1600.
[0597] Display device 2 may include organic light-emitting display devices, inorganic light-emitting display devices, or quantum dot display devices, etc. Hereinafter, an organic light-emitting display device including a light-emitting device according to an embodiment will be described as an example of display device 2. However, various types of display devices as described above may be used in embodiments.
[0598] See Figure 6A The display device 2 can be mounted on the center console 1500. In one embodiment, the display device 2 can display navigation information. In another embodiment, the display device 2 can display information about audio settings, video settings, or vehicle settings.
[0599] See Figure 6B The display device 2 can be arranged on the instrument panel 1400. In this embodiment, when the display device 2 is arranged on the instrument panel 1400, the instrument panel 1400 can display driving information, etc., through the display device 2. For example, the instrument panel 1400 can digitally display driving information, etc. The instrument panel 1400 can digitally display vehicle information and driving information as images. For example, the tachometer pointer and gauges, as well as various warning lights or icons, can be displayed through digital signals.
[0600] See 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 may be arranged on the passenger seat instrument panel 1600. In one embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display images related to the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500. In another embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500.
[0601] [Manufacturing Method]
[0602] The layers constituting the hole transport region, the emission layer, and the electron transport region can be formed in the selected area using various methods such as vacuum deposition, spin coating, casting, Langmuir-Brookett (LB) deposition, inkjet printing, laser printing, and laser-induced thermal imaging.
[0603] When the layers constituting the hole transport region, the emitter layer, and the electron transport region are formed by vacuum deposition, the deposition can be carried out at a deposition temperature in the range of about 100°C to about 500°C, and at a deposition temperature of about 10°C. -8 To about 10 -3 Vacuum degree and approximately within the range of Torr to approximately The deposition rate is carried out within a range that depends on the material to be included in the layer to be formed and the structure of the layer to be formed.
[0604] [Definition of the term]
[0605] As used in this article, the term "C3-C" 60 A "carbocyclic group" can be a cyclic group consisting of 3 to 60 carbon atoms, with carbon atoms as the only cyclic atom, and as used herein by the term "C1-C". 60 A "heterocyclic group" can be a cyclic group having 1 to 60 carbon atoms and further including at least one heteroatom as a cyclic atom in addition to carbon atoms. (C3-C) 60 Carbocyclic groups and C1-C 60 Heterocyclic groups can be monocyclic groups consisting of a single ring or polycyclic groups in which two or more rings are fused together. For example, C1-C 60 Heterocyclic groups can have 3 to 61 cyclic atoms.
[0606] As used in this article, the term "cyclic group" can refer to C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.
[0607] As used in this article, “π-electron-rich C3-C” 60 "Cyclic group" can be a cyclic group having 3 to 60 carbon atoms and may not include *-N=*' as a cyclic moiety, and as used herein, "a nitrogen-containing C1-C group lacking π electrons". 60 The "cyclic group" may be a heterocyclic group having 1 to 60 carbon atoms and may include *-N=*' as the cyclic part.
[0608] In the implementation,
[0609] C3-C 60 The carbocyclic group can be a T1 group, or a group in which two or more T1 groups are fused together (e.g., cyclopentadienyl, adamantyl, norbornel, phenyl, pentaenyl, naphthyl, azuleyl, indaryl, acenaphthel, phenanthrene, anthreneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenantyl, perylene, penfenyl, heptaenyl, tetraphenyl, framyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, indole, fluorenyl, spirodifluorenyl, benzofluorenyl, indolephenyl or indoleanthryl).
[0610] C1-C 60 The heterocyclic group can be a T2 group, wherein two or more T2 groups are fused together, or wherein at least one T2 group and at least one T1 group are fused together (e.g., pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiophene, benzofuranyl, carbazole, dibenzothiophene, dibenzofuranyl, dibenzofuranyl, indocarbazole, indolecarbazole, benzofuranyl, benzothiophenecarbazole, benzothiophenecarbazole, benzoindocarbazole, benzocarbazole, benzonaphthofuranyl, benzonaphthophene, benzonaphthothiophene, benzofuranyl, benzofuranyl, dibenzofuranyl, benzofuranyl, dibenzothiophenecarbazole). Fenyl, benzothiophene, dibenzothiophene, pyrazolyl, imidazole, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzoisooxazolyl, benzothiazolyl, benzoisothiazolyl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinoline Phinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cenolinyl, phthalazinyl, naphthidyl, imidazopyridyl, imidazopyrimidyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazoyl, azafluorenyl, azadibenzothiophenyl, azadibenzofuranyl, etc.
[0611] C3-C rich in π electrons 60 The cyclic group may be a T1 group, wherein two or more T1 groups are fused together, a T3 group, wherein two or more T3 groups are fused together, or wherein at least one T3 group and at least one T1 group are fused together (e.g., C3-C). 60 Carbocyclic, 1H-pyrrole, thiorrole, borocyclopentadienyl, 2H-pyrrole, 3H-pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiorrole, benzothiophene, benzofuranyl, carbazole, dibenzothiorrole, dibenzothiophene, dibenzofuranyl, indole-carbazole, benzofuran-carbazole, benzothiophene-carbazole, benzothiorrole-carbazole, benzoindole-carbazole, benzocarbazole, benzonaphthofuranyl, benzonaphthophene, benzonaphthorrole, benzofuran-dibenzofuranyl, benzofuran-dibenzothiophene, benzothiophene-dibenzothiophene, etc.
[0612] Nitrogen-containing C1-C lacking π electrons 60The cyclic group may be a T4 group, a group in which two or more T4 groups are fused together, a group in which at least one T4 group and at least one T1 group are fused together, a group in which at least one T4 group and at least one T3 group are fused together, or a group in which at least one T4 group, at least one T1 group and at least one T3 group are fused together (e.g., pyrazolyl, imidazole, triazole, oxazolyl, isoxazolyl, oxadiazole, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl, benzimidazole, benzoxazolyl). Azolyl, benzoisoxazolyl, benzothiazolyl, benzoisothiazolyl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinel, cinolinyl, phthalazinyl, naphthidyl, imidazopyridyl, imidazopyrimidyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiophene, azadibenzothiophene, azadibenzofuranyl, etc.
[0613] The T1 group can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptane), norbornyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane, or phenyl.
[0614] The T2 group can be furanyl, thiophene, 1H-pyrrolyl, thiophene, borocyclopentadienyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiazolyl, azaboracyclopentadienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyrazinyl, triazinyl, tetraazinyl, pyrrolylalkyl, imidazolyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyrazinyl, or dihydropyrazinyl.
[0615] The T3 group can be furanyl, thiophene, 1H-pyrrole, thiophene, or borocyclopentadienyl, and
[0616] The T4 group can be 2H-pyrrole, 3H-pyrrole, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, azirthiolyl, aziboranecyclopentadienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, or tetraazinyl.
[0617] As used in this article, the terms "cyclic group" and "C3-C" are similar to those used in this text. 60 "Carbocyclic group", "C1-C" 60 Heterocyclic groups, π-electron-rich C3-C 60 "Cyclic groups" and "nitrogen-containing C1-C groups lacking π electrons" 60 "Cyclic group" can be any group fused with any cyclic group, monovalent group, or polyvalent group (e.g., divalent group, trivalent group, tetravalent group, etc.) according to the structure of the formula using the corresponding term. For example, "phenyl" can be benzo[a], phenyl, or phenylene, etc., which can be readily understood by those skilled in the art from the structure of formulas including "phenyl".
[0618] Unit price C3-C 60 Carbocyclic group or monovalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups.
[0619] Divalent C3-C 60 Carbocyclic or divalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkenyl, C6-C 60 aryl, C1-C 60 Hypoaryl, divalent non-aromatic fused polycyclic groups and divalent non-aromatic fused heterocyclic groups.
[0620] As used in this article, the term "C1-C" 60 "Alkyl" can be a straight-chain or branched monovalent aliphatic hydrocarbon group having 1 to 60 carbon atoms, and examples 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, isodel, sec-decyl, and tert-decyl, etc. The term "C1-C" as used herein... 60 "alkylene" can be C1-C 60 Alkyl groups have essentially the same divalent structure.
[0621] As used in this article, the term "C2-C" 60 "Alkenyl" can be in C2-C 60 The alkyl group has at least one carbon-carbon double bond in the middle or at the end, and examples of such groups may include vinyl, propenyl, and butenyl groups, etc. As used herein, the term "C2-C" is used... 60 "Alkenyl" can be C2-C 60 Alkenes have divalent groups with essentially the same structure.
[0622] As used in this article, the term "C2-C" 60 "Alkyne group" can be at C2-C 60 The alkyl group has at least one monovalent hydrocarbon group with a carbon-carbon triple bond in the middle or at the end, and examples may include ethynyl and propynyl groups, etc. As used herein, the term "C2-C" is used... 60 "Isynyl group" can be related to C2-C 60 The alkynyl group is a divalent group with essentially the same structure.
[0623] As used in this article, the term "C1-C" 60 "Alkoxy" can be composed of -O(A 101 (where A) 101 Can be C1-C 60 Alkyl groups are monovalent groups, and examples of them may include methoxy, ethoxy, and isopropoxy.
[0624] As used in this article, the term "C3-C" 10 "Cycloalkyl" can be a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and examples of it 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, and bicyclo[2.2.2]octyl, etc. The term "C3-C" as used herein... 10 "Cycloalkylene" can be C3-C 10 Cycloalkyl groups have divalent groups with essentially the same structure.
[0625] As used in this article, the term "C1-C" 10 "Heterocyclic alkyl" can be a monovalent cyclic group having 1 to 10 carbon atoms and further including at least one heteroatom as a cyclic atom in addition to the carbon atoms, and examples may include 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, and tetrahydrothiopheneyl, etc. The term "C1-C" as used herein is also used. 10 "Heterocyclic alkyl" can be C1-C 10 Heterocyclic alkyl groups have divalent groups with essentially the same structure.
[0626] As used in this article, the term "C3-C" 10 "Cycloalkenyl" can be a monovalent cyclic group having 3 to 10 carbon atoms, at least one carbon-carbon double bond in its ring structure, and being non-aromatic, and examples may include cyclopentenyl, cyclohexenyl, and cycloheptenyl, etc. As used herein, the term "C3-C" is used in conjunction with this terminology. 10 "Iridylene" can be related to C3-C 10 Cycloalkenyl groups are divalent groups with essentially the same structure.
[0627] As used in this article, the term "C1-C" 10 A "heterocyclic alkenyl" group can be a monovalent cyclic group having 1 to 10 carbon atoms in its ring structure, further including at least one heteroatom as a cyclic atom in addition to carbon atoms, and having at least one double bond. C1-C 10 Examples of heterocyclic alkenyl groups may include 4,5-dihydro-1,2,3,4-oxarizolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiopheneyl, etc., as used herein by the term "C1-C". 10 "Heterocyclic alkenyl" can be C1-C 10 Heterocyclic alkenyl groups have divalent groups with essentially the same structure.
[0628] As used in this article, the term "C6-C" 60 "Aryl" can be a monovalent group in a carbocyclic aromatic system having 6 to 60 carbon atoms, and as used herein in the term "C6-C". 60 "Arylene" can be a divalent group in a carbocyclic aromatic system with 6 to 60 carbon atoms. (C6-C) 60 Examples of aryl groups may include phenyl, pentanenyl, naphthyl, azulel, indole, acenaphthel, phenanthyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentanenyl, heptanenyl, tetraphenyl, framyl, hexaphenyl, pentaphenyl, rubiginyl, myristyl, and ovoleyl, etc. When C6-C 60 Aryl and C6-C 60 When each of the aryl groups comprises two or more rings, the two or more rings may fused together.
[0629] As used in this article, the term "C1-C" 60 "Heteroaryl" can be a monovalent group having a heterocyclic aromatic system, having 1 to 60 carbon atoms and further including at least one heteroatom as a cyclic atom in addition to the carbon atoms. The term "C1-C" is used herein. 60 "Hypo-heteroaryl" can be a divalent group having a heterocyclic aromatic system, having 1 to 60 carbon atoms and further including at least one heteroatom as a cyclic atom in addition to the carbon atoms. C1-C 60Examples of heteroaryl groups may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, benzoquinolinyl, isoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cenolinyl, phenanthrolinel, phthalazinyl, and naphthidyl, etc. When C1-C 60 heteroaryl and C1-C 60 When each heteroaryl group comprises two or more rings, the two or more rings may fused together.
[0630] As used herein, the term "monovalent nonaromatic fused polycyclic group" can refer to a monovalent group having two or more rings fused together, with only carbon atoms (e.g., 8 to 60 carbon atoms) as cyclic atoms, and lacking aromaticity in its molecular structure when considered as a whole. Examples of monovalent nonaromatic fused polycyclic groups may include indenyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, indo[a]phenanthryl, and indo[a]anthrayl, etc. As used herein, the term "divalent nonaromatic fused polycyclic group" can refer to a divalent group having substantially the same structure as a monovalent nonaromatic fused polycyclic group.
[0631] As used herein, the term "monovalent nonaromatic fused heterocyclic group" can be a monovalent group having two or more rings fused together, further including at least one heteroatom as a cyclic atom in addition to carbon atoms (e.g., 1 to 60 carbon atoms), and having no aromaticity in its molecular structure when considered as a whole. Examples of monovalent non-aromatic fused heterocyclic groups may include pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiophene, benzofuranyl, carbazole, dibenzothiophene, dibenzofuranyl, azacarbazole, azafluorenyl, azadibenzothiophene, azadibenzothiophene, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, isothiazolyl, oxadiazolyl, thiazolyl Benzopyrazolyl, benzimidazoyl, benzoxazolyl, benzothiazoyl, benzoxadiazolyl, benzothiadiazolyl, imidazopyridyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, indolecarbazoyl, indolocarbazoyl, benzofuranocarbazoyl, benzothiophenocarbazoyl, benzothiophenocarbazoyl, benzoindolocarbazoyl, benzocarbazoyl, benzonaphthofuranyl, benzonaphthothiophenyl, benzonaphthothiophenyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl, and benzothiophenodibenzothiophenyl, etc. As used herein, the term "divalent non-aromatic fused heteropolycyclic group" can refer to a divalent group having substantially the same structure as a monovalent non-aromatic fused heteropolycyclic group.
[0632] As used in this article, the term "C6-C" 60"Aryloxy group" can be composed of -O(A 102 (where A) 102 It can be C6-C 60 Aryl) group, and as used herein by the term "C6-C 60 "Arylthio" can be formed by -S(A 103 (where A) 103 It can be C6-C 60 (aryl) represents a group.
[0633] As used in this article, the term "C7-C" 60 "Aryl" can be composed of -(A 104 (A) 105 (where A) 104 Can be C1-C 54 Alkylene, and A 105 It can be C6-C 59 Aryl) group, and as used herein by the term "C2-C 60 "Heteroarylene" can be composed of -(A 106 (A) 107 (where A) 106 Can be C1-C 59 Alkylene, and A 107 Can be C1-C 59 (Heteroaryl) represents a group.
[0634] As used in this article, the term "C3-C" 60 "Carbocyclic group" includes C3-C 50 carbonyl group, C3-C 40 carbonyl group, C3-C 30 carbonyl group, C3-C 20 carbonyl group or C3-C 10 carbon cyclo group;
[0635] The term "C1-C" 60 "Heterocyclic groups" include C1-C 50 Heterocyclic groups, C1-C 40 Heterocyclic groups, C1-C 30 Heterocyclic groups, C1-C 20 Heterocyclic groups or C1-C 10 Heterocyclic groups;
[0636] The term "C1-C" 60 "alkyl" includes C1-C 50 Alkyl, C1-C 30 Alkyl, C1-C 20 Alkyl or C1-C 10 alkyl;
[0637] The term "C2-C" 60"Alkenyl" includes C2-C 30 alkenyl, C2-C 20 alkenyl or C2-C 10 alkenyl;
[0638] The term "C2-C" 60 "Alkyne group" includes C2-C 30 alkynyl group, C2-C 20 Alkyne group or C2-C 10 alkynyl group;
[0639] The term "C1-C" 60 "Alkoxy" includes C1-C 30 Alkoxy, C1-C 20 Alkoxy or C1-C 10 Alkoxy;
[0640] The term "C6-C" 60 "Aryl" includes C6-C 50 Aryl, C6-C 40 Aryl, C6-C 30 Aryl, C6-C 20 Aryl or C6-C 15 Aryl;
[0641] The term "C1-C" 60 "Heteroary aryl" includes C1-C 50 heteroaryl, C1-C 40 heteroaryl, C1-C 30 heteroaryl, C1-C 20 heteroaryl or C1-C 10 Mixed aromatics;
[0642] "Monovalent non-aromatic fused polycyclic groups" include C8-C 60 Monovalent non-aromatic fused polycyclic groups, C8-C 50 Monovalent non-aromatic fused polycyclic groups, C8-C 40 Monovalent non-aromatic fused polycyclic groups, C8-C 30 Monovalent non-aromatic fused polycyclic groups or C8-C 20 Monovalent non-aromatic fused polycyclic groups;
[0643] The term "monovalent non-aromatic fused heterocyclic group" includes C1-C 60 Monovalent non-aromatic fused heterocyclic groups, C1-C 50 Monovalent non-aromatic fused heterocyclic groups, C1-C 40 Monovalent non-aromatic fused heterocyclic groups, C1-C 30 Monovalent non-aromatic fused heterocyclic groups or C1-C 20 Monovalent non-aromatic fused heterocyclic groups;
[0644] The term "C6-C" 60 "Aryloxy groups" include C6-C 50 Aryloxy group, C6-C 40 Aryloxy group, C6-C 30 Aryloxy group, C6-C 20 aryloxy or C6-C 15 aryloxy;
[0645] The term "C6-C" 60 "Arylthio" includes C6-C 50 Arylthio, C6-C 40 Arylthio, C6-C 30 Arylthio, C6-C 20 Aryl thiols or C6-C 15 Arylthio;
[0646] The term "C7-C" 60 "Aryl" includes C7-C 50 Aryl group, C7-C 40 Aryl group, C7-C 30 Aryl group, C7-C 20 Aryl or C7-C 15 Aryl alkyl groups; and
[0647] The term "C2-C" 60 "Heteroarylene" includes C2-C 50 Heteroaryl, C2-C 40 Heteroaryl, C2-C 30 Heteroaryl, C2-C 20 Heteroaryl or C2-C 15 Heteroaryl alkyl groups.
[0648] In the specification, the group "R" 10a "Can be:
[0649] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, or hydrazone;
[0650] Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60Heteroaryl, -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;
[0651] Each of the following C3-Cs that are not substituted or are substituted: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, -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; or
[0652] -Si(Q 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -P(Q) 31(Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) or -P(=O)(Q 31 (Q) 32 ).
[0653] In the instruction manual, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; each unsubstituted or replaced by deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C1-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group; C7-C 60 Aryl alkyl group; or C2-C 60 Heteroaryl alkyl groups.
[0654] As used herein, the term "heteroatom" can refer to any atom other than carbon and hydrogen. Examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se, or any combination thereof.
[0655] In the specification, the term "first row transition metal" can be titanium (Ti), vanadium (V), cadmium (Cr), and manganese (Mn), etc.; the term "second row transition metal" can be yttrium (Y), zirconium (Zr), niobium (Nb), and molybdenum (Mo), etc.; and the term "third row transition metal" can be hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), and gold (Au), etc.
[0656] In the specification, the term "Ph" refers to phenyl, the term "Me" refers to methyl, the term "Et" refers to ethyl, and the terms "tert-Bu" or "Bu" are used interchangeably. t Each refers to tert-butyl, and the term "OMe" refers to methyl methacrylate (MMA).
[0657] As used herein, the term "biphenyl" can mean "phenyl substituted with a phenyl group." For example, "biphenyl" can refer to a phenyl group having a C6-C ratio. 60 Aryl groups are substituted phenyl groups.
[0658] As used herein, the term "terphenyl" can mean "phenyl substituted with biphenyl." For example, "terphenyl" can be a phenyl group having a C6-C substituted structure. 60 Aryl-substituted C6-C 60 Aryl groups are substituted phenyl groups.
[0659] Unless otherwise specified, the symbols * and *' as used herein refer to the binding sites of adjacent atoms in the corresponding formula or part.
[0660] In this specification, the terms “x-axis,” “y-axis,” and “z-axis,” as used herein, are not limited to the three axes in an orthogonal coordinate system (e.g., a Cartesian coordinate system) and may be interpreted in a broader sense than the three axes in an orthogonal coordinate system described above. For example, the x-axis, y-axis, and z-axis may describe axes that are orthogonal to each other, or they may describe axes in different directions that are not orthogonal to each other.
[0661] The compounds and light-emitting devices according to the embodiments will be described in detail below with reference to synthesis examples and embodiments. The phrase "using B instead of A" used in the description of the synthesis examples means replacing A with the same molar equivalent of B.
[0662] In this specification, "integers selected from 0 to 10" refers to integers selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, and 10. The above description of numerical ranges also applies to any other numerical ranges appearing in this specification, such as integers selected from 0 and 1, integers selected from 0 to 2, integers selected from 0 to 3, integers selected from 0 to 4, integers selected from 0 to 5, integers selected from 0 to 6, integers selected from 0 to 7, integers selected from 0 to 8, integers selected from 0 to 9, and integers selected from 0 to 10, etc.
[0663] [Synthesis Examples and Embodiments]
[0664] Synthesis of intermediate A-01
[0665]
[0666] Synthesis of intermediate A-01-1
[0667] 28.3 g (75.1 mmol) of 9-bromo-1,1,4,4,5,5,8,8-octamethyl-1,2,3,4,5,6,7,8-octahydrophenanthrene, 22.9 g (90.1 mmol) of bis(pinacol)diboron (B2(Pin)2), 2.75 g (3.75 mmol) of (dppf)palladium dichloride (Pd(dppf)Cl2), and 18.4 g (188 mmol) of potassium acetate were suspended in 0.1 M dioxane, and the reaction mixture was heated at 100 °C and stirred overnight. After the reaction was complete, the reaction product was filtered once using silica gel and subjected to reduced pressure to remove the solvent. The product was cured with hexane and filtered to obtain 27.1 g (yield: 85%) of intermediate A-01-1.
[0668] Synthesis of intermediate A-01-2
[0669] 15.1 g (60.0 mmol) of 2,6-dibromoaniline, 6.12 g (30.0 mmol) of phenylboronic acid, 7.69 g (60.0 mmol) of potassium carbonate, and 1.73 g (1.50 mmol) of tetrakis(triphenylphosphine)palladium(0) were suspended in 300 mL of a mixed solvent comprising 1,4-dioxane and distilled water. The reaction mixture was heated and stirred at 100 °C for 18 hours. After the reaction was complete, the product was subjected to reduced pressure to remove 1,4-dioxane, and extracted with dichloromethane and distilled water. The organic layer was separated, dried with magnesium sulfate, and subjected to silica column chromatography under reduced pressure to obtain 5.88 g (yield: 79%) of intermediate A-01-2.
[0670] Synthesis of intermediate A-01-3
[0671] 15.1 g (35.6 mmol) of intermediate A-01-1, 5.80 g (23.7 mmol) of intermediate A-01-2, 6.55 g (47.4 mmol) of potassium carbonate (K₂CO₃), and 1.37 g (1.19 mmol) of tetrakis(triphenylphosphine)palladium(O) (Pd(PPh₃)₄) were suspended in 240 mL of a mixed solvent comprising 1,4-dioxane and distilled water (H₂O). The reaction mixture was heated and stirred at 100 °C for 18 hours. After the reaction was complete, the product was subjected to reduced pressure to remove 1,4-dioxane, and extracted with dichloromethane and distilled water. The organic layer was separated, dried with magnesium sulfate, and subjected to silica column chromatography under reduced pressure to obtain 9.71 g (yield: 88%) of intermediate A-01-3.
[0672] Synthesis of intermediate A-01-4
[0673] 9.5 g (20.40 mmol) of intermediate A-01-3, 8.24 g (40.80 mmol) of 1-bromo-2-nitrobenzene, 7.84 g (81.6 mmol) of sodium tert-butoxide (NaOtBu), 1.27 g (3.06 mmol) of SPhos, and 1.86 g (2.04 mmol) of tris(dibenzylacetone)palladium(O)(Pd2(dba)3) were suspended in 200 mL of toluene. The reaction mixture was heated and stirred at 80 °C for 16 hours. After the reaction was complete, the product was subjected to reduced pressure to remove toluene, and extracted with dichloromethane and distilled water. The organic layer was separated, dried with magnesium sulfate, and subjected to silica column chromatography under reduced pressure to obtain 11.3 g (yield: 94%) of intermediate A-01-4.
[0674] Synthesis of intermediate A-01
[0675] 10.0 g (17.04 mmol) of intermediate A-01-4 was dissolved in 170 mL of ethanol (EtOH), to which 6.06 g (51.1 mmol) of tin and 7.5 mL (85.2 mmol) of concentrated DCl were added. The reaction mixture was then heated and stirred at 80 °C for 16 hours. After the reaction was complete, the product was subjected to reduced pressure to remove ethanol, neutralized with aqueous sodium hydroxide solution, and extracted with dichloromethane and distilled water. The organic layer was separated, dried with magnesium sulfate, and subjected to silica column chromatography under reduced pressure to obtain 9.2 g (yield: 99%) of intermediate A-01.
[0676] Synthesis of intermediate A-04
[0677]
[0678] Intermediate A-04 was synthesized in essentially the same manner as intermediate A-01, except that 3,5-di-tert-butylphenylboronic acid was used instead of phenylboronic acid.
[0679] Synthesis of intermediate A-15
[0680]
[0681] Intermediate A-15 was synthesized in essentially the same manner as intermediate A-01, except that 1,3-dibromo-5-(tert-butyl)aniline was used instead of 2,6-dibromoaniline.
[0682] Synthesis of intermediate A-25
[0683]
[0684] Intermediate A-25 was synthesized in essentially the same manner as intermediate A-01, except that phenyl-d5-boronic acid was used instead of phenylboronic acid, and 5-bromo-4-nitropyrimidine was used instead of 1-bromo-2-nitrobenzene.
[0685] Synthesis of intermediate A-38
[0686]
[0687] Intermediate A-38 was synthesized in essentially the same manner as intermediate A-01, except that 2,6-dibromoaniline was used instead of A-01-2, and twice the amount of A-01-1 was used in the synthesis of intermediate A-01-3.
[0688] Synthesis Example 1 (Compound BD-01)
[0689]
[0690] Synthesis of intermediate B-01-1
[0691] 15.0 g (47.4 mmol) of 2-hydroxy-9-(4-(tert-butyl)-2-pyridyl)carbazole, 12.4 g (71.1 mmol) of 1-bromo-3-fluorobenzene, and 20.1 g (94.8 mmol) of potassium triphosphate (K3PO4) were suspended in 240 mL of dimethylformamide (DMF), and the reaction mixture was heated to 160 °C and stirred for 12 hours. After the reaction was complete, the product was subjected to reduced pressure to remove the solvent, extracted with ethyl acetate and distilled water, and dried over magnesium sulfate. The product was purified by column chromatography to obtain intermediate B-01-1.
[0692] Synthesis of intermediate B-01-2
[0693] 10.0 g (21.2 mmol) of intermediate B-01-1, 12.4 g (22.3 mmol) of intermediate A-01, 8.15 g (84.8 mmol) of sodium tert-butoxide, 1.52 g (3.18 mmol) of XPhos, and 1.95 g (2.12 mmol) of tris(dibenzylacetone)palladium(0) were suspended in 210 mL of toluene. The reaction mixture was heated and stirred at 110 °C for 4 hours. After the reaction was complete, the product was subjected to reduced pressure to remove toluene and extracted with dichloromethane and distilled water. The organic layer was separated, dried with magnesium sulfate, and subjected to silica column chromatography under reduced pressure to obtain 15.9 g (yield: 79%) of intermediate B-01-2.
[0694] Synthesis of intermediate B-01-3
[0695] 2.0 mL (19.0 mmol) of concentrated DCl was added to a mixture comprising 15.0 g (15.8 mmol) of intermediate B-01-2 and 130 mL (792 mmol) of triethyl orthoformate. The reaction mixture was heated to 80 °C and stirred overnight. After the reaction was complete, the product was subjected to reduced pressure to remove the solvent and purified by column chromatography to obtain 13.0 g (yield: 83%) of intermediate B-01-3.
[0696] Synthesis of compound BD-01
[0697] 13.0 g (13.1 mmol) of intermediate B-01-3, 6.10 mL (52.4 mmol) of 2,6-rutidine, and 5.98 g (14.4 mmol) of potassium tetrachloroplatinate (K₂PtCl₄) were suspended in 260 mL of 1,2-dichlorobenzene (o-DCB), and the reaction mixture was heated and stirred overnight at 120 °C. After the reaction was complete, the product was filtered through silica gel, washed several times with n-hexane to remove the solvent, and then washed with a mixture of dichloromethane and n-hexane in a 1:1 ratio to obtain the crude product in a dissolved state. The product was purified by column chromatography to obtain 3.5 g (yield: 23%) of compound BD-01.
[0698] Synthesis Example 2 (Compound BD-04)
[0699] Compound BD-04 was synthesized in essentially the same manner as in Synthesis Example 1, except that intermediate A-04 was used instead of intermediate A-01.
[0700] Synthesis Example 3 (Compound BD-15)
[0701] Compound BD-15 was synthesized in essentially the same manner as in Synthesis Example 1, except that intermediate A-15 was used instead of intermediate A-01.
[0702] Synthesis Example 4 (Compound BD-25)
[0703] Compound BD-25 was synthesized in essentially the same manner as in Synthesis Example 1, except that intermediate A-25 was used instead of intermediate A-01, and 2-hydroxy-9-(4-(tert-butyl)-2-pyridyl)-5,6,7,8-d4-carbazole was used instead of 2-hydroxy-9-(4-(tert-butyl)-2-pyridyl)carbazole.
[0704] Synthesis Example 5 (Compound BD-38)
[0705] Compound BD-38 was synthesized in essentially the same manner as in Synthesis Example 1, except that intermediate A-38 was used instead of intermediate A-01.
[0706] For the compounds synthesized in Synthetic Examples 1 to 5, measurements were taken. 1 ¹H NMR and high-resolution mass spectrometry (HR-MS) were performed, and the results are shown in Table 1. Those skilled in the art can readily identify synthetic methods for compounds other than those synthesized in Synthetic Examples 1 to 5 by referring to the synthetic routes and starting materials.
[0707] [Table 1]
[0708]
[0709] Evaluation Example 1
[0710] Using the methods described in Table 2, the lowest unoccupied molecular orbital (LUMO) level, highest occupied molecular orbital (HOMO) level, band gap, and triplet metal-to-ligand charge transfer of the compounds in the synthetic examples were measured. 3 The MLCT values are shown in Table 3.
[0711] [Table 2]
[0712]
[0713] [Table 3]
[0714] Compound HOMO level (eV) LUMO level (eV) Band gap (eV) 3 MLCT (%)]]> Synthesis Example 1 -5.28 -1.97 3.02 12.28 Synthesis Example 2 -5.26 -2.01 2.93 12.30 Synthesis Example 3 -5.28 -1.97 3.02 11.77 Synthesis Example 4 -5.27 -2.00 2.98 12.02 Synthesis Example 5 -5.26 -2.04 2.96 12.00
[0715] Example 1
[0716] As the anode, a 15Ω / cm anode is formed on it. 2 The ITO glass substrate (a Corning product) was cut to a size of 50mm × 50mm × 0.7mm, ultrasonicated for 5 minutes each with isopropanol and pure water, washed by irradiation with ultraviolet light and exposure to ozone for 30 minutes, and then mounted on a vacuum deposition equipment.
[0717] 2-TNATA was vacuum deposited onto the anode to form a structure with... A hole injection layer of a certain thickness 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 hole injection layer with a certain thickness. A hole transport layer of a certain thickness.
[0718] Sensitizer (compound BD-01), host (compounds ETH2 and HTH29), and delayed fluorescence material (compound DFD7) were vacuum-deposited onto the hole transport layer to form a structure with... The emission layer was of a certain thickness. Based on the total weight of the emission layer (100 wt%), the amount of sensitizer was adjusted to 13 wt%, the weight ratio of compound ETH2 to compound HTH29 was adjusted to 3.5:6.5, and based on the total weight of the emission layer (100 wt%), the amount of delayed fluorescent emitter was adjusted to 1.5 wt%.
[0719] Compound ETH34 was vacuum-deposited onto the emitter layer to form a structure with... A hole-blocking layer of a certain thickness was formed, and compounds ET46 and Liq were vacuum-deposited onto the hole-blocking layer at a weight ratio of 4:6 to form a hole-blocking layer with a thickness of [missing information]. An electron transport layer of a certain thickness. Yb is vacuum deposited onto the electron transport layer to form an electron transport layer with... An electron-injected layer of a certain thickness was formed, and Mg was vacuum-deposited onto it to form a layer with [missing information]. A cathode of a certain thickness is used to complete the fabrication of an organic light-emitting device.
[0720]
[0721] Examples 2 to 5, and Comparative Examples 1 and 2
[0722] Organic light-emitting devices of Examples 2 to 5 and Comparative Examples 1 and 2 were manufactured in substantially the same manner as in Example 1, except that compounds BD-04, BD-15, BD-25 and BD-38, and Comparative Example Compound 1 and Comparative Example Compound 2 were used instead of compound BD-01 in Example 1.
[0723] Evaluation Example 2
[0724] To evaluate the characteristics of the organic light-emitting devices manufactured according to Examples 1 to 5 and Comparative Examples 1 and 2, their performance at 10 mA / cm² was measured. 2 The luminance, driving voltage, color coordinates, luminous efficiency, γ-color conversion efficiency, maximum emission wavelength, and lifetime of the organic light-emitting device were measured at the specified current density, and the results are shown in Table 4. The luminance (cd / m²) of the organic light-emitting device was measured using a Keithley MU 236 and a PR650 luminance meter, respectively. 2 ), driving voltage (V), color coordinates (CIEy), luminous efficacy (cd / A), y-color conversion efficiency (cd / A / y), maximum emission wavelength (nm), and lifetime (T) 95 In Table 4, lifetime (T) 95 ) is a measure of the time (hr) it takes for the brightness to reach 95% of its initial brightness.
[0725] [Table 4]
[0726]
[0727]
[0728]
[0729] [Comparative Compound 1]
[0730]
[0731] [Comparative Compound 2]
[0732]
[0733] According to the embodiments, the use of organometallic compounds represented by Formula 1 can ensure the manufacture of light-emitting devices with high luminous efficiency and long lifespan, as well as high-quality electronic devices and electronic equipment including light-emitting devices.
[0734] Embodiments have been disclosed herein, and although terminology has been used, it is used and interpreted in a general and descriptive sense only and not for limiting purposes. In some instances, features, characteristics, and / or elements described in connection with embodiments may be used alone or in combination with features, characteristics, and / or elements described with reference to other embodiments, as will be apparent to those skilled in the art, unless otherwise specifically indicated. Accordingly, those skilled in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of this disclosure.
Claims
1. A light-emitting device, comprising: First electrode; The second electrode facing the first electrode; An interlayer comprising an emission layer between the first electrode and the second electrode; as well as Organometallic compounds represented by Formula 1: In Equation 1 and Equations 2-1 to 2-4, M is platinum, iridium, palladium, cobalt, gold, nickel, silver, or copper. CY1, CY2, CY 31 CY 32 Each of CY4 and CY3 is independently classified as C3-C. 60 carbon cyclo group or C1-C 60 Heterocyclic group, CY 51 To CY 54 Each independently constitutes C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl or C1-C 10 Heterocyclic alkenyl groups X1 is C, X2 to X4 are each independently C or N. T1 is a single bond, *-N(R6)-*', *-C(R6)(R7)-*', *-Si(R6)(R7)-*', *-S-*', or *-O-*'. L1 to L3 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)-*'. a1, a2, a31, a32, a4, and a51 to a54 are each independent integers selected from 0 to 10. a55 is an integer selected from 0 to 3. a56 is an integer selected from 0 to 5. b1 to b3 are each an independent integer selected from 0 to 4. R5 is a group represented by one of formulas 2-1 to 2-4. R1, R2, R 31 R 32 R4, R 51 To R 56 R6 through R9 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C2-C 60 Heteroalkyl groups, -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, hydroxyl, cyano, nitro, amido, hydrazine, or hydrazone; Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, -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; Each of the following C3-Cs that are not substituted or are substituted: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, -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; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 )或-P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of the following is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; each unsubstituted or replaced by deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C1-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group; C7-C 60 Aryl alkyl group; or C2-C 60 Heteroaryl groups, and The asterisk (*) in Equations 2-1 to 2-4 indicates the binding site with adjacent atoms.
2. The light-emitting device according to claim 1, wherein... The first electrode is the anode. The second electrode is a cathode. The interlayer further includes: Hole transport region between the first electrode and the emitter layer; as well as In the electron transport region between the emitter layer and the second electrode, The hole transport region includes a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any 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 any combination thereof.
3. The light-emitting device according to claim 1, wherein the interlayer comprises the organometallic compound.
4. The light-emitting device according to claim 1, wherein the emitting layer comprises the organometallic compound.
5. The light-emitting device according to claim 1, wherein... The emission layer includes a sensitizer, and The sensitizer includes the organometallic compound.
6. An electronic device comprising the light-emitting device according to any one of claims 1 to 5.
7. The electronic device according to claim 6, further comprising: Color filters, color conversion layers, touchscreen layers, polarization layers, or any combination thereof.
8. An electronic device comprising the light-emitting device according to any one of claims 1 to 5.
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 retractable display, a laser printer, a telephone, a mobile phone, a tablet computer, a tablet PC, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall having multiple displays spliced together, a theater screen, a stadium screen, a phototherapy device, or a sign.
10. An organometallic compound, represented by Formula 1: In Equation 1 and Equations 2-1 to 2-4, M is platinum, iridium, palladium, cobalt, gold, nickel, silver, or copper. CY1, CY2, CY 31 CY 32 Each of CY4 and CY3 is independently classified as C3-C. 60 carbon cyclo group or C1-C 60 Heterocyclic group, CY 51 To CY 54 Each independently constitutes C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl or C1-C 10 Heterocyclic alkenyl groups X1 is C, X2 to X4 are each independently C or N. T1 is a single bond, *-N(R6)-*', *-C(R6)(R7)-*', *-Si(R6)(R7)-*', *-S-*', or *-O-*'. L1 to L3 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)-*'. a1, a2, a31, a32, a4, and a51 to a54 are each independent integers selected from 0 to 10. a55 is an integer selected from 0 to 3. a56 is an integer selected from 0 to 5. b1 to b3 are each an independent integer selected from 0 to 4. R5 is a group represented by one of formulas 2-1 to 2-4. R1, R2, R 31 R 32 R4, R 51 To R 56 R6 through R9 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C2-C 60 Heteroalkyl groups, -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, hydroxyl, cyano, nitro, amido, hydrazine, or hydrazone; Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, -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; Each of the following C3-Cs that are not substituted or are substituted: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, -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; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of the following is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; each unsubstituted or replaced by deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C1-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group; C7-C 60 Aryl alkyl group; or C2-C 60 Heteroaryl groups, and The asterisk (*) in Equations 2-1 to 2-4 indicates the binding site with adjacent atoms.
11. The organometallic compound of claim 10, wherein the organometallic compound comprises at least one deuterium atom.
12. The organometallic compound according to claim 10, wherein M is platinum.
13. The organometallic compound according to claim 10, wherein CY1, CY2, and CY3 are... 31 CY 32 Each of these compounds, CY4 and CY4, is independently composed of cyclopentadienyl, adamantyl, norbornel, phenyl, pentanenyl, naphthyl, azulel, indaryl, acenaphthel, phenanthrene, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenantyl, perylene, penfenyl, heptanenyl, tetraphenyl, fraxyl, hexaphenyl, pentaphenyl, rutinyl, keratyl, ovoleyl, indene, fluorenyl, spirodifluorenyl, benzofluorenyl, indophenantyl, indoanthracene. pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiophene, benzofuranyl, carbazole, dibenzothiophene, dibenzofuranyl, indocarbazole, indolecarbazole, benzofuranocarbazole, benzothiophenecarbazole, benzothiophenecarbazole, benzoindocarbazole, benzocarbazole Naphthofuranyl, benzonaphthothiophenyl, benzonaphthothiophenyl, benzofuran-dibenzofuranyl, benzofuran-dibenzothiophenyl, benzothiophene-dibenzothiophenyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzoisooxazolyl, benzothiazolyl, benzoisothiazolyl, indazole, pyridyl, pyrimidinyl Pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cyclolinyl, phthalazinyl, naphthidyl, imidazopyridyl, imidazopyrimidyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazoyl, azafluorenyl, azadibenzothiopheneyl, azadibenzothiopheneyl, or azadibenzofuranyl.
14. The organometallic compound according to claim 10, wherein CY 51 To CY 54 Each independently constitutes C3-C 10 Cycloalkyl.
15. The organometallic compound according to claim 10, wherein... The bonds between X1 and M, and between X4 and M, are each coordinate bonds, and The bonds between X2 and M, and between X3 and M, are each covalent bonds.
16. The organometallic compound according to claim 10, wherein L1 to L3 are each independently a single bond, *-N(R8)-*', *-B(R8)-*', *-C(R8)(R9)-*', *-Si(R8)(R9)-*', *-S-*', or *-O-*'.
17. The organometallic compound according to claim 10, wherein R5 is a group represented by formula 2-1 or formula 2-2.
18. The organometallic compound according to claim 10, wherein R5 is a group represented by one of formulas 2-a to 2-h: Among them, in equations 2-a to 2-h, R 51a To R 51h Each independently corresponds to R in Equations 2-1 to 2-4. 51 The same restrictions apply. R 52a To R 52h Each independently corresponds to R in Equations 2-1 to 2-4. 52 The same restrictions apply. R 53a To R 53h Each independently corresponds to R in Equations 2-1 to 2-4. 53 The same restrictions apply. R 54a To R 54h Each independently corresponds to R in Equations 2-1 to 2-4. 54 The same restrictions apply, and R 55 R 56 a55, a56 and * are each the same as those defined in Equations 2-1 to 2-4.
19. The organometallic compound according to claim 18, wherein the organometallic compound satisfies at least one of conditions I to IV: Condition I R 51a To R 51h The four in the group are each independently unsubstituted or replaced by at least one R. 10a Replacement C1-C 60 alkyl; Condition II R 52a To R 52h The four in the group are each independently unsubstituted or replaced by at least one R. 10a Replacement C1-C 60 alkyl; Condition III R 53a To R 53h The four in the group are each independently unsubstituted or replaced by at least one R. 10a Replacement C1-C 60 Alkyl groups; and Condition IV R 54a To R 54h The four in the group are each independently unsubstituted or replaced by at least one R. 10a Replacement C1-C 60 alkyl.
20. The organometallic compound of claim 10, wherein the organometallic compound is one of compounds BD-01 to BD-42:
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