Heterocyclic compound, organic light-emitting device, and electronic device and consumer article including same

By using heterocyclic compounds with specific structures as the emission layer material in the organic light emitting device, the light emission efficiency in the green light wavelength range is optimized, the problem of insufficient color performance in the prior art is solved, and the efficient green light emission effect is achieved.

CN120441599APending Publication Date: 2025-08-08SAMSUNG DISPLAY CO LTD
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Patent Information

Application Number
CN202510100953.3
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2024-02-07
Filing Date
2025-01-22
Publication Date
2025-08-08

AI Technical Summary

Technical Problem

The existing organic light emitting devices have limitations in color performance and efficiency, especially in the green light wavelength range, with insufficient emission efficiency.

Method used

A heterocyclic compound with a specific structure is used as the emission layer material, and by regulating its chemical structure to optimize the light emission characteristics, combining the design of the hole transport region and the electron transport region to form an efficient organic light emitting device.

Benefits of technology

High-efficiency green light emission in the range of 500nm to 550nm is achieved, and the color performance and overall efficiency of the organic light emitting device are improved.

✦ Generated by Eureka AI based on patent content.

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Abstract

Embodiments provide a heterocyclic compound, an organic light-emitting device including the heterocyclic compound, an electronic device including the organic light-emitting device, and a consumer product including the organic light-emitting device. The organic light emitting device includes a first electrode, a second electrode facing the first electrode, an interlayer between the first electrode and the second electrode and including an emission layer, and a heterocyclic compound. Heterocyclic compound represented by Formula 1 explained in the specification: [Formula 1] # imgabs0 #
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Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2024-0019160 filed in the Korean Intellectual Property Office on February 7, 2024, the entire contents of which are incorporated herein by reference. Technical Field

[0003] Embodiments relate to heterocyclic compounds, organic light-emitting devices including the heterocyclic compounds, and electronic devices and consumer products including the organic light-emitting devices. Background Art

[0004] Organic light-emitting devices are self-emissive devices that have wide viewing angles, high contrast, short response times, and superior characteristics in terms of brightness, driving voltage, and response speed compared to related art devices, and produce full-color images.

[0005] In an example, an organic light-emitting device may have a structure in which a first electrode is arranged on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode may be sequentially formed on the first electrode. Holes provided from the first electrode move toward the emission layer through the hole transport region, and electrons provided from the second electrode move toward the emission layer through the electron transport region. Carriers (such as holes and electrons) recombine in the emission layer to generate excitons. The excitons may transition from an excited state to a ground state, thereby generating light.

[0006] It is to be understood that this background section is intended, in part, to provide a useful background for understanding the technology. However, this background section may also include ideas, concepts, or cognition that were not known or understood by those skilled in the relevant art before the corresponding effective filing date of the subject matter disclosed herein. Summary of the Invention

[0007] Embodiments include heterocyclic compounds, organic light-emitting devices, and electronic devices and consumer products including the organic light-emitting devices.

[0008] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the disclosed embodiments.

[0009] According to an embodiment, the heterocyclic compound may be represented by Formula 1:

[0010] [Formula 1]

[0011]

[0012] In formula 1,

[0013] X1 can be O, S, Se or N(R1),

[0014] Y 11 and Y 21 can be independently C, N, O, S or Se,

[0015] A1 and A2 can each independently be C5-C 60 Carbocyclic group, C1-C 60 a heterocyclic group or a group represented by Formula 2, and

[0016] Indicates single or double bonds;

[0017] [Formula 2]

[0018]

[0019] In formula 2,

[0020] X2 can be O, S, Se or N(R2).

[0021] In Equation 1 and Equation 2,

[0022] When A1 is a group represented by Formula 2, Y 11 Can be connected to an atom other than X2 in Formula 2,

[0023] When A2 is a group represented by Formula 2, Y 21 Can be connected to an atom other than X2 in Formula 2,

[0024] A3 to A5 can each independently be C5-C 60 Carbocyclic or C1-C 60 heterocyclic group, and

[0025] Ar1 and Ar2 may each independently be a group represented by Formula 3, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted by at least one R 10a Substituted C3-C10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a a substituted monovalent non-aromatic fused polycyclic group, an unsubstituted or substituted monovalent non-aromatic fused polycyclic group, 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2);

[0026] [Formula 3]

[0027]

[0028] In formula 3,

[0029] A6 and A7 can each independently be C5-C 60 Carbocyclic or C1-C 60 heterocyclic group, and

[0030] *Indicates the binding site with the adjacent atoms.

[0031] In formulas 1 to 3,

[0032] R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted by at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a a substituted monovalent non-aromatic fused polycyclic group, an unsubstituted or substituted monovalent non-aromatic fused polycyclic group, 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(═O)(Q1), -S(═O)(Q1), -S(═O)2(Q1), -P(═O)(Q1)(Q2), or -P(═S)(Q1)(Q2),

[0033] Ar1, Ar2, R1, R2, R 10 、R 20 、R 30 、R31 、R 40 、R 50 、R 60 and R 70 Two or more adjacent groups in the group may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C5-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group,

[0034] b10 and b20 may each independently be 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18, b30, b40, b50, b60 and b70 may each independently be 0, 1, 2, 3, 4, 5, 6, 7 or 8,

[0035] R 10a Can be:

[0036] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, or nitro;

[0037] Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 ),-S(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ),-P(=S)(Q 11 )(Q 12) or any combination thereof;

[0038] Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy or C1-C 60 Heteroarylthio: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 ),-S(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ),-P(=S)(Q 21 )(Q 22 ) or any combination thereof; or

[0039] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 ),-S(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q31 )(Q 32 ) or -P(=S)(Q 31 )(Q 32 ),and

[0040] Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each of them can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or each unsubstituted or deuterated, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted by alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0041] In an embodiment, A1 and A2 may each independently be a phenyl group, a naphthyl group, a phenanthryl group, a fluoranthenyl group, a triphenylene group, a pyrenyl group, a 1,2-triphenylene group, an indenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, an indolyl group, a pyridyl group, a pyrimidinyl group, a furyl group, a benzofuranyl group, a thienyl group, a benzothienyl group, or a group represented by one of Formulae 2A to 2E explained below.

[0042] In an embodiment, A1 and A2 may each independently be a phenyl group, a naphthyl group, a phenanthryl group, a fluoranthenyl group, a triphenylene group, a pyrenyl group, a 1,2-triphenylene group, an indenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, an indolyl group, a pyridyl group, a pyrimidinyl group, a furyl group, a benzofuranyl group, a thienyl group, a benzothienyl group, or a group represented by one of Formulas 2-1 to 2-5 explained below.

[0043] In an embodiment, A3 to A7 may each independently be phenyl, naphthyl, phenanthryl, fluoranthene, triphenylene, pyrene, 1,2-benzophenanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthiothienyl, benzonaphthothienyl or dinaphthothienyl.

[0044] In an embodiment, the group represented by Formula 3 may be a group represented by one of Formulae 3A to 3C explained below.

[0045] In an embodiment, the group represented by Formula 3 may be a group represented by one of Formulas 3-1 to 3-17 explained below.

[0046] In an embodiment, R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70 Can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl or C1-C 20 an alkoxy group; or a group represented by one of Formula 5-1 to Formula 5-26 and Formula 6-1 to Formula 6-55 explained below.

[0047] In an embodiment, the heterocyclic compound may be represented by one of Formula 11 to Formula 14 explained below.

[0048] In an embodiment, the heterocyclic compound may be represented by one of Formula 21 to Formula 27 explained below.

[0049] In an embodiment, the heterocyclic compound may be one of Compound 1 to Compound 182 explained below.

[0050] According to an embodiment, an organic light-emitting device may include a first electrode, a second electrode facing the first electrode, an interlayer between the first electrode and the second electrode and including an emission layer, and a heterocyclic compound.

[0051] In an 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 emission layer and an electron transport region between the emission layer and the second electrode; the hole transport region may include at least one of a hole injection layer, a hole transport layer and an electron blocking layer; and the electron transport region may include at least one of a hole blocking layer, an electron transport layer and an electron injection layer.

[0052] In an embodiment, the emission layer may include a heterocyclic compound.

[0053] In an embodiment, the emission layer may include a host and a dopant, and the dopant may include a heterocyclic compound.

[0054] In an embodiment, the emission layer may emit green light having a maximum emission wavelength within a range of about 500 nm to about 550 nm.

[0055] In an embodiment, the emission layer may further include a sensitizer.

[0056] According to an embodiment, an electronic device may include an organic light emitting device.

[0057] In an embodiment, the electronic device may further include a thin film transistor, wherein the thin film transistor may include a source electrode and a drain electrode, and the first electrode of the organic light emitting device may be electrically connected to at least one of the source electrode and the drain electrode.

[0058] According to embodiments, consumer products (eg, electronic equipment) may include an organic light emitting device.

[0059] In embodiments, the consumer product may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television (TV), a billboard, an interior light, an exterior 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 phone, a mobile phone, a tablet computer, a phablet computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall having multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0060] It is to be understood that the above embodiments have been described in a generic and illustrative sense only and not for purposes of limitation, and that the present disclosure is not limited to the above embodiments. BRIEF DESCRIPTION OF THE DRAWINGS

[0061] The accompanying drawings are included to provide a further understanding of the embodiments and are incorporated into and constitute a part of this specification. The accompanying drawings illustrate the embodiments of the present disclosure and its principles. The above and other aspects and features of the present disclosure will become more apparent by describing the embodiments thereof in detail with reference to the accompanying drawings, in which:

[0062] Figure 1 is a schematic cross-sectional view of an organic light-emitting device according to an embodiment;

[0063] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment;

[0064] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment;

[0065] Figure 4 is a schematic perspective view of a consumer product including an organic light-emitting device according to an embodiment;

[0066] Figure 5 is a schematic perspective view of the exterior of a vehicle as a consumer product including an organic light-emitting device according to an embodiment; and

[0067] Figures 6A to 6C Each is a schematic diagram of the interior of a vehicle according to an embodiment. DETAILED DESCRIPTION

[0068] The present disclosure will now be described more fully hereinafter with reference to the accompanying drawings, in which embodiments are shown. However, the present disclosure can be embodied in different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete and will fully convey the scope of the disclosure to those skilled in the art.

[0069] In the drawings, the size, proportion, and dimensions (eg, thickness) of elements may be exaggerated for ease of description and for clarity. Like reference numerals and / or like reference characters refer to like elements throughout.

[0070] In the description, it will be understood that when an element (or region, layer, portion, etc.) is referred to as being “on,” “connected to,” or “coupled to” another element (or region, layer, portion, etc.), it can be directly on, directly connected to, or directly coupled to the other element (or region, layer, portion, etc.), or one or more intervening elements may be present therebetween. In a similar sense, when an element (or region, layer, portion, etc.) is described as “overlaying” another element (or region, layer, portion, etc.), it can directly cover the other element (or region, layer, portion, etc.), or one or more intervening elements may be present therebetween.

[0071] In the description, when an element is “directly on,” “directly connected to,” or “directly coupled to” another element, there are no intervening elements present. For example, “directly on” may mean that two layers or two elements are disposed without another element (such as an adhesive element) between them.

[0072] As used herein, expressions used in the singular such as "a," "an," and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise.

[0073] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. For example, "A and / or B" may be understood to mean "A, B, or A and B." The terms "and" and "or" may be used in either a conjunctive or disjunctive sense and may be understood to be equivalent to "and / or."

[0074] 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 purposes of its meaning and interpretation. For example, "at least one of A, B, and C" may be understood to mean only A, only B, only C, or any combination of two or more of A, B, and C, such as ABC, ACC, BC, or CC. When following a list of elements, the term "at least one of" modifies the entire list of elements and does not modify the individual elements of the list.

[0075] It will be understood that although the terms first, second, etc. may be used to describe various elements in this article, these elements should not be limited by these terms. These terms are only used to distinguish one element from another element. Therefore, without departing from the teachings of the present disclosure, the first element may be referred to as the second element. Similarly, without departing from the scope of the present disclosure, the second element may be referred to as the first element.

[0076] For ease of description, spatially relative terms such as "below," "beneath," "below," "above," or "upper" may be used herein to describe the relationship between one element or component and another element or component as illustrated in the accompanying drawings. It will be understood that the spatially relative terms are intended to encompass different orientations of the device in use or operation in addition to the orientation depicted in the accompanying drawings. For example, if the device illustrated in the accompanying drawings is turned over, the device that is located "below" or "beneath" another device may be placed "above" the other device. Accordingly, the illustrative term "below" may include both a lower position and an upper position. The device may also be oriented in other directions, and thus the spatially relative terms may be interpreted differently depending on the orientation.

[0077] As used herein, the term "about" or "approximately" is inclusive of the stated value and means within an acceptable range of deviation from the stated value as determined by one of ordinary skill in the art, taking into account the measurement in question and errors associated with the measurement of the stated quantity (e.g., limitations of the measurement system). For example, "about" can mean within one or more standard deviations of the stated value, or within ±20%, ±10%, or ±5% of the stated value.

[0078] It should be understood that the terms “comprises,” “comprising,” “include,” “including,” “have,” “having,” “contains,” and “containing” are intended to indicate the presence of the recited features, integers, steps, operations, elements, components, or combinations thereof in the present disclosure, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or combinations thereof.

[0079] Unless otherwise defined or implied herein, all terms (including technical and scientific terms) used have the same meaning as commonly understood by those skilled in the art to which the present disclosure belongs. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning consistent with their meaning in the context of the relevant art and should not be interpreted in an ideal or overly formal sense unless clearly defined in the specification.

[0080] Embodiments provide heterocyclic compounds that can be represented by Formula 1:

[0081] [Formula 1]

[0082]

[0083] In Formula 1, X1 may be O, S, Se, or N(R1).

[0084] In formula 1, Y 11 and Y 21 They may each independently be C, N, O, S or Se.

[0085] In Formula 1, A1 and A2 can each independently be C5-C 60 Carbocyclic group, C1-C 60 A heterocyclic group or a group represented by Formula 2:

[0086] [Formula 2]

[0087]

[0088] In formula 2,

[0089] X2 can be O, S, Se or N(R2).

[0090] In formula 1, Indicates single or double bonds.

[0091] In Formula 1 and Formula 2, when A1 is a group represented by Formula 2, Y 11 may be connected to an atom other than X2 in Formula 2, and

[0092] When A2 is a group represented by Formula 2, Y 21 May be connected to an atom other than X2 in Formula 2.

[0093] In an embodiment, A1 and A2 may each independently be a phenyl group, a naphthyl group, a phenanthryl group, a fluoranthenyl group, a triphenylene group, a pyrenyl group, a 1,2-triphenylenyl group, an indenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, an indolyl group, a pyridyl group, a pyrimidinyl group, a furyl group, a benzofuranyl group, a thienyl group, a benzothienyl group, or a group represented by one of Formulas 2A to 2E:

[0094] [Formula 2A]

[0095]

[0096] [Formula 2B]

[0097]

[0098] [Formula 2C]

[0099]

[0100] [Formula 2D]

[0101]

[0102] [Formula 2E]

[0103]

[0104] In Formula 2A to Formula 2E,

[0105] X2, A4, A5, R 40 、R 50 , b40 and b50 are each the same as described herein,

[0106] Indicates single or double bonds,

[0107] *1 indicates the binding site to the boron (B) atom in Formula 1, and

[0108] *2 indicates the binding site with the adjacent atoms.

[0109] In an embodiment, A1 and A2 may each independently be a phenyl group, a naphthyl group, a phenanthryl group, a fluoranthenyl group, a triphenylene group, a pyrenyl group, a 1,2-triphenylenyl group, an indenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, an indolyl group, a pyridyl group, a pyrimidinyl group, a furyl group, a benzofuranyl group, a thienyl group, a benzothienyl group, or a group represented by one of Formulas 2-1 to 2-5:

[0110] [Formula 2-1]

[0111]

[0112] [Formula 2-2]

[0113]

[0114] [Formula 2-3]

[0115]

[0116] [Formula 2-4]

[0117]

[0118] [Formula 2-5]

[0119]

[0120] In formula 2-1 to formula 2-5,

[0121] X2 is the same as described in this article,

[0122] X 41 Can be C(R 41 ) or N, X 42 Can be C(R 42 ) or N, X 43 Can be C(R 43 ) or N, and X 44 Can be C(R 44 ) or N,

[0123] X 51 Can be C(R 51 ) or N, X 52 Can be C(R 52 ) or N, X 53 Can be C(R 53 ) or N, and X 54 Can be C(R 54 ) or N,

[0124] R 41 to R 44 Can be independently compared with reference R 40 Same as described,

[0125] R 51 to R 54 Can be independently compared with reference R 50 Same as described,

[0126] *1 indicates the binding site to the boron (B) atom in Formula 1, and

[0127] *2 indicates the binding site with the adjacent atoms.

[0128] In an embodiment, the group represented by Formula 2 may be a group represented by Formula 2B.

[0129] In an embodiment, the group represented by Formula 2 may be a group represented by Formula 2-2.

[0130] In Formula 1 and Formula 2, A3 to A5 can each independently be C5-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0131] In Formula 1, Ar1 and Ar2 may each independently be a group represented by Formula 3, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted by at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a a substituted monovalent non-aromatic fused polycyclic group, an unsubstituted or substituted monovalent non-aromatic fused polycyclic group, 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(═O)(Q1), -S(═O)(Q1), -S(═O)2(Q1), -P(═O)(Q1)(Q2), or -P(═S)(Q1)(Q2):

[0132] [Formula 3]

[0133]

[0134] In formula 3,

[0135] A6 and A7 can each independently be C5-C 60 Carbocyclic or C1-C 60 heterocyclic group, and

[0136] *Indicates the binding site with the adjacent atoms.

[0137] In an embodiment, A3 to A7 may each independently be phenyl, naphthyl, phenanthryl, fluoranthene, triphenylene, pyrene, 1,2-benzophenanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthiothienyl, benzonaphthothienyl or dinaphthothienyl.

[0138] In an embodiment, Ar1 and Ar2 may be identical to each other.

[0139] In an embodiment, the group represented by Formula 3 may be a group represented by one of Formulas 3A to 3C: [Formula 3A]

[0140]

[0141] [Formula 3B]

[0142]

[0143] [Formula 3C]

[0144]

[0145] In Formula 3A to Formula 3C,

[0146] A6, A7, R 60 、R 70 , b60 and b70 are each the same as described herein.

[0147] indicates a single or double bond, and

[0148] *Indicates the binding site with the adjacent atoms.

[0149] In an embodiment, the group represented by Formula 3 may be a group represented by one of Formulas 3-1 to 3-17: [Formula 3-1]

[0150]

[0151] [Formula 3-2]

[0152]

[0153] [Formula 3-3]

[0154]

[0155] [Formula 3-4]

[0156]

[0157] [Formula 3-5]

[0158]

[0159] [Formula 3-6]

[0160]

[0161] [Formula 3-7]

[0162]

[0163] [Formula 3-8]

[0164]

[0165] [Formula 3-9]

[0166]

[0167] [Formula 3-10]

[0168]

[0169] [Formula 3-11]

[0170]

[0171] [Formula 3-12]

[0172]

[0173] [Formula 3-13]

[0174]

[0175] [Formula 3-14]

[0176]

[0177] [Formula 3-15]

[0178]

[0179] [Formula 3-16]

[0180]

[0181] [Formula 3-17]

[0182]

[0183] In formula 3-1 to formula 3-17,

[0184] Y 61 Can be O, S, Se, N(R 61a ) or C(R 61a )(R 62a ),

[0185] Y 62 Can be O, S, Se, N(R 63a ) or C(R 63a )(R 64a ),

[0186] k61 and k62 can each independently be 0 or 1,

[0187] X 61 Can be C(R 61 ) or N, X 62 Can be C(R 62 ) or N, X 63 Can be C(R 63 ) or N, X 64 Can be C(R 64 ) or N, X 65 Can be C(R 65 ) or N, X 66 Can be C(R 66 ) or N, X 67 Can be C(R 67 ) or N, X 68 Can be C(R 68 ) or N, and X 69 Can be C(R 69 ) or N,

[0188] X 71 Can be C(R 71 ) or N, X 72 Can be C(R 72 ) or N, X 73 Can be C(R 73 ) or N, X 74 Can be C(R 74 ) or N, and X 75 Can be C(R 75 ) or N,

[0189] R 61 to R69 and R 61a to R 64a Can be independently compared with reference R 60 Same as described,

[0190] R 71 to R 75 Can be independently compared with reference R 70 Same as described,

[0191] R 61 to R 69 、R 61a to R 64a and R 71 to R 75 Two or more adjacent groups in the group may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C5-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group,

[0192] R 10a Same as described in this article, and

[0193] *Indicates the binding site with the adjacent atoms.

[0194] In an embodiment, Ar1 and Ar2 may each independently be: a group represented by Formula 3, hydrogen, deuterium, -F, -Cl, -Br, -I, a cyano group, a C1-C 20 Alkyl or C1-C 20 alkoxy;

[0195] C1-C 20 Alkyl, C1-C 20 Alkoxy or C3-C 10 Cycloalkyl: deuterium, -F, -Cl, -Br, -I, -CDH2, -CD2H, -CD3, cyano, phenyl, biphenyl or any combination thereof;

[0196] cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thiorolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenanthrolinyl, oxazolyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothioxyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioxyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothioxyl, di ... benzocarbazolyl, dinaphthofuranyl, dinaphthothienyl, dinaphthothioyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothioyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl or indolocarbazolyl;

[0197] cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzo thiophene, benzothiazolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiophenyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiophenyl, dinaphthothiophenyl, imidazolyl, oxazolopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothioyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl or indolocarbazolyl: deuterium, -F, -Cl, -Br, -I, -CDH2, -CD2H, -CD3, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C3-C 10Cycloalkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, peryl, pentacene, pyrrolyl, thienyl, furanyl, silole yl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazine yl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothioxyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioxyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothioxyl, dibenzocarbazolyl, naphthobenzothioxyl, naphthobenzothioxyl, dibenzocarbazolyl, oxazolyl, dinaphthofuranyl, dinaphthothienyl, dinaphthothioyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothioyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, indolocarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 ),-S(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ),-P(=S)(Q 31 )(Q 32 ) or any combination thereof; or

[0198] -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2).

[0199] In an embodiment, Ar1 and Ar2 may each independently be: a group represented by Formula 3, hydrogen, deuterium, -F, -Cl, -Br, -I, a cyano group, a C1-C 20 Alkyl or C1-C 20 Alkoxy; or a group represented by one of Formulas 5-1 to 5-26 and 6-1 to 6-55:

[0200]

[0201]

[0202]

[0203]

[0204] In Formulas 5-1 to 5-26 and 6-1 to 6-55,

[0205] Y 31 and Y 32 Can be independently O, S, C (Z 33 )(Z 34 )、N(Z 33 ) or Si(Z 33 )(Z 34 ),

[0206] Z 31 to Z 34 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C2-C 20 Alkenyl, C2-C 20 Alkynyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, phenanthryl, anthracenyl, triphenylene, pyridyl, pyrimidinyl, carbazolyl or triazinyl,

[0207] e2 can be 1 or 2,

[0208] e3 may be an integer selected from 1 to 3,

[0209] e4 may be an integer selected from 1 to 4,

[0210] e5 may be an integer selected from 1 to 5,

[0211] e6 may be an integer selected from 1 to 6,

[0212] e7 may be an integer selected from 1 to 7,

[0213] e9 may be an integer selected from 1 to 9, and

[0214] *Indicates the binding site with the adjacent atoms.

[0215] In an embodiment, Ar1 and Ar2 may each independently be: a group represented by Formula 3, hydrogen, deuterium, -F, -Cl, -Br, -I, a cyano group, a C1-C 20 Alkyl or C1-C 20 alkoxy;

[0216] C1-C 20 Alkyl or C1-C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, cyano, phenyl, biphenyl or any combination thereof;

[0217] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, carbazolyl, acridinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, or dibenzocarbazolyl; or

[0218] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, carbazolyl, acridinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl or dibenzocarbazolyl, each substituted with deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 alkoxy, phenyl, biphenyl or any combination thereof.

[0219] In formula 1 to formula 3, R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 10Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted by at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a a substituted monovalent non-aromatic fused polycyclic group, an unsubstituted or substituted monovalent non-aromatic fused polycyclic group, 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2).

[0220] In an embodiment, R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70 Can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl or C1-C 20 alkoxy;

[0221] C1-C 20 Alkyl, C1-C 20 Alkoxy or C3-C 10Cycloalkyl: deuterium, -F, -Cl, -Br, -I, -CDH2, -CD2H, -CD3, cyano, phenyl, biphenyl or any combination thereof;

[0222] cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thiorolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenanthrolinyl, oxazolyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothioxyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioxyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothioxyl, di ... benzocarbazolyl, dinaphthofuranyl, dinaphthothienyl, dinaphthothioyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothioyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl or indolocarbazolyl;

[0223] cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzo thiophene, benzothiazolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiophenyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiophenyl, dinaphthothiophenyl, imidazolyl, oxazolopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothioyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl or indolocarbazolyl: deuterium, -F, -Cl, -Br, -I, -CDH2, -CD2H, -CD3, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C3-C 10Cycloalkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, peryl, pentacene, pyrrolyl, thienyl, furanyl, silole yl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazine yl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothioxyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioxyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothioxyl, dibenzocarbazolyl, naphthobenzothioxyl, naphthobenzothioxyl, dibenzocarbazolyl, oxazolyl, dinaphthofuranyl, dinaphthothienyl, dinaphthothioyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothioyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, indolocarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 ),-S(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ),-P(=S)(Q 31 )(Q 32 ) or any combination thereof; or

[0224] -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2).

[0225] In an embodiment, R1, R2, R 10 、R20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70 Can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl or C1-C 20 an alkoxy group; or a group represented by one of Formulas 5-1 to 5-26 and 6-1 to 6-55.

[0226] In an embodiment, R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70 Can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl or C1-C 20 alkoxy;

[0227] C1-C 20 Alkyl or C1-C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, cyano, phenyl, biphenyl or any combination thereof;

[0228] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, carbazolyl, acridinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, or dibenzocarbazolyl; or

[0229] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, carbazolyl, acridinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl or dibenzocarbazolyl, each substituted with deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 alkoxy, phenyl, biphenyl or any combination thereof.

[0230] In Formulas 1 to 3, Ar1, Ar2, R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60and R 70 Two or more adjacent groups in the group may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C5-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group.

[0231] In an embodiment, Ar1, Ar2, R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70 Two or more adjacent groups in the group may be optionally bonded together to form groups each unsubstituted or substituted by at least one R 10a a substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, fluorenyl group or carbazolyl group.

[0232] In Formula 1, b10 and b20 may each independently be 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18.

[0233] In Formulae 1 to 3, b30, b40, b50, b60, and b70 may each independently be 0, 1, 2, 3, 4, 5, 6, 7, or 8.

[0234] In an embodiment, Ar1, Ar2, R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70 At least one of may be: deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, tert-decyl, cyclohexyl, phenyl or naphthyl; or

[0235] methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, tert-decyl, cyclohexyl, phenyl, or naphthyl, each substituted with at least one deuterium.

[0236] R 10a Can be:

[0237] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, or nitro;

[0238] Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 ),-S(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ),-P(=S)(Q 11 )(Q 12 ) or any combination thereof;

[0239] Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C60 Heteroarylalkyl, C1-C 60 Heteroaryloxy or C1-C 60 Heteroarylthio: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 ),-S(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ),-P(=S)(Q 21 )(Q 22 ) or any combination thereof; or

[0240] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 ),-S(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or -P(=S)(Q 31 )(Q 32 ),and

[0241] Q1 to Q3, Q 11 To Q 13 , Q 21 To Q23 and Q 31 To Q 33 Each of them can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or each unsubstituted or deuterated, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted by alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0242] In an embodiment, the heterocyclic compound represented by Formula 1 may be represented by one of Formulas 11 to 14:

[0243] [Equation 11]

[0244]

[0245] [Equation 12]

[0246]

[0247] [Equation 13]

[0248]

[0249] [Equation 14]

[0250]

[0251] In Equations 11 to 14,

[0252] X1, X2, A3, Ar1, Ar2, R 10 、R 20 、R 30 、R 31 、R 40 , and R 50 , b10, b20 and b30 may each be the same as described herein,

[0253] X3 may independently be the same as described with reference to X2,

[0254] A 11 and A 21 Can be independently C5-C 60 Carbocyclic or C1-C 60 heterocyclic group,

[0255] A41 and A 42 can be independently the same as described with reference to A4,

[0256] A 51 and A 52 can each independently be the same as described with reference to A5,

[0257] b41 and b42 may each independently be the same as described with reference to b40, and

[0258] b51 and b52 may each independently be the same as described with reference to b50.

[0259] In an embodiment, the heterocyclic compound represented by Formula 1 may be represented by one of Formulas 21 to 27: [Formula 21]

[0260]

[0261] [Equation 22]

[0262]

[0263] [Equation 23]

[0264]

[0265] [Equation 24]

[0266]

[0267] [Equation 25]

[0268]

[0269] [Equation 26]

[0270]

[0271] [Equation 27]

[0272]

[0273] In Equations 21 to 27,

[0274] X1, X2, Ar1, Ar2 and R 31 each being the same as described herein,

[0275] X3 may independently be the same as described with reference to X2,

[0276] X 11 can be independently O, S, Se or N(R 15 ),

[0277] X 21can be independently O, S, Se or N(R 25 ),

[0278] R 11 to R 15 Can be independently compared with reference R 10 Same as described,

[0279] R 21 to R 25 Can be independently compared with reference R 20 Same as described,

[0280] R 32 to R 35 Each independently and with reference R 30 The same as defined,

[0281] R 41 to R 48 Can be independently compared with reference R 40 Same as described,

[0282] R 51 and R 54 to R 56 Can be independently compared with reference R 50 Same as described,

[0283] Ar1, Ar2, R 11 to R 15 、R 21 to R 25 、R 32 to R 35 、R 41 to R 48 、R 51 and R 54 to R 56 Two or more adjacent groups in the group may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C5-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group, and

[0284] R 10a May be the same as described herein.

[0285] In an embodiment, the heterocyclic compound represented by Formula 1 may be one of Compound 1 to Compound 182, but the embodiment is not limited thereto:

[0286]

[0287]

[0288]

[0289]

[0290]

[0291]

[0292]

[0293]

[0294]

[0295] The heterocyclic compound represented by Formula 1 may include a heterocyclic ring containing a boron atom and may have a condensed ring structure in which X1 is at a meta position relative to the carbon atom bonded to the boron atom. In Formula 1, when A1 is a group represented by Formula 2, Y 11 can be connected to an atom other than X2 in Formula 2, and when A2 is a group represented by Formula 2, Y 21 It may be connected to an atom other than X2 in Formula 2. Due to this structure, the heterocyclic compound represented by Formula 1 may have a narrow full width at half maximum, high color purity, and high luminous efficiency.

[0296] Although not limited to any particular theory, the heterocyclic compound represented by Formula 1 can exhibit a multiple resonance effect due to the sequential separation of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO), improve the stability of the material by reducing intermolecular interactions due to steric effects, and inhibit Dexter energy transfer, thereby exhibiting high luminous efficiency characteristics when applied to a device.

[0297] Although not limited to any particular theory, the heterocyclic compound represented by Formula 1 may be partially restricted by the multiple resonance effect in a portion of Formula 1 (for example, a portion in which the electron-donating X1 atom is located at a meta position relative to the carbon atom bonded to the boron atom serving as the electron-accepting atom), and accordingly, the blue shift due to the multiple resonance may be prevented, thereby being useful in manufacturing an organic light-emitting device that emits light other than blue light.

[0298] In embodiments, multiple resonance can be viewed as essentially non-bonding (where the electron orbital distribution is confined to atoms), rather than the typical pi-conjugation in the related art. Pi-conjugation is essentially viewed as bonding, where the electron orbital distribution is confined by bonding so that the electron orbitals can connect to each other and electrons can move between them, resulting in an extension of the wavelength due to the delocalization property. From this perspective, the partial confinement of multiple resonance can be understood as an extension of the partial conjugation, and thus can cause delocalization and an extension of the wavelength, shifting the emission color toward the green wavelength.

[0299] Accordingly, when the heterocyclic compound represented by Formula 1 is applied to an organic light-emitting device, the driving voltage can be reduced, and the color purity, luminous efficiency, and lifespan characteristics can be improved. For example, when the emission layer of an organic light-emitting device includes the heterocyclic compound represented by Formula 1, a green organic light-emitting device with low driving voltage, high color purity, high luminous efficiency, and long lifespan can be realized.

[0300] In an embodiment, the heterocyclic compound represented by Formula 1 may emit green light. In an embodiment, the heterocyclic compound represented by Formula 1 may emit green light having a maximum emission wavelength in a range of about 500 nm to about 550 nm. For example, the heterocyclic compound represented by Formula 1 may emit green light having a maximum emission wavelength in a range of about 510 nm to about 540 nm. However, the embodiment is not limited thereto. Accordingly, the heterocyclic compound represented by Formula 1 may be used to manufacture an organic light-emitting device that emits green light.

[0301] In an embodiment, the heterocyclic compound represented by Formula 1 may emit deep green light having a maximum emission wavelength within a range of 520 nm to about 535 nm.

[0302] Those of ordinary skill in the art can recognize methods for synthesizing the heterocyclic compound represented by Formula 1 by referring to the examples provided below.

[0303] In an embodiment,

[0304] The first electrode of the organic light-emitting device may be an anode.

[0305] The second electrode of the organic light-emitting device may be a cathode, and

[0306] The interlayer of the organic light-emitting device may include: a hole transport region between the first electrode and the emission layer; and an electron transport region between the emission layer and the second electrode, wherein

[0307] The hole transport region may include at least one of a hole injection layer, a hole transport layer, an emission assisting layer, and an electron blocking layer, and

[0308] The electron transport region may include at least one of a hole blocking layer, an electron transport layer, and an electron injection layer.

[0309] In an embodiment, the electron transport region may include a hole blocking layer.

[0310] In embodiments, the hole blocking layer may contact (eg, directly contact) the emission layer.

[0311] In embodiments, the hole blocking layer may include a phosphine oxide-containing compound, a silyl group-containing compound, or any combination thereof.

[0312] In an embodiment, the emission layer may include the heterocyclic compound represented by Formula 1. In an embodiment, the emission layer may emit green light having a maximum emission wavelength within a range of about 500 nm to about 550 nm.

[0313] In an embodiment, the emission layer of the organic light-emitting device may further include a dopant and a host, and the dopant may include a heterocyclic compound represented by Formula 1. For example, the heterocyclic compound represented by Formula 1 may be used as the dopant. The emission layer may emit, for example, green light. The green light may have a maximum emission wavelength in the range of, for example, about 500 nm to about 550 nm.

[0314] In an embodiment, the emission layer may emit deep green light having a maximum emission wavelength within a range of about 520 nm to about 535 nm.

[0315] In an embodiment, the emission layer may include a host and a dopant.

[0316] In an embodiment, in the emission layer, the amount of the host may be greater than the amount of the dopant based on weight.

[0317] In an embodiment, the host may include a silicon-containing compound, a phosphine oxide-containing compound, or any combination thereof.

[0318] In embodiments, the subject may be a subject described herein.

[0319] Therefore, a light-emitting device (eg, an organic light-emitting device) including the heterocyclic compound represented by Formula 1 may have high color purity, high luminous efficiency, low driving voltage, and long lifespan characteristics.

[0320] In an embodiment, the heterocyclic compound represented by Formula 1 may emit green light. For example, the heterocyclic compound represented by Formula 1 may emit green light having a maximum emission wavelength in the range of about 500 nm to about 550 nm. For example, the heterocyclic compound represented by Formula 1 may emit green light having a maximum emission wavelength in the range of about 505 nm to about 545 nm. For example, the heterocyclic compound represented by Formula 1 may emit green light having a maximum emission wavelength in the range of about 510 nm to about 540 nm. For example, the heterocyclic compound represented by Formula 1 may emit green light having a maximum emission wavelength in the range of about 515 nm to about 535 nm. For example, the heterocyclic compound represented by Formula 1 may emit green light having a maximum emission wavelength in the range of about 520 nm to about 530 nm.

[0321] In an embodiment, the heterocyclic compound represented by Formula 1 may have a color purity in which the bottom emission CIEx coordinate is in the range of about 0 to about 0.4. For example, the heterocyclic compound represented by Formula 1 may have a color purity in which the bottom emission CIEx coordinate is in the range of about 0.01 to about 0.35. In an embodiment, the heterocyclic compound represented by Formula 1 may have a color purity in which the bottom emission CIEy coordinate is in the range of about 0.35 to about 0.9. For example, the heterocyclic compound represented by Formula 1 may have a color purity in which the bottom emission CIEy coordinate is in the range of 0.4 to about 0.85. For example, the heterocyclic compound represented by Formula 1 may have a color purity in which the bottom emission CIEy coordinate is in the range of about 0.5 to about 0.83.

[0322] The term "interlayer" as used herein refers to a single layer and / or multiple layers between a first electrode and a second electrode of an organic light-emitting device.

[0323] According to embodiments, an electronic device may include an organic light-emitting device. The electronic device may further include a thin film transistor. In embodiments, the electronic device may further include a thin film transistor including a source electrode and a drain electrode, wherein the first electrode of the organic light-emitting device may be electrically connected to at least one of the source electrode and the drain electrode. In embodiments, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof. The electronic device may be any of the electronic devices described herein.

[0324] Embodiments provide electronic equipment or consumer products, which may include an organic light-emitting device.

[0325] In embodiments, the electronic device or consumer product may be a flat panel display, a curved display, a computer monitor, a medical monitor, a TV, a billboard, an interior light, an exterior light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a mobile phone, a tablet computer, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall having multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0326] [ Figure 1 Description]

[0327] Figure 1 1 is a schematic cross-sectional view of an organic light-emitting device 10 according to an embodiment of the present invention. The organic light-emitting device 10 includes a first electrode 110 , an interlayer 130 , and a second electrode 150 .

[0328] Below, we will refer to Figure 1 A structure of an organic light-emitting device 10 and a method of manufacturing the organic light-emitting device 10 according to an embodiment are described.

[0329] [First electrode 110]

[0330] exist Figure 1 In the embodiment, a substrate may be further included below the first electrode 110 or on the second electrode 150. In an embodiment, the substrate may be a glass substrate or a plastic substrate. In an embodiment, the substrate may be a flexible substrate and may include a plastic having excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0331] The first electrode 110 may be formed, for example, by depositing or sputtering a material onto a substrate. When the first electrode 110 is an anode, the material may be a high work function material that facilitates hole injection.

[0332] The first electrode 110 may be a reflective electrode, a transflective electrode, or a transmissive electrode. In embodiments, 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 embodiments, when the first electrode 110 is a transflective 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.

[0333] The first electrode 110 may have a single-layer structure consisting of a single layer or a multi-layer structure including a plurality of layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0334] [Mezzanine 130]

[0335] The interlayer 130 may be disposed on the first electrode 110. The interlayer 130 may include an emission layer.

[0336] The interlayer 130 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 150 .

[0337] In addition to various organic materials, the interlayer 130 may further include metal-containing compounds (such as organometallic compounds) or inorganic materials (such as quantum dots), etc.

[0338] In an embodiment, the interlayer 130 may include two or more emission units stacked between the first electrode 110 and the second electrode 150, and at least one charge generation layer between adjacent emission units of the two or more emission units. When the interlayer 130 includes the two or more emission units and the at least one charge generation layer as described above, the organic light-emitting device 10 may be a tandem organic light-emitting device.

[0339] [Hole Transport Region in Interlayer 130]

[0340] The hole transport region 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 multilayer structure including a plurality of layers containing different materials.

[0341] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.

[0342] In an embodiment, the hole transport region may have a multi-layer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assisting layer structure, a hole injection layer / emission assisting layer structure, a hole transport layer / emission assisting layer structure or a hole injection layer / hole transport layer / emission assisting layer structure, wherein the layers of each structure may be stacked from the first electrode 110 in the order of their respective descriptions, but the structure of the hole transport region is not limited thereto.

[0343] In an embodiment, the hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0344] [Formula 201]

[0345]

[0346] [Formula 202]

[0347]

[0348] In Equations 201 and 202,

[0349] L 201 To L 204 may be independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group,

[0350] L 205 Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or replaced by at least one R 10a Substituted C1-C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C2-C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group,

[0351] xa1 to xa4 may each independently be an integer selected from 0 to 5,

[0352] xa5 may be an integer selected from 1 to 10,

[0353] R 201 to R 204 and Q 201may be independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group,

[0354] R 201 and R 202 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C1-C5 alkylene or unsubstituted or replaced by at least one R 10a The substituted C2-C5 alkenylene groups are linked to each other to form an unsubstituted or substituted R 10a Replaced C8-C 60 Polycyclic groups (e.g., carbazolyl, etc.) (e.g., compound HT16, etc.),

[0355] R 203 and R 204 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C1-C5 alkylene or unsubstituted or replaced by at least one R 10a The substituted C2-C5 alkenylene groups are linked to each other to form an unsubstituted or substituted R 10a Replaced C8-C 60 polycyclic groups, and

[0356] na1 may be an integer selected from 1 to 4.

[0357] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formulas CY201 to CY217:

[0358]

[0359] In formulas CY201 to CY217, R 10b and R 10c Can be independently compared with reference R 10a Same as described, CY 201 To Ring CY 204 Can be independently C3-C 20 Carbocyclic or C1-C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R 10a replace.

[0360] In an embodiment, in Formula CY201 to Formula CY217, ring CY 201 To Ring CY 204Each independently may be phenyl, naphthyl, phenanthryl or anthracenyl.

[0361] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formulas CY201 to CY203.

[0362] 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.

[0363] In an embodiment, in Formula 201, xa1 may be 1, R 201 may be one of the groups represented by formula CY201 to formula CY203, xa2 may be 0, and R 202 It may be one of the groups represented by Formula CY204 to Formula CY207.

[0364] 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.

[0365] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include the groups represented by Formula CY201 to Formula CY203, and may each independently include at least one of the groups represented by Formula CY204 to Formula CY217.

[0366] 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 CY217.

[0367] In an embodiment, the hole transport region may include one of Compound HT1 to Compound HT47, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiroTPD, spiroNPB, 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:

[0368]

[0369]

[0370]

[0371]

[0372] The thickness of the hole transport region can be about to about For example, the thickness of the hole transport region may be in the range of about to about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to about and the thickness of the hole transport layer can be in the range of about to about For example, the thickness of the hole injection layer can be about to about For example, the thickness of the hole transport layer can be in the range of about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0373] The emission-assisting layer can increase luminous efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer can block electrons from the emission layer from leaking to the hole transport region. Materials that can be included in the hole transport region can be included in the emission-assisting layer and the electron blocking layer.

[0374] [p-dopant]

[0375] In addition to the aforementioned materials, the hole transport region may further include a charge generation material for improving conductive properties. The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region (eg, in the form of a single layer composed of the charge generation material).

[0376] The charge generating material may be, for example, a p-dopant.

[0377] For example, the p-dopant can have a lowest unoccupied molecular orbital (LUMO) energy level of less than or equal to about -3.5 eV.

[0378] In an embodiment, the p-dopant may include a quinone derivative, a cyano group-containing compound, a compound including the element EL1 and the element EL2, or any combination thereof.

[0379] Examples of the quinone derivative may include TCNQ, F4-TCNQ, and the like.

[0380] Examples of the cyano group-containing compound may include HAT-CN and a compound represented by Formula 221, and the like:

[0381]

[0382] [Formula 221]

[0383]

[0384] In formula 221,

[0385] R 221 to R 223 may be independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group, and

[0386] R 221 to R 223 At least one of them may be each independently C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group: cyano; -F; -Cl; -Br; -I; C1-C ... 20 an alkyl group; or any combination thereof.

[0387] In a compound including element EL1 and element 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.

[0388] Examples of metals may include: alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt ( Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); late transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); and lanthanide metals (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.);

[0389] Examples of metalloids may include silicon (Si), antimony (Sb), tellurium (Te), and the like.

[0390] Examples of non-metals may include oxygen (O), halogens (eg, F, Cl, Br, I, etc.), and the like.

[0391] Examples of compounds including element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, metalloid iodides, etc.), metal tellurides, or any combination thereof.

[0392] 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.), etc.

[0393] Examples of the metal halide may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, lanthanide metal halides, and the like.

[0394] Examples of alkali metal halides may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, CsI, and the like.

[0395] 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.

[0396] 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.), 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, 2, etc.), iridium halides (e.g., IrF2, IrCl2, IrBr2, etc.), bismuth halides (e.g., CoF2, CoCl2, CoBr2, CoI2, etc.), iridium halides (e.g., IrF2, IrCl2, IrBr2, etc.), bismuth halides (e.g., IrF2, IrCl2, IrBr2, etc.), bismuth halides (e.g., IrF2, IrCl2, IrBr2, etc.), bismuth halides (e.g., IrF2, IrCl2, IrBr2, etc.), bismuth halides (e.g., IrF2, IrCl2, IrBr2, etc.), bismuth halides (e.g., IrF2, IrCl2, IrBr2, etc.), bismuth halides (e.g., IrF2, IrCl2, IrBr2, etc.), bismuth halides (e.g., Ir 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.), etc.

[0397] Examples of the late transition metal halide may include zinc halide (eg, ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halide (eg, InI3, etc.), tin halide (eg, SnI2, etc.), and the like.

[0398] Examples of lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, SmI3, etc.

[0399] Examples of the metalloid halide may include antimony halide (eg, SbCl 5 , etc.), and the like.

[0400] 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.), transition metal tellurides (e.g., TiTe2, ZrTe2, HfTe2, V2Te3, Nb2Te3, Ta2Te3, Cr2Te3, Mo2Te3, W2Te3, MnTe, TcTe, ReTe, Fe Te, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), late 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.), etc.

[0401] [Emitting Layer in Interlayer 130]

[0402] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, and / or a blue emission layer according to the sub-pixel. In an embodiment, the emission layer may have a stacked structure in which two or more layers of the red emission layer, the green emission layer, and the blue emission layer may be in contact with each other or may be separated from each other to emit white light. In an embodiment, the emission layer may have a structure in which two or more materials of the red light-emitting material, the green light-emitting material, and the blue light-emitting material may be mixed with each other in a single layer to emit white light.

[0403] In an embodiment, the emission layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0404] The amount of the dopant in the emission layer may be in the range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

[0405] In an embodiment, the emissive layer may include quantum dots.

[0406] In an embodiment, the emission layer may include a delayed fluorescent material. The delayed fluorescent material may be used as a host or as a dopant in the emission layer.

[0407] In addition to the aforementioned heterocyclic compound, the emission layer may further include a host, an auxiliary dopant, a sensitizer, a delayed fluorescent material, or any combination thereof. The host, the auxiliary dopant, the sensitizer, the delayed fluorescent material, or any combination thereof may each include at least one deuterium.

[0408] In an embodiment, the emissive layer may include a heterocyclic compound and a host. The host may be different from the heterocyclic compound, and the host may include an electron transport compound, a hole transport compound, a bipolar compound, or any combination thereof. The host may not include a metal. The electron transport compound, the hole transport compound, and the bipolar compound may be different from each other.

[0409] In an embodiment, the emission layer may include a heterocyclic compound and a host, and the host may include an electron transport compound and a hole transport compound.

[0410] In embodiments, the electron transport compound and the hole transport compound may form an exciplex.

[0411] The thickness of the emission layer can be about to about For example, the thickness of the emission layer can be about to about When the thickness of the emission layer is within any one of the above ranges, excellent light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0412] [main body]

[0413] In an embodiment, the host may include a compound represented by Formula 301:

[0414] [Formula 301]

[0415] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0416] In formula 301,

[0417] Ar 301 and L 301 may be independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group,

[0418] xb11 can be 1, 2 or 3,

[0419] xb1 may be an integer selected from 0 to 5,

[0420] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 ),-C(=O)(Q 301 )、-S(=O)2(Q 301 ) or -P(=O)(Q 301 )(Q 302 ),

[0421] xb21 may be an integer selected from 1 to 5, and

[0422] Q 301 To Q 303 Each may independently be the same as described with reference to Q1.

[0423] In an embodiment, in Formula 301, when xb11 is 2 or greater, two or more Ar 301 can be connected to each other via a single bond.

[0424] In an embodiment, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0425] [Formula 301-1]

[0426]

[0427] [Formula 301-2]

[0428]

[0429] In Formula 301-1 and Formula 301-2,

[0430] Ring A 301 To Ring A 304 may be independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group,

[0431] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0432] xb22 and xb23 can each independently be 0, 1 or 2,

[0433] L 301 , xb1 and R 301 may each be the same as described herein,

[0434] L 302 To L 304 Can be independently compared with reference L 301 Same as described,

[0435] xb2 to xb4 may each independently be the same as described with reference to xb1, and

[0436] R 302 to R 305 and R 311 to R 314 Can be independently compared with reference R 301 Same as described.

[0437] In an embodiment, the host may comprise an alkaline earth metal complex, a late transition metal complex, or any combination thereof. In an embodiment, the host may comprise a Be complex (eg, compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0438] In an embodiment, the host may include one of Compounds H1 to H124, 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di(9-carbazolyl)benzene (mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), or any combination thereof:

[0439]

[0440]

[0441]

[0442]

[0443]

[0444]

[0445] In an embodiment, the host may include a first host compound and a second host compound.

[0446] In embodiments, the first host compound may be a hole transporting host.

[0447] In embodiments, the second host compound may be an electron transporting host.

[0448] In an embodiment, a “hole transport host” may be a compound including a hole transport moiety.

[0449] In an embodiment, the “electron transport host” may be not only a compound including an electron transport moiety but also a compound having bipolar properties.

[0450] In the specification, the terms "hole transport host" and "electron transport host" may each be understood based on the relative difference between the hole mobility in the hole transport host and the electron mobility in the electron transport host. For example, even when the electron transport host does not include an electron transport moiety, a bipolar compound that exhibits relatively higher electron mobility than the hole transport host may also be an electron transport host.

[0451] In an embodiment, the hole transport host may be represented by one of Formulas 311-1 to 311-6, and the electron transport host may be represented by one of Formulas 312-1 to 312-4 and 313:

[0452] [Formula 311-1]

[0453]

[0454] [Formula 311-2]

[0455]

[0456] [Formula 311-3]

[0457]

[0458] [Formula 311-4]

[0459]

[0460] [Formula 311-5]

[0461]

[0462] [Formula 311-6]

[0463]

[0464] [Formula 312-1]

[0465]

[0466] [Formula 312-2]

[0467]

[0468] [Formula 312-3]

[0469]

[0470] [Formula 312-4]

[0471]

[0472] [Formula 313]

[0473]

[0474] [Formula 313A]

[0475]

[0476] In Formulas 311-1 to 311-6, Formulas 312-1 to 312-4, Formula 313, and Formula 313A,

[0477] Ar 301 It may be unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C60 heterocyclic group,

[0478] A 301 To A 304 Can be independently C3-C 60 Carbocyclic or C1-C 60 heterocyclic group,

[0479] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ],

[0480] X 302 、Y 301 and Y 302 Can be independently a single bond, O, S, N[(L 305 ) xb5 -R 305 ]、C[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ]、Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or S(=O)2,

[0481] xb1 to xb5 can each independently be 0, 1, 2, 3, 4 or 5,

[0482] xb6 can be 1, 2, 3, 4 or 5,

[0483] X 321 To X 328 Can be each independently N or C[(L 324 ) xb24 -R 324 ],

[0484] Y 321 Can be *-O-*', *-S-*', *-N[(L325 ) xb25 -R 325 ]-*'、*-C[(L 325 ) xb25 -R 325 ][(L 326 ) xb26 -R 326 ]-*'、*-C[(L 325 ) xb25 -R 325 ]=C[(L 326 ) xb26 -R 326 ]-*'、*-C[(L 325 ) xb25 -R 325 ]=N-*'or*-N=C[(L 326 ) xb26 -R 326 ]-*',

[0485] k21 can be 0, 1 or 2, wherein when k21 is 0, Y 321 does not exist,

[0486] xb21 to xb26 may each independently be 0, 1, 2, 3, 4 or 5,

[0487] A 31 、A 32 and A 34 Can be independently C3-C 60 Carbocyclic or C1-C 30 heterocyclic group,

[0488] A 33 may be a group represented by formula 313A,

[0489] X 31 Can be N[(L 335 ) xb35 -(R 335 )]、O、S、Se、C[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R 336 )] or Si[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R 336 )],

[0490] xb31 to xb36 may each independently be 0, 1, 2, 3, 4 or 5,

[0491] xb42 to xb44 may each independently be 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10,

[0492] L 301 To L 306 、L 321 To L 326 and L 331 To L 336 Each independently may be a single bond, unsubstituted or substituted by at least one R 10a Substituted C1-C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C2-C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C2-C 20 Alkyne, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkylene, unsubstituted or substituted by at least one R 10a Substituted C1-C 10 Heterocycloalkylene, unsubstituted or substituted by at least one R 10a Substituted C3-C 10 Cycloalkenylene, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenylene, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylene, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylene, unsubstituted or substituted by at least one R 10a The substituted divalent non-aromatic fused polycyclic group is either unsubstituted or substituted by at least one R 10a a substituted divalent non-aromatic fused heteropolycyclic group,

[0493] R 301 to R 305 、R 311 to R 314 、R 321 to R 326 and R 331 to R 336 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted by at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a a substituted monovalent non-aromatic fused polycyclic group, an unsubstituted or substituted monovalent non-aromatic fused polycyclic group, 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(═O)(Q1), -S(═O)(Q1), -S(═O)2(Q1), -P(═O)(Q1)(Q2), or -P(═S)(Q1)(Q2),

[0494] R 321 to R 326 Two or more adjacent groups in the group may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, R 10a Can be:

[0495] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, or nitro;

[0496] Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 ),-S(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ),-P(=S)(Q 11 )(Q 12 ) or any combination thereof;

[0497] Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy or C1-C 60 Heteroarylthio: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 ),-S(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ),-P(=S)(Q 21 )(Q 22 ) or any combination thereof; or

[0498] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 ),-S(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or -P(=S)(Q 31 )(Q 32 ),and

[0499] Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 , can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or each unsubstituted or deuterated, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted by alkoxy, phenyl, biphenyl or any combination thereof 60Carbocyclic or C1-C 60 Heterocyclic group.

[0500] In an embodiment, the first host compound and the second host compound may form an exciplex.

[0501] In an embodiment, the first host compound may include one or any combination of compounds HTH1 to HTH57:

[0502]

[0503]

[0504]

[0505] In an embodiment, the second host compound may include one or any combination of compounds ETH1 to ETH99:

[0506]

[0507]

[0508]

[0509]

[0510] [Phosphorescent dopant]

[0511] In an embodiment, the emission layer may further include a phosphorescent dopant.

[0512] For example, the emission layer may further include a phosphorescent dopant, and the phosphorescent dopant may serve as a sensitizer.

[0513] The phosphorescent dopant may include at least one transition metal as a central metal.

[0514] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

[0515] The phosphorescent dopant may be electrically neutral.

[0516] In an embodiment, the phosphorescent dopant may include a compound represented by Formula 401:

[0517] [Formula 401]

[0518] M(L 401 ) xc1 (L 402 ) xc2

[0519] [Formula 402]

[0520]

[0521] In Equations 401 and 402,

[0522] M may be a transition metal (e.g., Ir, Pt, Pd, Os, Ti, Au, Hf, Eu, Tb, Rh, Re, or Tm),

[0523] L 401 may be a ligand represented by Formula 402, and xc1 may be 1, 2, or 3, wherein when xc1 is 2 or greater, two or more L 401 may be the same as or different from each other,

[0524] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, two or more L 402 may be the same as or different from each other,

[0525] X 401 and X 402 may each independently be nitrogen or carbon,

[0526] Ring A 401 and Ring A 402 Can be independently C3-C 60 Carbocyclic or C1-C 60 heterocyclic group,

[0527] T 401 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、

[0528] *-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*' or *=C=*',

[0529] X 403 and X 404 can be independently a chemical bond (eg, a covalent bond or a coordination bond), O, S, N (Q 413 )、B(Q 413 )、P(Q 413 )、C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),

[0530] Q411 To Q 414 can be independently the same as described with reference to Q1,

[0531] R 401 and R 402 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by at least one R 10a Substituted C1-C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 ),-C(=O)(Q 401 )、-S(=O)2(Q 401 ) or -P(=O)(Q 401 )(Q 402 ),

[0532] Q 401 To Q 403 can be independently the same as described with reference to Q1,

[0533] xc11 and xc12 may each independently be an integer selected from 0 to 10, and

[0534] * and *' in Formula 402 each indicate a binding site with M in Formula 401.

[0535] For example, in Equation 402, X 401 may be nitrogen, and X 402 Can be carbon, or X 401 and X 402 Each may be nitrogen.

[0536] In an embodiment, in Formula 401, when xc1 is 2 or greater, two or more L 401 The two rings A 401 Optionally, T as a linker 402 connected to each other, and two or more L 401 The two rings A 402 Optionally, T as a linker403 Connected to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 Can be independently compared with T 401 Same as defined.

[0537] In an embodiment, in Formula 401, L 402 It can be an organic ligand. For example, L 402 It may include a halide group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, a -CN group, a phosphorus-containing group (e.g., a phosphine group, a phosphite group, etc.), or any combination thereof.

[0538] In an embodiment, the phosphorescent dopant may include, for example, one of Compound PD1 to Compound PD42 or any combination thereof:

[0539]

[0540]

[0541]

[0542] [Fluorescent dopant]

[0543] In an embodiment, the emission layer may further include a fluorescent dopant.

[0544] The fluorescent dopant may include an amine-containing compound, a styryl-containing compound, or any combination thereof.

[0545] In an embodiment, the fluorescent dopant may include a compound represented by Formula 501:

[0546] [Formula 501]

[0547]

[0548] In formula 501,

[0549] Ar 501 、L 501 To L 503 、R 501 and R 502 may be independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group,

[0550] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0551] xd4 can be 1, 2, 3, 4, 5 or 6.

[0552] In an embodiment, in Formula 501, Ar 501 It may be a condensed ring group in which three or more monocyclic groups are condensed together (for example, anthracenyl, 1,2-triphenylenyl, pyrenyl, etc.).

[0553] In an embodiment, in Formula 501, xd4 may be 2.

[0554] In an embodiment, the fluorescent dopant may include one of Compound FD1 to Compound FD36, DPVBi, DPAVBi, or any combination thereof:

[0555]

[0556]

[0557]

[0558] [Delayed fluorescence material]

[0559] In an embodiment, the emission layer may further include a delayed fluorescent material.

[0560] In the specification, the delayed fluorescent material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0561] The delayed fluorescent material included in the emission layer may serve as a host or as a dopant depending on the types of other materials included in the emission layer.

[0562] In an embodiment, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be in the range of about 0 eV to about 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material is within the above range, upconversion of the delayed fluorescent material from the triplet state to the singlet state may occur effectively, and thus, the organic light-emitting device 10 may have improved luminous efficiency.

[0563] In an embodiment, the delayed fluorescent material may include: at least one electron donor (eg, a π-electron-rich C3-C 60 Cyclic groups, such as carbazolyl, etc.) and at least one electron acceptor (e.g., sulfoxide, cyano, π-electron-deficient nitrogen-containing C1-C 60 or a C8-C ... 60 Polycyclic materials.

[0564] In an embodiment, the delayed fluorescent material may include at least one of Compound DF1 to Compound DF9:

[0565]

[0566] [Quantum dot]

[0567] The emissive layer may include quantum dots.

[0568] In the specification, a quantum dot may be a crystal of a semiconductor compound, and may include any material capable of emitting light of various emission wavelengths according to the size of the crystal.

[0569] The diameter of the quantum dots may, for example, be in the range of about 1 nm to about 10 nm.

[0570] Quantum dots can be synthesized by a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, a molecular beam epitaxy (MBE) process, or any similar process.

[0571] The wet chemical process is a method that includes mixing a precursor material with an organic solvent and growing quantum dot particle crystals. As the quantum dot particle crystals grow, the organic solvent naturally acts as a dispersant that coordinates on the surface of the quantum dot particle crystals and controls the growth of the quantum dot particle crystals, making it possible to control the growth of the quantum dot particle crystals through a process that is less expensive and easier to perform than vapor deposition methods such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).

[0572] The 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.

[0573] Examples of II-VI semiconductor compounds may include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, and 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 and MgZnS, etc.; quaternary compounds, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and HgZnSTe, etc.; or any combination thereof.

[0574] Examples of Group III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, etc.; ternary compounds such as GaNPs, GaNAs, GaNSb, GaPAs, GaPSb, AlNPs, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNPs, InAlP, InNAs, InNSb, InPAs, InPSb, etc.; quaternary compounds such as GaAlNPs, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNPs, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNPs, InAlNAs, InAlNSb, InAlPAs, InAlPSb, etc.; or any combination thereof. In embodiments, the Group III-V semiconductor compound may further include a Group II element. Examples of the Group III-V semiconductor compound further including a Group II element may include InZnP, InGaZnP, InAlZnP, and the like.

[0575] Examples of III-VI semiconductor compounds may include: binary compounds such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3, InTe, etc.; ternary compounds such as InGaS3, InGaSe3, etc.; or any combination thereof.

[0576] Examples of Group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, AgAlO2, etc.; or any combination thereof.

[0577] 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, SnPbTe, etc.; quaternary compounds, such as SnPbSSe, SnPbSeTe, SnPbSTe, etc.; or any combination thereof.

[0578] Examples of Group IV elements or compounds may include: single element materials such as Si, Ge, etc.; binary compounds such as SiC, SiGe, etc.; or any combination thereof.

[0579] Each element included in the compound such as the binary compound, the ternary compound, or the quaternary compound may be present in the particle at a uniform concentration or a non-uniform concentration.

[0580] In an embodiment, the quantum dot may have a single structure in which the concentration of each element in the quantum dot is uniform, or the quantum dot may have a core-shell structure. In an embodiment, when the quantum dot has a core-shell structure, the material included in the core and the material included in the shell may be different from each other.

[0581] The shell of a quantum dot can serve as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be a single layer or multiple layers. The interface between the core and the shell can have a concentration gradient, where the concentration of the material present in the shell decreases toward the center of the core.

[0582] Examples of quantum dot shells may include metal oxides, metalloid oxides, non-metal oxides, semiconductor compounds, or any combination thereof. Examples of metal oxides, metalloid oxides, or non-metal oxides may include binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, and NiO; ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, and CoMn2O4; or any combination thereof. Examples of semiconductor compounds may include the aforementioned 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, or any combination thereof. Examples of 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, or any combination thereof.

[0583] The full width at half maximum (FWHM) of the emission wavelength spectrum of the quantum dot may be less than or equal to about 45 nm. For example, the FWHM of the emission wavelength spectrum of the quantum dot may be less than or equal to about 40 nm. For example, the FWHM of the emission wavelength spectrum of the quantum dot may be less than or equal to about 30 nm. When the FWHM of the emission wavelength spectrum of the quantum dot is within any of these ranges, the color purity or color reproducibility of the quantum dot may be improved. Light emitted by the quantum dot may be emitted in all directions so that a wide viewing angle may be improved.

[0584] In an embodiment, the quantum dots may be in the form of nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, etc., or the nanoparticles may be in the form of spherical particles, pyramidal particles, multi-arm particles, or cubic particles.

[0585] By controlling the size of quantum dots, the energy band gap can be adjusted, allowing light of various wavelength bands to be obtained from the emission layer including quantum dots. Accordingly, by using quantum dots of different sizes, an organic light-emitting device emitting light of various wavelength bands can be realized. In embodiments, the size of quantum dots can be adjusted to emit red, green, and / or blue light. In embodiments, the size of quantum dots can be configured to emit white light by combining light of various colors.

[0586] [Electron Transport Region in Interlayer 130]

[0587] The electron transport region 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 multilayer structure including a plurality of layers containing different materials.

[0588] 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.

[0589] In an embodiment, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the layers in each structure may be stacked from the emission layer in the order described in their respective descriptions, but the structure of the electron transport region is not limited thereto.

[0590] In an embodiment, the electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a nitrogen-containing C1-C 60 Metal-free compounds of cyclic groups.

[0591] In an embodiment, the electron transport region may include a compound represented by Formula 601:

[0592] [Equation 601]

[0593] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0594] In Equation 601,

[0595] Ar 601 and L 601 may be independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group,

[0596] xe11 can be 1, 2 or 3,

[0597] xe1 can be 0, 1, 2, 3, 4 or 5,

[0598] R 601 It may be unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10aSubstituted C1-C 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 ),-C(=O)(Q 601 )、-S(=O)2(Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0599] Q 601 To Q 603 can be independently the same as described with reference to Q1,

[0600] xe21 can be 1, 2, 3, 4, or 5, and

[0601] Ar 601 、L 601 and R 601 At least one of them may be independently unsubstituted or replaced by at least one R 10a Substituted π-electron-deficient nitrogen-containing C1-C 60 Cyclic group.

[0602] In an embodiment, in Formula 601, when xe11 is 2 or greater, two or more Ar 601 can be connected to each other via a single bond.

[0603] In an embodiment, in Formula 601, Ar 601 It may be unsubstituted or substituted with at least one R 10a substituted anthracenyl.

[0604] In an embodiment, the electron transport region may include a compound represented by Formula 601-1:

[0605] [Formula 601-1]

[0606]

[0607] In formula 601-1,

[0608] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), X 616 Can be N or C(R 616 ), and X 614 To X 616 At least one of them may each be N,

[0609] L 611 To L 613 Can be independently compared with reference L601 Same as described,

[0610] xe611 to xe613 can each independently be the same as described with reference to xe1,

[0611] R 611 to R 613 Can be independently compared with reference R 601 Same as described, and

[0612] R 614 to R 616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group.

[0613] In an embodiment, in Formula 601 and Formula 601-1, xe1 and xe611 to xe613 may each independently be 0, 1, or 2.

[0614] In an embodiment, the electron transport region may include one of Compound ET1 to Compound ET47, 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:

[0615]

[0616]

[0617]

[0618]

[0619] The thickness of the electron transport region can be about to about For example, the thickness of the electron transport region can be about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be independently about to about and the thickness of the electron transport layer can be in the range of about to about For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be independently about to about For example, the thickness of the electron transport layer can be about to about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport region is within these ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0620] In addition to the aforementioned materials, the electron transport region (eg, the electron transport layer in the electron transport region) may further include a metal-containing material.

[0621] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ions of the alkali metal complex may be Li ions, Na ions, K ions, Rb ions, or Cs ions, and the metal ions of the alkaline earth metal complex may be Be ions, Mg ions, Ca ions, Sr ions, or Ba ions.

[0622] The ligand coordinated to the metal ion of the alkali metal complex or the metal ion of the alkaline earth metal complex may include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0623] In an 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:

[0624]

[0625] The electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer may contact (eg, directly contact) the second electrode 150.

[0626] 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 multilayer structure including a plurality of layers containing different materials.

[0627] In an embodiment, the electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0628] The alkali metals may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metals may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metals may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0629] The alkali metal compound, alkaline earth metal compound, and rare earth metal compound may include oxides, halides (e.g., fluorides, chlorides, bromides, or iodides), or tellurides of alkali metals, alkaline earth metals, and rare earth metals, or any combination thereof.

[0630] The alkali metal compound may include: alkali metal oxides, such as Li2O, Cs2O, or K2O; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI; 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 0 < x < 1) and Ba x Ca 1-x O (where x is a real number satisfying 0 < x < 1), etc. The rare earth metal compound may include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, 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, La2Te3, Ce2Te3, Pr2Te3, Nd2Te3, Pm2Te3, Sm2Te3, Eu2Te3, Gd2Te3, Tb2Te3, Dy2Te3, Ho2Te3, Er2Te3, Tm2Te3, Yb2Te3, and Lu2Te3, etc.

[0631] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex 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, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof).

[0632] In an embodiment, the electron injection layer may be composed of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above. In an embodiment, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).

[0633] In an embodiment, the electron injection layer may be composed of an alkali metal compound (e.g., an alkali metal halide); or the electron injection layer may be composed of an alkali metal compound (e.g., an alkali metal halide) and an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. In an embodiment, the electron injection layer may be a KI:Yb co-deposition layer, a RbI:Yb co-deposition layer, or a LiF:Yb co-deposition layer, etc.

[0634] When the electron injection layer further includes an organic material, 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 may be uniformly or non-uniformly dispersed in the matrix including the organic material.

[0635] The thickness of the electron injection layer can be about to about For example, the thickness of the electron injection layer can be about to about When the thickness of the electron injection layer is within any one of these ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0636] [Second electrode 150]

[0637] The second electrode 150 may be disposed on the interlayer 130 having the aforementioned structure. 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, an alloy, an electrically conductive compound, or any combination thereof.

[0638] The second electrode 150 may include Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb, Ag-Yb, ITO, IZO, or any combination thereof. The second electrode 150 may be a transmissive electrode, a transflective electrode, or a reflective electrode.

[0639] The second electrode 150 may have a single-layer structure or a multi-layer structure.

[0640] [Capping layer]

[0641] The organic light-emitting device 10 may include a first capping layer on the outside of the first electrode 110 and / or a second capping layer on the outside of the second electrode 150. In embodiments, the organic 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 recited, a structure in which the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are stacked in the order recited, 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 recited.

[0642] Light generated in the emission layer of the interlayer 130 of the organic light-emitting device 10 can be extracted toward the outside through the first electrode 110, which can be a transflective electrode or a transmissive electrode, and through the first capping layer. Light generated in the emission layer of the interlayer 130 of the organic light-emitting device 10 can be extracted toward the outside through the second electrode 150, which can be a transflective electrode or a transmissive electrode, and through the second capping layer.

[0643] The first capping layer and the second capping layer can each increase external emission efficiency according to the principle of constructive interference. Accordingly, the light extraction efficiency of the organic light-emitting device 10 is increased, so that the luminous efficiency of the organic light-emitting device 10 can be improved.

[0644] The first capping layer and the second capping layer may each include a material having a refractive index greater than or equal to about 1.6 (with respect to a wavelength of about 589 nm).

[0645] The first capping layer and the second capping layer may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or an organic-inorganic composite capping layer including an organic material and an inorganic material.

[0646] At least one of the first capping layer and the second capping layer may each independently include a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine-containing compound may each optionally be substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.

[0647] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include an amine-containing compound.

[0648] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof.

[0649] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include one of Compounds HT28 to HT33, one of Compounds CP1 to CP6, β-NPB; or any combination thereof:

[0650]

[0651]

[0652] [membrane]

[0653] The heterocyclic compound represented by Formula 1 may be included in various films. Embodiments provide films that may include the heterocyclic compound represented by Formula 1. The film may be, for example, an optical member (or light control device) (e.g., a color filter, a color conversion member, a capping layer, a light extraction efficiency enhancing layer, a selective light absorption layer, a polarizing layer, or a quantum dot-containing layer, etc.), a light-blocking member (e.g., a light reflecting layer or a light absorbing layer, etc.), or a protective member (e.g., an insulating layer or a dielectric layer, etc.).

[0654] [Electronic equipment]

[0655] Organic light-emitting devices can be included in various electronic devices. For example, electronic devices including organic light-emitting devices can be lighting devices, authentication devices, and the like.

[0656] In addition to an organic light-emitting device, an electronic device (e.g., a light-emitting device) may further include: a color filter, a color conversion layer, or both a color filter and a color conversion layer. The color filter and / or the color conversion layer may be arranged in at least one direction of travel of light emitted from the organic light-emitting device. For example, the light emitted from the organic light-emitting device may be blue light or white light. The organic light-emitting device may be an organic light-emitting device as described herein. In embodiments, the color conversion layer may include quantum dots. The quantum dots may be, for example, quantum dots as described herein.

[0657] The electronic device may include a first substrate, the first substrate may include a plurality of sub-pixels, the color filter may include a plurality of color filter regions respectively corresponding to the plurality of sub-pixels, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixels.

[0658] A pixel defining layer may be disposed between the plurality of sub-pixels to define each sub-pixel.

[0659] The color filter may further include a plurality of color filter regions and a light shielding pattern disposed between the plurality of color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a light shielding pattern disposed between the plurality of color conversion regions.

[0660] The 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 color of light, the second color of light, and / or the third color of light may have different maximum emission wavelengths. In embodiments, the first color of light may be red light, the second color of light may be green light, and the third color of light may be blue light. In embodiments, the color filter region (or color conversion region) may include quantum dots. For example, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. The quantum dots may be as described herein. The first region, the second region, and / or the third region may each further include a scatterer.

[0661] In an embodiment, the organic light-emitting device may emit a first light, the first region may absorb the first light to emit a first first color light, the second region may absorb the first light to emit a second first color light, and the third region may absorb the first light to emit a third first color light. In an embodiment, the first first color light, the second first color light, and the third first color light may have different maximum emission wavelengths. In an embodiment, the first light may be blue light, the first first color light may be red light, the second first color light may be green light, and the third first color light may be blue light.

[0662] In addition to the aforementioned organic light-emitting device, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode, and an active layer, wherein any one of the source electrode and the drain electrode may be electrically connected to any one of the first electrode and the second electrode of the organic light-emitting device.

[0663] The thin film transistor may further include a gate electrode, a gate insulating film, and the like.

[0664] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, and the like.

[0665] The electronic device may further include a sealing portion for sealing the organic light-emitting device. The sealing portion may be arranged between the color filter and / or color conversion layer and the organic light-emitting device. The sealing portion may allow light from the organic light-emitting device to be extracted to the outside and may prevent ambient air and moisture from penetrating into the organic light-emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin-film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin-film encapsulation layer, the electronic device may be flexible.

[0666] Depending on the application of the electronic device, various functional layers may be further included on the sealing portion in addition to the color filter and / or color conversion layer. These functional layers may include a touch screen layer or a polarizing layer. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer.

[0667] In addition to the organic light emitting device as described above, the authentication device may further include a biometric information collector. The authentication device may be, for example, a biometric authentication device that authenticates an individual by using biometric information of a living body (eg, fingertip, pupil, etc.).

[0668] The electronic device can be applied to various displays, light sources, lighting equipment, personal computers (for example, mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical tools (for example, 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 (for example, instruments for vehicles, aircraft and ships) and projectors, etc.

[0669] [ Figure 2 and Figure 3 Description]

[0670] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment.

[0671] Figure 2 The electronic device includes a substrate 100, a thin film transistor (TFT), an organic light emitting device, and a sealing portion 300 that seals the organic light emitting device.

[0672] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 may be disposed on the substrate 100. The buffer layer 210 may prevent the penetration of impurities through the substrate 100 and may provide a flat surface on the substrate 100.

[0673] The TFT may be disposed on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0674] The active layer 220 may include an inorganic semiconductor such as silicon or polysilicon, an organic semiconductor, or an oxide semiconductor, and may include a source region, a drain region, and a channel region.

[0675] 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 .

[0676] An 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.

[0677] Source electrode 260 and drain electrode 270 may be disposed on interlayer insulating film 250. Interlayer insulating film 250 and gate insulating film 230 may be formed to expose the source and drain regions of active layer 220, and source electrode 260 and drain electrode 270 may contact the exposed portions of the source and drain regions of active layer 220, respectively.

[0678] The TFT may be electrically connected to the organic light-emitting device to drive the organic light-emitting device and may be covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or a combination thereof. The organic light-emitting device may be provided on the passivation layer 280. The organic light-emitting device may include a first electrode 110, an interlayer 130, and a second electrode 150.

[0679] 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 electrically connected to the exposed portion of the drain electrode 270.

[0680] A pixel defining layer 290 including an insulating material may be disposed on the first electrode 110. The pixel defining layer 290 may expose a region of the first electrode 110, and the interlayer 130 may be formed in the exposed region of the first electrode 110. The pixel defining layer 290 may be a polyimide-based organic film or a polyacrylic-based organic film. Figure 2 Although not shown in the figure, at least some layers of the interlayer 130 may extend beyond an upper portion of the pixel defining layer 290 to be provided in the form of a common layer.

[0681] The second electrode 150 may be disposed on the interlayer 130, and may further include a capping layer 170 on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0682] The sealing portion 300 may be located on the capping layer 170. The sealing portion 300 may be disposed on the organic light emitting device to protect the organic light emitting device from moisture and / or oxygen. The sealing portion 300 may include an inorganic film including silicon nitride (SiN x ), silicon oxide (SiO x ), indium tin oxide, indium zinc oxide or any combination thereof; an organic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, an acrylic resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.), an epoxy resin (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of an inorganic film and an organic film.

[0683] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment.

[0684] Figure 3 electronic devices (e.g., light emitting devices) and Figure 2 The electronic device of the present invention may differ in that it further includes a light shielding pattern 500 and a functional area 400 on the sealing portion 300. The functional area 400 may be a color filter area, a color conversion area, or a combination of a color filter area and a color conversion area. In an embodiment, Figure 3 The organic light-emitting device included in the electronic device may be a tandem organic light-emitting device.

[0685] [ Figure 4 Description]

[0686] Figure 4 is a schematic perspective view of a consumer product 1 including an organic light-emitting device according to an embodiment.

[0687] The consumer product 1, which can be a device for displaying moving or still images, can be not only a portable electronic device (such as a mobile phone, a smart phone, a tablet computer, a mobile communication terminal, an electronic notebook computer, an e-book, a portable multimedia player (PMP), a navigation device, or an ultra-mobile personal computer (UMPC)), but also various products or parts thereof (such as a television, a laptop computer, a monitor, a billboard, or an Internet of Things (IoT) device). In an embodiment, the consumer product 1 can be a wearable device or a part thereof (such as a smart watch, a watch phone, a glasses-type display, or a head-mounted display (HMD)). However, the embodiment is not limited thereto.

[0688] Examples of the consumer product 1 may include a dashboard of a vehicle, a center console of a vehicle, a center information display arranged on the dashboard of a vehicle, an interior rearview mirror display replacing a side mirror of a vehicle, an entertainment display for a rear seat of a vehicle or a display arranged on a backrest of a front seat, a head-up display (HUD) mounted on the front of the vehicle or projected on the front windshield, or a computer-generated hologram augmented reality head-up display (CGH AR HUD). For convenience of explanation, Figure 4 An embodiment is explained in which the consumer product 1 is a smartphone.

[0689] The consumer product 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device may implement an image through a two-dimensional pixel array arranged in the display area DA.

[0690] The non-display area NDA may be an area where no image is displayed and may surround (e.g., completely surround) the display area DA. A driver for supplying electrical signals or power to display elements arranged in the display area DA may be arranged in the non-display area NDA. Pads to which electronic components or a printed circuit board may be electrically connected may be arranged in the non-display area NDA.

[0691] In the consumer product 1, the length in the x-axis direction and the length in the y-axis direction may be different from each other. Figure 4 As shown in FIG, the length in the x-axis direction may be shorter than the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be the same as the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be greater than the length in the y-axis direction.

[0692] [ Figure 5 and Figures 6A to 6C Description]

[0693] Figure 5 is a schematic perspective view of the exterior of a vehicle 1000 as a consumer product 1 including an organic light-emitting device according to an embodiment. Figures 6A to 6C Each is a schematic diagram of the interior of vehicle 1000 according to an embodiment.

[0694] refer to Figure 5 、 Figure 6A 、 Figure 6B and Figure 6C , embodiments of vehicle 1000 may include various devices for moving an object to be transported (such as a person, object, or animal) from a starting point to a destination point. Examples of vehicle 1000 may include vehicles that travel on roads or tracks, ships that travel on oceans or rivers, and airplanes that fly through the air using air action.

[0695] The vehicle 1000 can travel on roads or tracks. The vehicle 1000 can move in one direction (e.g., a selectable direction) by rotating at least one wheel. In embodiments, the vehicle 1000 may include a three-wheeled or four-wheeled vehicle, construction machinery, a two-wheeled vehicle, a prime mover, a bicycle, and a train traveling on tracks.

[0696] Vehicle 1000 may include a vehicle body having an interior and an exterior, and a chassis, which is a portion other than the vehicle body, in which mechanical equipment for driving is mounted. The exterior of the vehicle body may include a front panel, a hood, a roof panel, a rear panel, a trunk, and pillars provided at the boundaries between the doors. The chassis of vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel system, front and rear wheels, and left and right wheels.

[0697] The vehicle 1000 may include side windows 1100 , a front window 1200 , side mirrors 1300 , an instrument panel 1400 , a center console 1500 , a passenger seat instrument panel 1600 , and a display device 2 .

[0698] The side window glass 1100 and the front window glass 1200 may be divided by pillars disposed between the side window glass 1100 and the front window glass 1200 .

[0699] The side window glass 1100 may be mounted on the side of the vehicle 1000. In an embodiment, the side window glass 1100 may be mounted on a door of the vehicle 1000. A plurality of side window glasses 1100 may be provided and may face each other. In an embodiment, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In an embodiment, the first side window glass 1110 may be positioned adjacent to the instrument panel 1400, and the second side window glass 1120 may be positioned adjacent to the passenger seat instrument panel 1600.

[0700] In an embodiment, the side window glasses 1100 may be spaced apart from each other in the x-axis direction or in a direction opposite to the x-axis direction. In an embodiment, 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 glasses 1100 may extend in the x-axis direction or in a direction opposite to the x-axis direction. In an embodiment, 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.

[0701] The front window glass 1200 may be mounted at the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.

[0702] Side-view mirror 1300 provides a rear view of vehicle 1000. Side-view mirror 1300 may be mounted on the exterior of the vehicle body. In an embodiment, a plurality of side-view mirrors 1300 may be provided. Any one of the plurality of side-view mirrors 1300 may be positioned outside first side window glass 1110, and another one of the plurality of side-view mirrors 1300 may be positioned outside second side window glass 1120.

[0703] Instrument panel 1400 may be arranged in front of the steering wheel and may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn signal indicator, a high beam indicator, warning lights, a seat belt warning light, an odometer, a speedometer, an automatic shift selector indicator light, a door open warning light, an engine oil warning light, and / or a low fuel warning light.

[0704] The center console 1500 may include a control panel on which buttons for adjusting an audio device, an air conditioning device, and a seat heater are provided. The center console 1500 may be arranged on one side of the instrument panel 1400 .

[0705] Passenger seat instrument panel 1600 may be spaced apart from instrument panel 1400, with center console 1500 disposed therebetween. In an embodiment, instrument panel 1400 may correspond to a driver's seat (not shown), and passenger seat instrument panel 1600 may correspond to a passenger seat (not shown). In an embodiment, instrument panel 1400 may be adjacent to first side window glass 1110, and passenger seat instrument panel 1600 may be adjacent to second side window glass 1120.

[0706] In an embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be arranged inside the vehicle 1000. In an embodiment, the display device 2 may be arranged between the side windows 1100 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.

[0707] The display device 2 may include an organic light-emitting display device, an inorganic electroluminescent display device, a quantum dot display device, and the like. Hereinafter, as the display device 2 according to an embodiment, an organic light-emitting display device including the aforementioned organic light-emitting device will be described as an example. However, various types of the aforementioned display devices may be used in the embodiment.

[0708] refer to Figure 6A , the display device 2 may be arranged on the center console 1500. In an embodiment, the display device 2 may display navigation information. In an embodiment, the display device 2 may display information about audio settings, video settings, or vehicle settings.

[0709] refer to Figure 6B The display device 2 may be disposed on the instrument panel 1400. In embodiments, the instrument panel 1400 may display driving information and the like via the display device 2. For example, the instrument panel 1400 may digitally display driving information. The instrument panel 1400 may display vehicle and driving information as images. In embodiments, the tachometer needle and gauges, as well as various warning lights or icons, may be displayed via digital signals.

[0710] refer to Figure 6C , display device 2 may be arranged on passenger seat instrument panel 1600. Display device 2 may be embedded in passenger seat instrument panel 1600 or may be arranged on passenger seat instrument panel 1600. In an embodiment, display device 2 arranged on passenger seat instrument panel 1600 may display images related to information displayed on instrument panel 1400 and / or information displayed on center console 1500. In an embodiment, display device 2 arranged on passenger seat instrument panel 1600 may display information different from information displayed on instrument panel 1400 and / or information displayed on center console 1500.

[0711] [Manufacturing method]

[0712] The layer constituting the hole transport region, the emission layer and the layer constituting the electron transport region can be formed in a selected region by using various methods (such as vacuum deposition, spin coating, casting, Langmuir-Brockett (LB) deposition, inkjet printing, laser printing and laser induced thermal imaging, etc.).

[0713] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by vacuum deposition, the deposition may be performed at a deposition temperature in the range of about 100° C. to about 500° C., a temperature ... -8 About 10 -3 The vacuum degree is within the range of Torr and about to about The deposition rate is carried out at a range of , which depends on the material to be included in the layer to be formed and the structure of the layer to be formed.

[0714] [Definition of terms]

[0715] As used herein, the term "C3-C 60 A "carbocyclyl" may be a cyclic group consisting of carbon atoms as the only ring-forming atoms and having 3 to 60 carbon atoms, for example, C3-C 50 Carbocyclic, C3-C 40 Carbocyclic, C3-C 30 Carbocyclic, C3-C 20 Carbocyclic or C3-C 10 Carbocyclic groups, and as used herein, the term "C1-C 60 The "heterocyclic group" may be a cyclic group having 1 to 60 carbon atoms and further having at least one heteroatom as a ring-forming atom in addition to carbon atoms, for example, C1-C 50 Heterocyclic group, C1-C 40 Heterocyclic group, C1-C 30 Heterocyclic group, C1-C 20 Heterocyclic or C1-C 10 Heterocyclic group. C3-C 60 Carbocyclic and C1-C 60 The heterocyclic groups may each be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are fused to each other. 60 The number of ring-forming carbon atoms in the heterocyclic group can be 3 to 61.

[0716] As used herein, the term "cyclic group" may be a C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0717] As used herein, the term "π-electron-rich C3-C 60The "cyclic group" may be a cyclic group having 3 to 60 carbon atoms and may not include *-N=*' as a ring-forming portion, and the term "π-electron-deficient nitrogen-containing C1-C 60 The "cyclic group" may be a heterocyclic group having 1 to 60 carbon atoms and may include *-N=*' as a ring-forming portion.

[0718] In an embodiment,

[0719] C3-C 60 The carbocyclyl group may be a T1 group, or a group in which two or more T1 groups are fused to each other (e.g., cyclopentadienyl, adamantyl, norbornyl, phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, perylenyl, pentaphenanthrenyl, heptalenyl, tetracenyl, phenanthrenyl, hexenyl, pentacenyl, rubenyl, coronenyl, ovalenyl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthrenyl, or indenoanthryl),

[0720] C1-C 60 The heterocyclic group may be a T2 group, a group in which at least two T2 groups are fused to each other, or a group in which at least one T2 group and at least one T1 group are fused to each other (e.g., pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiorolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiorolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolocarbazolyl, benzofuranocarbazolyl, benzothiophenocarbazolyl, benzothiorolocarbazolyl, benzindololcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiorolyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophene ... benzothienodibenzothiophene, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolinyl quinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiophenyl or azadibenzofuranyl, etc.),

[0721] π-electron-rich C3-C 60The cyclic group may be a T1 group, a group in which two or more T1 groups are fused to each other, a T3 group, a group in which two or more T3 groups are fused to each other, or a group in which at least one T3 group and at least one T1 group are fused to each other (e.g., C3-C 60 carbocyclyl, 1H-pyrrolyl, thiolyl, borocyclopentadienyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolocarbazolyl, benzofuranocarbazolyl, benzothienocarbazolyl, benzothiololocarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiolyl, benzofuranodibenzofuranyl, benzofuranodibenzothienyl or benzothienodibenzothienyl, etc.),

[0722] π-electron-deficient nitrogen-containing C1-C 60 The cyclic group may be a T4 group, a group in which at least two T4 groups are fused to each other, a group in which at least one T4 group and at least one T1 group are fused to each other, a group in which at least one T4 group and at least one T3 group are fused to each other, or a group in which at least one T4 group, at least one T1 group, and at least one T3 group are fused to each other (e.g., pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, yl, benzoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl and azadibenzofuranyl, etc.),

[0723] wherein the T1 group can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornane (or bicyclo[2.2.1]heptane), norbornenyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane or phenyl,

[0724] The T2 group can be furanyl, thienyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiolyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, tetrazinyl, pyrrolidinyl, imidazolidinyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyridazinyl or dihydropyridazinyl,

[0725] The T3 group may be a furyl group, a thienyl group, a 1H-pyrrolyl group, a thiol group or a borocyclopentadienyl group, and

[0726] The T4 group may include a 2H-pyrrolyl group, a 3H-pyrrolyl group, an imidazolyl group, a pyrazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a thiazolyl group, an isothiazolyl group, a thiadiazolyl group, an azathiazolyl group, an azaborolyl group, a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, or a tetrazinyl group.

[0727] As used herein, the terms "cyclic group", "C3-C 60 Carbocyclic group", "C1-C 60 Heterocyclic group", "π-electron-rich C3-C 60 Cyclic groups" and "π-electron-deficient nitrogen-containing C1-C 60 The “cyclic group” may each be a group condensed with any cyclic group or a group not condensed with any cyclic group according to the structure of the formula using the corresponding term, and may each be a monovalent group or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.). For example, “phenyl” as used herein may be a benzo group, a phenyl group, a phenylene group, etc., which can be easily understood by those of ordinary skill in the art based on the structure of the formula including “phenyl”.

[0728] Unit price C3-C 60 Carbocyclic groups and monovalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group. 60 Carbocyclic groups and divalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 Cycloalkylene, C1-C10 Heterocycloalkylene, C3-C 10 Cycloalkenylene, C1-C 10 Heterocycloalkenylene, C6-C 60 Arylene, C1-C 60 heteroarylene group, a divalent non-aromatic fused polycyclic group, and a divalent non-aromatic fused heteropolycyclic group.

[0729] As used herein, the term "C1-C 60 "Alkyl" may be a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, for example, C1-C 50 Alkyl, C1-C 30 Alkyl, C1-C 20 Alkyl or C1-C 10 The term "C1-C1-alkyl" may be used herein and examples thereof may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, and tert-decyl. As used herein, the term "C1-C1-alkyl" may be used herein. 60 "Alkylene" can be C1-C 60 An alkyl group is a divalent group having the same structure.

[0730] As used herein, the term "C2-C 60 "Alkenyl" can be C2-C 60 A monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the end of the alkyl group, for example, C2-C 30 Alkenyl, C2-C 20 Alkenyl or C2-C 10 The term "C2-C4-alkenyl" as used herein may include vinyl, propenyl, butenyl, etc. 60 "Alkenylene" can be C2-C 60 Alkenyl groups are divalent groups with the same structure.

[0731] As used herein, the term "C2-C 60 "Alkynyl" may be a C2-C 60 The alkyl group has at least one carbon-carbon triple bond in the middle or at the end, for example, C2-C 30 Alkynyl, C2-C 20 Alkynyl or C2-C 10 Alkynyl, and examples thereof may include ethynyl and propynyl, etc. As used herein, the term "C2-C 60 "Alkynylidene" can be C2-C 60Alkynyl groups are divalent groups with the same structure.

[0732] As used herein, the term "C1-C 60 "Alkoxy" may be -O(A 101 )(where A 101 Can be C1-C 60 A monovalent group represented by an alkyl group, for example, C1-C 30 Alkoxy, C1-C 20 Alkoxy or C1-C 10 Alkoxy group, and examples thereof may include methoxy group, ethoxy group, isopropoxy group, and the like.

[0733] As used herein, the term "C3-C 10 The "cycloalkyl" may be a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof 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. As used herein, the term "C3-C 10 "Cycloalkylene" can be C3-C 10 The cycloalkyl group has a divalent group of the same structure.

[0734] As used herein, the term "C1-C 10 The term "heterocycloalkyl" as used herein may be a monovalent cyclic group of 1 to 10 carbon atoms further including at least one heteroatom as a ring-forming atom in addition to carbon atoms, and examples thereof may include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, tetrahydrothienyl, and the like. 10 "Heterocycloalkylene" can be C1-C 10 The heterocycloalkyl group has a divalent group of the same structure.

[0735] As used herein, the term "C3-C 10 The term "C3-C4-cycloalkenyl" as used herein may be a monovalent cyclic group having 3 to 10 carbon atoms, having at least one carbon-carbon double bond in its cyclic structure, and having no aromaticity, and examples thereof may include cyclopentenyl, cyclohexenyl, cycloheptenyl, and the like. 10 "Cycloalkenylene" can be C3-C 10 The cycloalkenyl group is a divalent group having the same structure.

[0736] As used herein, the term "C1-C 10 The "heterocycloalkenyl group" may be a monovalent cyclic group of 1 to 10 carbon atoms which further includes at least one heteroatom as a ring-constituting atom in addition to carbon atoms and has at least one double bond in its ring structure. 10Examples of heterocycloalkenyl groups may include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, 2,3-dihydrothienyl, and the like. As used herein, the term "C1-C 10 "Heterocycloalkenylene" can be C1-C 10 The heterocycloalkenyl group has a divalent group of the same structure.

[0737] As used herein, the term "C6-C 60 "Aryl" may be a monovalent radical of a carbocyclic aromatic system having 6 to 60 carbon atoms, for example, C6-C 50 Aryl, C6-C 40 Aryl, C6-C 30 Aryl, C6-C 20 Aryl or C6-C 15 Aryl, and as used herein the term "C6-C 60 The "arylene group" may be a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. 60 Examples of aryl groups may include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, perylenyl, pentaphenanyl, heptalenyl, tetracenyl, pyrenyl, hexenyl, pentacenyl, rubenyl, corundum, and ovalenyl. 60 Aryl and C6-C 60 When the arylene groups each include two or more rings, the respective two or more rings may be fused to each other.

[0738] As used herein, the term "C1-C 60 The "heteroaryl group" may be a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms, further including at least one heteroatom as a ring-forming atom in addition to carbon atoms, for example, C1-C 50 Heteroaryl, C1-C 40 Heteroaryl, C1-C 30 Heteroaryl, C1-C 20 Heteroaryl or C1-C 10 Heteroaryl. As used herein, the term "C1-C 60 The "heteroarylene group" may be a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms, further including at least one heteroatom as a ring-forming atom in addition to carbon atoms. 60 Examples of heteroaryl groups may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, and naphthyridinyl. 60 Heteroaryl and C1-C 60When the heteroarylene groups each include two or more rings, the respective two or more rings may be fused to each other.

[0739] As used herein, the term "monovalent non-aromatic fused polycyclic group" may be a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, only carbon atoms as ring atoms, and having no aromaticity in the molecular structure as a whole, for example, C8-C 60 Monovalent non-aromatic fused polycyclic group, C8-C 50 Monovalent non-aromatic fused polycyclic group, C8-C 40 Monovalent non-aromatic fused polycyclic group, C8-C 30 Monovalent non-aromatic fused polycyclic group or C8-C 20 Monovalent non-aromatic fused polycyclic group. Examples of the monovalent non-aromatic fused polycyclic group include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl, and indenoanthryl. As used herein, the term "divalent non-aromatic fused polycyclic group" may be a divalent group having the same structure as the above-mentioned monovalent non-aromatic fused polycyclic group.

[0740] The term "monovalent non-aromatic fused heteropolycyclic group" as used herein may be a monovalent group (for example, having 1 to 60 carbon atoms) having two or more rings fused to each other, further including at least one heteroatom as a ring-constituting atom in addition to carbon atoms, and having no aromaticity in the molecular structure as a whole, for example, C1-C 60 Monovalent non-aromatic fused heteropolycyclic group, C1-C 50 Monovalent non-aromatic fused heteropolycyclic group, C1-C 40 Monovalent non-aromatic fused heteropolycyclic group, C1-C 30 Monovalent non-aromatic fused heteropolycyclic group or C1-C 20Monovalent non-aromatic fused heteropolycyclic group. Examples of the monovalent non-aromatic fused heteropolycyclic group may include pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiorolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiorolyl, dibenzothiophenyl, dibenzofuranyl, azacarbazolyl, azafluorenyl, azadibenzothiorolyl, azadibenzothiophenyl, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl The term "divalent non-aromatic condensed heteropolycyclic group" as used herein may be a divalent group having the same structure as a monovalent non-aromatic condensed heteropolycyclic group.

[0741] As used herein, the term "C6-C 60 Aryloxy" may be -O(A 102 )(where A 102 Can be C6-C 60 Aryl) represented by the group, for example, C6-C 50 Aryloxy, C6-C 40 Aryloxy, C6-C 30 Aryloxy, C6-C 20 Aryloxy or C6-C 15 Aryloxy, and as used herein the term "C6-C 60 "Arylthio" can be -S(A 103 )(where A 103 Can be C6-C 60 Aryl) represented by a group, for example, C6-C 50 Arylthio, C6-C 40 Arylthio, C6-C 30 Arylthio, C6-C 20 Arylthio or C6-C 15 Arylthio.

[0742] As used herein, the term "C7-C 60 Aralkyl" may be -(A 104 )A 105 )(where A 104 Can be C1-C54 Alkylene, and A 105 Can be C6-C 59 Aryl) represented by the group, for example, C7-C 50 Aralkyl, C7-C 40 Aralkyl, C7-C 30 Aralkyl, C7-C 20 Arylalkyl or C7-C 15 Aralkyl, and as used herein the term "C2-C 60 "Heteroaralkyl" may be -(A 106 )(A 107 )(where A 106 Can be C1-C 59 Alkylene, and A 107 Can be C1-C 59 Heteroaryl) group, for example, C2-C 50 Heteroarylalkyl, C2-C 40 Heteroarylalkyl, C2-C 30 Heteroarylalkyl, C2-C 20 Heteroarylalkyl or C2-C 15 As used herein, the term "C1-C 60 "Heteroaryloxy" may be -O(A 108 )(where A 108 Can be C1-C 60 Heteroaryl) groups, for example, C1-C 50 Heteroaryloxy, C1-C 40 Heteroaryloxy, C1-C 30 Heteroaryloxy or C1-C 20 Heteroaryloxy, and as used herein the term "C1-C 60 "Heteroarylthio" can be -S(A 109 )(where A 109 Can be C1-C 60 Heteroaryl) groups, for example, C1-C 50 Heteroarylthio, C1-C 40 Heteroarylthio, C1-C 30 Heteroarylthio or C1-C 20 Heteroarylthio.

[0743] In the specification, the group "R 10a " can be:

[0744] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, or nitro;

[0745] Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 ),-S(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ),-P(=S)(Q 11 )(Q 12 ) or any combination thereof;

[0746] Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy or C1-C 60 Heteroarylthio: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60Heteroarylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 ),-S(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ),-P(=S)(Q 21 )(Q 22 ) or any combination thereof; or

[0747] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 ),-S(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or -P(=S)(Q 31 )(Q 32 ).

[0748] In the manual, Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each of them can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or each unsubstituted or deuterated, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted by alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl.

[0749] As used herein, the term "heteroatom" may be any atom other than a carbon atom and a hydrogen atom. Examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0750] In the specification, the term "Ph" refers to a phenyl group, the term "Me" refers to a methyl group, the term "Et" refers to an ethyl group, the terms "tert-Bu" and "Bu t ” each refers to a tert-butyl group, and the term “OMe” refers to a methoxy group.

[0751] As used herein, the term "biphenyl" may be a "phenyl group substituted by a phenyl group". For example, a "biphenyl group" may be a group having C6-C 60 A phenyl group substituted with an aryl group as a substituent.

[0752] As used herein, the term "terphenyl" may be a "phenyl group substituted with a biphenyl group". For example, a "terphenyl group" may be a C6-C 60 Aryl-substituted C6-C 60 A phenyl group substituted with an aryl group as a substituent.

[0753] In the specification, the terms "x-axis", "y-axis", and "z-axis" are not limited to the three axes in an orthogonal coordinate system (e.g., a Cartesian coordinate system), and can be interpreted in a broader sense than the three axes in the aforementioned orthogonal coordinate system. For example, the x-axis, y-axis, and z-axis may describe axes that are orthogonal to each other, or may describe axes in different directions that are not orthogonal to each other.

[0754] Unless otherwise defined, the symbols * and *' as used herein each refer to a binding site to an adjacent atom in the corresponding formula or moiety.

[0755] Hereinafter, the compound according to the embodiment and the organic light-emitting device according to the embodiment will be described in detail with reference to Synthesis Examples and Examples. The phrase "using B instead of A" used in describing Synthesis Examples means replacing A with the same molar equivalent of B.

[0756] [Synthesis Examples and Examples]

[0757] Synthesis Example 1: Synthesis of Compound 17

[0758]

[0759] 1) Synthesis of Intermediate 17-1

[0760] 2,4-Dibromodibenzo[b,d]furan (1 eq), N-([1,1'-biphenyl]-2-yl)-9-phenyl-9H-carbazole-3-amine (2 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at 110°C for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water, respectively, and divided into equal parts. The organic layer thus obtained was first dried over MgSO4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using dichloromethane (MC) and n-hexane to obtain Intermediate 17-1. (Yield: 77%).

[0761] (2) Synthesis of Intermediate 17-2

[0762] Intermediate 17-1 (1 eq), [1,1':3',1"-terphenyl]-2'-amine (1 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at 100° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water, respectively, and divided into equal parts, and the organic layer thus obtained was first dried over MgSO 4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 17-2. (Yield: 84%)

[0763] (3) Synthesis of Intermediate 17-3

[0764] Intermediate 17-2 (1 eq), 9-(3-bromophenyl)-9H-carbazole (2 eq), tris(dibenzylideneacetone)dipalladium(0) (0.25 eq), tri-tert-butylphosphine (0.5 eq) and sodium tert-butoxide (5 eq) were dissolved in o-xylene and stirred at 150° C. for 48 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water, respectively, and divided into equal parts, and the organic layer thus obtained was first dried with MgSO 4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 17-3. (Yield: 46%)

[0765] (4) Synthesis of Compound 17

[0766] After intermediate 17-3 (1 eq) was dissolved in o-dichlorobenzene, the mixed solution was cooled to 0 ° C, and BBr3 (3 eq) was slowly added dropwise thereto under a nitrogen atmosphere. After the dropwise addition was completed, the temperature was raised to 180 ° C, and the resulting solution was stirred for 48 hours. After cooling, triethylamine was slowly dripped into the flask containing the reactants to terminate the reaction, and ethanol was added thereto, followed by precipitation and filtration to obtain the reaction product. The resulting solid was purified by column chromatography using MC and n-hexane, and recrystallized with toluene and acetone to obtain compound 17. (Yield: 13%)

[0767] ESI-LCMS: [M]+: 1068.365

[0768] Synthesis Example 2: Synthesis of Compound 45

[0769]

[0770] (1) Synthesis of Intermediate 45-1

[0771] 2,4-Dibromodibenzo[b,d]furan (1 eq), [1,1':3',1"-terphenyl]-2'-amine (2 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at 110°C for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water, respectively, and divided into equal parts, and the organic layer thus obtained was first dried over MgSO4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 45-1. (Yield: 79%).

[0772] (2) Synthesis of Intermediate 45-2

[0773] Intermediate 45-1 (1 eq), 2-bromonaphthalene (3 eq), tris(dibenzylideneacetone)dipalladium(0) (0.25 eq), tri-tert-butylphosphine (0.5 eq) and sodium tert-butoxide (5 eq) were dissolved in o-xylene and stirred at 150° C. for 48 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water, respectively, and divided into equal parts, and the organic layer thus obtained was first dried over MgSO 4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 45-2. (Yield: 35%)

[0774] (3) Synthesis of Compound 45

[0775] After intermediate 45-2 (1 eq) was dissolved in o-dichlorobenzene, the mixed solution was cooled to 0 ° C, and BBr3 (3 eq) was slowly added dropwise thereto under a nitrogen atmosphere. After the dropwise addition was completed, the temperature was raised to 180 ° C, and the resulting solution was stirred for 48 hours. After cooling, triethylamine was slowly dripped into the flask containing the reactants to terminate the reaction, and ethanol was added thereto, followed by precipitation and filtration to obtain the reaction product. The resulting solid was purified by column chromatography using MC and n-hexane, and recrystallized with toluene and acetone to obtain compound 45. (Yield: 12%)

[0776] ESI-LCMS: [M]+: 914.315

[0777] Synthesis Example 3: Synthesis of Compound 46

[0778]

[0779] (1) Synthesis of Intermediate 46-1

[0780] Intermediate 45-1 (1 eq), 2-bromodibenzo[b,d]furan (4 eq), tris(dibenzylideneacetone)dipalladium(0) (0.25 eq), tri-tert-butylphosphine (0.5 eq) and sodium tert-butoxide (5 eq) were dissolved in o-xylene and stirred at 150° C. for 48 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water, respectively, and divided into equal parts, and the organic layer thus obtained was first dried over MgSO 4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 46-1. (Yield: 37%)

[0781] (2) Synthesis of Compound 46

[0782] Intermediate 46-1 (1 eq) was dissolved in o-dichlorobenzene, the mixed solution was cooled to 0°C, and BBr3 (3 eq) was slowly added dropwise thereto under a nitrogen atmosphere. After the dropwise addition was completed, the temperature was raised to 180°C, and the resulting solution was stirred for 48 hours. After cooling, triethylamine was slowly dripped into the flask containing the reactants to terminate the reaction, and ethanol was added thereto, followed by precipitation and filtration to obtain the reaction product. The resulting solid was purified by column chromatography using MC and n-hexane, and recrystallized with toluene and acetone to obtain compound 46. (Yield: 10%)

[0783] ESI-LCMS: [M]+: 994.302

[0784] Synthesis Example 4: Synthesis of Compound 59

[0785]

[0786] (1) Synthesis of Intermediate 59-1

[0787] 2-Bromo-4-iododibenzo[b,d]furan (1 eq), 3,6-diphenyl-9H-carbazole (0.9 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) (0.1 eq), and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at 80°C for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water, respectively, and divided into equal parts. The organic layer thus obtained was first dried over MgSO4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 59-1. (Yield: 71%).

[0788] (2) Synthesis of Intermediate 59-2

[0789] Intermediate 59-1 (1 eq), N-(4-(9H-carbazol-9-yl)phenyl)-3,3″-di-tert-butyl-[1,1′:3′,1″-terphenyl]-2′-amine (1.1 eq), tris(dibenzylideneacetone)dipalladium(0) (0.15 eq), tri-tert-butylphosphine (0.3 eq) and sodium tert-butoxide (5 eq) were dissolved in o-xylene and stirred at 150° C. for 60 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water, respectively, and divided into equal parts, and the organic layer thus obtained was first dried over MgSO 4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 59-2. (Yield: 39%)

[0790] (3) Synthesis of Compound 59

[0791] Intermediate 59-2 (1 eq) was dissolved in o-dichlorobenzene, the mixed solution was cooled to 0°C, and BBr3 (3 eq) was slowly added dropwise thereto under a nitrogen atmosphere. After the dropwise addition was completed, the temperature was raised to 180°C, and the resulting solution was stirred for 48 hours. After cooling, triethylamine was slowly dripped into the flask containing the reactants to terminate the reaction, and ethanol was added thereto, followed by precipitation and filtration to obtain a reaction product. The resulting solid was purified by column chromatography using MC and n-hexane, and recrystallized with toluene and acetone to obtain compound 59. (Yield: 17%)

[0792] ESI-LCMS: [M]+: 1089.424

[0793] Synthesis Example 5: Synthesis of Compound 80

[0794]

[0795] (1) Synthesis of Intermediate 80-1

[0796] N-([1,1':3',1"-terphenyl]-2'-yl)-4-bromodibenzo[b,d]furan-2-amine (1 eq), [1,1':4',1":3",1"':4"',1""-pentaphenyl]-2"-amine (1 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling, the mixed solution was washed with ethyl acetate and water and divided into equal parts, and the organic layer thus obtained was first dried over MgSO4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 80-1. (Yield: 74%).

[0797] (2) Synthesis of Intermediate 80-2

[0798] Intermediate 80-1 (1 eq), 2-bromodibenzo[b,d]thiophene (4 eq), tris(dibenzylideneacetone)dipalladium(0) (0.15 eq), tri-tert-butylphosphine (0.3 eq) and sodium tert-butoxide (5 eq) were dissolved in o-xylene and stirred at 150° C. for 48 hours. After cooling, the mixed solution was washed with ethyl acetate and water and divided into equal parts, and the organic layer thus obtained was first dried over MgSO 4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 80-2. (Yield: 42%)

[0799] (3) Synthesis of Compound 80

[0800] Intermediate 80-2 (1 eq) was dissolved in o-dichlorobenzene, the mixed solution was cooled to 0°C, and BBr3 (3 eq) was slowly added dropwise thereto under a nitrogen atmosphere. After the dropwise addition was completed, the temperature was raised to 180°C, and the resulting solution was stirred for 24 hours. After cooling, triethylamine was slowly dripped into the flask containing the reactants to terminate the reaction, and ethanol was added thereto, followed by precipitation and filtration to obtain the reaction product. The resulting solid was purified by column chromatography using MC and n-hexane, and recrystallized with toluene and acetone to obtain compound 80. (Yield: 17%)

[0801] ESI-LCMS: [M]+: 1178.295

[0802] Synthesis Example 6: Synthesis of Compound 142

[0803]

[0804] (1) Synthesis of Intermediate 142-1

[0805] 2,4-Dibromodibenzo[b,d]thiophene (1 eq), N-(3-(9,9-diphenyl-9H-fluoren-3-yl)phenyl)-[1,1':3',1"-terphenyl]-2'-amine (2 eq), tris(dibenzylideneacetone)dipalladium(0) (0.15 eq), tri-tert-butylphosphine (0.3 eq) and sodium tert-butoxide (5 eq) were dissolved in toluene and stirred at 150° C. for 60 hours. After cooling, the mixed solution was washed with ethyl acetate and water and divided into equal parts, and the organic layer thus obtained was first dried over MgSO 4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 142-1. (Yield: 35%)

[0806] (2) Synthesis of Compound 142

[0807] After intermediate 142-1 (1 eq) was dissolved in o-dichlorobenzene, the mixed solution was cooled to 0°C, and BBr3 (3 eq) was slowly added dropwise thereto under a nitrogen atmosphere. After the dropwise addition was completed, the temperature was raised to 180°C, and the resulting solution was stirred for 24 hours. After cooling, triethylamine was slowly dripped into the flask containing the reactants to terminate the reaction, and ethanol was added thereto, followed by precipitation and filtration to obtain the reaction product. The resulting solid was purified by column chromatography using MC and n-hexane, and recrystallized with toluene and acetone to obtain compound 142. (Yield: 15%)

[0808] ESI-LCMS: [M]+: 1462.498

[0809] Synthesis Example 7: Synthesis of Compound 180

[0810]

[0811] (1) Synthesis of Intermediate 180-1

[0812] 1-Bromo-3-chloro-9-phenyl-9H-carbazole (1 eq), 9H-carbazole (1 eq), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq), tri-tert-butylphosphine (0.1 eq), and sodium tert-butoxide (3 eq) were dissolved in toluene and stirred at 80° C. for 4 hours. After cooling, the mixed solution was washed with ethyl acetate and water and divided into equal parts, and the organic layer thus obtained was first dried over MgSO 4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 180-1. (Yield: 56%)

[0813] (2) Synthesis of Intermediate 180-2

[0814] Intermediate 180-1 (1 eq), N-([1,1':3',1":3",1"':3"',1""-pentaphenyl]-2"-yl)-9-phenyl-9H-carbazole-3-amine (1 eq), tris(dibenzylideneacetone)dipalladium(0) (0.15 eq), tri-tert-butylphosphine (0.3 eq) and sodium tert-butoxide (3 eq) were dissolved in o-xylene and stirred at 150° C. for 150 hours. After cooling, the mixed solution was washed with ethyl acetate and water and divided into equal parts, and the organic layer thus obtained was first dried over MgSO 4 and then dried again under reduced pressure. The resulting product was purified by column chromatography using MC and n-hexane to obtain Intermediate 180-2. (Yield: 29%)

[0815] (3) Synthesis of Compound 180

[0816] After intermediate 180-1 (1 eq) was dissolved in o-dichlorobenzene, the mixed solution was cooled to 0°C and BBr3 (3 eq) was slowly added dropwise thereto under a nitrogen atmosphere. After the dropwise addition was completed, the temperature was raised to 180°C and the resulting solution was stirred for 24 hours. After cooling, triethylamine was slowly dripped into the flask containing the reactants to terminate the reaction, and ethanol was added thereto, followed by precipitation and filtration to obtain the reaction product. The resulting solid was purified by column chromatography using MC and n-hexane and recrystallized with toluene and acetone to obtain compound 180. (Yield: 19%)

[0817] ESI-LCMS: [M]+: 1052.327

[0818] [Example]

[0819] Example 1

[0820] Corning An ITO glass substrate (anode) was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonically treated with isopropyl alcohol and pure water for 5 minutes each, and cleaned by exposure to ultraviolet rays and ozone for 30 minutes.The ITO glass substrate was provided to a vacuum deposition apparatus.

[0821] Compound HT3 was vacuum deposited on an ITO glass substrate to form a The hole injection layer was formed by vacuum deposition of compound HT47 on the hole injection layer to form a hole injection layer having a thickness of The hole transport layer has a thickness of .

[0822] A host in which the first host (compound HTH57) and the second host (compound ETH87) were mixed at a weight ratio of 1:1, a phosphorescent sensitizer (compound PD42), and compound 17 at a weight ratio of 85:14:1 were co-deposited on the hole transport layer to form a The thickness of the emission layer.

[0823] Compound ET46 was vacuum deposited on the emission layer to form a A hole blocking layer with a thickness of 1000 nm was formed, and compound ET47 and Liq (5:5) were co-deposited on the hole blocking layer to form a Liq is deposited on the electron transport layer to form an electron transport layer having a thickness of The electron injection layer has a thickness of .

[0824] Al is vacuum deposited on the electron injection layer to form a A cathode with a thickness of is formed, thereby completing the manufacture of the organic light-emitting device.

[0825]

[0826] Examples 2 to 7 and Comparative Examples 1 to 4

[0827] An organic light-emitting device was manufactured in substantially the same manner as in Example 1, except that the compound shown in Table 1 was used as a dopant in forming the emission layer.

[0828]

[0829] Evaluation Example 1: Evaluation of Properties of Organic Light-Emitting Device

[0830] The organic light emitting devices of Examples 1 to 7 and Comparative Examples 1 to 4 were measured at 1,000 cd / m by using a Keithley SMU 236 meter and a luminance meter PR650. 2 The driving voltage, luminous efficiency, and maximum emission wavelength (λ max ) and lifespan (T 95 ), and the results are shown in Table 1. In Table 1, the driving voltage is expressed as a relative value relative to Comparative Example 1, and the lifespan (T 95 ) is a measure of the time (hr) taken for the brightness to reach 95% of the initial brightness, expressed as a relative value with respect to Comparative Example 1.

[0831] [Table 1]

[0832]

[0833] Referring to Table 1, it was confirmed that the organic light-emitting devices of Examples 1 to 7 had low driving voltage, high luminous efficiency, and remarkably excellent lifespan characteristics compared to the organic light-emitting devices of Comparative Examples 1 to 4.

[0834] Despite its large molecular size, Compound D used in Comparative Example 4 does not emit green light because the dibenzofuranyl groups adjacent to the boron atom are fused in a direction that complies with multiple resonance. For example, Compound D has a short wavelength, with a maximum solution-phase photoluminescence (PL) emission wavelength of only 497 nm. Therefore, due to its poor energy transfer capability, it is unsuitable for use as a final emitter (i.e., dopant). When used with a sensitizer, the light emitted by Compound D conflicts with the sensitizer, resulting in a broad emission spectrum and poor device characteristics.

[0835] According to embodiments, an organic light-emitting device including a heterocyclic compound may have low driving voltage, high luminous efficiency, high color purity, and long lifespan. In embodiments, high-quality electronic devices and consumer products may be manufactured using the organic light-emitting device.

[0836] Embodiments have been disclosed herein, and although terms are employed, they are used and interpreted in a generic and descriptive sense only and not for purposes of limitation. In some cases, as will be apparent to one of ordinary skill in the art, features, characteristics, and / or elements described in conjunction with an embodiment may be used alone or in combination with features, characteristics, and / or elements described with reference to other embodiments, unless specifically indicated otherwise. Accordingly, those of ordinary skill in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of the present disclosure as set forth in the claims.

Claims

1. A heterocyclic compound represented by Formula 1: Formula 1 In formula 1, X1 is O, S, Se or N(R1), Y 11 and Y 21 are each independently C, N, O, S or Se, A1 and A2 are each independently C5-C 60 Carbocyclic group, C1-C 60 a heterocyclic group or a group represented by Formula 2, and Indicates single or double bonds; Formula 2 In formula 2, X2 is O, S, Se or N(R2), In formula 1 and formula 2, When A1 is a group represented by Formula 2, Y 11 connected to an atom other than X2 in Formula 2, When A2 is a group represented by Formula 2, Y 21 connected to an atom other than X2 in Formula 2, A3 to A5 are each independently C5-C 60 Carbocyclic or C1-C 60 heterocyclic group, and Ar1 and Ar2 are each independently a group represented by Formula 3, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted by at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a a substituted monovalent non-aromatic fused polycyclic group, an unsubstituted or substituted monovalent non-aromatic fused polycyclic group, 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2); Formula 3 In formula 3, A6 and A7 are each independently C5-C 60 Carbocyclic or C1-C 60 heterocyclic group, and * indicates the binding site to the adjacent atom; and In Formulas 1 to 3, R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted by at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a a substituted monovalent non-aromatic fused polycyclic group, an unsubstituted or substituted monovalent non-aromatic fused polycyclic group, 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(═O)(Q1), -S(═O)(Q1), -S(═O)2(Q1), -P(═O)(Q1)(Q2), or -P(═S)(Q1)(Q2), Ar1, Ar2, R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70 Two or more adjacent groups in are optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C5-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group, b10 and b20 are each independently 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18, b30, b40, b50, b60 and b70 are each independently 0, 1, 2, 3, 4, 5, 6, 7 or 8, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, or nitro; Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 ),-S(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ),-P(=S)(Q 11 )(Q 12 ) or any combination thereof; Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy or C1-C 60 Heteroarylthio: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 ),-S(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ),-P(=S)(Q 21 )(Q 22 ) or any combination thereof; or -If(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O)2(Q 31 )、-P(=O)(Q 31 )(Q 32 ) or -P(=S)(Q 31 )(Q 32 ), and also Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each is independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or each unsubstituted or deuterated, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted by alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group.

2. The heterocyclic compound according to claim 1, wherein A1 and A2 are each independently phenyl, naphthyl, phenanthrenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, furanyl, benzofuranyl, thienyl, benzothienyl, or a group represented by one of Formulas 2A to 2E: Formula 2A Formula 2B Formula 2C Formula 2D Formula 2E Wherein in Formula 2A to Formula 2E, X2, A4, A5, R 40 、R 50 , b40 and b50 are each the same as defined in Formula 2, Indicates single or double bonds, *1 indicates the binding site to the boron atom in Formula 1, and *2 indicates the binding site with the adjacent atoms.

3. The heterocyclic compound according to claim 1, wherein A1 and A2 are each independently phenyl, naphthyl, phenanthrenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, furanyl, benzofuranyl, thienyl, benzothienyl, or a group represented by one of Formulas 2-1 to 2-5: Formula 2-1 Formula 2-2 Formula 2-3 Formula 2-4 Formula 2-5 In formula 2-1 to formula 2-5, X2 is the same as defined in Formula 2, X 41 C(R 41 ) or N, X 42 C(R 42 ) or N, X 43 C(R 43 ) or N, X 44 C(R 44 ) or N, X 51 C(R 51 ) or N, X 52 C(R 52 ) or N, X 53 C(R 53 ) or N, X 54 C(R 54 ) or N, R 41 to R 44 Each independently with respect to R in Formula 2 40 The same as defined, R 51 to R 54 Each independently with respect to R in Formula 2 50 The same as defined, *1 indicates the binding site to the boron atom in Formula 1, and *2 indicates the binding site with the adjacent atoms.

4. The heterocyclic compound according to claim 1, wherein A3 to A7 are each independently phenyl, naphthyl, phenanthryl, fluoranthene, triphenylene, pyrenyl, 1,2-triphenylenyl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl or dinaphthothienyl.

5. The heterocyclic compound according to claim 1, wherein the group represented by Formula 3 is a group represented by one of Formulas 3A to 3C: Formula 3A Formula 3B Formula 3C Wherein in Formula 3A to Formula 3C, A6, A7, R 60 、R 70 , b60 and b70 are each the same as defined in Formula 3, indicates a single or double bond, and *Indicates the binding site with the adjacent atoms.

6. The heterocyclic compound according to claim 1, wherein the group represented by Formula 3 is a group represented by one of Formulas 3-1 to 3-17: Formula 3-1 Formula 3-2 Formula 3-3 Formula 3-4 Formula 3-5 Formula 3-6 Formula 3-7 Formula 3-8 Formula 3-9 Formula 3-10 Formula 3-11 Formula 3-12 Formula 3-13 Formula 3-14 Formula 3-15 Formula 3-16 Formula 3-17 In formulas 3-1 to 3-17, Y 61 for O, S, Se, N(R 61a ) or C(R 61a )(R 62a ), Y 62 for O, S, Se, N(R 63a ) or C(R 63a )(R 64a ), k61 and k62 are each independently 0 or 1, X 61 C(R 61 ) or N, X 62 C(R 62 ) or N, X 63 C(R 63 ) or N, X 64 C(R 64 ) or N, X 65 C(R 65 ) or N, X 66 C(R 66 ) or N, X 67 C(R 67 ) or N, X 68 C(R 68 ) or N, X 69 C(R 69 ) or N, X 71 C(R 71 ) or N, X 72 C(R 72 ) or N, X 73 C(R 73 ) or N, X 74 C(R 74 ) or N, X 75 C(R 75 ) or N, R 61 to R 69 and R 61a to R 64a Each independently with respect to R in Formula 3 60 The same as defined, R 71 to R 75 Each independently with respect to R in Formula 3 70 The same as defined, R 61 to R 69 、R 61a to R 64a and R 71 to R 75 Two or more adjacent groups in are optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C5-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group, R 10a The same as defined in Formulas 1 to 3, and *Indicates the binding site with the adjacent atoms.

7. The heterocyclic compound according to claim 1, wherein R1, R2, R 10 、R 20 、R 30 、R 31 、R 40 、R 50 、R 60 and R 70 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl or C1-C 20 alkoxy; or A group represented by one of Formulae 5-1 to 5-26 and 6-1 to 6-55: In Formulas 5-1 to 5-26 and 6-1 to 6-55, Y 31 and Y 32 Each independently is O, S, C (Z 33 )(Z 34 )、N(Z 33 ) or Si(Z 33 )(Z 34 ), Z 31 to Z 34 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C2-C 20 Alkenyl, C2-C 20 Alkynyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, phenanthryl, anthracenyl, triphenylene, pyridyl, pyrimidinyl, carbazolyl or triazinyl, e2 is 1 or 2, e3 is an integer selected from 1 to 3, e4 is an integer selected from 1 to 4, e5 is an integer selected from 1 to 5, e6 is an integer selected from 1 to 6, e7 is an integer selected from 1 to 7, e9 is an integer selected from 1 to 9, and *Indicates the binding site with the adjacent atoms.

8. The heterocyclic compound according to claim 1, wherein the heterocyclic compound is represented by one of Formula 11 to Formula 14: Formula 11 Formula 12 Formula 13 Formula 14 In Equations 11 to 14, X1, X2, A3, Ar1, Ar2, R 10 、R 20 、R 30 、R 31 、R 40 , and R 50 , b10, b20 and b30 are each the same as defined in Formulas 1 to 3, X3 is independently the same as defined for X2 in Formula 2, A 11 and A 21 Each independently is C5-C 60 Carbocyclic or C1-C 60 heterocyclic group, A 41 and A 42 are each independently the same as defined for A4 in Formula 2, A 51 and A 52 are each independently the same as defined for A5 in Formula 2, b41 and b42 are each independently the same as defined for b40 in Formula 2, and b51 and b52 are each independently the same as defined for b50 in Formula 2.

9. The heterocyclic compound according to claim 1, wherein the heterocyclic compound is represented by one of Formula 21 to Formula 27: Formula 21 Formula 22 Formula 23 Formula 24 Formula 25 Formula 26 Formula 27 In Equations 21 to 27, X1, X2, Ar1, Ar2 and R 31 Each is the same as defined in Formula 1 to Formula 3, X3 is independently the same as defined for X2 in Formula 2, X 11 Each independently is O, S, Se or N(R 15 ), X 21 Each independently is O, S, Se or N(R 25 ), R 11 to R 15 Each independently with respect to R in Formula 1 10 The same as defined, R 21 to R 25 Each independently with respect to R in Formula 1 20 The same as defined, R 32 to R 35 Each independently with respect to R in Formula 1 30 The same as defined, R 41 to R 48 Each independently with respect to R in Formula 2 40 The same as defined, R 51 and R 54 to R 56 Each independently with respect to R in Formula 2 50 The same as defined, Ar1, Ar2, R 11 to R 15 、R 21 to R 25 、R 32 to R 35 、R 41 to R 48 、R 51 and R 54 to R 56 Two or more adjacent groups in are optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C5-C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group, and R 10a Same as defined in Formulas 1 to 3.

10. The heterocyclic compound according to claim 1, wherein the heterocyclic compound is one of Compound 1 to Compound 182:

11. An organic light-emitting device, comprising: a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and including an emissive layer; as well as The heterocyclic compound according to any one of claims 1 to 10.

12. The organic light-emitting device according to claim 11, wherein The first electrode is an anode, The second electrode is a cathode, The interlayer further comprises: a hole transport region between the first electrode and the emissive layer; as well as an electron transport region between the emission layer and the second electrode, The hole transport region includes at least one of a hole injection layer, a hole transport layer, and an electron blocking layer, and The electron transport region includes at least one of a hole blocking layer, an electron transport layer, and an electron injection layer. The organic light-emitting device according to claim 11 , wherein the emission layer comprises the heterocyclic compound.

14. The organic light-emitting device according to claim 13, wherein The emission layer includes a host and a dopant, and The dopant includes the heterocyclic compound. 15 . The organic light-emitting device according to claim 13 , wherein the emission layer emits green light having a maximum emission wavelength within a range of 500 nm to 550 nm. The organic light-emitting device according to claim 14 , wherein the emission layer further comprises a sensitizer. 17 . An electronic device comprising the organic light-emitting device according to claim 11 .

18. The electronic device according to claim 17, further comprising: Thin film transistors, where The thin film transistor includes a source electrode and a drain electrode, and The first electrode of the organic light-emitting device is electrically connected to at least one of the source electrode and the drain electrode.

19. A consumer product comprising the organic light-emitting device according to any one of claims 11 to 16.

20. The consumer product of claim 19, wherein the consumer product is a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an interior light, an exterior light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a mobile phone, a tablet computer, a phablet computer, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a three-dimensional display, a virtual reality display, an augmented reality display, a vehicle, a video wall having multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

Citation Information

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