Heterocyclic compound, organic light emitting device including

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 description: [Formula 1]

Description

[0001] Cross-reference to related applications

[0002] This application claims priority and benefit to Korean Patent Application No. 10-2024-0093342, filed on July 15, 2024, with the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The embodiments relate to heterocyclic compounds, organic light-emitting devices including heterocyclic compounds, electronic devices, and consumer products. Background Technology

[0004] Organic light-emitting devices are self-emitting devices. Compared with existing devices, organic light-emitting devices have a wide viewing angle, high contrast, short response time, and superior characteristics in terms of brightness, driving voltage, and response speed, and can produce full-color images.

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

[0006] It should be understood that this background section is intended in part to provide useful background for understanding the art. However, this background section may also include ideas, concepts, or knowledge that were not part of what a person skilled in the art knew or understood prior to the corresponding valid application date of the subject matter disclosed herein. Summary of the Invention

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

[0008] Other aspects will be set forth in part in the description which follows and will be apparent in part from the description, or may be learned by practice of embodiments of this disclosure.

[0009] According to the embodiments, the heterocyclic compound can be represented by Formula 1:

[0010] [Formula 1]

[0011]

[0012] In Equation 1,

[0013] X1 can be O, S, Se, Te, N(R1) or N(Ar1).

[0014] X2 can be O, S, Se, Te, N(R2) or N(Ar2).

[0015] X3 can be O, S, Se, Te, N(R3) or N(Ar3).

[0016] X4 can be O, S, Se, Te, N(R4) or N(Ar4).

[0017] A1 to A4 can each be independently classified as C5-C. 60 Carbocyclic or C1-C 60 Heterocyclic group,

[0018] A5 can be naphthyl, and

[0019] Ar1 to Ar4 can each be an independent group represented by Formula 2:

[0020] [Equation 2]

[0021]

[0022] In Equation 2,

[0023] A6 and A7 can each be independently classified as C5-C. 60 Carbocyclic or C1-C 60 Heterocyclic groups, and

[0024] * Indicates the binding site with adjacent atoms.

[0025] In Equations 1 and 2,

[0026] R1 to R4, R 10 R 20 R 30 R 40 R 50 R 60 and R 70 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkyl, unsubstituted, or with at least one R10a substituted C1-C 10 heterocycloalkyl, unsubstituted or substituted with 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 substituted monovalent non-aromatic fused polycyclic group, unsubstituted or substituted with at least one R 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);

[0027] R1to R4, R 10 , R 20 , R 30 , R 40 , R 50 , R 60 , and R 70 Two or more adjacent groups among R 10a substituted C5-C 60 carbocyclic group, or unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclic group,

[0028] b10, b20, b30, b40, b60, and b70may each independently be 1, 2, 3, 4, 5, 6, 7, or 8,

[0029] b50may be 1, 2, 3, 4, or 5,

[0030] R 10a Possible forms:

[0031] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, amidine, hydrazine, hydrazone, or nitro;

[0032] Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 heteroaryl thiols, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof;

[0033] Each of the following C3-Cs that are not substituted or are substituted by: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -Si(Q) 21 (Q)22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ), -P(=O)(Q 21 )(Q 22 ), or any combination thereof; or

[0034] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -S(=O)(Q 31 ), -P(=S)(Q 31 )(Q 32 ), or -P(=O)(Q 31 )(Q 32 ), and

[0035] Q1to Q3, Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazino; hydrazono; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; or C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C7-C 60 aralkyl, or C2-C 60 heteroaralkyl, each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl, or any combination thereof.

[0036] In embodiments, X2may be O, S, N(R2), or N(Ar2); X3may be N(Ar3); and X4may be N(Ar4).

[0037] In embodiments, A1 to A4 may each be independently phenyl, naphthyl, phenanthryl, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, indole, fluorenyl, spirodifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, furanyl, benzofuranyl, thiophene, benzothiopheneyl or a group represented by Formula 3 as explained below.

[0038] In the embodiments, A6 and A7 may each be independently phenyl, naphthyl, phenanthryl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, indyl, fluorenyl, spirodifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, carbazole, benzocarbazole, dibenzocarbazole, furanyl, benzofuranyl, dibenzofuranyl, naphthiofuranyl, benzonaphthiofuranyl, dinaphthiofuranyl, thiophene, benzothiophene, dibenzothiophene, naphthiophene, benzonaphthiophene or dinaphthiophene.

[0039] In an implementation, the group represented by Formula 2 may be a group represented by one of Formulas 2A to 2C as explained below.

[0040] In an embodiment, the group represented by Formula 2 may be a group represented by one of Formulas 2-1 to 2-3 as explained below.

[0041] In the implementation method, R1 to R4, R 10 R 20 R 30 R 40 R 50 R 60 and R 70 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy or a group represented by one of the formulas 5-1 to 5-26 and 6-1 to 6-55 as explained below.

[0042] In an embodiment, the heterocyclic compound represented by Formula 1 may be represented by Formula 11 or Formula 12 as explained below.

[0043] In an embodiment, the heterocyclic compound represented by Formula 1 may be represented by Formula 21 or Formula 22, as explained below.

[0044] In an embodiment, the heterocyclic compound represented by Formula 1 may be one of compound 1 to compound 111, as explained below.

[0045] According to an embodiment, the organic light-emitting device may include a first electrode, a second electrode, an interlayer between the first and second electrodes and including an emission layer, and a heterocyclic compound represented by Formula 1.

[0046] In an embodiment, the first electrode can be an anode; the second electrode can be a cathode; the interlayer can further include a hole transport zone between the first electrode and the emission layer and an electron transport zone between the emission layer and the second electrode; the hole transport zone can include at least one of a hole injection layer, a hole transport layer, a buffer layer, an emission auxiliary layer, and an electron blocking layer; and the electron transport zone can include at least one of a hole blocking layer, an electron transport layer, and an electron injection layer.

[0047] In an embodiment, the emission layer can include a heterocyclic compound represented by Formula 1.

[0048] In an embodiment, the emission layer can include a host and a dopant, and the dopant can include a heterocyclic compound represented by Formula 1.

[0049] In an embodiment, the emission layer can emit green light having a maximum emission wavelength in a range of about 500 nm to about 550 nm.

[0050] In an embodiment, the emission layer can further include a sensitizer, and the sensitizer can include an organometallic compound.

[0051] According to an embodiment, an electronic device can include an organic light emitting device.

[0052] In an embodiment, the electronic device can further include a thin film transistor, wherein the thin film transistor can include a source electrode and a drain electrode, and the first electrode of the organic light emitting device can be electrically connected to at least one of the source electrode and the drain electrode.

[0053] According to an embodiment, a consumer product (e.g., an electronic appliance) can include an organic light emitting device.

[0054] In an embodiment, the consumer product can be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a full transparent display, a partial transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, 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 micro display, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall having a plurality of displays spliced together, a theater screen, a stadium screen, a light therapy device, or a signboard.

[0055] It is to be understood that the above-described embodiments are merely illustrative in nature and are not intended to limit the disclosure, and that the disclosure is not limited to the embodiments described above. BRIEF DESCRIPTION OF DRAWINGS

[0056] The accompanying drawings are included to provide a further understanding of embodiments and are incorporated in and constitute a part of this specification. The drawings illustrate the embodiments of the present disclosure and, together with the description, serve to explain the principles of the present disclosure. The above and other aspects and features of the present disclosure will become more apparent from the following detailed description, taken in conjunction with the accompanying drawings, in which:

[0057] Figure 1 is a schematic cross-sectional view of an organic light emitting device according to an embodiment;

[0058] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment;

[0059] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment;

[0060] Figure 4 is a schematic perspective view of a consumer product, e.g. an electronic appliance, according to an embodiment;

[0061] Figure 5 is a schematic perspective view of an exterior of a vehicle as a consumer product according to an embodiment; and

[0062] Figures 6A to 6C each is a schematic view of an interior of a vehicle according to an embodiment. DETAILED DESCRIPTION

[0063] The present disclosure will now be described more fully hereinafter with reference to the accompanying drawings, in which embodiments of the present disclosure are shown. The present disclosure may, however, be embodied in different forms and should not be construed as limited to the embodiments set forth in this document. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the present disclosure to those skilled in the art.

[0064] In the drawings, the size (e.g., thickness), proportions and dimensions of elements can be exaggerated for ease of description and for clarity. The same reference numbers and / or characters indicate the same elements throughout the drawings.

[0065] In the description, it will be understood that when an element (or a region, layer, part, etc.) is referred to as being "on" another element (or a region, layer, part, etc.), it can be directly on the other element (or region, layer, part, etc.) or intervening elements (or regions, layers, parts, etc.) can be present. In the same manner, when an element (or a region, layer, part, etc.) is referred to as being "connected", "coupled", or "linked" to another element (or a region, layer, part, etc.), it can be directly connected, coupled, or linked to the other element (or region, layer, part, etc.) or intervening elements (or regions, layers, parts, etc.) can be present. In the same manner, when an element (or a region, layer, part, etc.) is described as "covering" another element (or a region, layer, part, etc.), it can directly cover the other element (or region, layer, part, etc.) or one or more intervening elements (or regions, layers, parts, etc.) can be present.

[0066] In the description, when an element (or region, layer, part, etc.) is "directly on" another element (or region, layer, part, etc.), "directly connected to" or "directly coupled to" another element (or region, layer, part, etc.), there are no intervening elements. For example, "directly on" can mean disposing two layers or two elements with no additional elements (such as adhesion elements) between them.

[0067] As used herein, the singular forms "a", "an" and "the" are intended to include one or more of the items specified, unless the context clearly indicates otherwise.

[0068] 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" can be understood to mean "A, B, or A and B." The terms "and" and "or" can be used in the conjunctive or disjunctive sense and can be understood to mean "and / or."

[0069] In the description and claims, the term "at least one of" is intended to include the meaning of "at least one of the items selected from the group consisting of the items," for the purpose of its intended meaning and interpretation. For example, "at least one of A, B, and C" can be understood to mean A alone, B alone, C alone, or any combination of A, B, and C such as ABC, ACC, BC, or CC. The term "at least one of" modifies the entire list of elements that follows it and does not modify the individual elements of the list.

[0070] It will be understood that, although the terms first, second, etc. can be used herein to describe various elements, these elements should not be limited by these terms. These terms are only used to distinguish one element from another. Thus, a first element could be termed a second element without departing from the teachings of the present disclosure. Similarly, a second element could be termed a first element without departing from the scope of the present disclosure.

[0071] For ease of description, spatial relative terms "below", "under", "lower", "above", "on", or "upper" and the like can be used herein to describe the relationship of one element or component to another element or component in the drawings. It will be understood that the spatial relative terms are intended to encompass different orientations of the device in use or operation in addition to the orientations depicted in the drawings. For example, in the case where the device is turned over, the device that is below or under another device can be placed above the other device. Accordingly, the illustrative term "below" can include both the lower position and the upper position. The device can also be oriented in other directions, and as such the spatial relative terms can be interpreted differently depending on the orientation.

[0072] The terms "about" or "approximately," as used herein, include the recited values and mean within an acceptable range of deviation of the recited value as determined by one of ordinary skill in the art considering the measurement in question and the error in the measurement associated with the recitation of the quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations of the recited value, or within ±20%, ±10%, or ±5% of the recited value.

[0073] It is to be understood that the terms "comprises", "comprising", "includes", "including", "has", "having", "contains" and "containing", or any other variation thereof, are intended to indicate the presence of the stated feature, integer, step, operation, element, component, or combination of any of them, but do not exclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or combinations thereof.

[0074] Unless otherwise defined or implied herein, all terms used are intended to have the same meaning as commonly understood by one of ordinary skill in the art in the field of the disclosure. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning that is consistent with their meaning in the context of the relevant art and will not be interpreted in an idealized or overly formal sense unless expressly so defined in the specification.

[0075] According to embodiments, the heterocyclic compound can be represented by Formula 1:

[0076] [Formula 1]

[0077]

[0078] In Formula 1, X1may be O, S, Se, Te, N(R1), or N(Ar1).

[0079] In Formula 1, X2may be O, S, Se, Te, N(R2), or N(Ar2).

[0080] In Formula 1, X3may be O, S, Se, Te, N(R3), or N(Ar3).

[0081] In Formula 1, X4may be O, S, Se, Te, N(R4), or N(Ar4).

[0082] In embodiments, X1may be O, S, N(R1), or N(Ar1).

[0083] In embodiments, X2may be O, S, N(R2), or N(Ar2).

[0084] In embodiments, X3may be O, S, N(R3), or N(Ar3).

[0085] In embodiments, X4may be O, S, N(R4), or N(Ar4).

[0086] In embodiments, X3may be N(Ar3).

[0087] In embodiments, X4may be N(Ar4).

[0088] In Formula 1, A1to A4may each independently be C5-C 60 carbocyclyl, or C1-C 60 heterocyclyl.

[0089] In embodiments, A1to A4may each independently be phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzoanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidyl, furanyl, benzofuranyl, thienyl, benzothienyl, or a group represented by Formula 3:

[0090] [Formula 3]

[0091]

[0092] In Formula 3,

[0093] X5may be O, S, Se, or N(R5),

[0094] A8and A9may each independently be phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzoanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl, or dinaphthothienyl,

[0095] R5may be the same as defined with reference to R1,

[0096] R 80 and R 90 may each independently be the same as defined with reference to R 10 or R 80 and R 90 may each independently be a bonding site with an adjacent atom, and

[0097] b80 and b90 can each independently be 1, 2, 3, 4, 5, 6, 7, or 8.

[0098] In embodiments, the group represented by Formula 3 can be a group represented by any one of Formula 3A to Formula 3C:

[0099] [Formula 3A]

[0100]

[0101] [Formula 3B]

[0102]

[0103] [Formula 3C]

[0104]

[0105] In Formula 3A to Formula 3C,

[0106] X5, A8, A9, R 80 , R 90 , b80 and b90 can each be the same as described herein,

[0107] indicates a single bond or a double bond, and

[0108] * and *' each indicate a binding site with an adjacent atom.

[0109] In embodiments, at least one of * and *' in Formula 3A to Formula 3C can indicate a binding site with the B atom in Formula 1.

[0110] In embodiments, the group represented by Formula 3 can be a group represented by one of Formula 3-1 to Formula 3-3:

[0111] [Formula 3-1]

[0112]

[0113] [Formula 3-2]

[0114]

[0115] [Formula 3-3]

[0116]

[0117] In Formula 3-1 to Formula 3-3,

[0118] X5 can be the same as described herein,

[0119] X 81 may be C(R 81) to N, X 82 may be C(R 82 ) to N, X 83 may be C(R 83 ) to N, and X 84 may be C(R 84 ) to N,

[0120] X 91 may be C(R 91 ) to N, X 92 may be C(R 92 ) to N, X 93 may be C(R 93 ) to N, and X 94 may be C(R 94 ) to N,

[0121] R 81 to R 84 may each independently be the same as described with reference to R 80 ,

[0122] R 91 to R 94 may each independently be the same as described with reference to R 90 , and

[0123] * and *' each indicate a binding site to an adjacent atom.

[0124] In embodiments, at least one of * and *' in Formulae 3-1 to 3-3 can indicate a binding site to the B atom in Formula 1.

[0125] In Formula 1, A5may be naphthyl.

[0126] In Formula 1, Ar1to Ar4may each independently be a group represented by Formula 2:

[0127] [Formula 2]

[0128]

[0129] In Formula 2,

[0130] A6and A7may each independently be C5-C 60 carbocyclyl or C1-C 60 heterocyclyl, and

[0131] * indicates a binding site to an adjacent atom.

[0132] In embodiments, A6and A7may each independently be phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzo phenanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl, or dinaphthothienyl.

[0133] In embodiments, the group represented by Formula 2 can be a group represented by one of Formula 2A to Formula 2C:

[0134] [Formula 2A]

[0135]

[0136] [Formula 2B]

[0137]

[0138] [Formula 2C]

[0139]

[0140] In Formula 2A to Formula 2C,

[0141] A6, A7, R 60 , R 70 , b60and b70may each be the same as described herein,

[0142] indicates a single bond or a double bond, and

[0143] * indicates a bonding site with an adjacent atom.

[0144] In embodiments, the group represented by Formula 2 can be a group represented by one of Formula 2-1 to Formula 2-3:

[0145] [Formula 2-1]

[0146]

[0147] [Formula 2-2]

[0148]

[0149] [Formula 2-3]

[0150]

[0151] In Formula 2-1 to Formula 2-3,

[0152] X61 It can be C(R) 61 ) to N, X 62 It can be C(R) 62 ) to N, X 63 It can be C(R) 63 ) to N, X 64 It can be C(R) 64 ) to N, and X 65 It can be C(R) 65 ) to N,

[0153] X 71 It can be C(R) 71 ) to N, X 72 It can be C(R) 72 ) to N, X 73 It can be C(R) 73 ) to N, X 74 It can be C(R) 74 ) to N, and X 75 It can be C(R) 75 ) to N,

[0154] R 61 To R 65 Each can be independently compared with reference R. 60 The descriptions are the same.

[0155] R 71 To R 75 Each can be independently compared with reference R. 70 The descriptions are the same.

[0156] R 61 To R 65 and R 71 To R 75 Two or more adjacent groups may optionally be bonded to each other to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0157] R 10a It may be the same as that described in this article, and

[0158] * Indicates the binding site with adjacent atoms.

[0159] In Equations 1 and 2, R1 to R4, R 10 R 20 R 30 R 40 R 50 R 60 and R 70Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 Alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkenyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl, unsubstituted, or with at least one R 10a Replacement C6-C 60 aryl, unsubstituted, or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl, unsubstituted or with at least one R 10a Replacement C1-C 60 Heteroaryl groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heteroaryl thiols, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -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).

[0160] In the implementation method, R1 to R4, R 10 R 20 R 30 R40 R 50 R 60 and R 70 Each can be independently:

[0161] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl or C1-C 20 Alkoxy;

[0162] Each of the following C1-C is replaced 20 Alkyl, C1-C 20 Alkoxy or C3-C 10 Cycloalkyl groups: deuterium, -F, -Cl, -Br, -I, -CDH2, -CD2H, -CD3, cyano, phenyl, biphenyl, or any combination thereof;

[0163] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentanenyl, indole, naphthyl, azuleyl, indoleyl, acenaphthel, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthrene, perylene, pentaphenyl, pyrroleyl, thiopheneyl, furanyl, thiopheneyl Imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indoleyl, isoindoleyl, indazolyl, purineyl, quinolinyl, isoquinolinyl, benzo[a]quinolinyl, isoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, benzo[a]quinoxalinyl, quinazolinyl, benzo[a]quinazolinyl, phenanthridyl, acridineyl, phenanthrolineyl, phenazine Benzyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothiopyrrolyl, benzothiazolyl, benzoisothiazolyl, benzooxazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazoleyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiopyrrolyl, benzocarbazoleyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiopyrrolyl, dibenzofuranyl benzo[a]carbazolyl, dinaphthofuranyl, dinaphthothienyl, dinaphthothiolyl, imidazo[a]pyridyl, imidazo[a]pyrimidinyl, oxazolo[a]pyridyl, thiazo[a]pyridyl, benzo[a]naphridyl, azafluorenyl, azaspirodifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzo[a]thienyl, azadibenzo[a]thiolyl, indole[a]pyridyl, indole[a]carbazolyl or indole[a]carbazolyl;

[0164] cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentacenyl, indenyl, naphthyl, azulenyi, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2- benzophenanthryl, perylenyl, pentacenyl, pyrrolyl, thiophenyl, furanyl, thiopyranyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzochinolinyl, isoquinolinyl, phthalazinyl, naphthylridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenoxazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothiopyranyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiopyranyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiopyranyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiopyranyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthridinyl, azafuorenyl, azaspirofluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiopyranyl, 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, pentacenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2- benzophenanthryl, perylenyl, pentacenyl, pyrrolyl, thiophenyl, furanyl, silolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, isoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenoxazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilolyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzosilolyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthosilolyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthridinyl, azafuorenyl, azaspirobi(fluorenyl), azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzosilolyl, 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

[0165] -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), and

[0166] Q1to Q3and Q 31 to Q33 may each be the same as described herein.

[0167] In embodiments, R1to R4, R 10 , R 20 , R 30 , R 40 , R 50 , R 60 and R 70 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 alkyl, C1-C 20 alkoxy, or a group represented by one of Formulae 5-1 to 5-26 and 6-1 to 6-55:

[0168]

[0169]

[0170]

[0171]

[0172] In Formulae 5-1 to 5-26 and 6-1 to 6-55,

[0173] Y 31 and Y 32 may each independently be O, S, C(Z 33 )(Z 34 ), N(Z 33 ), or Si(Z 33 )(Z 34 ),

[0174] Z 31 to Z 34 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C1-C 20 alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, phenanthryl, anthryl, triphenylenyl, pyridyl, pyrimidyl, carbazolyl, or triazinyl,

[0175] e2may be an integer of 1 or 2,

[0176] e3may be an integer of 1, 2, or 3,

[0177] e4may be an integer of 1, 2, 3, or 4,

[0178] e5 can be an integer of 1, 2, 3, 4, or 5,

[0179] e6 can be an integer of 1, 2, 3, 4, 5, or 6,

[0180] e7 can be an integer of 1, 2, 3, 4, 5, 6, or 7,

[0181] e9 can be an integer of 1, 2, 3, 4, 5, 6, 7, 8, or 9, and

[0182] * indicates a binding site with an adjacent atom.

[0183] In embodiments, R1to R4, R 10 , R 20 , R 30 , R 40 , R 50 , R 60 , and R 70 may each independently be:

[0184] hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 alkyl, or C1-C 20 alkoxy;

[0185] C1-C 20 alkyl or C1-C 20 alkoxy each substituted with deuterium, -F, -Cl, -Br, -I, cyano, phenyl, biphenyl, or any combination thereof;

[0186] phenyl, biphenyl, terphenyl, pentacenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, carbazolyl, acridinyl, diphenylene-furanyl, diphenylene-thiophenyl, benzocarbazolyl, or dibenzocarbazolyl; or

[0187] phenyl, biphenyl, terphenyl, pentacenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, carbazolyl, acridinyl, diphenylene-furanyl, diphenylene-thiophenyl, 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.

[0188] In Formula 1 and Formula 2, R1to R4, R 10 , R 20 , R 30 , R 40 , R 50 , R 60 , and R 70Two or more adjacent groups may optionally be bonded to each other to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group.

[0189] In the implementation method, R1, R2, R 10 R 20 R 30 R 40 R 50 R 60 and R 70 Two or more adjacent groups may optionally be bonded to each other to form each unsubstituted or substituted group, or be bonded by at least one R group. 10a Substituted cyclopentyl, cyclohexyl, cycloheptyl, fluorenyl, carbazoyl, dibenzofuranyl, or dibenzothiopheneyl.

[0190] In Equations 1 and 2, b10, b20, b30, b40, b60, and b70 can each be independently 1, 2, 3, 4, 5, 6, 7, or 8.

[0191] In Equation 1, b50 can be 1, 2, 3, 4 or 5.

[0192] In the implementation method, R1 to R4, R 10 R 20 R 30 R 40 R 50 R 60 and R 70 At least one of them can be independently:

[0193] 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, isonyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, tert-decyl, cyclohexyl, phenyl or naphthyl; or

[0194] Each of the following groups is substituted with 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, isodel, sec-decyl, tert-decyl, cyclohexyl, phenyl, or naphthyl.

[0195] In Equations 1 and 2, R 10a Possible forms:

[0196] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, amidine, hydrazine, hydrazone, or nitro;

[0197] Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 heteroaryl thiols, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof;

[0198] Each of the following C3-Cs that are not substituted or are substituted by: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -Si(Q)21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ), -P(=O)(Q 21 )(Q 22 ), or any combination thereof; or

[0199] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -S(=O)(Q 31 ), -P(=S)(Q 31 )(Q 32 ), or -P(=O)(Q 31 )(Q 32 ), and

[0200] Q1to Q3, Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazino; hydrazono; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; or C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C7-C 60 aralkyl, or C2-C 60 heteroaralkyl, each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl, or any combination thereof.

[0201] In embodiments, the heterocyclic compound represented by Formula 1 can be represented by Formula 11 or Formula 12:

[0202] [Formula 11]

[0203]

[0204] [Equation 12]

[0205]

[0206] In Equations 11 and 12,

[0207] X1 to X4, A1 to A4, R 10 R 20 R 30 R 40 b10, b20, b30, and b40 may each be the same as those described herein, and

[0208] R 51 To R 55 Each can be independently compared with reference R. 50 The descriptions are the same.

[0209] In embodiments, heterocyclic compounds represented by Formula 1 may be represented by Formula 21 or Formula 22:

[0210] [Equation 21]

[0211]

[0212] [Equation 22]

[0213]

[0214] In equations 21 and 22,

[0215] X1 to X4 may each be the same as those described in this document.

[0216] R 11 To R 14 Each can be independently compared with reference R. 10 The descriptions are the same.

[0217] R 21 To R 24 Each can be independently compared with reference R. 20 The descriptions are the same.

[0218] R 31 Can be compared with reference R 30 The descriptions are the same.

[0219] R 41 To R 44 Each can be independently compared with reference R. 40 The descriptions are the same.

[0220] R 51 and R55 Each can be independently compared with reference R. 50 The descriptions are the same.

[0221] R 11 To R 14 R 21 To R 24 R 31 R 41 To R 44 and R 51 To R 55 Two or more adjacent groups may optionally be bonded to each other to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups, and

[0222] R 10a It can be the same as that described in this article.

[0223] In this embodiment, the heterocyclic compound represented by Formula 1 may be one of compound 1 to compound 111, but the embodiment is not limited to this:

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232] The heterocyclic compound represented by Formula 1 has a heterocyclic structure comprising at least two boron atoms, wherein A5 may be a naphthyl group. Due to this structure, the heterocyclic compound represented by Formula 1 can exhibit narrow full width at half maximum (FWHM), high color purity, and high luminescence efficiency.

[0233] Although not being bound by any particular theory, the heterocyclic compound having a structure defined by Formula 1 can exhibit a multiple resonance effect by sequential separation of a highest occupied molecular orbital (HOMO) and a lowest unoccupied molecular orbital (LUMO), and intermolecular interaction can be reduced by a steric effect, thereby improving material stability. According to the heterocyclic compound having a structure defined by Formula 1, Dexter energy transfer can be inhibited, thereby contributing to high light-emitting efficiency characteristics when applied to an organic light-emitting device.

[0234] In an embodiment, although not being bound by any particular theory, the heterocyclic compound represented by Formula 1 has a limited multiple resonance effect in ring A5 of Formula 1, which is a moiety condensed into a naphthyl group. For example, carbon atoms at positions 2 and 3 of naphthalene can be the most electron-rich atoms within naphthalene, and when the naphthyl group is condensed with a multi-resonance nucleus in Formula 1, because the N atom and the carbon atom at position 2 of naphthalene can be adjacent to each other, the HOMO and the LUMO can not be sequentially separated in this moiety, and two HOMO atoms can be arranged in a row to form a partially bonded orbital. Accordingly, a blue shift due to a multiple resonance is prevented, and thus, the heterocyclic compound represented by Formula 1 can be used to manufacture an organic light-emitting device that emits light other than blue light.

[0235] Accordingly, when the heterocyclic compound represented by Formula 1 is applied to an organic light-emitting device, a driving voltage can be reduced, and color purity, light-emitting efficiency, and lifespan characteristics can be improved. For example, by including the heterocyclic compound represented by Formula 1 in an emission layer, a green organic light-emitting device having a low driving voltage, high color purity, high light-emitting efficiency, and a long lifespan can be implemented.

[0236] In an embodiment, the heterocyclic compound represented by Formula 1 can emit green light. For example, the heterocyclic compound represented by Formula 1 can 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 can emit green light having a maximum emission wavelength in a range of about 510 nm to about 540 nm, but embodiments are not limited thereto. Thus, the heterocyclic compound represented by Formula 1 can be used to manufacture an organic light-emitting device that emits green light.

[0237] In an embodiment, the heterocyclic compound represented by Formula 1 can emit deep green light having a maximum emission wavelength in a range of about 520 nm to about 535 nm.

[0238] A person of ordinary skill in the art can identify a method of synthesizing the heterocyclic compound represented by Formula 1 by referring to the examples provided below.

[0239] In an embodiment,

[0240] The first electrode of the organic light-emitting device can be an anode,

[0241] The second electrode of the organic light emitting device can be a cathode, and

[0242] The interlayer can further include a hole transport zone between the first electrode and the emission layer and an electron transport zone between the emission layer and the second electrode,

[0243] The hole transport zone can include at least one of a hole injection layer, a hole transport layer, an emission auxiliary layer, and an electron blocking layer, and

[0244] The electron transport zone can include at least one of a hole blocking layer, an electron transport layer, and an electron injection layer.

[0245] In an embodiment, the electron transport zone can include a hole blocking layer.

[0246] In an embodiment, the hole blocking layer can be in contact (e.g., direct contact) with the emission layer.

[0247] In an embodiment, the hole blocking layer can include a phosphine oxide-containing compound, a silyl-containing compound, or any combination thereof.

[0248] In an embodiment, the emission layer can include a heterocyclic compound represented by Formula 1. In an embodiment, the emission layer can emit green light having a maximum emission wavelength in a range of about 500 nm to about 550 nm.

[0249] In an embodiment, the emission layer of the organic light emitting device can include a dopant and a host, and the dopant can include a heterocyclic compound represented by Formula 1. For example, the heterocyclic compound represented by Formula 1 can be used as a dopant. The emission layer can emit, for example, green light. The green light can have a maximum emission wavelength in a range of, for example, about 500 nm to about 550 nm.

[0250] In an embodiment, the emission layer can emit deep green light having a maximum emission wavelength in a range of about 520 nm to about 535 nm.

[0251] In an embodiment, the emission layer can include a host and a dopant.

[0252] In an embodiment, in the emission layer, the amount of the host can be greater than the amount of the dopant, based on weight.

[0253] In an embodiment, the host can include a silicon-containing compound, a phosphine oxide-containing compound, or any combination thereof.

[0254] In an embodiment, the host can be the same as described herein.

[0255] In an embodiment, the organic light emitting device including the heterocyclic compound represented by Formula 1 can have high color purity, high light emitting efficiency, low driving voltage, and long lifespan characteristics.

[0256] In embodiments, the heterocyclic compound represented by Formula 1 can emit green light. For example, the heterocyclic compound represented by Formula 1 can emit green light having a maximum emission wavelength in a range from about 500 nm to about 550 nm. For example, the heterocyclic compound represented by Formula 1 can emit green light having a maximum emission wavelength in a range from about 505 nm to about 545 nm. For example, the heterocyclic compound represented by Formula 1 can emit green light having a maximum emission wavelength in a range from about 510 nm to about 540 nm. For example, the heterocyclic compound represented by Formula 1 can emit green light having a maximum emission wavelength in a range from about 515 nm to about 535 nm. For example, the heterocyclic compound represented by Formula 1 can emit green light having a maximum emission wavelength in a range from about 520 nm to about 530 nm.

[0257] In embodiments, the heterocyclic compound represented by Formula 1 can have a color purity in which the bottom emission CIE x coordinate is in a range from about 0 to about 0.4. For example, the heterocyclic compound represented by Formula 1 can have a color purity in which the bottom emission CIE x coordinate is in a range from about 0.01 to about 0.35. In embodiments, the heterocyclic compound represented by Formula 1 can have a color purity in which the bottom emission CIE y coordinate is in a range from about 0.35 to about 0.9. For example, the heterocyclic compound represented by Formula 1 can have a color purity in which the bottom emission CIE y coordinate is in a range from 0.4 to about 0.85. For example, the heterocyclic compound represented by Formula 1 can have a color purity in which the bottom emission CIE y coordinate is in a range from about 0.5 to about 0.83.

[0258] The term "interlayer" as used herein can refer to a single layer and / or multiple layers between the first electrode and the second electrode of an organic light emitting device.

[0259] According to embodiments, an electronic device can include an organic light emitting device. In embodiments, the electronic device can further include a thin film transistor. For example, the electronic device can further include a thin film transistor including a source electrode and a drain electrode, wherein the first electrode of the organic light emitting device can be electrically connected to the source electrode or the drain electrode. In embodiments, the electronic device can further include a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof. The electronic device can be the same as described herein.

[0260] According to embodiments, a consumer product (e.g., an electronic appliance) can include an organic light emitting device.

[0261] In implementation, consumer products may include flat panel displays, curved displays, computer monitors, medical monitors, televisions, billboards, indoor lights, outdoor lights, signal lights, head-up displays, fully transparent displays, partially transparent displays, flexible displays, rollable displays, foldable displays, stretchable displays, laser printers, telephones, mobile phones, tablet computers, tablet PCs, personal digital assistants (PDAs), wearable devices, laptop computers, digital cameras, camcorders, viewfinders, microdisplays, three-dimensional (3D) displays, virtual reality displays, augmented reality displays, vehicles, video walls with multiple displays spliced ​​together, theater screens, stadium screens, light therapy devices, or signs.

[0262] [ Figure 1 [Description]

[0263] Figure 1 This is a schematic cross-sectional view of an organic light-emitting device 10 according to an embodiment. The organic light-emitting device 10 may include a first electrode 110, a sandwich layer 130, and a second electrode 150.

[0264] The following text is for reference only. Figure 1 The structure of the organic light-emitting device 10 according to the embodiments and the method of manufacturing the organic light-emitting device 10 are described.

[0265] [First Electrode 110]

[0266] exist Figure 1 In this embodiment, a substrate may be further included below the first electrode 110 or on the second electrode 150. In this embodiment, the substrate may be a glass substrate or a plastic substrate. In this embodiment, the substrate may be a flexible substrate and may include plastics with excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0267] The first electrode 110 can be formed, for example, by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 can be a high work function material that facilitates hole injection.

[0268] The first electrode 110 can be a reflective electrode, a transflective electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, a material for forming the first electrode 110 can include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In an embodiment, when the first electrode 110 is a transflective electrode or a reflective electrode, a material for forming the first electrode 110 can 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.

[0269] The first electrode 110 can have a single-layer structure composed of a single layer or a multi-layer structure including a plurality of layers. In an embodiment, the first electrode 110 can have a three-layer structure of ITO / Ag / ITO.

[0270] [Interlayer 130]

[0271] The interlayer 130 can be disposed on the first electrode 110. The interlayer 130 can include an emission layer.

[0272] The interlayer 130 can further include a hole transport zone between the first electrode 110 and the emission layer and an electron transport zone between the emission layer and the second electrode 150.

[0273] In addition to various organic materials, the interlayer 130 can further include a metal-containing compound such as an organic metal compound or an inorganic material such as a quantum dot, etc.

[0274] In an embodiment, the interlayer 130 can include two or more emission units stacked between the first electrode 110 and the second electrode 150, and at least one charge generation layer each between adjacent emission units of the two or more emission units. When the interlayer 130 includes two or more emission units and at least one charge generation layer as described above, the organic light emitting device 10 can be a tandem organic light emitting device.

[0275] [Hole transport zone in interlayer 130]

[0276] The hole transport zone can have a single-layer structure composed of a single layer (composed of a single material), a single-layer structure composed of a single layer including different materials, or a multi-layer structure including a plurality of layers including different materials.

[0277] The hole transport zone can include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof.

[0278] In an embodiment, the hole transport zone can have a multi-layer structure (such as a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure), in which each layer of each structure can be stacked from the first electrode 110 in the order of its respective recitation, but the structure of the hole transport zone is not limited thereto.

[0279] In an embodiment, the hole transport zone can include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0280] [Formula 201]

[0281]

[0282] [Formula 202]

[0283]

[0284] In Formula 201 and Formula 202,

[0285] L 201 to L 204 may each independently be unsubstituted or substituted with at least one R 10a substituted C3-C 60 carbocyclyl, or unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl,

[0286] L 205 may be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or substituted with 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 carbocyclyl, or unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl,

[0287] xa1to xa4may each independently be an integer selected from 0 to 5,

[0288] xa5may be an integer selected from 1 to 10,

[0289] R 201 to R 204 and Q 201Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0290] R 201 and R 202 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups (e.g., carbazole group) (e.g., compound HT16),

[0291] R 203 and R 204 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups, and

[0292] na1 can be an integer selected from 1 to 4.

[0293] In embodiments, the compound represented by formula 201 and the compound represented by formula 202 may each independently include at least one of the groups represented by formulas CY201 to CY217:

[0294]

[0295] In equations CY201 to CY217, R 10b and R 10c Each can be independently compared with reference R. 10a The descriptions are the same, CY ring 201 To CY 204 Each can be independently C3-C 20 Carbocyclic or C1-C 20 Heterocyclic group, and at least one hydrogen in formulas CY201 to CY217 may be unsubstituted or R as described herein. 10a replace.

[0296] In the implementation, the ring CY in formulas CY201 to CY217 201 To CY 204each independently can be phenyl, naphthyl, phenanthryl, or anthryl.

[0297] In an embodiment, the compound represented by formula 201 and the compound represented by formula 202 can each independently include at least one of the groups represented by formulae CY201 to CY203.

[0298] In an embodiment, the compound represented by formula 201 can include at least one of the groups represented by formulae CY201 to CY203 and at least one of the groups represented by formulae CY204 to CY217.

[0299] In an embodiment, in formula 201, xa1may be 1, R 201 may be a group represented by one of formulae CY201 to CY203, xa2may be 0, and R 202 may be a group represented by one of formulae CY204 to CY207.

[0300] In an embodiment, the compound represented by formula 201 and the compound represented by formula 202 can each not include the groups represented by formulae CY201 to CY203.

[0301] In an embodiment, the compound represented by formula 201 and the compound represented by formula 202 can each not include the groups represented by formulae CY201 to CY203, and can each independently include at least one of the groups represented by formulae CY204 to CY217.

[0302] In an embodiment, the compound represented by formula 201 and the compound represented by formula 202 can each not include the groups represented by formulae CY201 to CY217.

[0303] In an embodiment, the hole transport zone can include one of compounds HT1 to HT47, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, Spiro-TPD, Spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphor sulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), or any combination thereof:

[0304]

[0305]

[0306]

[0307]

[0308]

[0309] The thickness of the hole transport zone can range from about 1 nm to about 1000 nm. For example, the thickness of the hole transport zone can range from about 10 nm to about 500 nm. When the hole transport zone includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer can range from about 1 nm to about 100 nm, and the thickness of the hole transport layer can range from about 10 nm to about 500 nm. For example, the thickness of the hole injection layer can range from about 1 nm to about 50 nm. For example, the thickness of the hole transport layer can range from about 10 nm to about 500 nm. When the thickness of the hole transport zone, the hole injection layer, and the hole transport layer is within the above ranges, satisfactory hole transport characteristics can be obtained without a significant increase in driving voltage.

[0310] The emission auxiliary layer can increase light emission efficiency by compensating for an optical resonance distance according to a wavelength of light emitted by the emission layer, and the electron blocking layer can block electron leakage from the emission layer to the hole transport zone. Materials that can be included in the hole transport zone can be included in the emission auxiliary layer and the electron blocking layer.

[0311] [p-dopant]

[0312] In addition to these materials, the hole transport zone can further include a charge generating material for improving conductive properties. The charge generating material can be uniformly or non-uniformly dispersed in the hole transport zone (e.g., in the form of a single layer consisting of the charge generating material).

[0313] The charge generating material can be, for example, a p-dopant.

[0314] For example, the lowest unoccupied molecular orbital (LUMO) energy level of the p-dopant can be less than or equal to about -3.5 eV.

[0315] In an embodiment, the p-dopant can include a quinone derivative, a cyano-containing compound, a compound including element EL1 and element EL2, or any combination thereof.

[0316] Examples of the quinone derivative can include TCNQ and F4-TCNQ.

[0317] ​​​​​​​​​​​​Examples of cyano-containing compounds can include HAT-CN and a compound represented by Formula 221:

[0318]

[0319] [Formula 221]

[0320]

[0321] In Formula 221,

[0322] R 221 to R 223 may each independently be unsubstituted or substituted with at least one R 10a substituted C3-C 60 carbocyclyl or C1-C 10a heterocyclyl, and 60 at least one of R

[0323] R 221 to R 223 may each independently be C3-C 60 carbocyclyl or C1-C 60 heterocyclyl each substituted with: cyano; -F; -Cl; -Br; -I; C1-C 20 alkyl substituted with cyano, -F, -Cl, -Br, -I, or any combination thereof; or any combination thereof.

[0324] In a compound comprising element EL1 and element EL2, element EL1 can be a metal, a metalloid, or any combination thereof, and element EL2 can be a non-metal, a metalloid, or any combination thereof.

[0325] Examples of metals can 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.); post-transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); and lanthanides (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.).

[0326] Examples of metalloids can include silicon (Si), antimony (Sb), and tellurium (Te).

[0327] Examples of nonmetals can include oxygen (O) and halogens (e.g., F, Cl, Br, I, etc.).

[0328] Examples of compounds including an element EL1 and an element EL2 can 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.

[0329] Examples of metal oxides can 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.).

[0330] Examples of metal halides can include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.

[0331] Examples of alkali metal halides can include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and CsI.

[0332] Examples of alkali metal halides can include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, and BaI2.

[0333] Examples of transition metal halides can 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, TaBr3, 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, ReI2, etc.), ferrous halides (e.g., FeF2, FeCl2, FeBr2, FeI2, etc.), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, RuI2, etc.), osmium halides (e.g., OsF2, OsCl2, OsBr2, OsI2, etc.), cobalt halides (e.g., CoF2, CoCl2, CoBr2, CoI2, etc.), rhodium halides (e.g., RhF2, RhCl2, RhBr2, RhI2, etc.), iridium halides (e.g., IrF2, IrCl2, IrBr2, 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.).

[0334] Examples of the post-transition metal halide can include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halides (e.g., InI3, etc.), and tin halides (e.g., SnI2, etc.).

[0335] Examples of the lanthanide metal halide can include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, SmI3, etc.

[0336] Examples of the metalloid halide can include antimony halides (e.g., SbCl5, etc.).

[0337] Examples of the metal telluride can 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, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), post-transition metal tellurides (e.g., ZnTe, etc.), and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.).

[0338] [emissive layer in interlayer 130]

[0339] When the organic light emitting device 10 is a full color organic light emitting device, the emissive layer can be patterned into a red emissive layer, a green emissive layer, and / or a blue emissive layer according to sub-pixels. In an embodiment, the emissive layer can have a stack structure of two or more layers of a red emissive layer, a green emissive layer, and a blue emissive layer, where the two or more layers can be in contact with each other or can be separated from each other to emit white light. In an embodiment, the emissive layer can include two or more materials among a red light emitting material, a green light emitting material, and a blue light emitting material, where the two or more materials can be mixed with each other in a single layer to emit white light.

[0340] The emissive layer can include a host and a dopant. The dopant can include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0341] The amount of the dopant in the emission layer can range from about 0.01 parts by weight to about 15 parts by weight, based on 100 parts by weight of the host.

[0342] In an embodiment, the emission layer can include a quantum dot.

[0343] In an embodiment, the emission layer can include a delayed fluorescence material. The delayed fluorescence material can be used as a host or as a dopant in the emission layer.

[0344] The emission layer can further include a host, an auxiliary dopant, a sensitizer, a delayed fluorescence material, or any combination thereof, in addition to the heterocyclic compound represented by Formula 1. The host, the auxiliary dopant, the sensitizer, the delayed fluorescence material, or any combination thereof can each include at least one deuterium.

[0345] For example, the emission layer can include the heterocyclic compound represented by Formula 1 and a host. The host can be different from the heterocyclic compound represented by Formula 1, and the host can include an electron transport compound (e.g., an electron transport host), a hole transport compound (e.g., a hole transport host), a bipolar compound, or any combination thereof. The host can not include a metal. The electron transport compound, the hole transport compound, and the bipolar compound can be different from each other.

[0346] In an embodiment, the emission layer can include the heterocyclic compound represented by Formula 1 and a host, and the host can include an electron transport compound and a hole transport compound.

[0347] In an embodiment, the electron transport compound and the hole transport compound can form an exciplex.

[0348] The thickness of the emission layer can range from about 1 nm to about 1000 nm. to about 1000 nm. For example, the thickness of the emission layer can range from about 1 nm to about 1000 nm. When the thickness of the emission layer is within any one of the above ranges, excellent light emitting characteristics can be obtained without a significant increase in driving voltage. to about 1000 nm. For example, the thickness of the emission layer can range from about 1 nm to about 1000 nm. When the thickness of the emission layer is within any one of the above ranges, excellent light emitting characteristics can be obtained without a significant increase in driving voltage. [Host]

[0349] [Host]

[0350] In an embodiment, the host can include a compound represented by Formula 301:

[0351] [Formula 301]

[0352] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0353] In Formula 301, ​

[0354] Ar 301 and L 301 may each independently be unsubstituted or substituted with at least one R 10a substituted C3-C 60 carbocyclyl or unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl,

[0355] xb11may be 1, 2, or 3,

[0356] xb1may be an integer selected from 0 to 5,

[0357] R 301 may be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with 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 carbocyclyl, unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl, -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 ),

[0358] xb21may be an integer selected from 1 to 5, and

[0359] Q 301 to Q 303 may each independently be the same as described with reference to Q1.

[0360] In embodiments, in Formula 301, when xb11is 2 or greater, two or more Ar 301 may be connected to each other via a single bond.

[0361] In embodiments, the host can include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0362] [Formula 301-1]

[0363]

[0364] [Formula 301-2]

[0365]

[0366] In Formula 301-1 and Formula 301-2,

[0367] Ring A 301 to Ring A 304 may each independently be unsubstituted or substituted with at least one R 10a substituted C3-C 60 carbocyclyl or unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl,

[0368] X 301 may be O, S, N[(L 304 ) xb4 -R 304 ], C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0369] xb22and xb23may each independently be 0, 1, or 2,

[0370] L 301 , xb1and R 301 may each be the same as described in the specification,

[0371] L 302 to L 304 may each independently be the same as described with reference to L 301 ,

[0372] xb2to xb4may each independently be the same as described with reference to xb1, and

[0373] R 302 to R 305 and R 311 to R 314 may each independently be the same as described with reference to R 301 .

[0374] In embodiments, the host can include an alkaline earth metal complex, a post-transition metal complex, or any combination thereof. In embodiments, the host can include a Be complex (e.g., compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0375] In embodiments, the host can include one of compounds H1 to H124, 9,10-di(2- naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalen-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-bis(9-carbazolyl)benzene (mCP), 1,3,5-tris(carbazol-9-yl)benzene (TCP), or any combination thereof:

[0376]

[0377]

[0378]

[0379]

[0380]

[0381]

[0382] In embodiments, the host can include a first host compound and a second host compound.

[0383] In embodiments, the first host compound can be a hole transport compound.

[0384] In embodiments, the second host compound can be an electron transport compound.

[0385] In embodiments, the term “hole transport compound” can be a compound including a hole transport moiety.

[0386] In embodiments, the term “electron transport compound” can be not only a compound including an electron transport moiety, but also a compound having ambipolar properties.

[0387] In the specification, the terms “hole transport compound” and “electron transport compound” can each be understood in terms of the relative difference between the hole mobility in a hole transport compound and the electron mobility in an electron transport compound. For example, even when an electron transport compound does not include an electron transport moiety, an ambipolar compound that exhibits a relatively higher electron mobility than a hole transport compound can be an electron transport compound.

[0388] In embodiments, the hole transport compound can be represented by one of Formulae 311-1 to 311-6, and the electron transport compound can be represented by one of Formulae 312-1 to 312-4 and 313:

[0389] [Formula 311-1]

[0390]

[0391] [Formula 311-2]

[0392]

[0393] [Formula 311-3]

[0394]

[0395] [Formula 311-4]

[0396]

[0397] [Formula 311-5]

[0398]

[0399] [Formula 311-6]

[0400]

[0401] [Formula 312-1]

[0402]

[0403] [Formula 312-2]

[0404]

[0405] [Formula 312-3]

[0406]

[0407] [Formula 312-4]

[0408]

[0409] [Formula 313]

[0410]

[0411] [Formula 313A]

[0412]

[0413] in the formulae 311-1 to 311-6, 312-1 to 312-4, 313 and 313A,

[0414] Ar 301 may be unsubstituted or substituted by at least one R 10a substituted C3-C 60 carbocyclyl or unsubstituted or substituted C1-C 10a substituted C1-C 60 heterocyclyl,

[0415] A 301 to A 304 may each independently be C3-C 60 carbocyclyl or C1-C 60 heterocyclyl,

[0416] X 301 may 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 ],

[0417] X 302 , Y 301 and Y 302 may each independently be 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,

[0418] xb1to xb5may each independently be 0, 1, 2, 3, 4 or 5,

[0419] xb6may be 1, 2, 3, 4 or 5,

[0420] X 321 to X 328 may each independently be N or C[(L 324 ) xb24 -R 324 ],

[0421] Y 321 may be *-O-*', *-S-*', *-N[(L 325 ) 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 ]-*',

[0422] k21may be 0, 1 or 2, wherein when k21is 0, Y 321 may be absent,

[0423] xb21to xb26may each independently be 0, 1, 2, 3, 4 or 5,

[0424] A 31 , A 32 and A 34 may each independently be C3-C 60 carbocyclyl or C1-C 30 heterocyclyl,

[0425] A 33 may be a group represented by formula 313A,

[0426] X 31 may be N[(L 335 ) xb35 -(R 335 )], O, S, Se, C[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R336 ) or Si[(L 335 ) xb35 -(R 335 )[(L 336 ) xb36 -(R 336 )],

[0427] xb31 to xb36 can each independently be 0, 1, 2, 3, 4, or 5,

[0428] xb42 to xb44 can each independently be 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10,

[0429] L 301 to L 306 , L 321 to L 326 , and L 331 to L 336 can each independently be a single bond, C1-C 10a alkylene, C2-C 20 alkenylene, C2-C 10a alkynylene, C3-C 20 cycloalkylene, C1-C 10a heterocycloalkylene, C3-C 20 cycloalkenylene, C1-C 10a heterocycloalkenylene, C6-C 10 arylene, or a bivalent non-aromatic fused polycyclic group, or a bivalent non-aromatic fused heteropolycyclic group, unsubstituted or substituted with at least one R 10a 10 10a 10 10a 10 10a 60 10a 60 10a 10a

[0430] R 301 to R 305 , R 311 to R 314 , R 321 to R 326 and R​​​​​​​​​​​​331 To R 336 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 Alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkenyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl, unsubstituted, or with at least one R 10a Replacement C6-C 60 aryl, unsubstituted, or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl, unsubstituted or with at least one R 10a Replacement C1-C 60 Heteroaryl groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heteroaryl thiols, unsubstituted or with at least one R 10a Substituted monovalent nonaromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -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),

[0431] R 321 To R 326Two or more adjacent groups may optionally be bonded to each other to form an unsubstituted or R-shaped structure. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0432] R 10a Possible forms:

[0433] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, amidine, hydrazine, hydrazone, or nitro;

[0434] Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 heteroaryl thiols, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof;

[0435] Each of the following C3-Cs that are not substituted or are substituted by: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryloxy or C1-C 60 heteroaryl thiols: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, 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)2(Q 21 ), -P(=O)(Q 21 )(Q 22 ), or any combination thereof; or

[0436] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -S(=O)(Q 31 ), -P(=S)(Q 31 )(Q 32 ), or -P(=O)(Q 31 )(Q 32 ), and

[0437] Q1to Q3, Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazino; hydrazono; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; or C3-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl, or any combination thereof, each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60C1-C 60 heteroaryl, C7-C 60 aralkyl or C2-C 60 heteroaralkyl.

[0438] In an embodiment, the first host compound and the second host compound can form an exciplex.

[0439] In an embodiment, the first host compound can include one of compounds HTH1 to HTH57, or any combination thereof:

[0440]

[0441]

[0442]

[0443] In an embodiment, the second host compound can include one of compounds ETH1 to ETH87, or any combination thereof:

[0444]

[0445]

[0446]

[0447] [Phosphorescent dopant]

[0448] In an embodiment, the emission layer can further include a phosphorescent dopant.

[0449] In an embodiment, the emission layer can further include a phosphorescent dopant, and the phosphorescent dopant can function as a sensitizer.

[0450] The phosphorescent dopant can include at least one transition metal as a central metal.

[0451] The phosphorescent dopant can include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

[0452] The phosphorescent dopant can be electrically neutral.

[0453] In an embodiment, the phosphorescent dopant can be an organometallic compound.

[0454] In an embodiment, the phosphorescent dopant can include an organometallic compound represented by formula 401:

[0455] [Formula 401]

[0456] M(L 401 ) xc1 (L402 ) xc2

[0457] [Formula 402]

[0458]

[0459] In Formula 401 and Formula 402,

[0460] M can be a transition metal (for example, iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),

[0461] L 401 may be a ligand represented by Formula 402, and xc1may be 1, 2, or 3, wherein when xc1is 2 or more, two or more L 401 may be the same as or different from each other,

[0462] L 402 may be an organic ligand, and xc2may be 0, 1, 2, 3, or 4, wherein when xc2is 2 or more, two or more L 402 may be the same as or different from each other,

[0463] X 401 and X 402 may each independently be nitrogen or carbon,

[0464] Ring A 401 and Ring A 402 may each independently be C3-C 60 carbocyclyl, or C1-C 60 heterocyclyl,

[0465] T 401 may be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*', *-C(Q 411 )(Q 412 )-*', *-C(Q 411 )=C(Q 412 )-*', *-C(Q 411 )=* or =C=*,

[0466] X 403 and X 404 may each independently be a chemical bond (for example, a covalent bond or a coordinate bond), O, S, N(Q 413 ), B(Q 413 ), P(Q 413 ), C(Q 413 )(Q 414) or Si(Q 413 )(Q 414 ),

[0467] Q 411 to Q 414 may each independently be the same as described with reference to Q1,

[0468] R 401 and R 402 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with 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 carbocyclyl, unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl, -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 ),

[0469] Q 401 to Q 403 may each independently be the same as described with reference to Q1,

[0470] xc11and xc12may each independently be an integer selected from 0 to 10, and

[0471] * and *' in formula 402 each indicate a binding site to M in formula 401.

[0472] In embodiments, in formula 402, X 401 may be nitrogen, and X 402 may be carbon, or X 401 and X 402 may each be nitrogen.

[0473] In embodiments, in formula 401, when xc1is 2 or more, two or more L 401 two rings A 401 may optionally be T as a linking group.402 Connected together, and the two rings A 402 Optionally via T as a linking group 403 Connected together (see compounds PD1 through PD4 and PD7). T 402 and T 403 Each can be independently compared with reference T 401 The descriptions are the same.

[0474] In Equation 401, L 402 It can be an organic ligand. In the embodiment, L... 402 It may include halogen groups, diketone groups (e.g., acetylacetone groups), carboxylic acid groups (e.g., pyridine carboxyl groups), -C (=O) groups, isonitrile groups, -CN groups, phosphorus-containing groups (e.g., phosphin groups, phosphite groups, etc.) or any combination thereof.

[0475] In this embodiment, the phosphorescent dopant may include, for example, one or any combination of compounds PD1 to PD42:

[0476]

[0477]

[0478]

[0479] [Fluorescent dopant]

[0480] In some embodiments, the emitting layer may further include a fluorescent dopant.

[0481] Fluorescent dopants may include amine-containing compounds, styrene-containing compounds, or any combination thereof.

[0482] In an embodiment, the fluorescent dopant may include a compound represented by formula 501:

[0483] [Formula 501]

[0484]

[0485] In Equation 501,

[0486] Ar 501 L 501 To L 503 R 501 and R 502 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0487] xd1 to xd3 can each independently be 0, 1, 2, or 3, and

[0488] xd4 can be 1, 2, 3, 4, 5, or 6.

[0489] In an embodiment, in Formula 501, Ar 501 may be a fused ring group in which three or more monocyclic groups are fused together (e.g., anthracenyl, 1,2-benzophenanthryl, pyrenyl, or the like).

[0490] In an embodiment, in Formula 501, xd4 can be 2.

[0491] In an embodiment, the fluorescent dopant can include one of compounds FD1 to FD36, DPVBi, DPAVBi, or any combination thereof:

[0492]

[0493]

[0494]

[0495] [Delayed fluorescence material]

[0496] In an embodiment, the emission layer can further include a delayed fluorescence material.

[0497] In an embodiment, the delayed fluorescence material can be selected from a compound capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0498] Depending on the type of other material included in the emission layer, the delayed fluorescence material included in the emission layer can function as a host or as a dopant.

[0499] In an embodiment, a difference between a triplet excited state energy level (eV) of the delayed fluorescence material and a singlet excited state energy level (eV) of the delayed fluorescence material can be in a range of about 0 eV to about 0.5 eV. When the difference between the triplet excited state energy level (eV) of the delayed fluorescence material and the singlet excited state energy level (eV) of the delayed fluorescence material is in the above range, upconversion of the delayed fluorescence material from a triplet excited state to a singlet excited state can effectively occur, and thus, the organic light emitting device 10 can have improved luminous efficiency.

[0500] In an embodiment, the delayed fluorescence material can include: a donor including at least one electron donor (e.g., π-electron rich C3-C 60 cyclic group such as carbazolyl) and at least one electron acceptor (e.g., sulfoxide group, cyano group, and π-electron deficient nitrogen-containing C1-C 60a material including a C8-C20 hydrocarbon group including at least two cyclic groups fused to each other while sharing a boron (B) atom; or a material including a C8-C20 hydrocarbon group including at least two cyclic groups fused to each other while sharing a boron (B) atom, and a C8-C20 hydrocarbon group including at least two cyclic groups fused to each other while sharing a nitrogen (N) atom. 60 a material including a C8-C20 hydrocarbon group including at least two cyclic groups fused to each other while sharing a boron (B) atom; or a material including a C8-C20 hydrocarbon group including at least two cyclic groups fused to each other while sharing a boron (B) atom, and a C8-C20 hydrocarbon group including at least two cyclic groups fused to each other while sharing a nitrogen (N) atom.

[0501] In an embodiment, the delayed fluorescence material can include, for example, at least one of Compound DF1 to Compound DF9:

[0502]

[0503]

[0504] [Quantum dots]

[0505] The emission layer can include quantum dots.

[0506] In the specification, the quantum dots can be crystals of a semiconductor compound, and can include any material capable of emitting light of various emission wavelengths according to the size of the crystal.

[0507] The diameter of the quantum dots can be, for example, in the range of about 1 nm to about 10 nm.

[0508] The quantum dots can be synthesized through a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, a molecular beam epitaxy (MBE) process, or any process similar thereto.

[0509] The wet chemical process is a method including mixing a precursor material with an organic solvent and growing quantum dot particles crystals. When the quantum dot particle crystals grow, the organic solvent naturally serves as a dispersant coordinated on the surface of the quantum dot particle crystals and controls the growth of the quantum dot particle crystals, so that the growth of the quantum dot particle crystals can be controlled through a process that is less costly and can be more easily performed than a gas phase deposition method such as a metal organic chemical vapor deposition process or a molecular beam epitaxy process.

[0510] The quantum dots can include a Group II-VI semiconductor compound, a Group III-V semiconductor compound, a Group III-VI semiconductor compound, a Group I-III-VI semiconductor compound, a Group IV-VI semiconductor compound, a Group IV element or compound, or any combination thereof.

[0511] Examples of Group II-VI semiconductor compounds can include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, or MgS; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, or MgZnS; quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, or HgZnSTe; and any combination thereof.

[0512] Examples of Group III-V semiconductor compounds can include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, or InSb; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, or InPSb; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, or InAlPSb; and any combination thereof. In embodiments, the Group III-V semiconductor compound can further include a Group II element. Examples of Group III-V semiconductor compounds further including a Group II element can include InZnP, InGaZnP, and InAlZnP.

[0513] Examples of Group III-VI semiconductor compounds can include binary compounds such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3, or InTe; ternary compounds such as InGaS3or InGaSe3; and any combination thereof.

[0514] Examples of the Group I-III-VI semiconductor compound can include: ternary compounds such as AgInS, AgInS2, AgInSe2, AgGaS, AgGaS2, AgGaSe2, CuInS, CuInS2, CuInSe2, CuGaS2, CuGaSe2, CuGaO2, AgGaO2, AgAlO2, etc.; quaternary compounds such as AgInGaS, AgInGaS2, AgInGaSe, AgInGaSe2, CuInGaS, CuInGaS2, etc.; and any combination thereof.

[0515] Examples of the Group IV-VI semiconductor compound can include: binary compounds such as SnS, SnSe, SnTe, PbS, PbSe, or PbTe; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, or SnPbTe; quaternary compounds such as SnPbSSe, SnPbSeTe, or SnPbSTe; and any combination thereof.

[0516] Examples of the Group IV element or compound can include: single element materials such as Si or Ge; binary compounds such as SiC or SiGe; and any combination thereof.

[0517] Each element included in the compound (such as a binary compound, a ternary compound, or a quaternary compound) can exist in the particle at a uniform concentration or a non-uniform concentration.

[0518] In an embodiment, the quantum dot can have a single structure in which the concentration of each element in the quantum dot is uniform, or the quantum dot can have a core-shell structure. In an embodiment, in the case where the quantum dot has a core-shell structure, the material included in the core and the material included in the shell can be different from each other.

[0519] The shell of the quantum dot can serve as a protective layer that prevents chemical denaturation of the core to maintain semiconductor properties and / or can serve as a charging layer that imparts 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 in which the concentration of the material present in the shell decreases toward the center of the core.

[0520] Examples of the shell of the quantum dot can include metal oxides, metalloid oxides, nonmetal oxides, semiconductor compounds, and any combination thereof. Examples of the metal oxides, metalloid oxides, or nonmetal oxides can include binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, or NiO; ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, or CoMn2O4; and any combination thereof.

[0521] Examples of the semiconductor compounds can 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; and any combination thereof, which are described herein. In an embodiment, the semiconductor compounds can include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, and any combination thereof.

[0522] The quantum dot can have a full width at half maximum (FWHM) of an emission wavelength spectrum of less than or equal to about 45 nm. For example, the quantum dot can have a FWHM of the emission wavelength spectrum of less than or equal to about 40 nm. For example, the quantum dot can have a FWHM of the emission wavelength spectrum of less than or equal to about 30 nm. When the FWHM of the quantum dot is within any one of these ranges, the quantum dot can have improved color purity and / or improved color reproducibility. Light emitted by the quantum dot can be emitted in all directions so that a wide viewing angle can be improved.

[0523] In an embodiment, the quantum dot can be in the form of a spherical nanoparticle, a pyramidal nanoparticle, a multi-armed nanoparticle, or a cubic nanoparticle, or the quantum dot can be in the form of a nanoparticle, a nanotube, a nanowire, a nanofiber, or a nanoplate.

[0524] Since the band gap can be adjusted by controlling the size of the quantum dot, light having various wavelength bands can be obtained from the quantum dot emission layer. Accordingly, by using quantum dots of different sizes, an organic light emitting device that emits light of various wavelength bands can be implemented. In an embodiment, the size of the quantum dot can be selected to emit red light, green light, and / or blue light. The size of the quantum dot can be configured to emit white light by combining light of various colors.

[0525] [Electron transport zone in interlayer 130]

[0526] The electron transport region may have: a single-layer structure consisting of a single layer (composed of a single material), a single-layer structure consisting of a single layer containing different materials, or a multi-layer structure including multiple layers containing different materials.

[0527] 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.

[0528] In an implementation, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the layers of each structure may be stacked from the emitter layer in the order described herein, but the structure of the electron transport region is not limited thereto.

[0529] In an embodiment, the electron transport region (e.g., a buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region) may include a nitrogen-containing C1-C containing at least one π-deficient electron. 60 Metal-free compounds with cyclic groups.

[0530] In an embodiment, the electron transport region may include a compound represented by Formula 601.

[0531] [Formula 601]

[0532] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0533] In Equation 601,

[0534] Ar 601 and L 601 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0535] xe11 can be 1, 2, or 3.

[0536] xe1 can be 0, 1, 2, 3, 4, or 5.

[0537] R 601 It can be unsubstituted or by at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10asubstituted C1-C 60 heterocyclyl, -Si(Q 601 )(Q 602 )(Q 603 ), -C(=O)(Q 601 ), -S(=O)2(Q 601 ), or -P(=O)(Q 601 )(Q 602 ),

[0538] Q 601 to Q 603 may each independently be the same as described with reference to Q1,

[0539] xe21may be 1, 2, 3, 4, or 5, and

[0540] Ar 601 , L 601 , and R 601 may each independently be an n-electron deficient nitrogen-containing C1-C 10a cyclic group that is unsubstituted or substituted with at least one R 60 .

[0541] In embodiments, in Formula 601, when xe11is 2 or greater, two or more Ar 601 may be connected together via a single bond.

[0542] In embodiments, in Formula 601, Ar 601 may be an anthracenyl group that is unsubstituted or substituted with at least one R 10a .

[0543] In embodiments, the electron transport zone can include a compound represented by Formula 601-1:

[0544] [Formula 601-1]

[0545]

[0546] In Formula 601-1,

[0547] X 614 may be N or C(R 614 ), X 615 may be N or C(R 615 ), X 616 may be N or C(R 616 ), and at least one of X 614 to X 616 may each be N,

[0548] L 611 to L 613 may each independently be the same as described with reference to L601 described above with reference to xe1,

[0549] xe611 to xe613 can each independently be the same as described above with reference to xe1,

[0550] R 611 to R 613 may each independently be the same as described above with reference to R 601 described above with reference to R

[0551] R 614 to R 616 may each independently be hydrogen, deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 alkyl, C1-C 20 alkoxy, C3-C 10a carbocyclyl unsubstituted or substituted with at least one R 60 carbocyclyl unsubstituted or substituted with at least one R 10a C1-C 60 heterocyclyl.

[0552] In embodiments, in Formula 601 and Formula 601-1, xe1 and xe611 to xe613 can each independently be 0, 1, or 2.

[0553] In embodiments, the electron transport zone can include one of compounds ET1 to 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:

[0554]

[0555]

[0556]

[0557] The thickness of the electron transport zone can be in a range from about to about . For example, the thickness of the electron transport zone can be in a range from about to about . When the electron transport zone 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 can each independently be in a range from about to about , and the thickness of the electron transport layer can be in a range from about to about For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer can each independently be in a range from about 0.1 nm to about 10 nm, from about 0.5 nm to about 5 nm, from about 1 nm to about 3 nm, or from about 1 nm to about 2 nm. For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer can each independently be in a range from about 0.1 nm to about 10 nm, from about 0.5 nm to about 5 nm, from about 1 nm to about 3 nm, or from about 1 nm to about 2 nm. For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer can each independently be in a range from about 0.1 nm to about 10 nm, from about 0.5 nm to about 5 nm, from about 1 nm to about 3 nm, or from about 1 nm to about 2 nm. For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer can each independently be in a range from about 0.1 nm to about 10 nm, from about 0.5 nm to about 5 nm, from about 1 nm to about 3 nm, or from about 1 nm to about 2 nm. When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer, and / or the electron transport zone is in these ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0558] In addition to the above-described materials, the electron transport zone (e.g., the electron transport layer in the electron transport zone) can further include a metal-containing material.

[0559] The metal-containing material can include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ion of the alkali metal complex can be a Li ion, a Na ion, a K ion, a Rb ion, or a Cs ion, and the metal ion of the alkaline earth metal complex can be a Be ion, a Mg ion, a Ca ion, a Sr ion, or a Ba ion. The ligand coordinated to the metal ion of the alkali metal complex or the metal ion of the alkaline earth metal complex can each independently include a hydroxyquinoline, a hydroxyisoquinoline, a hydroxybenzoquinoline, a hydroxyacridine, a hydroxyphenanthridine, a hydroxyphenyl-oxazole, a hydroxyphenyl-thiazole, a hydroxyphenyl-oxadiazole, a hydroxyphenyl-thiadiazole, a hydroxyphenyl-pyridine, a hydroxyphenyl-benzimidazole, a hydroxyphenyl-benzothiazole, a bipyridine, a phenanthroline, a cyclopentadiene, or any combination thereof.

[0560] In embodiments, the metal-containing material can include a Li complex. The Li complex can include, for example, compound ET-D1 (Liq) or compound ET-D2:

[0561]

[0562] The electron transport zone can include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer can contact (e.g., directly contact) the second electrode 150.

[0563] The electron injection layer can have a single-layer structure composed of a single layer (consisting of a single material), a single-layer structure composed of a single layer including different materials, or a multi-layer structure including a plurality of layers including different materials.

[0564] The electron injection layer can 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.

[0565] The alkali metal can include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal can include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal can include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0566] The alkali metal-containing compound, the alkaline earth metal-containing compound, and the rare earth metal-containing compound can include an oxide, a halide (e.g., fluoride, chloride, bromide, iodide, etc.), or a telluride of the alkali metal, the alkaline earth metal, and the rare earth metal, or any combination thereof.

[0567] The alkali metal-containing compound can include an alkali metal oxide such as Li2O, Cs2O, or K2O; an alkali metal halide such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI; or any combination thereof. The alkaline earth metal-containing compound can include an alkaline earth metal oxide such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying 0 < x < 1) or Ba x Ca 1-x O (where x is a real number satisfying 0 < x < 1). The rare earth metal-containing compound can include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, or any combination thereof. In embodiments, the rare earth metal-containing compound can include a lanthanide telluride. Examples of the lanthanide telluride can 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.

[0568] The alkali metal complex, the alkaline earth metal complex, and the rare earth metal complex can include an alkali metal ion, an alkaline earth metal ion, or a rare earth metal ion; and a ligand (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) bonded to the metal ion.

[0569] In embodiments, the electron injection layer may consist of alkali metals, alkaline earth metals, rare earth metals, alkali metal-containing compounds, alkaline earth metal-containing compounds, rare earth metal-containing compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof as described above. In embodiments, the electron injection layer may further include organic materials (e.g., compounds represented by Formula 601).

[0570] In embodiments, the electron-injected layer may be composed of an alkali metal compound (e.g., an alkali metal halide); or the electron-injected layer may be composed of an alkali metal compound (e.g., an alkali metal halide) and alkali metals, alkaline earth metals, rare earth metals, or any combination thereof. In embodiments, the electron-injected layer may be a KI:Yb co-deposition layer, an RbI:Yb co-deposition layer, or a LiF:Yb co-deposition layer, etc.

[0571] When the electron injection layer further includes organic materials, alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof may be uniformly or non-uniformly dispersed in the matrix including the organic materials.

[0572] The thickness of the electron injection layer can be approximately to approximately Within a certain range. For example, the thickness of the electron-injected layer can be approximately... to approximately Within the range described above, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage when the thickness of the electron injection layer is within any of the ranges mentioned above.

[0573] [Second electrode 150]

[0574] The second electrode 150 may be disposed on the interlayer 130. The second electrode 150 may be a cathode serving as an electron injection electrode. When the second electrode 150 is a cathode, the material used to form the second electrode 150 may include a material having a low work function, such as a metal, alloy, conductive compound, or any combination thereof.

[0575] The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO, or any combination thereof. The second electrode 150 may be a transmission electrode, a transmission-reflection electrode, or a reflection electrode.

[0576] The second electrode 150 may have a single-layer structure or a multi-layer structure.

[0577] [Capping layer]

[0578] The organic light emitting device 10 can include a first capping layer outside the first electrode 110 and / or a second capping layer outside the second electrode 150. For example, the organic light emitting device 10 can have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are stacked in this recited order, a structure in which the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are stacked in this recited order, 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 this recited order.

[0579] Light generated in the emission layer of the interlayer 130 of the organic light emitting device 10 can pass through the first electrode 110, which can be a transflective electrode or a transmissive electrode, and through the first capping layer to the outside. Light generated in the emission layer of the interlayer 130 of the organic light emitting device 10 can pass through the second electrode 150, which can be a transflective electrode or a transmissive electrode, and through the second capping layer to the outside.

[0580] 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 increased.

[0581] The first capping layer and the second capping layer can 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).

[0582] The first capping layer and the second capping layer can 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.

[0583] At least one of the first capping layer and the second capping layer can 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 can each be optionally substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.

[0584] In an embodiment, at least one of the first capping layer and the second capping layer can each independently include an amine-containing compound.

[0585] In an embodiment, at least one of the first capping layer and the second capping layer can each independently include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.

[0586] In embodiments, at least one of the first capping layer and the second capping layer can each independently include one of compounds HT28 to HT33, one of compounds CP1 to CP6, β-NPB, or any combination thereof:

[0587]

[0588] [Membrane]

[0589] Heterocyclic compounds represented by Formula 1 can be included in various membranes. According to embodiments, a membrane can include a heterocyclic compound represented by Formula 1. The membrane can 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 enhancement 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.).

[0590] [Electronic device]

[0591] The organic light-emitting device 10 can be included in various electronic devices. For example, an electronic device including the organic light-emitting device 10 can be a light-emitting device, an authentication device, etc.

[0592] In addition to the organic light-emitting device 10, an electronic device (e.g., a light-emitting device) can further include a color filter, a color conversion layer, or a color filter and a color conversion layer. The color filter and / or the color conversion layer can be arranged in at least one travel direction of light emitted from the organic light-emitting device 10. For example, the light emitted from the organic light-emitting device 10 can be blue light or white light. The organic light-emitting device can be the same as described herein. In embodiments, the color conversion layer can include quantum dots. The quantum dots can be, for example, quantum dots as described herein.

[0593] The electronic device can include a substrate. The substrate can include a plurality of sub-pixel regions, the color filter can include a plurality of color filter regions respectively corresponding to the plurality of sub-pixel regions, and the color conversion layer can include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixel regions.

[0594] A pixel-defining layer can be arranged between the plurality of sub-pixel regions to define each sub-pixel region.

[0595] The color filter can further include a plurality of color filter regions and a light-shielding pattern arranged between the plurality of color filter regions, and the color conversion layer can further include a plurality of color conversion regions and a light-shielding pattern arranged between the plurality of color conversion regions.

[0596] The color filter region (or color conversion region) can include a first region that emits first color light, a second region that emits second color light, and / or a third region that emits third color light, where the first color light, the second color light, and / or the third color light can have different maximum emission wavelengths. In an embodiment, the first color light can be red light, the second color light can be green light, and the third color light can be blue light. In an embodiment, the color filter region (or color conversion region) can include quantum dots. In an embodiment, the first region can include red quantum dots, the second region can include green quantum dots, and the third region can not include quantum dots. The quantum dots can be the same as described herein. The first region, the second region, and / or the third region can each further include a scatterer.

[0597] In an embodiment, the organic light emitting device 10 can emit first light, the first region can absorb the first light to emit first first color light, the second region can absorb the first light to emit second first color light, and the third region can absorb the first light to emit third first color light. In an embodiment, the first first color light, the second first color light, and the third first color light can have different maximum emission wavelengths from each other. For example, the first light can be blue light, the first first color light can be red light, the second first color light can be green light, and the third first color light can be blue light.

[0598] In addition to the organic light emitting device 10 as described above, the electronic device can further include a thin film transistor. The thin film transistor can include a source electrode, a drain electrode, and an active layer, where any one of the source electrode and the drain electrode can be electrically connected to any one of the first electrode and the second electrode of the organic light emitting device.

[0599] The thin film transistor can further include a gate electrode or a gate insulating film, etc.

[0600] The active layer can include crystalline silicon, amorphous silicon, an organic semiconductor, or an oxide semiconductor, etc.

[0601] The electronic device can further include a sealing portion for sealing the organic light emitting device. The sealing portion can be disposed between the color filter and / or the color conversion layer and the organic light emitting device. The sealing portion can allow light from the organic light emitting device to be extracted to the outside, and can prevent environmental air and moisture from penetrating into the organic light emitting device. The sealing portion can be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion can 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 can be flexible.

[0602] According to the use of the electronic device, various functional layers can be further included on the sealing portion in addition to the color filter and / or the color conversion layer. The functional layer can include a touch screen layer, a polarizing layer, etc. The touch screen layer can be a pressure sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer.

[0603] In addition to the organic light emitting device as described above, the authentication device can further include a biometric information collector. The authentication device can be, for example, a biometric authentication device that authenticates an individual by using biometric information of a living body (e.g., a fingertip, a pupil, etc.).

[0604] The electronic device can be applied to various displays, light sources, lighting devices, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic organizers, electronic dictionaries, electronic game machines, medical tools (e.g., electronic thermometers, sphygmomanometers, blood glucose meters, pulse measurement devices, pulse wave measurement devices, electrocardiogram displays, ultrasonic diagnostic devices, or endoscope displays), fish finders, various measuring tools, meters (e.g., meters for vehicles, aircraft, and ships), and projectors, etc.

[0605] [ Figure 2 and Figure 3 Description]

[0606] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment.

[0607] Figure 2 The electronic device of FIG. 1 can include 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.

[0608] The substrate 100 can be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer 210 can be disposed on the substrate 100. The buffer layer 210 can prevent penetration of impurities through the substrate 100 and can provide a flat surface on the substrate 100.

[0609] The TFT can be disposed on the buffer layer 210. The TFT can include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0610] The active layer 220 can include an inorganic semiconductor (such as silicon or polysilicon), an organic semiconductor, or an oxide semiconductor, and can include a source region, a drain region, and a channel region.

[0611] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 can be disposed on the active layer 220, and the gate electrode 240 can be disposed on the gate insulating film 230.

[0612] An interlayer insulating film 250 can be disposed on the gate electrode 240. The interlayer insulating film 250 can 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.

[0613] The source electrode 260 and the drain electrode 270 can be disposed on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 can be formed to expose source and drain regions of the active layer 220, and the source electrode 260 and the drain electrode 270 can contact exposed portions of the source and drain regions of the active layer 220, respectively.

[0614] The TFT can be electrically connected to the organic light emitting device to drive the organic light emitting device, and can be covered and protected by the passivation layer 280. The passivation layer 280 can include an inorganic insulating film, an organic insulating film, or any combination thereof. The organic light emitting device can be provided on the passivation layer 280. The organic light emitting device includes the first electrode 110, the interlayer 130, and the second electrode 150.

[0615] The first electrode 110 can be disposed on the passivation layer 280. The passivation layer 280 can not completely cover the drain electrode 270 and can expose a portion of the drain electrode 270. The first electrode 110 can be connected (e.g., electrically connected) to the exposed portion of the drain electrode 270.

[0616] A pixel defining layer 290 including an insulating material can be disposed on the first electrode 110. The pixel defining layer 290 can expose a region of the first electrode 110, and the interlayer 130 can be formed in the exposed region of the first electrode 110. The pixel defining layer 290 can be a polyimide-based organic film or a polyacrylic-based organic film. Although not shown in Figure 2 , at least some layers of the interlayer 130 can extend beyond an upper portion of the pixel defining layer 290 to be provided in the form of a common layer.

[0617] The second electrode 150 can be disposed on the interlayer 130, and a capping layer 170 can be further included on the second electrode 150. The capping layer 170 can be formed to cover the second electrode 150.

[0618] A sealing portion 300 can be located on the capping layer 170. The sealing portion 300 can be provided on the organic light emitting device to protect the organic light emitting device from moisture and / or oxygen. The sealing portion 300 can 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 including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyvinyl sulfonate, polyformaldehyde, polyarylate, hexamethyldisiloxane, an acrylic resin (e.g., polymethyl methacrylate or polyacrylic acid, etc.), an epoxy resin (e.g., an aliphatic glycidyl ether (AGE), etc.), or any combination thereof; or any combination of the inorganic film and the organic film.

[0619] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment.

[0620] Figure 3 electronic devices and Figure 2 The electronic device may differ at least in that it further includes a light-shielding pattern 500 and a functional area 400 on the sealed portion 300. The functional area 400 may be a color filter area, a color conversion area, or a combination of both. In an embodiment, Figure 3 The organic light-emitting devices included in the electronic devices can be tandem organic light-emitting devices.

[0621] [ Figure 4 [Description]

[0622] Figure 4 This is a schematic perspective view of a consumer product 1 including an organic light-emitting device according to an embodiment.

[0623] 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, smartphone, tablet computer, mobile communication terminal, e-notebook computer, e-reader, portable multimedia player (PMP), navigation device, or ultra-mobile personal computer (UMPC)), but also a variety of products (such as televisions, laptop computers, monitors, billboards, or Internet of Things (IoT) devices). Consumer product 1 can be any of the products described above or a part thereof.

[0624] In one implementation, the consumer product 1 may be a wearable device (such as a smartwatch, watch phone, glasses display, or head-mounted display (HMD)) or a portion thereof. However, the implementation is not limited to this.

[0625] In implementations, examples of consumer product 1 may include a vehicle's dashboard, a center information display (CID) arranged on the vehicle's center console or dashboard, an interior rearview mirror display replacing the vehicle's side mirrors, an entertainment display for the vehicle's rear seats, a display arranged on the back of the front seats, a head-up display (HUD) mounted on the front of the vehicle or projected onto the windshield, or a computer-generated holographic augmented reality head-up display (CGH AR HUD). For ease of explanation, Figure 4 The implementation method of consumer product 1 being a smartphone is explained.

[0626] 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 by means of a two-dimensional pixel array arranged in the display area DA.

[0627] The non-display area NDA can be an area in which an image is not displayed, and can surround (e.g., completely surround) the display area DA. A driver for providing an electrical signal or power to the display elements disposed in the display area DA can be disposed in the non-display area NDA. A pad to which an electronic element or a printed circuit substrate can be electrically connected can be disposed in the non-display area NDA.

[0628] In the consumer product 1, the length in the x-axis direction and the length in the y-axis direction can be different from each other. In an embodiment, as shown in FIG. 1A, the length in the x-axis direction can be smaller than the length in the y-axis direction. In an embodiment, the length in the x-axis direction can be the same as the length in the y-axis direction. In an embodiment, the length in the x-axis direction can be greater than the length in the y-axis direction. Figure 4

[0629] [ Figure 5 Figures 6A to 6C

[0630] Figure 5 is a schematic perspective view of an exterior of a vehicle 1000 as a consumer product including an organic light emitting device according to an embodiment. Figures 6A to 6C Each is a schematic view of an interior of the vehicle 1000 according to an embodiment.

[0631] Referring to Figure 5 , Figure 6A , Figure 6B and Figure 6C , embodiments of the vehicle 1000 can include various devices for moving an object to be transported, such as a person, an object, or an animal, from a starting point to a destination point. Examples of the vehicle 1000 can include a vehicle traveling on a road or a track, a ship moving on an ocean or a river, and an airplane flying in the air using air, etc.

[0632] The vehicle 1000 can travel on a road or a track. The vehicle 1000 can move in a selectable direction according to rotation of at least one wheel. Examples of the vehicle 1000 can include a three- or four-wheeled vehicle, a construction machine, a two-wheeled vehicle, a prime mover, a bicycle, and a train traveling on a track.

[0633] The vehicle 1000 can include a vehicle body having an interior and an exterior, and a chassis as a part other than the vehicle body in which mechanical devices required for driving are installed. The exterior of the vehicle body can include a front panel, a hood, a roof panel, a rear panel, a trunk, and a pillar provided at a boundary between doors, etc. The chassis of the vehicle 1000 can include a power generation device, a power transmission device, a driving device, a steering device, a braking device, a suspension device, a transmission device, a fuel device, front and rear wheels, and left and right wheels, etc.

[0634] ​​​The vehicle 1000 can include a side window glass 1100, a front window glass 1200, a side mirror 1300, an instrument panel 1400, a center console 1500, a passenger seat instrument panel 1600, and a display apparatus 2.

[0635] The side window glass 1100 and the front window glass 1200 can be divided by a pillar disposed between the side window glass 1100 and the front window glass 1200.

[0636] The side window glass 1100 can be installed on a side of the vehicle 1000. In an embodiment, the side window glass 1100 can be installed on a door of the vehicle 1000. A plurality of side window glasses 1100 can be provided and can face each other. In an embodiment, the side window glass 1100 can include a first side window glass 1110 and a second side window glass 1120. In an embodiment, the first side window glass 1110 can be disposed adjacent to the instrument panel 1400, and the second side window glass 1120 can be disposed adjacent to the passenger seat instrument panel 1600.

[0637] In an embodiment, the side window glasses 1100 can be spaced apart from each other in an x-axis direction or a direction opposite to the x-axis. In an embodiment, the first side window glass 1110 and the second side window glass 1120 can be spaced apart from each other in the x-axis direction or the direction opposite to the x-axis. For example, a virtual straight line L connecting the side window glasses 1100 can extend in the x-axis direction or the direction opposite to the x-axis. In an embodiment, the virtual straight line L connecting the first side window glass 1110 and the second side window glass 1120 to each other can extend in the x-axis direction or the direction opposite to the x-axis.

[0638] The front window glass 1200 can be installed at a front of the vehicle 1000. The front window glass 1200 can be disposed between the side window glasses 1100 facing each other.

[0639] The side mirror 1300 can provide a rear view of the vehicle 1000. The side mirror 1300 can be installed on an outside of a body. In an embodiment, a plurality of side mirrors 1300 can be provided. For example, one of the plurality of side mirrors 1300 can be disposed outside the first side window glass 1110, and another of the plurality of side mirrors 1300 can be disposed outside the second side window glass 1120.

[0640] The instrument panel 1400 can be disposed in front of a steering wheel. The instrument panel 1400 can include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn signal indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a trip recorder, an automatic shift selector indicator light, a door open warning light, an oil warning light, and / or a low fuel warning light.

[0641] The center console 1500 can include a control panel on which buttons for adjusting an audio device, an air conditioning device, and a seat heater can be provided. The center console 1500 can be disposed at one side of the instrument panel 1400.

[0642] The passenger seat instrument panel 1600 can be spaced apart from the instrument panel 1400, and the center console 1500 can be disposed between the instrument panel 1400 and the passenger seat instrument panel 1600. In an embodiment, the instrument panel 1400 can be disposed to correspond to a driver seat (not shown), and the passenger seat instrument panel 1600 can be disposed to correspond to a passenger seat (not shown). In an embodiment, the instrument panel 1400 can be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 can be adjacent to the second side window glass 1120.

[0643] In an embodiment, the display apparatus 2 can include a display panel 3, and the display panel 3 can display an image. The display apparatus 2 can be disposed inside the vehicle 1000. In an embodiment, the display apparatus 2 can be disposed between the side window glasses 1100 facing each other. The display apparatus 2 can be disposed on at least one of the instrument panel 1400, the center console 1500, and the passenger seat instrument panel 1600.

[0644] The display apparatus 2 can include an organic light emitting display apparatus, an inorganic electroluminescent display apparatus, or a quantum dot display apparatus, etc. Hereinafter, an organic light emitting display apparatus including an organic light emitting device according to an embodiment will be described as an example, but various types of display apparatuses as described above can be used in an embodiment.

[0645] Referring to Figure 6A , the display apparatus 2 can be disposed on the center console 1500. In an embodiment, the display apparatus 2 can display navigation information. In an embodiment, the display apparatus 2 can display information about an audio setting, a video setting, or a vehicle setting.

[0646] Referring to Figure 6B , the display apparatus 2 can be disposed on the instrument panel 1400. In an embodiment, the instrument panel 1400 can display driving information, etc. through the display apparatus 2. For example, the instrument panel 1400 can implement driving information, etc. digitally. The instrument panel 1400 can display vehicle information and driving information digitally as an image. In an embodiment, a needle and an instrument of a tachometer and various warning lamps or icons can be displayed through a digital signal.

[0647] Referring to Figure 6CThe display device 2 may be arranged on the passenger seat instrument panel 1600. The display device 2 may be embedded in the passenger seat instrument panel 1600 or may be arranged on the passenger seat instrument panel 1600. In one embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display images related to the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500. In another embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500.

[0648] [Manufacturing Method]

[0649] The layers constituting the hole transport region, the emission layer, and the electron transport region can be formed in the selected area using various methods such as vacuum deposition, spin coating, casting, Langmuir-Brookett (LB) deposition, inkjet printing, laser printing, and laser-induced thermal imaging.

[0650] When the layers constituting the hole transport region, the emitter layer, and the electron transport region are formed by vacuum deposition, the deposition can be carried out at a deposition temperature in the range of about 100°C to about 500°C, and at a deposition temperature of about 10°C. -8 To about 10 -3 Vacuum degree and approximately within the range of Torr / seconds to approximately The deposition rate is carried out at a range of / second, depending on the material to be included in the layer to be formed and the structure of the layer to be formed.

[0651] [Terminology limitations]

[0652] As used in this article, the term "C3-C" 60 A "carbocyclic group" can be a cyclic group consisting of 3 to 60 carbon atoms, with carbon atoms as the only cyclic atoms, and as used herein by the term "C1-C". 60 A "heterocyclic group" can be a cyclic group having 1 to 60 carbon atoms and further including heteroatoms as cyclic atoms in addition to carbon atoms. (C3-C) 60 Carbocyclic groups and C1-C 60 The heterocyclic group can be a monocyclic group consisting of a single ring or a polycyclic group in which two or more rings are fused together. In the embodiments, C1-C 60 Heterocyclic groups can have 3 to 61 cyclic atoms.

[0653] As used in this article, the term "cyclic group" can refer to C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0654] As used in this article, “π-electron-rich C3-C” 60"Cyclic group" can be a cyclic group having 3 to 60 carbon atoms and may not include *-N=*' as a cyclic moiety, and as used herein, "a nitrogen-containing C1-C group lacking π electrons". 60 The "cyclic group" may be a heterocyclic group having 1 to 60 carbon atoms and may include *-N=*' as the cyclic part.

[0655] In the implementation,

[0656] C3-C 60 The carbocyclic group can be a T1 group, or a group in which two or more T1 groups are fused together (e.g., cyclopentadienyl, adamantyl, norbornel, phenyl, pentaenyl, naphthyl, azuleyl, indaryl, acenaphthel, phenanthrene, anthreneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenantyl, perylene, penfenyl, heptaenyl, tetraphenyl, framyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, indole, fluorenyl, spirodifluorenyl, benzofluorenyl, indolephenyl or indoleanthryl).

[0657] C1-C 60 The heterocyclic group can be a T2 group, wherein two or more T2 groups are fused together, or wherein at least one T2 group and at least one T1 group are fused together (e.g., pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiophene, benzofuranyl, carbazole, dibenzothiophene, dibenzofuranyl, dibenzofuranyl, indocarbazole, indolecarbazole, benzofuranyl, benzothiophenecarbazole, benzothiophenecarbazole, benzoindocarbazole, benzocarbazole, benzonaphthofuranyl, benzonaphthophene, benzonaphthothiophene, benzofuranyl, benzofuranyl, dibenzofuranyl, benzofuranyl, dibenzothiophenecarbazole). Fenyl, benzothiophene, dibenzothiophene, pyrazolyl, imidazole, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzoisooxazolyl, benzothiazolyl, benzoisothiazolyl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinoline Phinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cenolinyl, phthalazinyl, naphthidyl, imidazopyridyl, imidazopyrimidyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazoyl, azafluorenyl, azadibenzothiophenyl, azadibenzofuranyl, etc.

[0658] C3-C rich in π electrons 60The cyclic group may be a T1 group, wherein two or more T1 groups are fused together, a T3 group, wherein two or more T3 groups are fused together, or wherein at least one T3 group and at least one T1 group are fused together (e.g., C3-C). 60 Carbocyclic, 1H-pyrrole, thiorrole, borocyclopentadienyl, 2H-pyrrole, 3H-pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiorrole, benzothiophene, benzofuranyl, carbazole, dibenzothiorrole, dibenzothiophene, dibenzofuranyl, indole-carbazole, indole-carbazole, benzofuran-carbazole, benzothiophene-carbazole, benzothiorrole-carbazole, benzoindole-carbazole, benzocarbazole, benzonaphthofuranyl, benzonaphthophene, benzonaphthorrole, benzofuran-dibenzofuranyl, benzofuran-dibenzothiophene or benzothiophene-dibenzothiophene, etc.

[0659] Nitrogen-containing C1-C lacking π electrons 60 The cyclic group may be a T4 group, a group in which two or more T4 groups are fused together, a group in which at least one T4 group and at least one T1 group are fused together, a group in which at least one T4 group and at least one T3 group are fused together, or a group in which at least one T4 group, at least one T1 group and at least one T3 group are fused together (e.g., pyrazolyl, imidazole, triazole, oxazolyl, isoxazolyl, oxadiazole, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl, benzimidazole, benzoxazolyl). Azolyl, benzoisoxazolyl, benzothiazolyl, benzoisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinel, cinolinyl, phthalazinyl, naphridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiophene, azadibenzothiophene, and azadibenzofuranyl, etc.

[0660] The T1 group can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptane), norbornyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane, or phenyl.

[0661] The T2 group can be furanyl, thiophene, 1H-pyrrolyl, thiophene, borocyclopentadienyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiazolyl, azaboracyclopentadienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyrazinyl, triazinyl, tetraazinyl, pyrrolylalkyl, imidazolyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyrazinyl, or dihydropyrazinyl.

[0662] The T3 group can be furanyl, thiophene, 1H-pyrrole, thiophene, or borocyclopentadienyl, and

[0663] The T4 group can be 2H-pyrrole, 3H-pyrrole, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, azirthiolyl, aziboranecyclopentadienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, or tetraazinyl.

[0664] Based on the structure of the formula using the corresponding terminology, such as the terms "cyclic group" and "C3-C" used in this document. 60 "Carbocyclic group", "C1-C" 60 Heterocyclic groups, π-electron-rich C3-C 60 "Cyclic groups" or "nitrogen-containing C1-C groups lacking π electrons" 60 The "cyclic group" can be a group fused with any cyclic group or a group not fused with any cyclic group, and can be a group fused with a monovalent group or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.). For example, "phenyl" can be benzo[a], phenyl, or phenylene, etc., which can be readily understood by those skilled in the art based on the structure of formulas including "phenyl".

[0665] In the implementation method, the unit price is C3-C. 60 Carbocyclic groups and monovalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups.

[0666] Divalent C3-C 60 Carbocyclic groups and divalent C1-C 60Examples of heterocyclic groups may include C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkenyl, C6-C 60 aryl, C1-C 60 Hypoaryl, divalent non-aromatic fused polycyclic groups and divalent non-aromatic fused heterocyclic groups.

[0667] As used in this article, the term "C1-C" 60 "Alkyl" can be a straight-chain or branched monovalent aliphatic hydrocarbon group having 1 to 60 carbon atoms, and examples may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, and tert-decyl. The term "C1-C" as used herein... 60 "alkylene" can be C1-C 60 Alkyl groups have essentially the same divalent structure.

[0668] As used in this article, the term "C2-C" 60 "Alkenyl" can be in C2-C 60 The alkyl group has at least one carbon-carbon double bond at its middle or end, and examples may include vinyl, propenyl, and butenyl groups. As used herein, the term "C2-C" is used... 60 "Alkenyl" can be C2-C 60 Alkenes have divalent groups with essentially the same structure.

[0669] As used in this article, the term "C2-C" 60 "Alkyne group" can be at C2-C 60 The alkyl group has at least one monovalent hydrocarbon group with a carbon-carbon triple bond in the middle or at the end, and examples may include ethynyl and propynyl groups. As used herein, the term "C2-C" is used... 60 "Isynyl group" can be related to C2-C 60 The alkynyl group is a divalent group with essentially the same structure.

[0670] As used in this article, the term "C1-C" 60 "Alkoxy" can be composed of -O(A 101 (where A) 101 Can be C1-C 60 Alkyl groups are monovalent groups, and examples of them may include methoxy, ethoxy, and isopropoxy.

[0671] As used in this article, the term "C3-C" 10 "Cycloalkyl" can be a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and examples of it may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2.2]octyl. The term "C3-C" as used herein... 10 "Cycloalkylene" can be C3-C 10 Cycloalkyl groups have divalent groups with essentially the same structure.

[0672] As used in this article, the term "C1-C" 10 "Heterocyclic alkyl" can be a monovalent cyclic group having 1 to 10 carbon atoms, further comprising at least one heteroatom as a cyclic atom in addition to the carbon atoms, and examples may include 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, and tetrahydrothiopheneyl. The term "C1-C" as used herein... 10 "Heterocyclic alkyl" can be C1-C 10 Heterocyclic alkyl groups have divalent groups with essentially the same structure.

[0673] As used in this article, the term "C3-C" 10 "Cycloalkenyl" refers to a monovalent cyclic group having 3 to 10 carbon atoms, at least one carbon-carbon double bond in its cyclic structure, and being non-aromatic, and examples may include cyclopentenyl, cyclohexenyl, and cycloheptenyl. The term "C3-C" is used as in this document. 10 "Iridylene" can be related to C3-C 10 Cycloalkenyl groups are divalent groups with essentially the same structure.

[0674] As used in this article, the term "C1-C" 10 "Heterocyclic alkenyl" can be a monovalent cyclic group having 1 to 10 carbon atoms, and further including at least one heteroatom as a cyclic atom in addition to carbon atoms, and having at least one double bond in its ring structure. C1-C 10 Examples of heterocyclic alkenyl groups may include 4,5-dihydro-1,2,3,4-oxarizolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiopheneyl. The term "C1-C" is used herein. 10 "Heterocyclic alkenyl" can be C1-C 10 Heterocyclic alkenyl groups have divalent groups with essentially the same structure.

[0675] As used in this article, the term "C6-C" 60 "Aryl" can be a monovalent group in a carbocyclic aromatic system having 6 to 60 carbon atoms, and as used herein in the term "C6-C".60 "Arylene" can be a divalent group in a carbocyclic aromatic system with 6 to 60 carbon atoms. (C6-C) 60 Examples of aryl groups may include phenyl, pentanenyl, naphthyl, azulel, indole, acenaphthel, phenanthyl, anthrayl, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentanenyl, heptanenyl, tetraphenyl, framyl, hexaphenyl, pentaphenyl, rubiginyl, myristyl, and ovoleyl. When C6-C 60 Aryl and C6-C 60 When each of the aryl groups comprises two or more rings, the two or more rings may fused together.

[0676] As used in this article, the term "C1-C" 60 "Heteroaryl" can be a monovalent group having 1 to 60 carbon atoms and further comprising at least one heteroatom as a cyclic atom in addition to carbon atoms, belonging to a heterocyclic aromatic system. The term "C1-C" is used herein. 60 "Hypo-aryl" can be a divalent group in a heterocyclic aromatic system having 1 to 60 carbon atoms, and further includes at least one heteroatom as a cyclic atom in addition to the carbon atom. C1-C 60 Examples of heteroaryl groups may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, benzo[a]quinolinyl, isoquinolinyl, benzo[a]isoquinolinyl, quinoxalinyl, benzo[a]quinoxalinyl, quinazolinyl, benzo[a]quinazolinyl, cyclolinyl, phenanthrolinel, phthalazinyl, and naphthidyl. When C1-C 60 heteroaryl and C1-C 60 When a heteroaryl group comprises two or more individual rings, the two or more individual rings may fused together.

[0677] As used herein, the term "monovalent nonaromatic fused polycyclic group" can be a monovalent group having two or more rings fused together, with only carbon atoms (e.g., 8 to 60 carbon atoms) as cyclic atoms, and lacking aromaticity in its molecular structure when considered as a whole. Examples of monovalent nonaromatic fused polycyclic groups may include indenyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, indo[a]phenanthryl, and indo[a]anthrayl. As used herein, the term "divalent nonaromatic fused polycyclic group" can be a divalent group having substantially the same structure as a monovalent nonaromatic fused polycyclic group.

[0678] As used herein, the term "monovalent nonaromatic fused heterocyclic group" can be a monovalent group having two or more rings fused together with each other, and further including at least one heteroatom as a cyclic atom in addition to carbon atoms (e.g., 1 to 60 carbon atoms), and having no aromaticity in its molecular structure when considered as a whole. Examples of monovalent non-aromatic fused heterocyclic groups may include pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiophene, benzofuranyl, carbazole, dibenzothiophene, dibenzofuranyl, azacarbazole, azafluorenyl, azadibenzothiophene, azadibenzothiophene, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, isothiazolyl, oxadiazolyl, thiazolyl Benzopyrazolyl, benzoimidazolyl, benzooxazolyl, benzothiazolyl, benzooxadiazolyl, benzothiadiazolyl, imidazopyridyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, indolecarbazolyl, indolocarbazolyl, benzofuranocarbazolyl, benzothiophenocarbazolyl, benzothiophenocarbazolyl, benzoindolocarbazolyl, benzocarbazolyl, benzonaphthiophenyl, benzonaphthiophenyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl, and benzothiophenodibenzothiophenyl. As used herein, the term "divalent nonaromatic fused heteropolycyclic group" can refer to a divalent group having substantially the same structure as a monovalent nonaromatic fused heteropolycyclic group.

[0679] As used in this article, the term "C6-C" 60 "Aryloxy group" can be composed of -O(A 102 (where A) 102 It can be C6-C 60 Aryl) groups, and as used herein, the term "C6-C" 60 "Arylthio" can be formed by -S(A 103 (where A) 103 It can be C6-C 60 A group represented by an aryl group. As used herein, the term "C1-C..." 60 "Heteroaryloxy" can be composed of -O(A 108 (where A) 108 Can be C1-C 60 (Heteroaryl) groups, and as used herein by the term "C1-C 60 "Heteroary sulfhydryl" can be composed of -S(A 109 (where A) 109 Can be C1-C 60 (Heteroaryl) represents a group.

[0680] As used in this article, the term "C7-C"60 "Aryl" can be composed of -(A 104 A 105 (where A) 104 Can be C1-C 54 Alkylene, and A 105 It can be C6-C 59 Aryl) group, and as used herein, the term "C2-C" 60 "Heteroarylene" can be composed of -(A 106 (A) 107 (where A) 106 Can be C1-C 59 Alkylene, and A 107 Can be C1-C 59 (Heteroaryl) represents a group.

[0681] As used in this article, the term "C3-C" 60 "Carbocyclic group" includes C3-C 50 carbonyl group, C3-C 40 carbonyl group, C3-C 30 carbonyl group, C3-C 20 carbonyl group or C3-C 10 carbon cyclo group;

[0682] The term "C1-C" 60 "Heterocyclic groups" include C1-C 50 Heterocyclic groups, C1-C 40 Heterocyclic groups, C1-C 30 Heterocyclic groups, C1-C 20 Heterocyclic groups or C1-C 10 Heterocyclic groups;

[0683] The term "C1-C" 60 "alkyl" includes C1-C 50 Alkyl, C1-C 30 Alkyl, C1-C 20 Alkyl or C1-C 10 alkyl;

[0684] The term "C2-C" 60 "Alkenyl" includes C2-C 30 alkenyl, C2-C 20 alkenyl or C2-C 10 alkenyl;

[0685] The term "C2-C" 60 "Alkyne group" includes C2-C 30 alkynyl group, C2-C 20 alkynyl or C2-C 10 alkynyl group;

[0686] The term "C1-C"60 "Alkoxy" includes C1-C 30 Alkoxy, C1-C 20 Alkoxy or C1-C 10 Alkoxy;

[0687] The term "C6-C" 60 "Aryl" includes C6-C 50 Aryl, C6-C 40 Aryl, C6-C 30 Aryl, C6-C 20 Aryl or C6-C 15 Aryl;

[0688] The term "C1-C" 60 "Heteroary aryl" includes C1-C 50 heteroaryl, C1-C 40 heteroaryl, C1-C 30 heteroaryl, C1-C 20 heteroaryl or C1-C 10 Mixed aromatics;

[0689] "Monovalent non-aromatic fused polycyclic groups" include C8-C 60 Monovalent non-aromatic fused polycyclic groups, C8-C 50 Monovalent non-aromatic fused polycyclic groups, C8-C 40 Monovalent non-aromatic fused polycyclic groups, C8-C 30 Monovalent non-aromatic fused polycyclic groups or C8-C 20 Monovalent non-aromatic fused polycyclic groups;

[0690] The term "monovalent non-aromatic fused heterocyclic group" includes C1-C 60 Monovalent non-aromatic fused heterocyclic groups, C1-C 50 Monovalent non-aromatic fused heterocyclic groups, C1-C 40 Monovalent non-aromatic fused heterocyclic groups, C1-C 30 Monovalent non-aromatic fused heterocyclic groups or C1-C 20 Monovalent non-aromatic fused heterocyclic groups;

[0691] The term "C6-C" 60 "Aryloxy groups" include C6-C 50 Aryloxy group, C6-C 40 Aryloxy group, C6-C 30 Aryloxy group, C6-C 20 aryloxy or C6-C 15 aryloxy;

[0692] The term "C6-C" 60 "Arylthio" includes C6-C 50Arylthio, C6-C 40 Arylthio, C6-C 30 Arylthio, C6-C 20 Aryl thiols or C6-C 15 Arylthio;

[0693] The term "C1-C" 60 "Heteroaryloxy" includes C1-C 50 Heteroaryloxy, C1-C 40 Heteroaryloxy, C1-C 30 Heteroaryloxy, C1-C 20 Heteroaryloxy or C1-C 15 heteroaryloxy groups;

[0694] The term "C1-C" 60 "Heteroary sulfhydryl" includes C1-C 50 heteroaryl thiols, C1-C 40 heteroaryl thiols, C1-C 30 heteroaryl thiols, C1-C 20 heteroaryl thiols or C1-C 15 heteroaryl thiols;

[0695] The term "C7-C" 60 "Aryl" includes C7-C 50 Aryl group, C7-C 40 Aryl group, C7-C 30 Aryl group, C7-C 20 Aryl or C7-C 15 Aryl alkyl groups; and

[0696] The term "C2-C" 60 "Heteroarylene" includes C2-C 50 Heteroalkyl, C2-C 40 Heteroaryl, C2-C 30 Heteroaryl, C2-C 20 Heteroaryl or C2-C 15 Heteroaryl alkyl groups.

[0697] In the specification, the group "R" 10a "Can be:

[0698] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, amidine, hydrazine, hydrazone, or nitro;

[0699] Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 heteroaryl thiols, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof;

[0700] Each of the following C3-Cs that are not substituted or are substituted by: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 heteroaryl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof; or

[0701] -Si(Q 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 -S(=O)(Q) 31 -P(=S)(Q) 31 (Q) 32 ) or -P(=O)(Q 31 (Q) 32 ).

[0702] In the instruction manual, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of these can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidine; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkyne group; C1-C 60 Alkoxy groups; or each of the following unsubstituted or deuterated, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted with alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Aryl or C2-C 60 Heteroaryl alkyl groups.

[0703] As used herein, the term "heteroatom" can refer to any atom other than carbon and hydrogen. Examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0704] In the specification, the term "Ph" refers to phenyl, the term "Me" refers to methyl, the term "Et" refers to ethyl, and the terms "tert-Bu" or "Bu" are used interchangeably. t Each refers to tert-butyl, and the term "OMe" refers to methyl methacrylate (MMA).

[0705] As used herein, the term "biphenyl" can mean "phenyl substituted with a phenyl group." For example, "biphenyl" can refer to a phenyl group having a C6-C ratio. 60Aryl groups are substituted phenyl groups.

[0706] As used herein, the term "terphenyl" can mean "phenyl substituted with biphenyl". "Terphenyl" can refer to a phenyl group having a C6-C substituted structure. 60 Aryl-substituted C6-C 60 Aryl groups are substituted phenyl groups.

[0707] In this 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 an orthogonal coordinate system described above. For example, the x-axis, y-axis, and z-axis can describe axes that are orthogonal to each other, or they can describe axes in different directions that are not orthogonal to each other.

[0708] Unless otherwise specified, the symbols * and *' used herein refer to the binding sites of adjacent atoms in the corresponding formula or part.

[0709] The compounds according to the embodiments and the organic light-emitting devices according to the embodiments will be described in detail below with reference to the following synthesis examples and embodiments. The phrase "using B instead of A" used in the description of the synthesis examples means replacing A with the same molar equivalent of B.

[0710] [Synthesis Examples and Embodiments]

[0711] [Synthetic Example 1: Synthesis of Compound 36]

[0712]

[0713] (1) Synthesis of intermediate 36-1

[0714] N1,N3-bis([1,1':3',1”-triphenyl]-2'-yl)naphthyl-1,3-diamine (1 eq), 9,9'-(((5-iodo-1,3-phenylene)bis(oxy))bis(3,1-phenylene))bis(9H-carbazole) (1 eq), tris(dibenzylacetone)dipalladium (0) (0.1 eq), tri-tert-butylphosphine (0.2 eq), and sodium tert-butoxide (3 eq) were dissolved in o-xylene and stirred at 140 °C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water, respectively, and the resulting solutions were separated. The resulting organic layer was first dried with MgSO4 and then dried again under reduced pressure. The intermediate 36-1 was purified by column chromatography using dichloromethane (MC) and n-hexane (yield: 23%).

[0715] (2) Synthesis of intermediate 36-2

[0716] Intermediate 36-1 (1 eq), 9-(3-iodophenyl)-9H-carbazole (4 eq), tris(dibenzylacetone)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 140 °C for 60 h. After cooling, the mixture was washed with ethyl acetate and water, respectively, and the resulting solutions were separated. The resulting organic layer was first dried with MgSO4 and then dried again under reduced pressure. Intermediate 36-2 (yield: 31%) was obtained by column chromatography using MC and n-hexane.

[0717] (3) Synthesis of compound 36

[0718] Intermediate 36-2 (1 eq) was dissolved in o-dichlorobenzene, the mixture was cooled to 0°C, and BBr3 (4 eq) was added dropwise under a nitrogen atmosphere. After the addition was complete, the temperature was raised to 180°C, and the resulting solution was stirred for 24 hours. After cooling, triethylamine was slowly added dropwise to a flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to initiate precipitation, thereby obtaining the reaction product. The solid obtained was purified by column chromatography using MC and n-hexane, and recrystallized from toluene and acetone to obtain compound 36 (yield: 12%).

[0719] C 106 H 65 B2N5O2: 1462.343

[0720] [Synthetic Example 2: Synthesis of Compound 45]

[0721]

[0722] (1) Synthesis of intermediate 45-1

[0723] N1,N3-bis([1,1':3',1”-triphenyl]-2'-yl)naphthyl-1,3-diamine (1 eq), N-([1,1'-biphenyl]-3-yl)-N-(3-([1,1'-biphenyl]-3-yloxy)-5-bromophenyl)-[1,1':3',1”-triphenyl]-2'-amine (1 eq), tris(dibenzylacetone)dipalladium (0) (0.1 eq), tri-tert-butylphosphine (0.2 eq), and sodium tert-butoxide (3 eq) were dissolved in o-xylene and stirred at 140 °C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water, respectively, and the resulting solutions were separated. The resulting organic layer was first dried with MgSO4 and then dried again under reduced pressure. The intermediate 45-1 was purified by column chromatography using MC and n-hexane (yield: 26%).

[0724] (2) Synthesis of intermediate 45-2

[0725] Intermediate 45-1 (1 eq), iodobenzene (4 eq), tris(dibenzylacetone)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 140 °C for 60 hours. After cooling, the mixture was washed with ethyl acetate and water, respectively, and the resulting solutions were separated. The resulting organic layer was first dried with MgSO4 and then dried again under reduced pressure. Intermediate 45-2 (yield: 49%) was obtained by column chromatography using MC and n-hexane.

[0726] (3) Synthesis of compound 45

[0727] Intermediate 45-2 (1 eq) was dissolved in o-dichlorobenzene, the mixture was cooled to 0°C, and BBr3 (4 eq) was added dropwise under a nitrogen atmosphere. After the addition was complete, the temperature was raised to 180°C, and the resulting solution was stirred for 24 hours. After cooling, triethylamine was slowly added dropwise to a flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to initiate precipitation, thereby obtaining the reaction product. The solid obtained was purified by column chromatography using MC and n-hexane, and recrystallized from toluene and acetone to obtain compound 45 (yield: 13%).

[0728] C 100 H 65 B2N3O: 1346.2731

[0729] [Synthetic Example 3: Synthesis of Compound 58]

[0730]

[0731] (1) Synthesis of intermediate 58-1

[0732] 1-Bromo-3-iodonaphthalene (1 eq), N-([1,1'-biphenyl]-3-yl)-[1,1':3',1”-triphenyl]-2'-amine (1 eq), tris(dibenzylacetone)dipalladium (0) (0.1 eq), tri-tert-butylphosphine (0.2 eq), and sodium tert-butoxide (3 eq) were dissolved in o-xylene and stirred at 140 °C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water, respectively, and the resulting solutions were separated. The resulting organic layer was first dried with MgSO4 and then dried again under reduced pressure. The intermediate 58-1 was purified by column chromatography using MC and n-hexane (yield: 45%).

[0733] (2) Synthesis of compound 58-2

[0734] Intermediate 58-1 (1 eq), N-(3,5-bis([1,1'-biphenyl]-4-yloxy)phenyl)-[1,1':3',1”-triphenyl]-2'-amine (1.5 eq), tris(dibenzylacetone)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 140 °C for 60 h. After cooling, the mixture was washed with ethyl acetate and water, respectively, and the resulting solutions were separated. The resulting organic layer was first dried with MgSO4 and then dried again under reduced pressure. Intermediate 58-2 (yield: 35%) was obtained by column chromatography using MC and n-hexane.

[0735] (3) Synthesis of compound 58

[0736] Intermediate 58-2 (1 eq) was dissolved in o-dichlorobenzene, the mixture was cooled to 0°C, and BBr3 (4 eq) was added dropwise under a nitrogen atmosphere. After the addition was complete, the temperature was raised to 180°C, and the resulting solution was stirred for 24 hours. After cooling, triethylamine was slowly added dropwise to a flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to initiate precipitation, thereby obtaining the reaction product. The resulting solid was purified by column chromatography using MC and n-hexane, and recrystallized from toluene and acetone to obtain compound 58 (yield: 13%).

[0737] C 88 H 56 B2N2O2: 1195.0537

[0738] [Synthetic Example 4: Synthesis of Compound 66]

[0739]

[0740] (1) Synthesis of intermediate 66-1

[0741] 1-Bromo-3-iodonaphthalene (1 eq), N-([1,1'-biphenyl]-3-yl)-5'-phenyl-[1,1':3',1”-triphenyl]-2'-amine (1 eq), tris(dibenzylacetone)dipalladium (0) (0.1 eq), tri-tert-butylphosphine (0.2 eq), and sodium tert-butoxide (3 eq) were dissolved in o-xylene and stirred at 140 °C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water, respectively, and the resulting solutions were separated. The resulting organic layer was first dried with MgSO4 and then dried again under reduced pressure. The intermediate 66-1 was purified by column chromatography using MC and n-hexane (yield: 56%).

[0742] (2) Synthesis of intermediate 66-2

[0743] Intermediate 66-1 (1 eq), N-(3,5-bis(dibenzo[b,d]furan-1-yloxy)phenyl)-5'-phenyl-[1,1':3',1”-triphenyl]-2'-amine (1.5 eq), tris(dibenzylacetone)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 140 °C for 60 h. After cooling, the mixture was washed with ethyl acetate and water, respectively, and the resulting solutions were separated. The resulting organic layer was first dried with MgSO4 and then dried again under reduced pressure. Intermediate 66-2 (yield: 38%) was obtained by column chromatography using MC and n-hexane.

[0744] (3) Synthesis of compound 66

[0745] Intermediate 66-2 (1 eq) was dissolved in o-dichlorobenzene, the mixture was cooled to 0 °C, and BBr3 (4 eq) was added dropwise under a nitrogen atmosphere. After the addition was complete, the temperature was raised to 180 °C, and the resulting solution was stirred for 24 hours. After cooling, triethylamine was slowly added dropwise to a flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to initiate precipitation, thereby obtaining the reaction product. The solid obtained was purified by column chromatography using MC and n-hexane, and recrystallized from toluene and acetone to obtain compound 66 (yield: 17%).

[0746] C 100 H 60 B2N2O4: 1375.2236

[0747] [Example]

[0748] [Example 1]

[0749] As the anode, Corning 15Ω / cm 2 The ITO glass substrate (anode) is cut to a size of 50mm × 50mm × 0.7mm, ultrasonically treated with isopropanol and pure water for 5 minutes each, and cleaned by irradiation with ultraviolet light and exposure to ozone for 30 minutes. The glass substrate is then fed into a vacuum deposition apparatus.

[0750] Compound HT3 was vacuum deposited on a glass substrate to form a structure with... A hole transport layer of thickness. Compound HT47 is vacuum-deposited onto the hole injection layer to form a layer with... An electron blocking layer of a certain thickness.

[0751] The main components (of which the first main component (compound HTH57) and the second main component (compound ETH87) are mixed in a 1:1 weight ratio), the phosphorus photosensitizer (compound PD42), and compound 36 are co-deposited on the hole transport layer in a weight ratio of 85:14:1 to form a structure with The thickness of the emission layer.

[0752] Compound ET46 was vacuum-deposited onto the emitter layer to form a structure with... A hole-blocking layer of a certain thickness was formed, and compound ET47:Liq(5:5) was used to form a hole-blocking layer with a certain thickness. An electron transport layer of a certain thickness. Liq is used on the electron transport layer to form a layer with... An electron-injected layer of a certain thickness.

[0753] Al is vacuum deposited onto an electron-injected layer to form a structure with... A cathode of a certain thickness is used to complete the fabrication of an organic light-emitting device.

[0754]

[0755] [Examples 2 to 4, and Comparative Examples 1 and 2]

[0756] The organic light-emitting device was manufactured in essentially the same manner as in Example 1, except that the corresponding compounds shown in Table 1 were used as dopants when forming the emission layer.

[0757] [Evaluation Example 1: Evaluation of the characteristics of an organic light-emitting device]

[0758] The organic light-emitting devices manufactured in Examples 1 to 4, as well as Comparative Examples 1 and 2, were measured at 1,000 cd / m² using a Keithley MU 236 and a PR650 luminance meter. 2 Driving voltage, luminous efficiency (cd / A / y), maximum emission wavelength (λ) max (nm) and lifetime (T) 95 The results are shown in Table 1. In Table 1, lifetime (T) 95 ) is a measure of the time (hr) it takes for the brightness to reach 95% of the initial brightness, and the driving voltage (relative value) and lifetime (T) 95 (Relative value) is expressed as a relative value relative to Comparative Example 1.

[0759] [Table 1]

[0760]

[0761]

[0762] Referring to Table 1, it was confirmed that compared with the organic light-emitting devices of Comparative Example 1 and Comparative Example 2, the organic light-emitting devices of Examples 1 to 4 have lower driving voltages and significantly better luminous efficiency and lifetime characteristics.

[0763] Organic light-emitting devices, including heterocyclic compounds represented by Formula 1, can have low driving voltage, high luminous efficiency, high color purity, and long lifespan. In embodiments, high-quality electronic devices and high-quality consumer products are manufactured using this organic light-emitting device.

[0764] Embodiments have been disclosed herein, and although terminology has been used, it is used and interpreted in a general and descriptive sense only and not for limiting purposes. In some instances, features, characteristics, and / or elements described in connection with embodiments may be used alone or in combination with features, characteristics, and / or elements described with reference to other embodiments, as will be apparent to those skilled in the art, unless otherwise specifically indicated. Accordingly, those skilled in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of this disclosure.

Claims

1. A heterocyclic compound represented by Formula 1: Formula 1 wherein in Formula 1, X1is O, S, Se, Te, N(R1), or N(Ar1), X2is O, S, Se, Te, N(R2), or N(Ar2), X3is O, S, Se, Te, N(R3), or N(Ar3), X4is O, S, Se, Te, N(R4), or N(Ar4), Ar1to Ar4are each independently a group represented by Formula 2: Formula 2 wherein in Formula 2, A1 to A4 are each independently C5-C 60 Carbocyclic or C1-C 60 Heterocyclic group, A5 is naphthyl, and wherein in Formula 1 and Formula 2, b10, b20, b30, b40, b60, and b70 are each independently 1, 2, 3, 4, 5, 6, 7, or 8, b50is 1, 2, 3, 4, or 5, A6and A7are each independently C5-C 60 carbocyclyl or C1-C 60 heterocyclyl, and the * indicates the site of attachment to the adjacent atom; deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, amidino, hydrazino, hydrazone, or nitro; R1 to R4, R 10 R 20 R 30 R 40 R 50 R 60 and R 70 Each of these groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 Alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkenyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl, unsubstituted, or with at least one R 10a Replacement C6-C 60 aryl, unsubstituted, or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl, unsubstituted or with at least one R 10a Replacement C1-C 60 Heteroaryl groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heteroaryl thiols, unsubstituted or with at least one R 10a Substituted monovalent nonaromatic fused polycyclic groups, unsubstituted or substituted with at least one R 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), R1 to R4, R 10 R 20 R 30 R 40 R 50 R 60 and R 70 Two or more adjacent groups in the form are optionally bonded to each other to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group, 2. The heterocyclic compound according to claim 1, wherein X2is O, S, N(R2), or N(Ar2), R 10a is: X3is N(Ar3), and Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, C1-C 60 Heteroaryloxy, C1-C 60 heteroaryl thiols, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof; Each of the following C3-Cs that are not substituted or are substituted by: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 ), -S(=0)2(Q 21 ), -P(=0)(Q 21 )(Q 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -S(=O)(Q 31 ), -P(=S)(Q 31 )(Q 32 ), or -P(=O)(Q 31 )(Q 32 ), and Q1to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 are each independently: hydrogen; deuterium; -F; -CI; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazino; hydrazono; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; or C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C7-C 60 aralkyl, or C2-C 60 heteroaralkyl, each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl, or any combination thereof. X4is N(Ar4).

3. The heterocyclic compound according to claim 1, wherein A1to A4are each independently phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2- benzophenanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidyl, furanyl, benzofuranyl, thienyl, benzothienyl, or a group represented by Formula 3: Formula 3 wherein in Formula 3, X5is O, S, Se, or N(R5), A8and A9are each independently phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzophenanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl, or dinaphthothienyl, R5is the same as defined with reference to R1in Formula 1, b80and b90are each independently 1, 2, 3, 4, 5, 6, 7, or 8.

4. The heterocyclic compound according to claim 1, wherein A6and A7are each independently phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2- benzophenanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, 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 2 is a group represented by one of Formulae 2A to 2C: Formula 2A Formula 2B Formula 2C wherein in Formulae 2A to 2C, * indicates a binding site with an adjacent atom. ​ R 80 and R 90 each independently is the same as defined above in reference to R 10 in Formula 1, or R 80 and R 90 each independently is a point of attachment to an adjacent atom, and ​ ​ ​ ​ ​ ​ ​ A6, A7, R 60 , R 70 , b60 and b70 are each the same as defined in formula 2, indicates a single or double bond, and ​ 6. The heterocyclic compound according to claim 1, wherein the group represented by Formula 2 is a group represented by one of Formulae 2-1 to 2-3: Formula 2-1 Formula 2-2 Formula 2-3 wherein in Formulae 2-1 to 2-3, X 61 is C(R 61 ) to N, X 62 is C(R 62 ) to N, X 63 is C(R 63 ) to N, X 64 is C(R 64 ) to N, X 65 is C(R 65 ) to N, X 71 is C(R 71 ) to N, X 72 is C(R 72 ) to N, X 73 is C(R 73 ) to N, X 74 is C(R 74 ) to N, X 75 is C(R 75 ) to N, R 61 to R 65 each independently the same as described above for R 60 in Formula 2, R 71 to R 75 each independently the same as described in reference to R 70 in Formula 2, R 61 to R 65 and R 71 to R 75 two or more adjacent groups from among R 10a to R 60 are optionally bonded to one another to form an unsubstituted or substituted by at least one R 10a C5-C 60 heterocyclyl, R 10a the same as defined in formula 1 and formula 2, and * indicates a bonding site to an adjacent atom.

7. The heterocyclic compound according to claim 1, wherein R1to R4, R 10 , R 20 , R 30 , R 40 , R 50 , R 60 and R 70 are each independently hydrogen, deuterium, -F, -CI, -Br, -I, cyano, C1-C 20 alkyl, C1-C 20 alkoxy, or a group represented by one of formulae 5-1 to 5-26 and 6-1 to 6-55: wherein in Formulae 5-1 to 5-26 and 6-1 to 6-55, Y 31 and Y 32 each independently O, S, C(Z 33 )(Z 34 ), N(Z 33 ) or Si(Z 33 )(Z 34 ), Z 31 to Z 34 each independently hydrogen, deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C1-C 20 alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, phenanthryl, anthryl, triphenylenyl, pyridyl, pyrimidyl, carbazolyl, or triazinyl, e2 is 1 or 2, e3 is 1, 2, or 3, e4 is 1, 2, 3, or 4, e5 is 1, 2, 3, 4, or 5, e6 is 1, 2, 3, 4, 5, or 6, e7 is 1, 2, 3, 4, 5, 6, or 7, e9 is 1, 2, 3, 4, 5, 6, 7, 8, or 9, and * indicates a bonding site to an adjacent atom.

8. The heterocyclic compound according to claim 1, wherein the heterocyclic compound is represented by Formula 11 or Formula 12: Formula 11 Formula 12 wherein in Formulae 11 and 12, X1to X4, A1to A4, R 10 , R 20 , R 30 , R 40 , b10, b20, b30 and b40 are each the same as defined in formula 1 and R 51 to R 55 each independently is the same as defined in R 50 in formula 1.

9. The heterocyclic compound according to claim 1, wherein the heterocyclic compound is represented by Formula 21 or Formula 22: Formula 21 Formula 22 wherein in Formulae 21 and 22, X1 to X4 are each the same as defined in Formula 1, R 11 to R 14 each independently the same as R 10 defined in formula 1, R 21 to R 24 each independently the same as R 20 defined in formula 1, R 31 As defined above with reference to R 30 in formula 1, R 41 to R 44 each independently the same as R 40 defined in formula 1, R 51 to R 55 each independently the same as R 50 defined in formula 1, R 11 To R 14 R 21 To R 24 R 31 R 41 To R 44 and R 51 To R 55 Two or more adjacent groups in the form are optionally bonded to each other to form an unsubstituted or R-shaped structure. 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups, and R 10a The same as defined in Formula 1 and Formula 2.

10. The heterocyclic compound according to claim 1, wherein the heterocyclic compound is one of Compounds 1 to 111:

11. An organic light-emitting device comprising: a first electrode; a second electrode facing the first electrode; a sandwich layer between the first electrode and the second electrode and including an emission layer; and a 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 sandwich layer further includes: 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 includes at least one of a hole injection layer, a hole transport layer, a buffer layer, an emission auxiliary 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.

13. The organic light-emitting device according to claim 11, wherein the emission layer includes 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 in a range of 500 nm to 550 nm.

16. The organic light-emitting device according to claim 14, wherein the emission layer further includes a sensitizer, and the sensitizer includes an organometallic compound.

17. An electronic device including the organic light-emitting device according to any one of claims 11 to 16.

18. The electronic device according to claim 17, further comprising: a thin film transistor, wherein 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 according to 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 indoor light, an outdoor light, a signal light, a head-up display, a full transparent display, a partial transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, 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 micro display, a three-dimensional display, a virtual reality display, an augmented reality display, a vehicle, a video wall having multiple displays tiled together, a theater screen, a stadium screen, a light therapy device, or a sign.

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