Light-emitting device, electronic apparatus, electronic equipment, and heterocyclic compound

Abstract

The invention relates to a light-emitting device, an electronic apparatus, electronic equipment, and a heterocyclic compound. Embodiments provide a heterocyclic compound, a light-emitting device including the heterocyclic compound, an electronic device including the light-emitting device, and an electronic equipment including the light-emitting device. The heterocyclic compound is represented by Formula 1 explained in the specification: [Formula 1] # imgabs0 #

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2024-0020667, filed on February 13, 2024, in the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The present invention relates to a light-emitting device including a heterocyclic compound, an electronic device including the light-emitting device, an electronic equipment including the light-emitting device, and the heterocyclic compound. Background Art

[0004] The light emitting device is a self-emitting device having a wide viewing angle, high contrast, short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed.

[0005] In a light-emitting device, a first electrode may be located on a substrate, and a hole transport region, an emissive layer, an electron transport region, and a second electrode may be sequentially arranged on the first electrode. Holes provided by the first electrode move toward the emissive layer through the hole transport region, and electrons provided by the second electrode move toward the emissive layer through the electron transport region. Carriers such as holes and electrons recombine in the emissive layer to generate excitons. These 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 technology. However, this background section may also include concepts, ideas, or cognitions that were not known or understood by those skilled in the relevant art before the corresponding effective filing date of the subject matter disclosed herein. Summary of the Invention

[0007] Embodiments include a light-emitting device including a heterocyclic compound, electronic devices and electronic equipment each including the light-emitting device, and the heterocyclic compound.

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

[0009] According to the embodiment, the light emitting device may include a first electrode, a second electrode facing the first electrode, an intermediate layer between the first electrode and the second electrode and including an emission layer, and a heterocyclic compound represented by Formula 1:

[0010] [Formula 1]

[0011]

[0012] In formula 1,

[0013] R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkylthio groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 an arylthio group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2),

[0014] a11 can be an integer from 1 to 4,

[0015] a12, a21 and a22 can each independently be an integer from 1 to 3,

[0016] a3 and a41 to a43 may each independently be an integer from 1 to 5,

[0017] L1 can be a single bond, unsubstituted or replaced by at least one R 10a Substituted divalent C3-C 60 Carbocyclic groups, either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 heterocyclic group, n1 can be an integer from 1 to 3,

[0018] Ar1 may be unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -B(Q1)(Q2),

[0019] R 10a It can be:

[0020] deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, or a nitro group;

[0021] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, -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 substituted C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group or C1-C 60 alkoxy groups;

[0022] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group, C1-C 60 Alkoxy groups, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, -Si(Q 21 )(Q22 )(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 substituted C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group or C6-C 60 an arylthio group; or

[0023] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ),as well as

[0024] Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 Alkynyl group; C1-C 60 Alkoxy groups; each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted by an alkoxy group, a phenyl group, a biphenyl group or any combination thereof 60 Carbocyclic group or C1-C 60 Heterocyclic group.

[0025] In an embodiment, the emission layer may contain the heterocyclic compound; the emission layer may further contain a transition metal-containing compound, a delayed fluorescence compound or any combination thereof; and the heterocyclic compound, the transition metal-containing compound and the delayed fluorescence compound may be different from each other.

[0026] In an embodiment, the emission layer may include the heterocyclic compound; the emission layer may further include a nitrogen-containing C1-C 60 a second compound of the heterocyclic group; and the second compound may be different from the heterocyclic compound.

[0027] In embodiments, the emission layer may include a host and a dopant, and the host may include the heterocyclic compound.

[0028] In an embodiment, the emissive layer may emit blue light.

[0029] According to the embodiment, an electronic device may include the light emitting device.

[0030] In an embodiment, the electronic device may further include a thin film transistor, wherein the thin film transistor may include a source electrode and a drain electrode, and the first electrode of the light emitting device may be electrically connected to at least one of the source electrode and the drain electrode.

[0031] In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof.

[0032] According to the embodiment, electronic equipment may include the light emitting device.

[0033] In an embodiment, the electronic equipment can be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a mobile phone, a tablet computer, a tablet phone, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall having multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0034] According to an embodiment, the heterocyclic compound may be represented by Formula 1 explained herein.

[0035] In an embodiment, R 11 、R 12、R 21 、R 22 , R3 and R 41 to R 43 Can each independently be:

[0036] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group or C1-C 20 alkoxy groups;

[0037] Each is deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 10 C1-C12 substituted with an alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, or any combination thereof 20 Alkyl group or C1-C 20 alkoxy groups;

[0038] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, yl group, pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazole group, a benzothiophene group, a benzofuranyl group, a benzothiophenyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophene group, a benzocarbazolyl group, a dibenzothioyl group, a dibenzocarbazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-P(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or any combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, yl group, pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazolyl group, phenanthrolinyl group, benzimidazolyl group, benzofuranyl group, a benzothiophenyl group, a benzothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiorolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azafluorenyl group, or an azadibenzothiorolyl group; or

[0039] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), wherein Q1 to Q3 and Q 31 To Q 33 Explained below.

[0040] In an embodiment, R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 At least one of may comprise at least one deuterium.

[0041] In an embodiment, R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 may each contain at least one deuterium.

[0042] In an embodiment, L1 may be:

[0043] a single key; or

[0044] Each is unsubstituted or substituted with at least one R as explained herein 10a Substituted phenyl group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, group, cyclopentadiene group, furan group, thiophene group, thiorrole group, indene group, fluorene group, indole group, carbazole group, benzofuran group, dibenzofuran group, benzothiophene group, dibenzothiophene group, benzothiorrole group, dibenzothiorrole group, azafluorene group, azacarbazole group, azadibenzofuran group, azadibenzothiophene group, azadibenzothiorrole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phthalazine group, phenanthroline group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group The present invention also includes a divalent group selected from the group consisting of an azole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a dibenzooxasilinyl group, a dibenzothiasilinyl group, a dibenzodihydroazasilinyl group, a dibenzodihydrodisilazyl group, a dibenzodihydrosilinyl group, a dibenzodioxinyl group, a dibenzoxathiinyl group, a dibenzoxazine group, a dibenzopyran group, a dibenzodithiinyl group, a dibenzothiazine group, a dibenzothiopyran group, a dibenzocyclohexadiene group, a dibenzodihydropyridine group, and a dibenzodihydropyrazine group.

[0045] In an embodiment, L1 may be:

[0046] a single key; or

[0047] A group represented by one of Formula L(1) to Formula L(24) explained below.

[0048] In an embodiment, Ar1 can be each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, yl group, pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazole group, a benzothiophene group, a benzofuranyl group, a benzothiophenyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophene group, a benzocarbazolyl group, a dibenzothioyl group, a dibenzocarbazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-P(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or any combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophene ... a benzothiophenyl group, a benzothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiorolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azafluorenyl group or an azadibenzothiorolyl group, wherein Q 31 To Q 33 Explained by the following.

[0049] In an embodiment, Ar1 may comprise at least one deuterium.

[0050] In an embodiment, the heterocyclic compound represented by Formula 1 may be represented by one of Formula 1-1 to Formula 1-8 explained below.

[0051] In an embodiment, the heterocyclic compound may be one of Compound 1 to Compound 153 explained below.

[0052] It will be understood that the above embodiments have been described in a generic and explanatory sense only and not for purposes of limitation, and that the present disclosure is not limited to the above described embodiments. BRIEF DESCRIPTION OF THE DRAWINGS

[0053] The accompanying drawings are included to provide a further understanding of the embodiments and are incorporated into and constitute a part of this specification. The accompanying drawings illustrate embodiments of the present disclosure and its principles. The above and other aspects and features of the present disclosure will become more apparent by describing in detail embodiments of the present disclosure with reference to the accompanying drawings, in which:

[0054] Figure 1 is a schematic cross-sectional view of a light emitting device according to the embodiment;

[0055] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment;

[0056] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment;

[0057] Figure 4 is a schematic perspective view of electronic equipment including a light emitting device according to the embodiment;

[0058] Figure 5 is a schematic perspective view of the exterior of a vehicle as electronic equipment including a light emitting device according to the embodiment; and

[0059] Figure 6A 、 Figure 6B and Figure 6C Each is a schematic diagram of the interior of a vehicle according to an embodiment. DETAILED DESCRIPTION

[0060] The present disclosure will now be described more fully below with reference to the accompanying drawings in which embodiments are shown. However, the present disclosure may be implemented in different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that the present disclosure will be thorough and complete and will fully convey the scope of the present disclosure to those skilled in the art.

[0061] In the drawings, the size, thickness, ratio, and dimensions of elements may be exaggerated for ease of description and clarity. Like reference numerals and reference characters refer to like elements throughout.

[0062] In the specification, it should be understood that when an element (or region, layer, component, etc.) is referred to as being “on,” “connected to,” or “coupled to” another element, it can be directly on, directly connected to, or directly coupled to the other element, or one or more intervening elements may be present therebetween. In a similar sense, when an element (or region, layer, component, etc.) is described as “overlying” another element, it can directly overly the other element, or one or more intervening elements may be present therebetween.

[0063] In the specification, when an element is referred to as being “directly on,” “directly connected to,” or “directly coupled to” another element, there are no intervening elements present. For example, “directly on” may mean that two layers or two elements are disposed without additional elements, such as adhesive elements, in between.

[0064] In the specification, expressions used in the singular such as "a", "an" and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise.

[0065] In the specification, the term "and / or" includes any and all combinations of one or more than one of the related listed items. For example, "A and / or B" can be understood to mean "A, B, or A and B." The terms "and" and "or" can be used in the sense of conjunctions or disjunctions and can be understood to be equivalent to "and / or."

[0066] Throughout the specification and claims, for purposes of its meaning and interpretation, the term "at least one of" is intended to include the meaning of "at least one selected from the group consisting of." For example, "at least one of A, B, and C" may be understood to mean only A, only B, only C, or any combination of two or more of A, B, and C, such as ABC, ACC, BC, or CC. When preceding a list of elements, the term "at least one of" modifies the entire list and does not modify the individual elements of the list.

[0067] It should be understood that although the terms first, second, etc. can be used to describe various elements in this article, these elements should not be limited by these terms. These terms are only used to distinguish one element from another element. Therefore, without departing from the teaching of the present disclosure, the first element can be referred to as the second element. Similarly, without departing from the scope of the present disclosure, the second element can be referred to as the first element.

[0068] For ease of description, spatially relative terms "below," "under," "down," "above," "upper," etc. may be used herein to describe the relationship between one element or component and another element or component as illustrated in the accompanying drawings. It should be understood that the spatially relative terms are intended to cover different orientations of the device when in use or operation in addition to the orientation depicted in the accompanying drawings. For example, in a case where the device illustrated in the accompanying drawings is turned over, a device that is located "below" or "beneath" another device can be placed "above" the other device. Thus, the exemplary term "below" can include both a lower position and an upper position. The device may also be oriented in other directions, and thus the spatially relative terms can be interpreted differently depending on the orientation.

[0069] As used herein, the term "about" or "approximately" includes the stated value and means within an acceptable range of deviation from the stated value as determined by one of ordinary skill in the art taking into account the relevant measurements and the errors associated with the measurement of the quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more than one standard deviation, or within ±20%, ±10%, or ±5% of the stated value.

[0070] It should be understood that the terms “comprises,” “comprising,” “includes,” “including,” “have,” “having,” “contains,” “containing,” etc. are intended to specify the presence of specified features, integers, steps, operations, elements, components, or combinations thereof in the present disclosure, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or combinations thereof.

[0071] Unless otherwise defined or implied herein, all terms (including technical and scientific terms) used have the same meaning as commonly understood by those skilled in the art to which the present disclosure belongs. It should be further understood that terms (such as those defined in commonly used dictionaries) should be interpreted as having a meaning consistent with their meaning in the context of the relevant art and should not be interpreted in an idealized or overly formal sense unless explicitly defined in the specification.

[0072] According to an embodiment, a light emitting device may include:

[0073] a first electrode;

[0074] a second electrode facing the first electrode;

[0075] an intermediate layer between the first electrode and the second electrode and including an emission layer; and

[0076] Heterocyclic compound represented by Formula 1:

[0077] [Formula 1]

[0078]

[0079] Formula 1 is further described in the following specification.

[0080] In an embodiment, the first electrode of the light emitting device may be an anode,

[0081] The second electrode of the light emitting device may be a cathode,

[0082] The intermediate layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode,

[0083] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof, and

[0084] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0085] In embodiments, the electron transport region of the light emitting device may include a hole blocking layer, and the hole blocking layer may include a phosphine oxide-containing compound, a silicon-containing compound, or any combination thereof. In embodiments, the hole blocking layer may contact (eg, directly contact) the emission layer.

[0086] In an embodiment, the intermediate layer may include a heterocyclic compound.

[0087] In an embodiment, the emission layer may include a heterocyclic compound.

[0088] In an embodiment, the emission layer may further include a transition metal-containing compound, a delayed fluorescence compound, or any combination thereof. In the emission layer, the heterocyclic compound, the transition metal-containing compound, and the delayed fluorescence compound may be different from each other.

[0089] In an embodiment, the emission layer may further include at least one nitrogen-containing C1-C 60 The second compound of the heterocyclic group. In the emissive layer, the second compound may be different from the heterocyclic compound.

[0090] In the embodiment, in addition to the heterocyclic compound, the emission layer may further include a transition metal-containing compound, a delayed fluorescence compound and a second compound. In the emission layer, the heterocyclic compound, the transition metal-containing compound, the delayed fluorescence compound and the second compound may be different from each other.

[0091] In an embodiment, the emissive layer may further comprise a light emitting material.

[0092] In an embodiment, the light emitting material may include a transition metal-containing compound, a delayed fluorescence compound, or any combination thereof. In the light emitting material, the heterocyclic compound, the transition metal-containing compound, and the delayed fluorescence compound may be different from each other.

[0093] In an embodiment, the light emitting material may further include at least one nitrogen-containing C1-C 60 The second compound of the heterocyclic group. In the light-emitting material, the second compound may be different from the heterocyclic compound.

[0094] In the embodiment, in addition to the heterocyclic compound, the light emitting material may further include a transition metal-containing compound, a delayed fluorescence compound and a second compound. In the light emitting material, the heterocyclic compound, the transition metal-containing compound, the delayed fluorescence compound and the second compound may be different from each other.

[0095] In an embodiment, the transition metal-containing compound may comprise platinum (Pt).

[0096] In an embodiment, the transition metal-containing compound may include platinum (Pt) and a tetradentate ligand bonded to the platinum, and the platinum and one of the carbon atoms of the tetradentate ligand may be bonded via a coordinate bond.

[0097] In an embodiment, the transition metal-containing compound may be a carbene-containing compound.

[0098] In an embodiment, the transition metal-containing compound may be represented by Formula 3:

[0099] [Formula 3]

[0100]

[0101] Formula 3 is further described in the following specification.

[0102] In the embodiment, the delayed fluorescence compound may be a compound including at least one cyclic group containing boron (B) and nitrogen (N) as ring atoms. The delayed fluorescence compound may improve the color purity, luminous efficiency, and lifespan characteristics of the light-emitting device.

[0103] In embodiments, the difference between the triplet energy level (eV) of the delayed fluorescence compound and the singlet energy level (eV) of the delayed fluorescence compound may be about 0 eV to about 0.5 eV (eg, about 0 eV to 0.3 eV).

[0104] In an embodiment, the delayed fluorescence compound may be a C8-C 60 A compound of a polycyclic group, wherein two or more cyclic groups are fused together and share boron (B).

[0105] In embodiments, the delayed fluorescence compound may comprise a fused cyclic moiety in which at least one third ring is fused to at least one fourth ring,

[0106] The third ring can be a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclopentene group, a cyclohexene group, a cycloheptene group, a cyclooctene group, an adamantane group, a norbornene group, a norbornane group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group, a phenyl group, a pyridine group, a pyrimidine group, a pyridazine group, a pyrazine group or a triazine group, and

[0107] The fourth ring can be a 1,2-azaborinine group, a 1,3-azaborinine group, a 1,4-azaborinine group, a 1,2-dihydro-1,2-azaborinine group, a 1,4-oxaborinine group, a 1,4-thiaborinine group, or a 1,4-dihydroborinine group.

[0108] In an embodiment, the delayed fluorescence compound may include a compound represented by Formula 502, a group represented by Formula 503, or any combination thereof:

[0109] [Formula 502]

[0110]

[0111] [Formula 503]

[0112]

[0113] In Equations 502 and 503,

[0114] Ring A 501 To Ring A 504 Can be C3-C independently 60 Carbocyclic group or C1-C 60 Heterocyclic groups,

[0115] Y 505 Can be O, S, N (R 505 )、B(R 505 )、C(R 505a )(R 505b ) or Si(R 505a )(R 505b ),

[0116] Y 506 Can be O, S, N (R 506 )、B(R 506 )、C(R 506a )(R 506b ) or Si(R 506a )(R 506b ),

[0117] Y 507 Can be O, S, N (R 507 )、B(R 507 )、C(R 507a )(R 507b ) or Si(R 507a )(R 507b ),

[0118] Y 508 Can be O, S, N(R 508 )、B(R 508 )、C(R 508a )(R 508b ) or Si(R 508a )(R 508b ),

[0119] Y 51 and Y 52may be each independently B, P(=O) or S(=O),

[0120] R 500a 、R 500b 、R 501 to R 508 、R 505a 、R 505b 、R 506a 、R 506b 、R 507a 、R 507b 、R 508a and R 508b Each is the same as described in the specification, and

[0121] a501 to a504 may each independently be an integer of 0 to 20.

[0122] In an embodiment, the second compound may comprise a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or any combination thereof.

[0123] In an embodiment, the second compound may include a compound represented by Formula 2:

[0124] [Formula 2]

[0125]

[0126] In formula 2,

[0127] L 51 To L 53 may be each independently a single bond, unsubstituted or substituted by at least one R 10a Substituted divalent C3-C 60 Carbocyclic groups, either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic groups,

[0128] b51 to b53 may each independently be an integer from 1 to 5,

[0129] X 54 Can be N or C(R 54 ), X 55 Can be N or C(R 55 ), X 56 Can be N or C(R 56 ), and X 54 To X 56 At least one of may each be N, and

[0130] R 51 to R 56 and R 10aThey are the same as described in the manual.

[0131] The heterocyclic compound, the transition metal-containing compound, the delayed fluorescence compound, and the second compound are each as described herein.

[0132] In embodiments, the heterocyclic compound, the transition metal-containing compound, the delayed fluorescence compound, the second compound, or any combination thereof can each independently contain at least one deuterium.

[0133] For example, the heterocyclic compound may contain at least one deuterium.

[0134] For example, the transition metal-containing compound, the delayed fluorescence compound, the second compound, or any combination thereof can each contain at least one deuterium.

[0135] In an embodiment, the heterocyclic compound may include at least one silicon.

[0136] In an embodiment, the second compound may include at least one silicon.

[0137] In the embodiment, in addition to the heterocyclic compound, the light emitting device (eg, the emission layer in the light emitting device) may further include a transition metal-containing compound. At least one of the heterocyclic compound and the transition metal-containing compound may each independently include at least one deuterium.

[0138] In an embodiment, the light emitting device (eg, an emission layer in a light emitting device) may further include a delayed fluorescence compound in addition to the heterocyclic compound, and at least one of the heterocyclic compound and the transition metal-containing compound may each independently include at least one deuterium.

[0139] In an embodiment, the light-emitting device (e.g., the emission layer in the light-emitting device) may further contain a transition metal-containing compound and a delayed fluorescence compound in addition to the heterocyclic compound, and at least one of the heterocyclic compound, the transition metal-containing compound, and the delayed fluorescence compound may each independently contain at least one deuterium.

[0140] In an embodiment, the light emitting device (eg, an emission layer in a light emitting device) may further include a second compound in addition to the heterocyclic compound, and at least one of the heterocyclic compound and the second compound may each independently include at least one deuterium.

[0141] In an embodiment, the light-emitting device (e.g., an emission layer in a light-emitting device) may further include a transition metal-containing compound, a delayed fluorescence compound, and a second compound in addition to the heterocyclic compound, and at least one of the heterocyclic compound, the transition metal-containing compound, the delayed fluorescence compound, and the second compound may each independently contain at least one deuterium.

[0142] In an embodiment, the heterocyclic compound and the second compound may form an exciplex.The heterocyclic compound and the second compound may each independently contain at least one deuterium.

[0143] In an embodiment, an emission layer of a light-emitting device may include: a heterocyclic compound and a second compound; and a transition metal-containing compound or a delayed fluorescence compound.

[0144] In an embodiment, the emission layer may include a host and a dopant, and the host may include a heterocyclic compound. For example, a heterocyclic compound may be used as the host.

[0145] In an embodiment, the emissive layer may emit blue light. The blue light may have a maximum emission wavelength of, for example, about 430 nm to about 480 nm.

[0146] In an embodiment, the light emitted from the emissive layer may have a maximum emission wavelength of about 400 nm to about 500 nm. For example, the light emitted from the emissive layer may have a maximum emission wavelength of about 410 nm to about 490 nm, about 420 nm to about 480 nm, about 430 nm to about 475 nm, about 440 nm to about 475 nm, about 450 nm to about 475 nm, about 430 nm to about 470 nm, about 440 nm to about 470 nm, about 450 nm to about 470 nm, about 430 nm to about 465 nm, about 440 nm to about 465 nm, about 450 nm to about 465 nm, about 430 nm to about 460 nm, about 440 nm to about 460 nm, or about 450 nm to about 460 nm.

[0147] In the embodiment, the light emitting device may satisfy at least one of conditions 1 to 4:

[0148] [Condition 1]

[0149] The lowest unoccupied molecular orbital (LUMO) energy level (eV) of the heterocyclic compound is greater than the LUMO energy level (eV) of the compound containing a transition metal;

[0150] [Condition 2]

[0151] The LUMO energy level (eV) of the transition metal-containing compound is greater than the LUMO energy level (eV) of the second compound;

[0152] [Condition 3]

[0153] The highest occupied molecular orbital (HOMO) energy level (eV) of the transition metal-containing compound is greater than the HOMO energy level (eV) of the heterocyclic compound; and

[0154] [Condition 4]

[0155] The HOMO energy level (eV) of the heterocyclic compound is greater than the HOMO energy level (eV) of the second compound.

[0156] The HOMO energy level and the LUMO energy level of each of the heterocyclic compound, the second compound, and the transition metal-containing compound may each be a negative value, and may be measured according to a method of the related art.

[0157] In an embodiment, the absolute value of the difference between the LUMO energy level of the transition metal-containing compound and the LUMO energy level of the second compound may be at least 0.1 eV but not more than 1.0 eV; or, the absolute value of the difference between the LUMO energy level of the transition metal-containing compound and the LUMO energy level of the heterocyclic compound may be at least 0.1 eV but not more than 1.0 eV. In an embodiment, the absolute value of the difference between the HOMO energy level of the transition metal-containing compound and the HOMO energy level of the second compound may be equal to or less than 1.25 eV (e.g., at least 0.2 eV but not more than 1.25 eV); or, the absolute value of the difference between the HOMO energy level of the transition metal-containing compound and the HOMO energy level of the heterocyclic compound may be equal to or less than 1.25 eV (e.g., at least 0.2 eV but not more than 1.25 eV).

[0158] When the relationship between the LUMO energy level and the HOMO energy level satisfies the conditions as described above, a balance between holes and electrons injected into the emission layer can be achieved.

[0159] The light emitting device may have the structure according to the first embodiment or the second embodiment.

[0160] [First embodiment]

[0161] According to a first embodiment, the heterocyclic compound may be included in an emissive layer of a light-emitting device, wherein the emissive layer may further include a transition metal-containing compound, and the emissive layer may emit phosphorescence or fluorescence emitted by the transition metal-containing compound. Thus, according to the first embodiment, the heterocyclic compound may be a host, and the transition metal-containing compound may be a dopant or an emitter. For example, the transition metal-containing compound may be a phosphorescent dopant or a phosphorescent emitter.

[0162] The phosphorescence or fluorescence emitted by the transition metal-containing compound may be blue light.

[0163] The emission layer may further include an auxiliary dopant. The auxiliary dopant may improve luminous efficiency by efficiently transferring energy from the first compound to the transition metal-containing compound as a dopant or emitter.

[0164] The auxiliary dopant may be different from the transition metal-containing compound and different from the heterocyclic compound.

[0165] In an embodiment, the auxiliary dopant may be a compound that emits delayed fluorescence.

[0166] In an embodiment, the auxiliary dopant may be a compound including at least one cyclic group including boron (B) and nitrogen (N) as ring-forming atoms.

[0167] The emission layer may further include at least one host different from the heterocyclic compound, the transition metal-containing compound, and the auxiliary dopant. For example, the emission layer may further include a second compound as a host.

[0168] [Second embodiment]

[0169] According to a second embodiment, the heterocyclic compound may be included in the emission layer of the light-emitting device, and the emission layer may further include a transition metal-containing compound and a dopant, wherein the heterocyclic compound, the transition metal-containing compound, and the dopant may be different from each other, and the emission layer may emit phosphorescence or fluorescence (e.g., delayed fluorescence) emitted by the dopant. Thus, according to the second embodiment, the heterocyclic compound may be the host, and the transition metal-containing compound may be used as an auxiliary dopant (rather than a dopant) that transfers energy to the dopant (or emitter).

[0170] For example, in the second embodiment, the heterocyclic compound may be a host, and the transition metal-containing compound may serve as an emitter and may serve as an assisting dopant that transfers energy to the dopant (or emitter).

[0171] For example, the phosphorescence or fluorescence emitted by the dopant (or emitter) in the second embodiment may be blue phosphorescence or blue fluorescence (eg, blue delayed fluorescence).

[0172] In a second embodiment, the dopant (or emitter) can be a phosphorescent dopant material (e.g., a transition metal-containing compound as described herein) or a fluorescent dopant material (e.g., a compound represented by Formula 501, a compound represented by Formula 502, a compound represented by Formula 503, or any combination thereof).

[0173] The emission layer may further include at least one host different from the heterocyclic compound, the transition metal-containing compound, and the dopant (or emitter).For example, the emission layer may further include a second compound as a host.

[0174] In the first and second embodiments, the blue light may have a maximum emission wavelength of about 400 nm to about 500 nm. For example, the blue light may have a maximum emission wavelength of about 410 nm to about 490 nm, about 420 nm to about 480 nm, about 430 nm to about 475 nm, about 440 nm to about 475 nm, about 450 nm to about 475 nm, about 430 nm to about 470 nm, about 440 nm to about 470 nm, about 450 nm to about 470 nm, about 430 nm to about 465 nm, about 440 nm to about 465 nm, about 450 nm to about 465 nm, about 430 nm to about 460 nm, about 440 nm to about 460 nm, or about 450 nm to about 460 nm.

[0175] The auxiliary dopant in the first embodiment may include, for example, a delayed fluorescence compound represented by Formula 502 or Formula 503.

[0176] The host in the first and second embodiments may further include any host material (eg, the compound represented by Formula 301, the compound represented by Formula 301-1, the compound represented by Formula 301-2, or any combination thereof).

[0177] In the embodiment, the light emitting device may further include a capping layer located outside the first electrode and / or located outside the second electrode.

[0178] In the embodiment, the light-emitting device may further include at least one of a first covering layer arranged outside the first electrode and a second covering layer arranged outside the second electrode, and the heterocyclic compound represented by Formula 1 may be contained in at least one of the first covering layer and the second covering layer. The first covering layer and the second covering layer are the same as described in the specification.

[0179] In an embodiment, the light emitting device may further comprise:

[0180] a first covering layer located outside the first electrode and comprising a heterocyclic compound represented by Formula 1;

[0181] a second covering layer located outside the second electrode and including the heterocyclic compound represented by Formula 1; or

[0182] A first covering layer and a second covering layer.

[0183] As used herein, the expression “(the intermediate layer and / or the covering layer) contains a heterocyclic compound represented by Formula 1” may include the case where “(the intermediate layer and / or the covering layer) each contains the same heterocyclic compound represented by Formula 1” and the case where “(the intermediate layer and / or the covering layer) contains two or more different heterocyclic compounds each independently represented by Formula 1”.

[0184] For example, the intermediate layer and / or the covering layer may contain only compound 1 as the heterocyclic compound. In this regard, compound 1 may be present in the emission layer of the light-emitting device. In an embodiment, the intermediate layer may contain compound 1 and compound 2 as heterocyclic compounds. In this regard, compound 1 and compound 2 may be present in the same layer (for example, both compound 1 and compound 2 may be present in the emission layer), or may be present in different layers (for example, compound 1 may be present in the emission layer, and compound 2 may be present in the electron transport region).

[0185] The term "intermediate layer" as used herein may refer to a single layer and / or a plurality of layers between a first electrode and a second electrode of a light emitting device.

[0186] According to an embodiment, an electronic device may include a light emitting device. In an embodiment, the electronic device may further include a thin film transistor. In another embodiment, the electronic device may further include a thin film transistor, the thin film transistor including a source electrode and a drain electrode, and the first electrode of the light emitting device may be electrically connected to at least one of the source electrode and the drain electrode. In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof. The electronic device may be as further described herein.

[0187] According to an embodiment, electronic equipment may include a light emitting device.

[0188] In an embodiment, the electronic equipment can be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a mobile phone, a tablet computer, a tablet phone, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall having multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0189] According to an embodiment, the heterocyclic compound may be represented by Formula 1 to be described below.

[0190] By referring to the following synthesis examples and / or working examples, one of ordinary skill in the art can recognize the synthesis methods of heterocyclic compounds.

[0191] [Description of Formula 1]

[0192] [Formula 1]

[0193]

[0194] In formula 1, R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkylthio groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2).

[0195] In an embodiment, R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 Can each independently be:

[0196] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group or C1-C 20 alkoxy groups;

[0197] Each is deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 10 C1-C12 substituted with an alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, or any combination thereof 20 Alkyl group or C1-C 20 alkoxy groups;

[0198] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, yl group, pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazole group, a benzothiophene group, a benzofuranyl group, a benzothiophenyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophene group, a benzocarbazolyl group, a dibenzothioyl group, a dibenzocarbazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32),-P(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or any combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, yl group, pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazolyl group, phenanthrolinyl group, benzimidazolyl group, benzofuranyl group, a benzothiophenyl group, a benzothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiorolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azafluorenyl group, or an azadibenzothiorolyl group; or

[0199] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2), and

[0200] Q1 to Q3 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 Alkynyl group; C1-C 60 Alkoxy groups; each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C60 C3-C substituted by an alkoxy group, a phenyl group, a biphenyl group or any combination thereof 60 Carbocyclic group or C1-C 60 Heterocyclic group.

[0201] In an embodiment, R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 Can each independently be:

[0202] Hydrogen, deuterium, cyano group or C1-C 20 alkyl groups;

[0203] Unsubstituted or deuterated, cyano group, -CD3, -CD2H, -CDH2, C1-C 10 C1-C12 substituted by an alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, or any combination thereof 20 alkyl groups;

[0204] Each unsubstituted or deuterated, cyano group, -CD3, -CD2H, -CDH2, C1-C 20 Alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 an alkylphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a triazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a dibenzothiorolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32) or any combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 an alkylphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a triazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a dibenzothirolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, or an imidazopyrimidinyl group; or

[0205] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), or -N(Q1)(Q2), and

[0206] Q1 to Q3 and Q 31 To Q 33 can be independently: hydrogen; deuterium; C1-C 10 Alkyl group; C2-C 10 Alkenyl group; or each unsubstituted or deuterated, C1-C 60 C3-C substituted by an alkyl group, a phenyl group, a biphenyl group or any combination thereof 20 Carbocyclic group or C1-C 20 Heterocyclic group.

[0207] In an embodiment, R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 At least one of may comprise at least one deuterium.

[0208] In an embodiment, R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 may each contain at least one deuterium.

[0209] In an embodiment, R 11 、R 12 、R 21 、R 22, R3 and R 41 to R 43 At least one of can each independently be:

[0210] deuterium;

[0211] C1-C substituted with at least one deuterium 20 Alkyl group or C1-C 20 an alkoxy group; or

[0212] cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, yl group, pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazolyl group, phenanthrolinyl group, benzimidazolyl group, benzofuranyl group, The present invention also includes a pyranyl group, a benzothiophenyl group, a benzisothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiorolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azafluorenyl group or an azadibenzothiorolyl group.

[0213] In an embodiment, R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 At least one of can each independently be:

[0214] deuterium;

[0215] C1-C substituted with at least one deuterium 20 an alkyl group; or

[0216] cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 an alkylphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a triazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a dibenzothiaryl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, or an imidazopyrimidinyl group.

[0217] In formula 1, a11 represents R 11 , and a11 can be an integer from 1 to 4.

[0218] In Formula 1, a12, a21, and a22 represent R 12 、R 21 and R 22 , and a12, a21 and a22 may each independently be an integer from 1 to 3.

[0219] In Formula 1, a3 and a41 to a43 represent R3, R 41 to R 43 , and a3 and a41 to a43 may each independently be an integer of 1 to 5.

[0220] In Formula 1, L1 can be a single bond, unsubstituted or replaced by at least one R 10a Substituted divalent C3-C 60 Carbocyclic groups, either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic group. 10a Can be the same as described herein.

[0221] In an embodiment, L1 may be:

[0222] a single key; or

[0223] Each unsubstituted or at least one R 10a Substituted phenyl group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, group, cyclopentadiene group, furan group, thiophene group, thiorrole group, indene group, fluorene group, indole group, carbazole group, benzofuran group, dibenzofuran group, benzothiophene group, dibenzothiophene group, benzothiorrole group, dibenzothiorrole group, azafluorene group, azacarbazole group, azadibenzofuran group, azadibenzothiophene group, azadibenzothiorrole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phthalazine group, phenanthroline group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group R is a divalent group selected from the group consisting of an azole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a dibenzooxasilinyl group, a dibenzothiasilinyl group, a dibenzodihydroazasilinyl group, a dibenzodihydrodisilinyl group, a dibenzodihydrosilinyl group, a dibenzoxazine group, a dibenzopyran group, a dibenzodithiainyl group, a dibenzothiazine group, a dibenzothiopyran group, a dibenzocyclohexadiene group, a dibenzodihydropyridine group, and a dibenzodihydropyrazine group. 10a Can be the same as described herein.

[0224] In an embodiment, L1 may be:

[0225] a single key; or

[0226] Each is unsubstituted or substituted with at least one R 10a A divalent group of a substituted phenyl group, naphthyl group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group or phthalazine group. 10a Can be the same as described herein.

[0227] In an embodiment, L1 may be:

[0228] a single key; or

[0229] A group represented by one of formulas L(1) to L(24):

[0230]

[0231]

[0232] In formulas L(1) to L(24), R 10aAs described herein, b12 may be 1 or 2, b13 may be an integer from 1 to 3, b14 may be an integer from 1 to 4, b16 may be an integer from 1 to 6, and

[0233] * and *' each represent a binding site with an adjacent atom.

[0234] In Formula 1, n1 represents the number of L1 and n1 may be an integer of 1 to 3.

[0235] In an embodiment, n1 may be 1.

[0236] In Formula 1, Ar1 may be unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 a heterocyclic group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -B(Q1)(Q2). Q1 to Q3 may each be the same as described herein.

[0237] In an embodiment, Ar1 can be each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, yl group, pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazole group, a benzothiophene group, a benzofuranyl group, a benzothiophenyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophene group, a benzocarbazolyl group, a dibenzothioyl group, a dibenzocarbazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-P(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or any combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, yl group, pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazolyl group, phenanthrolinyl group, benzimidazolyl group, benzofuranyl group, a pyranyl group, a benzothiophenyl group, a benzothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiorolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azafluorenyl group, or an azadibenzothiorolyl group, and

[0238] Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 Alkynyl group; C1-C 60 Alkoxy groups; each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted by an alkoxy group, a phenyl group, a biphenyl group or any combination thereof 60 Carbocyclic group or C1-C 60 Heterocyclic group.

[0239] In an embodiment, Ar1 can be each unsubstituted or substituted with deuterium, a cyano group, -CD3, -CD2H, -CDH2, C1-C 20 Alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10an alkylphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a triazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a dibenzothiorolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) or any combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 an alkylphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a triazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a dibenzothiaryl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, or an imidazopyrimidinyl group, and

[0240] Q 31 To Q 33 can be independently: hydrogen; deuterium; C1-C 10 Alkyl group; C2-C 10 Alkenyl group; or each unsubstituted or deuterated, C1-C 60 C3-C substituted by an alkyl group, a phenyl group, a biphenyl group or any combination thereof 20 Carbocyclic group or C1-C 20 Heterocyclic group.

[0241] In an embodiment, Ar1 may comprise at least one deuterium.

[0242] In an embodiment, Ar1 may be:

[0243] cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophene ... a benzothiophenyl group, a benzisothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiorolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azafluorenyl group, or an azadibenzothiorolyl group; or

[0244] -Si(Q 31 )(Q 32 )(Q 33 ),as well as

[0245] Q 31 To Q 33 can be each independently: deuterium; or C3-C 20 Carbocyclic group or C1-C 20 Heterocyclic group.

[0246] In an embodiment, Ar1 may be:

[0247] cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10an alkylphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a triazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a dibenzothirolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, or an imidazopyrimidinyl group; or

[0248] -Si(Q 31 )(Q 32 )(Q 33 ),as well as

[0249] Q 31 To Q 33 may be each independently C3-C 20 Carbocyclic group or C1-C 20 Heterocyclic group.

[0250] In an embodiment, the heterocyclic compound represented by Formula 1 may be represented by one of Formula 1-1 to Formula 1-8:

[0251]

[0252] In Formulas 1-1 to 1-8,

[0253] R 11 、R 12 、R 21 、R 22 , R3, R 41 to R 43 , a11, a12, a21, a22, a3, a41 to a43, L1, n1 and Ar1 are the same as described herein.

[0254] In Formula 1, unless otherwise defined, R 10a It can be:

[0255] deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, or a nitro group;

[0256] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C60 Aryloxy groups, C6-C 60 Arylthio group, -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 substituted C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group or C1-C 60 alkoxy groups;

[0257] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group, C1-C 60 Alkoxy groups, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, -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 substituted C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group or C6-C 60 an arylthio group; or

[0258] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ).

[0259] In Formula 1, unless otherwise specified, Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 Alkynyl group; C1-C 60 Alkoxy groups; each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted by an alkoxy group, a phenyl group, a biphenyl group or any combination thereof 60 Carbocyclic group or C1-C 60 Heterocyclic group.

[0260] The heterocyclic compound represented by Formula 1 can have a structure in which the carbazole moiety includes a triphenylsilyl substituent and a phenyl substituent. The phenyl substituent can be bonded to the carbazole moiety at the para position of the nitrogen atom of the carbazole (which is the rich HOMO site of the carbazole moiety), so that the HOMO energy level is shallowed, thereby promoting hole injection and suppressing the increase in the driving voltage caused by the hugeness of the triphenylsilyl substituent. Because the spatial effect of the molecule is enhanced by including a triphenylsilyl substituent, the dihedral angle between atoms may increase, and the expansion of conjugation may be suppressed, resulting in a high triplet energy level. Therefore, the heterocyclic compound according to the embodiment can be used as the main body of emitting blue phosphorescence and TADF, and can have high luminous efficiency. In the heterocyclic compound, the increased bulk can hinder the interaction with other molecules (such as with a dopant) and can suppress the formation of an exciplex, which can lead to improved glass transition temperature and the thermal stability of the molecule. Accordingly, by applying the heterocyclic compound as a host emitting blue phosphorescence and TADF, an electronic device (eg, an organic light-emitting device) can have low driving voltage and high luminous efficiency.

[0261] [Description of Equation 2, Equation 3, Equation 502, and Equation 503]

[0262] [Formula 2]

[0263]

[0264] In Formula 2, b51 to b53 represent L 51 To L 53 and b51 to b53 may each independently be an integer from 1 to 5. When b51 is 2 or greater, two or more L 51 They may be the same or different from each other. When b52 is 2 or greater than 2, two or more L 52 can be the same as or different from each other, and when b53 is 2 or greater than 2, two or more L 53 In an embodiment, b51 to b53 may each independently be 1 or 2.

[0265] In an embodiment, in Formula 2, L 51 To L 53 Can each independently be:

[0266] a single key; or

[0267] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl groups, C1-C 20 an alkoxy group, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a triazine group, a fluorenyl group, a dimethylfluorenyl group, a diphenylfluorenyl group, a carbazolyl group, a phenylcarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a dimethyldibenzosilyl group, a diphenyldibenzosilyl group, an -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-P(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or any combination thereof substituted phenyl group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, group, cyclopentadiene group, furan group, thiophene group, thiorrole group, indene group, fluorene group, indole group, carbazole group, benzofuran group, dibenzofuran group, benzothiophene group, dibenzothiophene group, benzothiorrole group, dibenzothiorrole group, azafluorene group, azacarbazole group, azadibenzofuran group, azadibenzothiophene group, azadibenzothiorrole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenanthroline group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group a divalent group selected from the group consisting of a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a dibenzooxasilinyl group, a dibenzothiasilinyl group, a dibenzodihydroazasilinyl group, a dibenzodihydrodisilazyl group, a dibenzodihydrosilinyl group, a dibenzodioxane group, a dibenzooxathiinyl group, a dibenzoxazine group, a dibenzopyranyl group, a dibenzodithiinyl group, a dibenzothiazine group, a dibenzothiopyranyl group, a dibenzocyclohexadiene group, a dibenzodihydropyridine group, or a dibenzodihydropyrazine group, and

[0268] where Q 31 To Q 33 can be independently hydrogen, deuterium, C1-C 20 Alkyl groups, C1-C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a pyridyl group, a pyrimidyl group, a pyridazinyl group, a pyrazinyl group or a triazinyl group.

[0269] In an embodiment, in Formula 2, L 51 With R 51 The key between L 52 With R 52 The key between L 53 With R 53 The bond between two or more L 51 The bond between two or more L 52 The bond between two or more L 53 The key between L 51 With X 54 and X 55 The carbon bonds between L 52 With X 54 and X 56 The bonds between carbons, and L 53 With X 55 and X 56The bonds between the carbon atoms in the carbon atoms may each be a "carbon-carbon single bond".

[0270] In formula 2, X 54 Can be N or C(R 54 ), X 55 Can be N or C(R 55 ), X 56 Can be N or C(R 56 ), and X 54 To X 56 At least one of may each be N. R 54 to R 56 Same as described herein. In an embodiment, X 54 To X 56 Two or three of them can each be N.

[0271] In formula 2, *-(L 51 ) b51 -R 51 The group represented by *-(L 52 ) b52 -R 52 The groups represented by may each be other than a phenyl group.

[0272] In an embodiment, the formula 2 is represented by *-(L 51 ) b51 -R 51 The group represented by *-(L 52 ) b52 -R 52 The groups represented by may be the same as each other.

[0273] In an embodiment, the formula 2 is represented by *-(L 51 ) b51 -R 51 The group represented by *-(L 52 ) b52 -R 52 The groups represented may be different from each other.

[0274] In an embodiment, in Formula 2, b51 and b52 may each independently be 1, 2 or 3, and L 51 and L 52 may be each independently unsubstituted or substituted with at least one R 10a a substituted phenyl group, a pyridine group, a pyrimidine group, a pyridazine group, a pyrazine group or a triazine group.

[0275] In an embodiment, in Formula 2, R 51 and R 52 may be each independently unsubstituted or substituted with at least one R 10aSubstituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 an arylthio group, -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3), and

[0276] Q1 to Q3 may each independently be unsubstituted or substituted with deuterium, -F, a cyano group, a C1-C 60 Alkyl groups, C1-C 60 C3-C substituted by an alkoxy group, a phenyl group, a biphenyl group or any combination thereof 60 Carbocyclic group or C1-C 60 Heterocyclic group. 10a Can be the same as described herein.

[0277] In the embodiment, in Formula 2, by *-(L 51 ) b51 -R 51 The group represented may be a group represented by one of formula CY51-1 to formula CY51-26, and / or

[0278] By *-(L 52 ) b52 -R 52 The group represented by may be a group represented by one of formula CY52-1 to formula CY52-26, and / or

[0279] By *-(L 53 ) b53 -R 53 The group represented may be a group represented by one of Formula CY53-1 to Formula CY53-27, -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3), and Q1 to Q3 may each be the same as described herein:

[0280]

[0281]

[0282]

[0283] In Formulas CY51-1 to CY51-26, CY52-1 to CY52-26, and CY53-1 to CY53-27,

[0284] Y 63 Can be single bond, O, S, N(R 63 )、B(R 63 )、C(R 63a )(R 63b ) or Si(R 63a )(R 63b ),

[0285] Y 64 Can be single bond, O, S, N(R 64 )、B(R 64 )、C(R 64a )(R 64b ) or Si(R 64a )(R 64b ),

[0286] Y 67 Can be single bond, O, S, N(R 67 )、B(R 67 )、C(R 67a )(R 67b ) or Si(R 67a )(R 67b ), Y 68 Can be single bond, O, S, N(R 68 )、B(R 68 )、C(R 68a )(R 68b ) or Si(R 68a )(R 68b ),

[0287] Y in formula CY51-16 and formula CY51-17 63 and Y 64 They may not all be single bonds at the same time.

[0288] Y in formula CY52-16 and formula CY52-17 67 and Y 68 They may not all be single bonds at the same time.

[0289] In addition to R 51a to R 51e In addition to not being hydrogen, R 51a to R 51e 、R 61 to R 64 、R 63a 、R 63b 、R 64a and R 64b can each be independently compared to the R 51 Same as described,

[0290] In addition to R52a to R 52e In addition to not being hydrogen, R 52a to R 52e 、R 65 to R 68 、R 67a 、R 67b 、R 68a and R 68b can each be independently compared to the R 52 Same as described,

[0291] In addition to R 53a to R 53e In addition to not being hydrogen, R 53a to R 53e 、R 69a and R 69b can each be independently compared to the R 53 Same as described, and

[0292] * indicates the binding site with the adjacent atom.

[0293] In embodiments, in Formula CY51-1 to Formula CY51-26 and Formula CY52-1 to Formula CY52-26, R 51a to R 51e and R 52a to R 52e Can be independent of each other:

[0294] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a benzoisothiazolyl group, substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group , a benzofuranyl group, a benzothienyl group, a benzisothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azafluorenyl group, or an azadibenzosilyl group; or

[0295] -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3),

[0296] Q1 to Q3 can each independently be unsubstituted or substituted with deuterium, C1-C 10an alkyl group, a phenyl group, a biphenyl group, a pyridyl group, a pyrimidyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or a phenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group substituted with any combination thereof,

[0297] In formula CY51-16 and formula CY51-17, Y 63 Can be O or S and Y 64 It can be Si(R 64a )(R 64b ), or Y 63 It can be Si(R 63a )(R 63b ) and Y 64 Can be O or S, and

[0298] In formula CY52-16 and formula CY52-17, Y 67 Can be O or S and Y 68 It can be Si(R 68a )(R 68b ), or Y 67 It can be Si(R 67a )(R 67b ) and Y 68 Can be O or S.

[0299] In the specification, in Formula 2, R 51 to R 56 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio group, unsubstituted or substituted with at least one R10a Substituted C7-C 60 Arylalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 heteroarylalkyl group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(═O)(Q1), -S(═O)2(Q1) or -P(═O)(Q1)(Q2). Q1 to Q3 and R 10a Each may be the same as described in this specification.

[0300] For example, in Formula 2, R 51 to R 56 Can each independently be:

[0301] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group or C1-C 20 alkoxy groups;

[0302] Each is deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 10 C1-C12 substituted with an alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, or any combination thereof 20 Alkyl group or C1-C 20 alkoxy groups;

[0303] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a group, carbazolyl group, phenanthroline group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-P(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or any combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group , a benzofuranyl group, a benzothienyl group, a benzothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azafluorenyl group, or an azadibenzosilyl group; or

[0304] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2), and

[0305] Q1 to Q3 and Q 31 To Q 33 Can each independently be:

[0306] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; or

[0307] Each unsubstituted or deuterated, C1-C 10 an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group or a triazinyl group substituted with an alkyl group, a phenyl group, a biphenyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group or a triazinyl group or any combination thereof.

[0308] [Formula 3]

[0309]

[0310] In Formula 3, M may be platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm).

[0311] In an embodiment, M may be Pt.

[0312] In formula 3, X 901 To X 904 can each independently be C or N.

[0313] In an embodiment, X 901 It can be C. For example, in Formula 3, X 901 It may be a carbon atom of a carbene moiety.

[0314] In an embodiment, in Formula 3, X 901 It can be N.

[0315] In an embodiment, X 902 and X 903 Can each be C, and X 904 It can be N.

[0316] In formula 3, X 901 The bond between X and M may be a coordination bond, and X 902 The bond between M and X 903 The bond between M and X 904 One of the bonds to M may be a coordinate bond, and the remaining two bonds may each be a covalent bond.

[0317] For example, X 901 The bond between M and X 904 The bonds between X and M may each be coordinate bonds, and X 902 The bond between M and X 903 The bonds to M may each be covalent bonds.

[0318] In an embodiment, X 901 Can be C, and X 901 The bond with M may be a coordinate bond.

[0319] In formula 3, ring CY 901 To Ring CY 904 Can be C5-C independently 30 Carbocyclic group or C1-C 30 Heterocyclic group.

[0320] For example, CY 901 Can be nitrogen-containing C1-C 60 Heterocyclic group.

[0321] In an embodiment, in Formula 3, ring CY 901 Can contain X 901 A 5-membered ring, a 6-membered ring fused to at least one X 901 5-membered ring, or containing X 901 In an embodiment, in Formula 3, ring CY 901 Can contain X 901 A 5-membered ring or a 6-membered ring fused to at least one X 901 For example, in Formula 3, ring CY 901 This can include 901 bonded to a 5-membered ring of M. For example, 901 The 5-membered ring may be a pyrrole group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group or a thiadiazole group, and the 5-membered ring containing X 901 The 6-membered ring may be optionally fused to a ring containing X 901 The 6-membered ring of the 5-membered ring may be a phenyl group, a pyridine group or a pyrimidine group.

[0322] In an embodiment, ring CY 901 Can contain X 901 5-membered ring, and containing X 901 The 5-membered ring may be an imidazole group or a triazole group.

[0323] In an embodiment, ring CY 901 It may be a 6-membered ring containing X 901 A 5-membered ring, and fused with at least one 6-membered ring containing X 901 The 5-membered ring may be a benzimidazole group or an imidazopyridine group.

[0324] In an embodiment, ring CY 901 It may be an imidazole group, a triazole group, a benzimidazole group or an imidazopyridine group.

[0325] In an embodiment, X 901 Can be C, and ring CY 901 It may be an imidazole group, a triazole group, a benzimidazole group, a naphthimidazole group or an imidazopyridine group.

[0326] In an embodiment, ring CY 902It can be a phenyl group, a pyridine group, a pyrimidine group, a naphthalene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, a dibenzosilole group, a naphthobenzofuran group, a naphthobenzothiophene group, a benzocarbazole group, a benzofluorene group, a naphthobenzosilole group, a dinaphthofuran group, a dinaphthothiophene group, a dibenzocarbazole group, a dibenzofluorene group, a dinaphthosilole group, a diazabiphenyl group azadibenzothiophene group, azacarbazole group, azafluorene group, azadibenzothiorrole group, azanaphthobenzofuran group, azanaphthobenzothiophene group, azabenzocarbazole group, azabenzofluorene group, azanaphthobenzothiorrole group, azadinaphthofuran group, azadinaphthothiophene group, azadibenzocarbazole group, azadibenzofluorene group, azanaphthobenzothiorrole group, azadinaphthofuran group, azadinaphthothiophene group, azadibenzocarbazole group, azadibenzofluorene group or azadinaphthothiorrole group.

[0327] In an embodiment, ring CY 902 It may be a phenyl group, a pyridine group, a pyrimidine group, a naphthalene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group or a dibenzosilole group.

[0328] In an embodiment, in Formula 3, ring CY 903 It can be: a C2-C8 monocyclic group; or a C4-C8 monocyclic group in which two or three C2-C8 monocyclic groups are fused to each other. 20 Polycyclic groups.

[0329] For example, in Formula 3, ring CY 903 It may be: a C4-C6 monocyclic group; or a C4-C8 polycyclic group in which two or three C4-C6 monocyclic groups are fused to each other.

[0330] In the specification, the term "C2-C8 monocyclic group" may refer to a non-condensed ring group, and may be, for example, a cyclopentadiene group, a pyrrole group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a phenyl group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a cycloheptadiene group, a cyclooctadiene group, and the like.

[0331] For example, CY 903 It may be a phenyl group, a pyridine group, a pyrimidine group, a naphthalene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, a dibenzosilole group, an azadibenzofuran group, an azadibenzothiophene group, an azacarbazole group, an azafluorene group or an azadibenzosilole group.

[0332] In an embodiment, in Formula 3, ring CY 904 Can be nitrogen-containing C1-C 60 Heterocyclic group.

[0333] For example, cycloCY 904 It may be a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a triazole group, a benzopyrazole group, a benzimidazole group or a benzothiazole group.

[0334] In formula 3, L 901 To L 903 can each independently be a single bond, *-C(R 1a )(R 1b )-*'、*-C(R 1a )=*'、*=C(R 1a )-*'、*-C(R 1a )=C(R 1b )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 1a )-*'、*-N(R 1a )-*'、*-O-*'、*-P(R 1a )-*'、*-Si(R 1a )(R 1b )-*'、*-P(=O)(R 1a )-*', *-S-*', *-S(=O)-*', *-S(=O)2-*' or *-Ge(R 1a )(R 1b )-*', and * and *' each represent a binding site with an adjacent atom.

[0335] R 1a and R 1b Each is the same as described herein.

[0336] In an embodiment, L 901 and L 903 can each independently be a single bond, and L 902 Can be *-C(R 1a )(R 1b )-*'、*-B(R 1a )-*`、*-N(R 1a )-*`、*-O-*'、*-P(R 1a )-*`、*-Si(R 1a )(R 1b )-*`, or *-S-*'. * and *' each represent a binding site with an adjacent atom.

[0337] In an embodiment, L 902It can be *-O-*' or *-S-*'. * and *' each represent a binding site with an adjacent atom.

[0338] In Formula 3, n901 to n903 represent L 901 To L 903 The number of L is 1, and n901 to n903 can each independently be an integer of 1 to 5. When n901 to n903 are each 2 or greater, two or more L 901 To L 903 They may be the same as or different from each other.

[0339] In an embodiment, n902 can be 1.

[0340] In the specification, in Formula 3, R 901 to R 904 、R 1a and R 1b can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 arylthio group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2).

[0341] R 10a , Q1, Q2 and Q3 are each the same as described herein.

[0342] In an embodiment, R 901 to R 904 、R1a and R 1b Can each independently be:

[0343] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group or C1-C 20 alkoxy groups;

[0344] Each is deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 10 C1-C12 substituted with an alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, or any combination thereof 20 Alkyl group or C1-C 20 alkoxy groups;

[0345] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a group, carbazolyl group, phenanthroline group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, -O(Q31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-P(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or any combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group , a benzofuranyl group, a benzothienyl group, a benzothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azafluorenyl group, or an azadibenzosilyl group; or

[0346] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2).

[0347] Q1 to Q3 and Q 31 To Q 33 Each may be the same as described in the specification.

[0348] In an embodiment, R 901 to R 904 、R 1a and R 1b Can each independently be:

[0349] Hydrogen, deuterium, -F, -Cl, -Br, -I or C1-C 20 alkyl groups;

[0350] Unsubstituted or deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 10 C1-C12 substituted with an alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, or any combination thereof 20 an alkyl group; or

[0351] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, C1-C 20 an alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a C1-C 10 Alkylphenyl group or any combination thereof substituted phenyl group, biphenyl group, terphenyl group, C1-C 10 an alkylphenyl group or a naphthyl group.

[0352] In Formula 3, a901 to a904 represent R 901 to R 904 , and a901 to a904 may each independently be an integer of 1 to 10. When a901 to a904 are each 2 or greater, two or more R 901 to R 904 They may be the same as or different from each other.

[0353] [Formula 502]

[0354]

[0355] [Formula 503]

[0356]

[0357] In Equations 502 and 503,

[0358] Ring A 501 To Ring A 504 Can be C3-C independently 60 Carbocyclic group or C1-C 60 Heterocyclic groups,

[0359] Y 505 Can be O, S, N(R 505 )、B(R 505 )、C(R 505a )(R 505b ) or Si(R 505a )(R 505b ),

[0360] Y 506 Can be O, S, N (R 506 )、B(R 506 )、C(R 506a )(R 506b ) or Si(R 506a )(R 506b ),

[0361] Y 507 Can be O, S, N(R 507 )、B(R 507 )、C(R 507a )(R 507b ) or Si(R 507a )(R 507b ),

[0362] Y 508 Can be O, S, N (R 508 )、B(R 508 )、C(R 508a )(R 508b ) or Si(R 508a )(R 508b ),

[0363] Y 51 and Y 52 may each independently be B, P(=O) or S(=O), and

[0364] R 500a 、R 500b 、R 501 to R 508 、R 505a 、R 505b 、R 506a 、R 506b 、R 507a 、R 507b 、R508a and R 508b Each is the same as described in this specification.

[0365] In equations 502 and 503, a501 to a504 represent R 501 to R 504 , and a501 to a504 may each independently be an integer from 0 to 20. When a501 is 2 or greater, two or more R 501 They may be the same as or different from each other. When a502 is 2 or greater than 2, two or more R 502 They may be the same or different from each other. When a503 is 2 or greater than 2, two or more R 503 can be the same as or different from each other, and when a504 is 2 or greater than 2, two or more R 504 In an embodiment, a501 to a504 may each independently be an integer from 0 to 8.

[0366] In the specification, in Formula 502 and Formula 503, R 500a 、R 500b 、R 501 to R 508 、R 505a 、R 505b 、R 506a 、R 506b 、R 507a 、R 507b 、R 508a and R 508b can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10aSubstituted C6-C 60 Arylthio group, unsubstituted or substituted with at least one R 10a Substituted C7-C 60 Arylalkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 heteroarylalkyl group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(═O)(Q1), -S(═O)2(Q1), or -P(═O)(Q1)(Q2). Q1 to Q3 may each be the same as described in the specification.

[0367] For example, in Equations 502 and 503, R 500a 、R 500b 、R 501 to R 508 、R 505a 、R 505b 、R 506a 、R 506b 、R 507a 、R 507b 、R 508a and R 508b Can each independently be:

[0368] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group or C1-C 20 alkoxy groups;

[0369] Each is deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 10 C1-C12 substituted with an alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, or any combination thereof 20 Alkyl group or C1-C 20 alkoxy groups;

[0370] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl groups, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a group, carbazolyl group, phenanthroline group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-P(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or any combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group , a benzofuranyl group, a benzothienyl group, a benzothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azafluorenyl group, or an azadibenzosilyl group; or

[0371] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2), and

[0372] Q1 to Q3 and Q 31 To Q 33 Can each independently be:

[0373] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; or

[0374] Each unsubstituted or deuterated, C1-C 10 an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group or a triazinyl group substituted with an alkyl group, a phenyl group, a biphenyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group or a triazinyl group or any combination thereof.

[0375] In the embodiments, in the description, R 10a It can be:

[0376] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C20 Alkyl group or C1-C 20 alkoxy groups;

[0377] Each is deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 10 C1-C12 substituted with an alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, or any combination thereof 20 Alkyl group or C1-C 20 alkoxy groups;

[0378] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a group, carbazolyl group, phenanthroline group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31)(Q 32 )、-B(Q 31 )(Q 32 ),-P(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or any combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group , a benzofuranyl group, a benzothienyl group, a benzothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azafluorenyl group, or an azadibenzosilyl group; or

[0379] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2), and

[0380] Q1 to Q3 and Q 31 To Q 33 Can each independently be:

[0381] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; or

[0382] Each unsubstituted or deuterated, C1-C 10 an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group or a triazinyl group substituted with an alkyl group, a phenyl group, a biphenyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group or a triazinyl group or any combination thereof.

[0383] In an embodiment, R in Formula 1 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 , R in Formula 2 51 to R 56 , R in Formula 3 901 to R 904 、R 1a and R 1b , R in Equation 502 and Equation 503 500a 、R 500b 、R 501 to R 508 、R 505a 、R 505b 、R 506a 、R 506b 、R 507a 、R 507b 、R 508a and R 508b , and R 10a Each may independently be hydrogen, deuterium, -F, a cyano group, a nitro group, -CH3, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a group represented by one of Formulae 9-1 to 9-19, a group represented by one of Formulae 10-1 to 10-246, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), or -P(=O)(Q1)(Q2), wherein Q1 to Q3 are each the same as described herein:

[0384]

[0385]

[0386]

[0387]

[0388]

[0389]

[0390]

[0391] In Formulae 9-1 to 9-19 and 10-1 to 10-246, * represents a bonding site with an adjacent atom, Ph represents a phenyl group, and TMS represents a trimethylsilyl group.

[0392] [Examples of Compounds]

[0393] In an embodiment, the heterocyclic compound represented by Formula 1 may be one of Compound 1 to Compound 153:

[0394]

[0395]

[0396]

[0397]

[0398]

[0399]

[0400]

[0401]

[0402]

[0403]

[0404] [ Figure 1 Description]

[0405] Figure 1 is a schematic cross-sectional view of a light emitting device 10 according to the embodiment. The light emitting device 10 includes a first electrode 110 , an intermediate layer 130 , and a second electrode 150 .

[0406] In the following, reference will be made to Figure 1The structure of the light emitting device 10 and a method of manufacturing the light emitting device 10 according to the embodiment are described.

[0407] [First electrode 110]

[0408] exist Figure 1 In the embodiment, the substrate may be further included below the first electrode 110 or above the second electrode 150. The substrate may be a glass substrate or a plastic substrate. In an embodiment, the substrate may be a flexible substrate and may include a plastic having excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0409] The first electrode 110 may be formed by, for example, depositing or sputtering a material on a substrate for forming the first electrode 110. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates hole injection.

[0410] The first electrode 110 may be a reflective electrode, a semi-transmissive reflective electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In an embodiment, when the first electrode 110 is a semi-transmissive reflective electrode or a reflective electrode, the material used to form the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

[0411] The first electrode 110 may have a structure consisting of a single layer or a structure including a plurality of layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0412] [Middle layer 130]

[0413] The intermediate layer 130 may be located on the first electrode 110. The intermediate layer 130 may include an emission layer.

[0414] The intermediate layer 130 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 150 .

[0415] In addition to various organic materials, the intermediate layer 130 may further include a metal-containing compound (eg, an organometallic compound), an inorganic material (eg, quantum dots), and the like.

[0416] In the embodiment, the intermediate layer 130 may include two or more emission units stacked between the first electrode 110 and the second electrode 150, and at least one charge generation layer between adjacent units of the two or more emission units. When the intermediate layer 130 includes two or more light-emitting units and at least one charge generation layer as described above, the light-emitting device 10 may be a tandem light-emitting device.

[0417] [Hole Transport Region in Intermediate Layer 130]

[0418] The hole transport region may have a single-layer structure composed of a layer composed of a single material, a single-layer structure composed of layers containing different materials, or a multilayer structure including a plurality of layers containing different materials.

[0419] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.

[0420] In an embodiment, the hole transport region may have a multilayer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assisting layer structure, a hole injection layer / emission assisting layer structure, a hole transport layer / emission assisting layer structure, or a hole injection layer / hole transport layer / emission assisting layer structure, wherein the layers of each structure may be stacked from the first electrode 110 in their respective prescribed order, but the structure of the hole transport region is not limited thereto.

[0421] In an embodiment, the hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0422] [Formula 201]

[0423]

[0424] [Formula 202]

[0425]

[0426] In Equations 201 and 202,

[0427] L 201 To L 204 may be each independently unsubstituted or substituted with at least one R 10a Substituted divalent C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic groups,

[0428] L 205 Can be *-O-*', *-S-*', *-N(Q201 )-*', unsubstituted or replaced by at least one R 10a Substituted C1-C 20 Alkylene group, unsubstituted or substituted by at least one R 10a Substituted C2-C 20 Alkenylene group, unsubstituted or substituted with at least one R 10a Substituted divalent C3-C 60 Carbocyclic groups, either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic group, * and *' each represent a binding site with an adjacent atom,

[0429] xa1 to xa4 may each independently be an integer from 0 to 5,

[0430] xa5 can be an integer from 1 to 10,

[0431] R 201 to R 204 and Q 201 may be each independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic groups,

[0432] R 201 and R 202 may be optionally substituted via a single bond, unsubstituted or substituted by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or replaced by at least one R 10a The substituted C2-C5 alkenylene groups are linked to each other to form an unsubstituted or substituted C2-C5 alkenyl group. 10a Replaced C8-C 60 Polycyclic groups (eg, carbazole groups, etc.) (eg, compound HT16).

[0433] R 203 and R 204 may be optionally substituted via a single bond, unsubstituted or substituted by at least one R 10a Substituted C1-C5 alkylene group, or unsubstituted or replaced by at least one R 10a The substituted C2-C5 alkenylene groups are linked to each other to form an unsubstituted or substituted C2-C5 alkenyl group. 10a Replaced C8-C 60 Polycyclic groups, and

[0434] na1 can be an integer from 1 to 4. 10a Can be the same as described herein.

[0435] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formulas CY201 to CY217:

[0436]

[0437] In formulas CY201 to CY217, R 10b and R 10c can be independently compared with R 10a Same as described, CY 201 To Ring CY 204 Can be C3-C independently 20 Carbocyclic group or C1-C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R as described herein. 10a replace.

[0438] In an embodiment, in Formula CY201 to Formula CY217, ring CY 201 To Ring CY 204 Each may independently be a phenyl group, a naphthalene group, a phenanthrene group or an anthracene group.

[0439] In the embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formula CY201 to Formula CY203.

[0440] In an embodiment, the compound represented by Formula 201 may include at least one of the groups represented by Formula CY201 to Formula CY203 and at least one of the groups represented by Formula CY204 to Formula CY217.

[0441] In an embodiment, in Formula 201, xa1 may be 1, R 201 may be a group represented by one of formula CY201 to formula CY203, xa2 may be 0, and R 202 It may be a group represented by one of Formulae CY204 to CY207.

[0442] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include a group represented by one of Formula CY201 to Formula CY203.

[0443] In the embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include a group represented by one of Formula CY201 to Formula CY203, and may each independently include at least one of groups represented by Formula CY204 to Formula CY217.

[0444] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include a group represented by one of Formula CY201 to Formula CY217.

[0445] In an embodiment, the hole transport region may include one of compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), or any combination thereof:

[0446]

[0447]

[0448]

[0449]

[0450]

[0451] The thickness of the hole transport region may be about to about For example, the thickness of the hole transport region may be about to about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to about And the thickness of the hole transport layer can be about to about For example, the thickness of the hole injection layer may be about to about For example, the thickness of the hole transport layer may be about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without a significant increase in driving voltage.

[0452] The emission-assisting layer can increase the light emission efficiency by compensating the optical resonance distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block the leakage of electrons from the emission layer to the hole transport region. Materials that can be included in the hole transport region can be included in the emission-assisting layer and the electron blocking layer.

[0453] [p-dopant]

[0454] In addition to these materials, the hole transport region may further contain a charge generating material for improving the conductive properties. The charge generating material may be dispersed uniformly or non-uniformly in the hole transport region (eg, in the form of a single layer composed of the charge generating material).

[0455] The charge generating material may be, for example, a p-dopant.

[0456] The p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level equal to or less than about −3.5 eV.

[0457] In an embodiment, the p-dopant may include a quinone derivative, a compound containing a cyano group, a compound including the element EL1 and the element EL2, or any combination thereof.

[0458] Examples of the quinone derivative may include TCNQ, F4-TCNQ, and the like.

[0459] Examples of the cyano group-containing compound may include HAT-CN and a compound represented by Formula 221:

[0460]

[0461] [Formula 221]

[0462]

[0463] In formula 221,

[0464] R 221 to R 223 may be each independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups, either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic groups, and

[0465] R 221 to R 223At least one of them can be independently each of: a cyano group; -F; -Cl; -Br; -I; a C1-C1-substituted group substituted with a cyano group, -F, -Cl, -Br, -I or any combination thereof 20 Alkyl group; or any combination thereof substituted C3-C 60 Carbocyclic group or C1-C 60 Heterocyclic group.

[0466] In the compound including the element EL1 and the element EL2, the element EL1 may be a metal, a metalloid, or any combination thereof, and the element EL2 may be a nonmetal, a metalloid, or any combination thereof.

[0467] Examples of metals may include alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), etc. (e.g., tantalum (Tb), yttrium (Yt), thulium (Tm), ytterbium (Yb), lutetium (Lu), thulium (Tm), ytterbium (Yb), tantalum (Yb), thulium (Tm), ytterbium (Yb), yttrium (Yt ...

[0468] Examples of the metalloid may include silicon (Si), antimony (Sb), and tellurium (Te).

[0469] Examples of non-metals may include oxygen (O) and halogens (eg, F, Cl, Br, I, etc.).

[0470] Examples of compounds containing element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, or metal iodides), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, or metalloid iodides), metal tellurides, or any combination thereof.

[0471] Examples of metal oxides may include tungsten oxides (e.g., WO, W2O3, WO2, WO3, W2O5, etc.), vanadium oxides (e.g., VO, V2O3, VO2, V2O5, etc.), molybdenum oxides (e.g., MoO, Mo2O3, MoO2, MoO3, Mo2O5, etc.), and rhenium oxides (e.g., ReO3, etc.).

[0472] Examples of the metal halide may include alkali metal halides, alkaline earth metal halides, transition metal halides, late transition metal halides, and lanthanide metal halides.

[0473] Examples of the alkali metal halide may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and CsI.

[0474] Examples of alkaline earth metal halides may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, and BaI2.

[0475] Examples of transition metal halides may include titanium halides (e.g., TiF4, TiCl4, TiBr4, TiI4, etc.), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4, HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3, VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3, NbI3, etc.), tantalum halides (e.g., TaF3, TaCl3, T aBr3, 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, ReBr 2, ReI2, etc.), iron 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, Ir Br2, 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.), copper halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.).

[0476] Examples of late transition metal halides may include zinc halides (eg, ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halides (eg, InI3, etc.), and tin halides (eg, SnI2, etc.).

[0477] Examples of lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, SmI3, and the like.

[0478] Examples of the metalloid halide may include antimony halide (eg, SbCl 5 , etc.) and the like.

[0479] Examples of metal tellurides may include alkali metal tellurides (e.g., Li2Te, Na2Te, K2Te, Rb2Te, Cs2Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe2, ZrTe2, HfTe2, V2Te3, Nb2Te3, Ta2Te3, Cr2Te3, Mo2Te3, W2Te3, MnTe, TcTe, ReTe, F Tellurides include e.g., ZnTe, PrTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.), and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.).

[0480] [Emitting Layer in Intermediate Layer 130]

[0481] When the light-emitting device 10 is a full-color light-emitting device, the emission layer can be patterned into a red emission layer, a green emission layer and / or a blue emission layer according to the sub-pixel. In an embodiment, the emission layer can have a stacked structure of two or more layers of a red emission layer, a green emission layer and a blue emission layer, wherein 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 emission layer can include two or more materials of a red light-emitting material, a green light-emitting material and a blue light-emitting material, wherein the two or more materials can be mixed with each other in a single layer to emit white light.

[0482] The emissive layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0483] The amount of the dopant in the emission layer may be about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

[0484] In an embodiment, the emissive layer may comprise quantum dots.

[0485] In an embodiment, the emissive layer may include a delayed fluorescent material. The delayed fluorescent material may be used as a host or a dopant in the emissive layer.

[0486] The thickness of the emission layer can be about to about For example, the thickness of the emissive layer can be about to about When the thickness of the emission layer is within any of these ranges, excellent light emission characteristics may be obtained without a significant increase in driving voltage.

[0487] [main body]

[0488] In an embodiment, the host may include a compound represented by Formula 301:

[0489] [Formula 301]

[0490] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0491] In formula 301,

[0492] Ar 301 may be unsubstituted or substituted with at least one R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, L 301 may be unsubstituted or substituted with at least one R 10a Substituted divalent C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic groups,

[0493] xb11 can be 1, 2 or 3,

[0494] xb1 can be an integer from 0 to 5,

[0495] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10aSubstituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 ),-C(=O)(Q 301 )、-S(=O)2(Q 301 ) or -P(=O)(Q 301 )(Q 302 ),

[0496] xb21 can be an integer from 1 to 5, and

[0497] Q 301 To Q 303 can be independently the same as described for Q1. 10a Can be the same as described herein.

[0498] In an embodiment, in Formula 301, when xb11 is 2 or greater, two or more Ar 301 can be connected to each other via a single bond.

[0499] In an embodiment, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0500] [Formula 301-1]

[0501]

[0502] [Formula 301-2]

[0503]

[0504] In Formula 301-1 and Formula 301-2,

[0505] Ring A 301 To Ring A 304 may be each independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups, either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, R 10a can be the same as described in this article,

[0506] X 301Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0507] xb22 and xb23 can each independently be 0, 1 or 2,

[0508] L 301 , xb1 and R 301 may each be the same as described herein,

[0509] L 302 To L 304 Can be independently compared with L 301 Same as described,

[0510] xb2 to xb4 may each independently be the same as described with respect to xb1, and

[0511] R 302 to R 305 and R 311 to R 314 can be independently compared with R 301 Same as described.

[0512] In an embodiment, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. For example, the host may include a Be complex (e.g., Compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0513] In an embodiment, the host may include one of Compound H1 to Compound H128, 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-di(9-carbazolyl)benzene (mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), or any combination thereof:

[0514]

[0515]

[0516]

[0517]

[0518]

[0519]

[0520]

[0521]

[0522] [Phosphorescent dopant]

[0523] In an embodiment, the phosphorescent dopant may include at least one transition metal as a central metal.

[0524] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

[0525] The phosphorescent dopant may be electrically neutral.

[0526] In an embodiment, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0527] [Formula 401]

[0528] M(L 401 ) xc1 (L 402 ) xc2

[0529] [Formula 402]

[0530]

[0531] In Equations 401 and 402,

[0532] M can be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),

[0533] L 401 It can be a ligand represented by formula 402, and xc1 is 1, 2 or 3, wherein when xc1 is two or more than two, two or more L 401 can be the same as or different from each other,

[0534] L 402 can be an organic ligand, and xc2 can be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater than 2, two or more L 402 can be the same as or different from each other,

[0535] X 401 and X402 may each independently be nitrogen or carbon,

[0536] Ring A 401 and Ring A 402 Can be C3-C independently 60 Carbocyclic group or C1-C 60 Heterocyclic groups,

[0537] T 401 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*' or *=C=*', * and *' each represent a binding site with an adjacent atom,

[0538] X 403 and X 404 can each independently be a chemical bond (eg, 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 ),

[0539] Q 411 To Q 414 can each be independently the same as described for Q1,

[0540] R 401 and R 402 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or substituted by at least one R 10a Substituted C1-C 20 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 20 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q402 )、-B(Q 401 )(Q 402 ),-C(=O)(Q 401 )、-S(=O)2(Q 401 ) or -P(=O)(Q 401 )(Q 402 ),

[0541] Q 401 To Q 403 can be independently the same as described for Q1, R 10a Can be the same as described in this article,

[0542] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0543] * and *' in Formula 402 each represent a binding site with M in Formula 401.

[0544] For example, in Equation 402, X 401 can be nitrogen, and X 402 It can be carbon, or X 401 and X 402 Each may be nitrogen.

[0545] In an embodiment, in Formula 401, when xc1 is 2 or greater than 2, two or more L 401 The two rings A 401 It can optionally be connected via T as a linker 402 bonded to each other, and two or more L 401 The two rings A 402 It can optionally be connected via T as a linker 403 Bonded to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 Can be independently compared with T 401 Same as described.

[0546] In formula 401, L 402 It can be an organic ligand. For example, L 402 It may include a halogen group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, -CN, a phosphorus-containing group (e.g., a phosphine group, a phosphite group, etc.), or any combination thereof.

[0547] In an embodiment, the phosphorescent dopant may include, for example, one of Compound PD1 to Compound PD39 or any combination thereof:

[0548]

[0549]

[0550]

[0551] [Fluorescent dopant]

[0552] The fluorescent dopant may include an amine group-containing compound, a styryl group-containing compound, or any combination thereof.

[0553] In an embodiment, the fluorescent dopant may include a compound represented by Formula 501:

[0554] [Formula 501]

[0555]

[0556] In formula 501,

[0557] Ar 501 、R 501 and R 502 may be each independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic groups, either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, L 501 To L 503 may be each independently unsubstituted or substituted with at least one R 10a Substituted divalent C3-C 60 Carbocyclic groups, either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic group, R 10a Can be the same as described in this article,

[0558] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0559] xd4 can be 1, 2, 3, 4, 5 or 6.

[0560] In an embodiment, in Formula 501, Ar 501 It may be a fused cyclic group in which three or more monocyclic groups are fused together (e.g., anthracene group, group or pyrene group).

[0561] In an embodiment, in Formula 501, xd4 can be 2.

[0562] In an embodiment, the fluorescent dopant may include: one of Compound FD1 to Compound FD37; DPVBi; DPAVBi; or any combination thereof:

[0563]

[0564]

[0565]

[0566] [Delayed fluorescence material]

[0567] The emitting layer may contain a delayed fluorescent material.

[0568] In the specification, the delayed fluorescent material may be any compound capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0569] The delayed fluorescent material included in the emission layer may serve as a host or a dopant depending on the types of other materials included in the emission layer.

[0570] In the embodiment, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be at least 0 eV but not more than 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material is within the range described above, the up-conversion of the delayed fluorescent material from the triplet state to the singlet state can be effectively performed, and thus the light-emitting device 10 can have improved luminous efficiency.

[0571] In an embodiment, the delayed fluorescent material may include: a molecule comprising at least one electron donor (eg, a π-electron-rich C3-C 60 Cyclic groups, such as carbazole groups) and at least one electron acceptor (e.g., sulfoxide groups, cyano groups or π-electron-deficient nitrogen-containing C1-C 60 or a C8-C ... 60 Polycyclic materials.

[0572] In an embodiment, the delayed fluorescent material may include at least one of Compound DF1 to Compound DF14:

[0573]

[0574]

[0575] [Quantum dot]

[0576] The emissive layer may comprise quantum dots.

[0577] In the specification, a quantum dot may be a crystal of a semiconductor compound, and may include any material capable of emitting light of various emission wavelengths according to the size of the crystal.

[0578] The diameter of a quantum dot can be, for example, from about 1 nm to about 10 nm.

[0579] Quantum dots can be synthesized by a wet chemical process, a metal organic chemical vapor deposition process, a molecular beam epitaxy process, or any process similar thereto.

[0580] The wet chemical process involves mixing precursor materials with an organic solvent and growing quantum dot particle crystals. As the crystals grow, the organic solvent naturally acts as a dispersant that coordinates to the surface of the quantum dot crystals and controls their growth. This allows the growth of quantum dot particles to be controlled using a process that is less expensive and easier to perform than vapor deposition methods such as metal-organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).

[0581] The quantum dots may include Group II-VI semiconductor compounds, Group III-V semiconductor compounds, Group III-VI semiconductor compounds, Group I-III-VI semiconductor compounds, Group IV-VI semiconductor compounds, Group IV elements or compounds, or any combination thereof.

[0582] Examples of II-VI semiconductor compounds may include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, or MgS; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdS, CdSeS, CdSeTe, CdSTe, ZnS, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdS, CdSe ... dZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe or MgZnS; a quaternary compound, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe or HgZnSTe; and any combination thereof.

[0583] Examples of III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, or InSb; ternary compounds such as GaNPs, GaNAs, GaNSb, GaPAs, GaPSb, AlNPs, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNPs, InAlP, InNAs, InNSb, InPAs, or InPSb; quaternary compounds such as GaAlNPs, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNPs, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNPs, InAlNAs, InAlNSb, InAlPAs, or InAlPSb; and any combination thereof. In embodiments, the III-V semiconductor compound may further include a Group II element. Examples of the Group III-V semiconductor compound further including a Group II element may include InZnP, InGaZnP, InAlZnP, and the like.

[0584] Examples of III-VI semiconductor compounds may include: binary compounds such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3 or InTe; ternary compounds such as InGaS3 or InGaSe3; and any combination thereof.

[0585] Examples of Group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, or AgAlO2; and any combination thereof.

[0586] Examples of IV-VI semiconductor compounds may include: binary compounds, such as SnS, SnSe, SnTe, PbS, PbSe or PbTe; ternary compounds, such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe or SnPbTe; quaternary compounds, such as SnPbSSe, SnPbSeTe or SnPbSTe; and any combination thereof.

[0587] Examples of Group IV elements or compounds may include: single element materials, such as Si or Ge; binary compounds, such as SiC or SiGe; and any combination thereof.

[0588] Each element contained in the compound (eg, binary compound, ternary compound, or quaternary compound) may be present in the particle at a uniform concentration or at a non-uniform concentration.

[0589] In an embodiment, the quantum dot may have a single structure in which the concentration of each element in the quantum dot is uniform, or may have a core-shell structure. For example, when the quantum dot has a core-shell structure, the material contained in the core and the material contained in the shell may be different from each other.

[0590] The shell of a quantum dot can serve as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be single-layer or multi-layer. The interface between the core and the shell can have a concentration gradient, where the concentration of the element present in the shell decreases towards the core.

[0591] The shell of the quantum dot may include a metal oxide, a metalloid oxide, a non-metal oxide, a semiconductor compound, or any combination thereof. Examples of the metal oxide, metalloid oxide, or non-metal oxide may 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.

[0592] Examples of semiconductor compounds may include II-VI semiconductor compounds as described herein; III-V semiconductor compounds; III-VI semiconductor compounds; I-III-VI semiconductor compounds; IV-VI semiconductor compounds; and any combination thereof. For example, the semiconductor compound may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0593] The full width at half maximum (FWHM) of the emission spectrum of the quantum dot can be equal to or less than about 45 nm. For example, the FWHM of the emission spectrum of the quantum dot can be equal to or less than about 40 nm. For example, the FWHM of the emission spectrum of the quantum dot can be equal to or less than about 30 nm. Within these ranges, color purity or color reproducibility can be increased. Light emitted by the quantum dot can be emitted in all directions, so that a wide viewing angle can be improved.

[0594] In embodiments, the quantum dots may be in the form of spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates.

[0595] Since the band gap can be adjusted by controlling the size of the quantum dots, light with various wavelength bands can be obtained from the quantum dot emission layer. Therefore, by using quantum dots of different sizes, a light-emitting device that emits light of various wavelengths can be realized. In an embodiment, the size of the quantum dots can be adjusted to emit red light, green light, and / or blue light. In an embodiment, the size of the quantum dots can be configured to emit white light through a combination of light of various colors.

[0596] [Electron Transport Region in Intermediate Layer 130]

[0597] The electron transport region may have a single-layer structure consisting of a layer composed of a single material, a single-layer structure consisting of layers containing different materials, or a multi-layer structure including a plurality of layers containing different materials.

[0598] 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.

[0599] In an embodiment, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the layers of each structure may be stacked from the emission layer in their respective prescribed order, but the structure of the electron transport region is not limited thereto.

[0600] In an embodiment, the electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a nitrogen-containing C1-C1-C2-containing polymer having at least one π-electron-deficient carbonyl group. 60 Metal-free compounds of cyclic groups.

[0601] In an embodiment, the electron transport region may include a compound represented by Formula 601:

[0602] [Equation 601]

[0603] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0604] In Equation 601,

[0605] Ar 601may be unsubstituted or substituted with at least one R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, L 601 may be unsubstituted or substituted with at least one R 10a Substituted divalent C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic groups,

[0606] xe11 can be 1, 2 or 3,

[0607] xe1 can be 0, 1, 2, 3, 4, or 5,

[0608] R 601 may be unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 ),-C(=O)(Q 601 )、-S(=O)2(Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0609] Q 601 To Q 603 can each be independently the same as described herein with respect to Q1,

[0610] xe21 can be 1, 2, 3, 4, or 5, and

[0611] At least one of the following conditions can be met: 601 may be unsubstituted or substituted with at least one R 10a Substituted π-electron-deficient nitrogen-containing C1-C 60 Cyclic group; R 601 may be unsubstituted or substituted with at least one R 10a Substituted π-electron-deficient nitrogen-containing C1-C 60 a cyclic group; and L 601 may be unsubstituted or substituted with at least one R 10a Substituted divalent π-electron-deficient nitrogen-containing C1-C 60 Cyclic group.

[0612] In an embodiment, in Formula 601, when xe11 is 2 or greater, two or more Ar 601 can be connected to each other via a single bond.

[0613] In an embodiment, in Formula 601, Ar 601 may be unsubstituted or substituted with at least one R 10a Substituted anthracene group. 10a Can be the same as described herein.

[0614] In an embodiment, the electron transport region may include a compound represented by Formula 601-1:

[0615] [Formula 601-1]

[0616]

[0617] In formula 601-1,

[0618] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), X 616 Can be N or C(R 616 ), and X 614 To X 616 At least one of can each be N,

[0619] L 611 To L 613 Can be independently compared with L 601 Same as described,

[0620] xe611 to xe613 can each independently be the same as described for xe1,

[0621] R 611 to R 613 can be independently compared with R 601 Same as described, and

[0622] R 614 to R 616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a C1-C 20 Alkyl groups, C1-C 20 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group. 10aCan be the same as described herein.

[0623] In an embodiment, in Formula 601 and Formula 601-1, xe1 and xe611 to xe613 may each independently be 0, 1, or 2.

[0624] In an embodiment, the electron transport region may include one of Compound ET1 to Compound ET45, 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:

[0625]

[0626]

[0627]

[0628]

[0629] The thickness of the electron transport region can be about to about For example, the thickness of the electron transport region may be about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be independently about to about And the thickness of the electron transport layer can be about to about For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer can each independently be about to about For example, the thickness of the electron transport layer can be about to about When the thicknesses of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer, and / or the electron transport region are within these ranges, satisfactory electron transport characteristics may be obtained without a significant increase in driving voltage.

[0630] In addition to the materials described above, the electron transport region (eg, the electron transport layer in the electron transport region) may further include a metal-containing material.

[0631] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ion of the alkali metal complex may be Li ion, Na ion, K ion, Rb ion, or Cs ion, and the metal ion of the alkaline earth metal complex may be Be ion, Mg ion, Ca ion, Sr ion, or Ba ion.

[0632] The ligands coordinated to the metal ion of the alkali metal complex or the alkaline earth metal complex can each independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0633] In an embodiment, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (Liq) or compound ET-D2:

[0634]

[0635] The electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer may directly contact the second electrode 150.

[0636] The electron injection layer may have a single-layer structure composed of a layer composed of a single material, a single-layer structure composed of layers containing different materials, or a multilayer structure including a plurality of layers containing different materials.

[0637] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0638] Alkali metals may include Li, Na, K, Rb, Cs, or any combination thereof. Alkaline earth metals may include Mg, Ca, Sr, Ba, or any combination thereof. Rare earth metals may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0639] The alkali metal-containing compounds, alkaline earth metal-containing compounds, and rare earth metal-containing compounds may include oxides, halides (eg, fluorides, chlorides, bromides, or iodides), or tellurides of alkali metals, alkaline earth metals, and rare earth metals, or any combination thereof.

[0640] The compounds containing alkali metals may include: alkali metal oxides, such as Li2O, Cs2O or K2O; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI or KI; or any combination thereof. The compounds containing alkaline earth metals may include alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying the condition 0 < x < 1), Ba x Ca 1-x O (where x is a real number satisfying the condition 0 < x < 1), etc. The compounds containing rare earth metals may include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3 or any combination thereof. In an embodiment, the compound containing rare earth metals may include lanthanide metal tellurides. Examples of lanthanide metal tellurides may be 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.

[0641] Alkali metal complexes, alkaline earth metal complexes and rare earth metal complexes may contain: alkali metal ions, alkaline earth metal ions or rare earth metal ions; and ligands bonded to the metal ions, such as 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.

[0642] In an embodiment, the electron injection layer may be composed of: alkali metals, alkaline earth metals, rare earth metals, compounds containing alkali metals, compounds containing alkaline earth metals, compounds containing rare earth metals, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes or any combination thereof as described above. In an embodiment, the electron injection layer may further contain an organic material (for example, a compound represented by formula 601).

[0643] In an embodiment, the electron injection layer may be composed of an alkali metal-containing compound (e.g., an alkali metal halide); or the electron injection layer may be composed of an alkali metal-containing compound (e.g., an alkali metal halide) and an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposition layer, a RbI:Yb co-deposition layer, a LiF:Yb co-deposition layer, etc.

[0644] When the electron injection layer further comprises an organic material, alkali metals, alkaline earth metals, rare earth metals, alkali metal-containing compounds, alkaline earth metal-containing compounds, rare earth metal-containing compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes or any combination thereof can be uniformly or non-uniformly dispersed in the matrix comprising the organic material.

[0645] The thickness of the electron injection layer can be about to about For example, the thickness of the electron injection layer may be about to about When the thickness of the electron injection layer is within any of the ranges described above, satisfactory electron injection characteristics can be obtained without a significant increase in driving voltage.

[0646] [Second electrode 150]

[0647] The second electrode 150 may be located on the intermediate layer 130 having the structure described above. The second electrode 150 may be a cathode serving as an electron injection electrode. When the second electrode 150 is a cathode, the second electrode 150 may include a material having a low work function, such as a metal, an alloy, a conductive compound, or any combination thereof.

[0648] 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 transmissive electrode, a semi-transmissive reflective electrode, or a reflective electrode.

[0649] The second electrode 150 may have a single-layer structure or a multi-layer structure.

[0650] [Overlay]

[0651] The light-emitting device 10 may include a first covering layer located outside the first electrode 110 and / or a second covering layer located outside the second electrode 150. In the embodiment, the light-emitting device 10 may have a structure in which the first covering layer, the first electrode 110, the intermediate layer 130, and the second electrode 150 are stacked in the prescribed order, a structure in which the first electrode 110, the intermediate layer 130, the second electrode 150 and the second covering layer are stacked in the prescribed order, or a structure in which the first covering layer, the first electrode 110, the intermediate layer 130, the second electrode 150 and the second covering layer are stacked in the prescribed order.

[0652] Light generated in the emission layer of the intermediate layer 130 of the light-emitting device 10 can be extracted to the outside through the first electrode 110 (which can be a semi-transmissive reflective electrode or a transmissive electrode) and the first cover layer. Light generated in the emission layer of the intermediate layer 130 of the light-emitting device 10 can be extracted to the outside through the second electrode 150 (which can be a semi-transmissive reflective electrode or a transmissive electrode) and the second cover layer.

[0653] The first cover layer and the second cover layer can each increase the external emission efficiency based on the principle of constructive interference, thereby increasing the light extraction efficiency of the light emitting device 10 and improving the luminous efficiency of the light emitting device 10.

[0654] The first cover layer and the second cover layer may each include a material having a refractive index equal to or greater than about 1.6 (with respect to a wavelength of about 589 nm).

[0655] The first covering layer and the second covering layer may each independently be an organic covering layer including an organic material, an inorganic covering layer including an inorganic material, or an organic-inorganic composite covering layer including an organic material and an inorganic material.

[0656] At least one of the first and second covering layers can each independently comprise 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, heterocyclic compound, and amine-containing compound can be optionally substituted with substituents containing O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.

[0657] In an embodiment, at least one of the first cover layer and the second cover layer may each independently include an amine group-containing compound.

[0658] For example, at least one of the first cover layer and the second cover layer may each independently include the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof.

[0659] In an embodiment, at least one of the first cover layer and the second cover layer may each independently include one of Compound HT28 to Compound HT33, one of Compound CP1 to Compound CP6, β-NPB, or any combination thereof:

[0660]

[0661] [membrane]

[0662] The heterocyclic compound represented by Formula 1 can be included in various films. Therefore, another embodiment provides a film comprising a heterocyclic compound represented by Formula 1. The film can be, for example, an optical member (or light control mechanism) (e.g., a color filter, a color conversion member, a cover layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer, a layer containing quantum dots, etc.), a light blocking member (e.g., a light reflecting layer, a light absorbing layer, etc.), or a protective member (e.g., an insulating layer, a dielectric layer, etc.).

[0663] [Electronic equipment]

[0664] The light emitting device may be included in various electronic devices. For example, the electronic device including the light emitting device may be a light emitting device, an authentication device, etc.

[0665] In addition to the light-emitting device, the electronic device (e.g., a light-emitting device) may further include a color filter, a color conversion layer, or a color filter and a color conversion layer. The color filter and / or color conversion layer may be located in at least one direction of travel of the light emitted from the light-emitting device. For example, the light emitted from the light-emitting device may be blue light or white light. Further details about the light-emitting device may be the same as described herein. In an embodiment, the color conversion layer may include quantum dots. The quantum dots may be, for example, as described herein.

[0666] The electronic device may include a substrate, the substrate may include sub-pixels, the color filter may include color filter regions corresponding to the sub-pixels, and the color conversion layer may include color conversion regions corresponding to the sub-pixels.

[0667] A pixel defining layer may be located between the sub-pixels to define each sub-pixel.

[0668] The color filter may further include color filter regions and a light shielding pattern located between the color filter regions, and the color conversion layer may further include color conversion regions and a light shielding pattern located between the color conversion regions.

[0669] The color filter region (or color conversion region) may include a first region that emits a first color of light, a second region that emits a second color of light, and / or a third region that emits a third color of light, wherein the first color of light, the second color of light, and / or the third color of light may have different maximum emission wavelengths. For example, the first color of light may be red light, the second color of light may be green light, and the third color of light may be blue light. In an embodiment, the color filter region (or color conversion region) may include quantum dots. For example, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. Further details regarding the quantum dots may be the same as described herein. The first region, the second region, and / or the third region may each further include a scatterer.

[0670] In an embodiment, the light emitting device may emit a first light, the first region may absorb the first light to emit a first-first color light, the second region may absorb the first light to emit a second-first color light, and the third region may absorb the first light to emit a third-first color light. The first-first color light, the second-first color light, and the third-first color light may have different maximum emission wavelengths. For example, the first light may be blue light, the first-first color light may be red light, the second-first color light may be green light, and the third-first color light may be blue light.

[0671] In addition to the light emitting device described above, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode, and an active layer, wherein any one of the source electrode and the drain electrode may be electrically connected to any one of the first electrode and the second electrode of the light emitting device.

[0672] The thin film transistor may further include a gate electrode, a gate insulating film, and the like.

[0673] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, or the like.

[0674] The electronic device may further include a sealing portion for sealing the light-emitting device. The sealing portion may be located between the color filter and / or color conversion layer and the light-emitting device. The sealing portion allows light from the light-emitting device to be extracted to the outside while simultaneously preventing ambient air and moisture from penetrating into the light-emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin-film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin-film encapsulation layer, the electronic device may be flexible.

[0675] Depending on the purpose of the electronic device, various functional layers may be further included on the seal in addition to the color filter and / or color conversion layer. Examples of functional layers include a touch screen layer, a polarizing layer, etc. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer. The verification device may be, for example, a biometric verification device that verifies an individual by using biometric information of a living being (e.g., a fingertip, pupil, etc.).

[0676] In addition to the light emitting device as described above, the authentication apparatus may further include a biometric information collector.

[0677] The electronic device can be applied to various displays, light sources, lighting equipment, personal computers (for example, mobile personal computers), mobile phones, digital cameras, electronic notepads, electronic dictionaries, electronic game consoles, medical instruments (for example, electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasonic diagnostic devices or endoscope displays), fish finders, various measuring instruments, meters (for example, meters used for vehicles, aircraft and ships), projectors, etc.

[0678] [Electronic Equipment]

[0679] Light emitting devices may be included in various electronic equipment.

[0680] In an embodiment, the electronic equipment including the light emitting device can be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a mobile phone, a tablet computer, a tablet phone, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0681] The light emitting device may have properties excellent in terms of light emitting efficiency and long lifespan, and thus electronic equipment including the light emitting device may have characteristics such as high brightness, high resolution, and low power consumption.

[0682] [ Figure 2 and Figure 3 Description]

[0683] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment.

[0684] Figure 2The electronic device (eg, a light-emitting device) includes a substrate 100, a thin film transistor (TFT), a light-emitting device, and an encapsulation portion 300 that seals the light-emitting device.

[0685] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer 210 may be located on the substrate 100. The buffer layer 210 may prevent impurities from penetrating through the substrate 100 and may provide a flat surface on the substrate 100.

[0686] The TFT may be positioned on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0687] The active layer 220 may include an inorganic semiconductor (eg, silicon or polysilicon), an organic semiconductor, or an oxide semiconductor, and may include a source region, a drain region, and a channel region.

[0688] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be located on the active layer 220 , and the gate electrode 240 may be located on the gate insulating film 230 .

[0689] Interlayer insulating film 250 may be located on gate electrode 240 . Interlayer insulating film 250 may be located between gate electrode 240 and source electrode 260 to insulate gate electrode 240 from source electrode 260 and between gate electrode 240 and drain electrode 270 to insulate gate electrode 240 from drain electrode 270 .

[0690] Source electrode 260 and drain electrode 270 may be located on interlayer insulating film 250. Interlayer insulating film 250 and gate insulating film 230 may be formed to expose the source and drain regions of active layer 220, and source electrode 260 and drain electrode 270 may contact the exposed portions of the source and drain regions of active layer 220, respectively.

[0691] The TFT is electrically connected to the light-emitting device to drive the light-emitting device and is covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light-emitting device is provided on the passivation layer 280. The light-emitting device may include a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0692] The first electrode 110 may be positioned on the passivation layer 280. The passivation layer 280 may not completely cover the drain electrode 270 and may expose a portion of the drain electrode 270. The first electrode 110 may be connected (eg, electrically connected) to the exposed portion of the drain electrode 270.

[0693] A pixel defining layer 290 including an insulating material may be disposed on the first electrode 110. The pixel defining layer 290 may expose an area of the first electrode 110, and the intermediate layer 130 may be formed on the exposed area of the first electrode 110. The pixel defining layer 290 may be a polyimide organic film or a polyacrylic organic film. Figure 2 Although not shown in the figure, at least some layers of the intermediate layer 130 may extend beyond the upper portion of the pixel defining layer 290 to be provided in the form of a common layer.

[0694] The second electrode 150 may be positioned on the intermediate layer 130, and a capping layer 170 may be further included on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0695] The encapsulation part 300 may be located on the cover layer 170. The encapsulation part 300 may be located on the light emitting device to protect the light emitting device from moisture and / or oxygen. The encapsulation part 300 may include an inorganic film containing silicon nitride (SiN x ), silicon oxide (SiO x ), indium tin oxide, indium zinc oxide or any combination thereof; an organic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, an acrylic-based resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.), an epoxy-based resin (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of an inorganic film and an organic film.

[0696] Figure 3 is a schematic cross-sectional view of an electronic device according to an embodiment.

[0697] Figure 3 An electronic device (e.g., a light emitting device) can be used with Figure 2 The electronic device is different from the one of the embodiment in that at least the light shielding pattern 500 and the functional area 400 are further included outside the packaging portion 300. The functional area 400 can be a color filter area, a color conversion area, or a combination of a color filter area and a color conversion area. Figure 3 The light-emitting device in the electronic device may be a series light-emitting device.

[0698] [ Figure 4 Description]

[0699] Figure 4 is a schematic perspective view of electronic equipment 1 including a light emitting device according to the embodiment.

[0700] The electronic equipment 1 may be a device that displays moving images or still images, and may be not only portable electronic equipment such as a mobile phone, a smart phone, a tablet computer, a mobile communication terminal, an electronic diary, an electronic book, a portable multimedia player (PMP), a navigation device, or an ultra-mobile personal computer (UMPC), but may also be various products such as a television (TV), a laptop computer, a monitor, a sign, or an Internet of Things (IoT) device. The electronic equipment 1 may be any of the products described above or a component thereof.

[0701] In an embodiment, the electronic equipment 1 may be a wearable device such as a smart watch, a watch phone, a glasses-type display, or a head-mounted display (HMD), or a component of a wearable device. However, embodiments of the present disclosure are not limited thereto.

[0702] Examples of the electronic equipment 1 may include an instrument panel of a vehicle's dashboard, a central information display (CID) on a vehicle's center panel or dashboard, a vehicle's interior mirror display that replaces a side mirror, an entertainment display for a vehicle's rear seat or a display located on the back of a front seat, a head-up display (HUD) mounted on the front of the vehicle or projected on the front windshield, or a computer-generated holographic augmented reality head-up display (CGH AR HUD). For ease of explanation, Figure 4 An embodiment is illustrated in which the electronic equipment 1 is a smartphone.

[0703] The electronic equipment 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device may realize an image through a two-dimensional array of pixels arranged in the display area DA.

[0704] The non-display area NDA is an area where no image is displayed and may surround (e.g., completely surround) the display area DA. A driver for supplying electrical signals or power to the display device arranged in the display area DA may be arranged in the non-display area NDA. A pad may be arranged in the non-display area NDA, and the pad is an area to which electronic components or a printed circuit board can be electrically connected.

[0705] In the electronic equipment 1, the length in the x-axis direction and the length in the y-axis direction may be different from each other. Figure 4 , the length in the x-axis direction may be shorter than the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be the same as the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be longer than the length in the y-axis direction.

[0706] [ Figure 5 and Figures 6A to 6C Description]

[0707] Figure 5 is a schematic perspective view of the exterior of a vehicle 1000 as electronic equipment including a light emitting device according to the embodiment. Figures 6A to 6C Each is a schematic diagram of the interior of a vehicle 1000 according to an embodiment.

[0708] refer to Figure 5 、 Figure 6A 、 Figure 6B and Figure 6C , embodiments of vehicle 1000 may include various devices for moving a transported object, such as a person, object, or animal, from a starting point to a destination. Examples of vehicle 1000 include vehicles that travel on roads or tracks, ships that travel on the sea or on rivers, and airplanes that fly through the air.

[0709] Vehicle 1000 can travel on roads or tracks. Vehicle 1000 can move in a selected or given direction based on the rotation of at least one wheel. Examples of vehicle 1000 include three-wheeled or four-wheeled vehicles, construction machinery, two-wheeled vehicles, prime movers, bicycles, and trains traveling on tracks.

[0710] Vehicle 1000 may include a vehicle body having an interior and an exterior, and a chassis, which is the portion of the vehicle other than the vehicle body in which the equipment necessary for driving is mounted. The exterior of the vehicle body may include, for example, a front panel, a bonnet, a roof panel, a rear panel, a trunk, and pillars provided at the boundaries between doors. The chassis of vehicle 1000 may include, for example, a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel system, front and rear wheels, and left and right wheels.

[0711] The vehicle 1000 may include side windows 1100 , a front window 1200 , side mirrors 1300 , a cluster piece 1400 , a center panel 1500 , a passenger seat instrument panel 1600 , and a display device 2 .

[0712] The side window glass 1100 and the front window glass 1200 may be separated by pillars disposed between the side window glass 1100 and the front window glass 1200 .

[0713] Side window glass 1100 may be mounted on the side of vehicle 1000. In an embodiment, side window glass 1100 may be mounted on a door of vehicle 1000. Multiple side window glass 1100 may be provided and may face each other. In an embodiment, side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In an embodiment, first side window glass 1110 may be positioned adjacent to cluster member 1400, and second side window glass 1120 may be positioned adjacent to passenger seat instrument panel 1600.

[0714] In an embodiment, the side window glasses 1100 may be spaced apart from each other in the x-axis direction or the -x-axis direction. In an embodiment, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x-axis direction or the -x-axis direction. For example, the virtual straight line L connecting the side window glasses 1100 may extend in the x-axis direction or the -x-axis direction. In an embodiment, the virtual straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-axis direction or the -x-axis direction.

[0715] The front window glass 1200 may be installed at the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.

[0716] The side-view mirror 1300 can provide a rear view of the vehicle 1000. The side-view mirror 1300 can be mounted on the exterior of the vehicle body. In an embodiment, a plurality of side-view mirrors 1300 can be provided. For example, one of the side-view mirrors 1300 can be positioned on the exterior of the first side window glass 1110, and another of the side-view mirrors 1300 can be positioned on the exterior of the second side window glass 1120.

[0717] Cluster 1400 may be arranged in front of the steering wheel and may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn signal indicator, a high beam indicator, warning lights, a seat belt warning light, an odometer, a speedometer, an automatic transmission selector indicator light, a door open warning light, an oil warning light, and / or a low fuel warning light.

[0718] The center panel 1500 may include a control panel on which buttons for adjusting an audio device, an air conditioning device, and a seat heater are provided. The center panel 1500 may be arranged on a side of the cluster piece 1400 .

[0719] The passenger-side instrument panel 1600 may be spaced apart from the cluster piece 1400, and the center panel 1500 may be disposed between the cluster piece 1400 and the passenger-side instrument panel 1600. In an embodiment, the cluster piece 1400 may be disposed corresponding to a driver's seat (not shown), and the passenger-side instrument panel 1600 may be disposed corresponding to a passenger seat (not shown). In an embodiment, the cluster piece 1400 may be adjacent to the first side window glass 1110, and the passenger-side instrument panel 1600 may be adjacent to the second side window glass 1120.

[0720] In an embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be arranged inside the vehicle 1000. In an embodiment, the display device 2 may be arranged between the side window glasses 1100 facing each other. The display device 2 may be arranged on at least one of the cluster member 1400, the center panel 1500, and the passenger seat instrument panel 1600.

[0721] The display device 2 may include an organic light-emitting display device, an inorganic electroluminescent (EL) display device, a quantum dot display device, etc. Hereinafter, an organic light-emitting display device including a light-emitting device according to the embodiment will be described as an example of the display device 2. However, various types of display devices as described above may be used in the embodiment.

[0722] refer to Figure 6A , the display device 2 can be arranged on the central panel 1500. In an embodiment, the display device 2 can display navigation information. In an embodiment, the display device 2 can display information about audio settings, video settings, or vehicle settings.

[0723] refer to Figure 6B Display device 2 may be located on clusterware 1400. When located on clusterware 1400, clusterware 1400 can display driving information and other information via display device 2. For example, clusterware 1400 can digitally display driving information and other information. Clusterware 1400 can digitally display vehicle information and driving information as images. For example, a tachometer needle and gauge, as well as various warning lights or icons, can be displayed via digital signals.

[0724] refer to Figure 6C, the display device 2 may be arranged on the passenger seat instrument panel 1600. The display device 2 may be embedded in the passenger seat instrument panel 1600 or arranged on the passenger seat instrument panel 1600. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display images related to the information displayed on the cluster piece 1400 and / or the information displayed on the center panel 1500. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the cluster piece 1400 and / or the information displayed on the center panel 1500.

[0725] [Manufacturing method]

[0726] The layers included in the hole transport region, the emission layer, and the layers included in the electron transport region can be formed in selected regions by using one or more suitable methods, such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and laser induced thermal imaging.

[0727] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by vacuum deposition, the deposition temperature may be about 100° C. to about 500° C. ... -8 About 10 -3 Torr vacuum and about to about Deposition is carried out at a deposition rate of .

[0728] [Definition of terms]

[0729] As used herein, the term "C3-C 60 A "carbocyclic group" may be a cyclic group consisting of carbon atoms as the only ring atoms and having three to sixty carbon atoms (e.g., 3 to 30, 3 to 20, 3 to 15, or 3 to 10 carbon atoms). As used herein, the term "C1-C 60 The "heterocyclic group" may be a cyclic group having one to sixty carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) and further having at least one heteroatom as a ring-constituting atom in addition to carbon atoms. 60 Carbocyclic groups and C1-C 60 The heterocyclic groups may each be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are fused to each other. 60The heterocyclic group can have 3 to 61 ring-forming atoms (eg, 3 to 30, 3 to 20, 3 to 15, or 3 to 10 ring-forming atoms).

[0730] As used herein, the term "cyclic group" may be a C3-C 60 Carbocyclic group or C1-C 60 Heterocyclic group.

[0731] As used herein, the term "π-electron-rich C3-C 60 The "cyclic group" may be a cyclic group having three to sixty carbon atoms (e.g., 3 to 30, 3 to 20, 3 to 15, or 3 to 10 carbon atoms) and may not contain *-N=*' as a ring-forming portion. As used herein, the term "π-electron-deficient nitrogen-containing C1-C 60 The "cyclic group" may be a heterocyclic group having one to sixty carbon atoms (eg, 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) and may contain *-N=*' as a ring-forming portion.

[0732] In an embodiment,

[0733] C3-C 60 The carbocyclic group may be a T1 group or a group in which two or more T1 groups are fused to each other (e.g., a cyclopentadiene group, an adamantane group, a norbornane group, a phenyl group, a pentalene group, a naphthalene group, an azulene group, an indacene group, an acenaphthylene group, a phenanthrenyl group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, group, perylene group, pentaphenyl group, heptalene group, tetracene group, phenanthren group, hexacenyl group, pentacene group, rubride group, coronene group, ovaphenyl group, indene group, fluorene group, spiro-bifluorene group, benzofluorene group, indenophenanthrene group or indenoanthracene group),

[0734] C1-C 60The heterocyclic group may be a T2 group, a group in which two or more T2 groups are fused to each other, or a group in which at least one T2 group and at least one T1 group are fused to each other (for example, a pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzoisoindole group, a naphthoisoindole group, a benzothiorrole group, a benzothiophene group, a benzofuran group, a carbazole group, a dibenzothiorrole group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole group, an indolocarbazole group, a benzofuranocarbazole group, a benzothiophenocarbazole group, a benzothiorrolecarbazole group, a benzoindolocarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthothiorrole group, a benzofuranodibenzofuran group, a benzofuranodibenzothiophene ... Thienodibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzothiophene group, azadibenzofuran group, etc.),

[0735] π-electron-rich C3-C 60 The cyclic group may be a T1 group, a group in which two or more T1 groups are fused to each other, a T3 group, a group in which two or more T3 groups are fused to each other, or a group in which at least one T3 group and at least one T1 group are fused to each other (e.g., C3-C 60carbocyclic group, 1H-pyrrole group, thiole group, borole group, 2H-pyrrole group, 3H-pyrrole group, thiophene group, furan group, indole group, benzindole group, naphthoindole group, isoindole group, benzisoindole group, naphthoisoindole group, benzothiole group, benzothiophene group, benzofuran group, carbazole group, dibenzothiole group, dibenzothiophene group, dibenzofuran group, indenocarbazole group, indolocarbazole group, benzofuranocarbazole group, benzothienocarbazole group, benzothioleocarbazole group, benzoindolocarbazole group, benzocarbazole group, benzonaphthofuran group, benzonaphthothiophene group, benzonaphthothiole group, benzofuranodibenzofuran group, benzofuranodibenzothiophene group, benzothienodibenzothiophene group, etc.),

[0736] π-electron-deficient nitrogen-containing C1-C 60 The cyclic group may be a T4 group, a group in which two or more T4 groups are fused to each other, a group in which at least one T4 group and at least one T1 group are fused to each other, a group in which at least one T4 group and at least one T3 group are fused to each other, or a group in which at least one T4 group, at least one T1 group and at least one T3 group are fused to each other (e.g., a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzisoxazole group, group, benzothiazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzothiophene group, azadibenzofuran group, etc.), wherein

[0737] The T1 group can be a cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclobutene group, a cyclopentene group, a cyclopentadiene group, a cyclohexene group, a cyclohexadiene group, a cycloheptene group, an adamantane group, a norbornane (or bicyclo[2.2.1]heptane) group, a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group or a phenyl group.

[0738] The T2 group can be a furan group, a thiophene group, a 1H-pyrrole group, a thiol group, a borolide group, a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathiol group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a tetrazine group, a pyrrolidine group, an imidazolidinyl group, a dihydropyrrole group, a piperidine group, a tetrahydropyridine group, a dihydropyridine group, a hexahydropyrimidine group, a tetrahydropyrimidine group, a dihydropyrimidine group, a piperazine group, a tetrahydropyrazine group, a dihydropyrazine group, a tetrahydropyridazine group or a dihydropyridazine group,

[0739] The T3 group may be a furan group, a thiophene group, a 1H-pyrrole group, a thiol group or a borole group, and

[0740] The T4 group can be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathiazole group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group or a tetrazine group.

[0741] As used herein, the terms "cyclic group", "C3-C 60 Carbocyclic group", "C1-C 60 Heterocyclic groups", "π-electron-rich C3-C 60 Cyclic groups" and "π-electron-deficient nitrogen-containing C1-C 60 The “cyclic group” may be a group condensed with any cyclic group, a monovalent group, or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) according to the structure of the formula using the corresponding term. For example, a “phenyl group” may be a benzo group, a phenyl group, a phenylene group, etc., which can be easily understood by those skilled in the art based on the structure of the formula including the “phenyl group”.

[0742] Unit price C3-C 60 Carbocyclic group or monovalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups and monovalent non-aromatic fused heteropolycyclic groups.60 Carbocyclic group or divalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 Cycloalkylene groups, C1-C 10 Heterocycloalkylene group, C3-C 10 Cycloalkenylene group, C1-C 10 Heterocycloalkenylene group, C6-C 60 Arylene group, C1-C 60 heteroarylene group, a divalent non-aromatic fused polycyclic group, and a divalent non-aromatic fused heteropolycyclic group.

[0743] As used herein, the term "C1-C 60 The “alkyl group” may be a linear or branched monovalent aliphatic hydrocarbon group having one to sixty carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms), and examples thereof may include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, an n-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group, an n-heptyl group, an isoheptyl group, a sec-heptyl group, a tert-heptyl group, an n-octyl group, an isooctyl group, a sec-octyl group, a tert-octyl group, an n-nonyl group, an isononyl group, a sec-nonyl group, a tert-nonyl group, an n-decyl group, an isodecyl group, a sec-decyl group, and a tert-decyl group. As used herein, the term “C1-C 60 The "alkylene group" may be a C1-C 60 A divalent group of the same structure as an alkyl group.

[0744] As used herein, the term "C2-C 60 The "alkenyl group" may be a C2-C 60 The term "C2-C4" as used herein refers to a monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the terminal of the alkyl group, and examples thereof may include a vinyl group, a propenyl group, and a butenyl group. 60 The "alkenylene group" may be a 60 Alkenyl groups are divalent groups of the same structure.

[0745] As used herein, the term "C2-C 60 The "alkynyl group" may be a C2-C 60 The term "C2-C4" as used herein refers to a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the terminal of the alkyl group, and examples thereof may include an ethynyl group and a propynyl group. 60The "alkynylene group" may be a 60 Alkynyl groups are divalent groups of the same structure.

[0746] As used herein, the term "C1-C 60 The "alkoxy group" may be -O(A 101 )(where A 101 Can be C1-C 60 An alkyl group) is a monovalent group, and examples thereof may include a methoxy group, an ethoxy group, and an isopropoxy group.

[0747] As used herein, the term "C3-C 10 The "cycloalkyl group" may be a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and examples thereof may include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group (or a bicyclo[2.2.1]heptyl group), a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, and a bicyclo[2.2.2]octyl group. As used herein, the term "C3-C 10 The cycloalkylene group may be a C3-C 10 A divalent group of the same structure as the cycloalkyl group.

[0748] As used herein, the term "C1-C 10 The term "heterocycloalkyl group" as used herein may be a monovalent cyclic group having 1 to 10 carbon atoms, further containing at least one heteroatom other than carbon atoms as a ring-forming atom, and examples thereof may include a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, and a tetrahydrothienyl group. 10 The "heterocycloalkylene group" may be a 10 Heterocycloalkyl groups are divalent groups of the same structure.

[0749] As used herein, the term "C3-C 10 The term "C3-C4-cycloalkenyl group" as used herein may be a monovalent cyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its cyclic structure and having no aromaticity, and examples thereof may include a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group. 10 The cycloalkenylene group may be a 10 A cycloalkenyl group is a divalent group of the same structure.

[0750] As used herein, the term "C1-C 10The "heterocycloalkenyl group" may be a monovalent cyclic group having 1 to 10 carbon atoms in its cyclic structure, further containing at least one heteroatom other than carbon atoms as a ring-forming atom and having at least one double bond. 10 Examples of heterocycloalkenyl groups may include 4,5-dihydro-1,2,3,4-oxatriazolyl groups, 2,3-dihydrofuranyl groups, and 2,3-dihydrothienyl groups. As used herein, the term "C1-C 10 The "heterocycloalkenylene group" may be a 10 Heterocycloalkenyl group is a divalent group of the same structure.

[0751] As used herein, the term "C6-C 60 An "aryl group" may be a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms (e.g., 6 to 30, 6 to 20, 6 to 15, or 6 to 10 carbon atoms), and the term "C6-C 60 The "arylene group" may be a divalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms (e.g., 6 to 30, 6 to 20, 6 to 15, or 6 to 10 carbon atoms). 60 Examples of the aryl group may include a phenyl group, a pentalenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, When C6-C 60 Aryl groups and C6-C 60 When the arylene groups each contain two or more rings, the corresponding two or more rings may be fused to each other.

[0752] As used herein, the term "C1-C 60 The term "heteroaryl group" may be a monovalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms), further comprising at least one heteroatom other than carbon atoms as a ring-forming atom. As used herein, the term "C1-C 60 The "heteroarylene group" may be a divalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) and further containing at least one heteroatom other than a carbon atom as a ring-constituting atom. C1-C60 Examples of the heteroaryl group may include a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, a benzoquinolyl group, an isoquinolyl group, a benzoisoquinolyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthrolinyl group, a phthalazinyl group, and a naphthyridinyl group. 60 Heteroaryl groups and C1-C 60 When the heteroarylene groups each contain two or more rings, the corresponding two or more rings may be fused to each other.

[0753] As used herein, the term "monovalent non-aromatic fused polycyclic group" may be a monovalent group having two or more rings fused to each other, with only carbon atoms as ring atoms, and having no aromaticity in its molecular structure as a whole (e.g., having 8 to 60 carbon atoms, e.g., 8 to 30, 8 to 20, 8 to 15, or 8 to 10 carbon atoms). Examples of monovalent non-aromatic fused polycyclic groups may include indenyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, indenophenanthryl groups, and indenoanthryl groups. As used herein, the term "divalent non-aromatic fused polycyclic group" may be a divalent group having the same structure as the monovalent non-aromatic fused polycyclic group.

[0754] The term “monovalent non-aromatic fused heteropolycyclic group” as used herein may be a monovalent group having two or more rings fused to each other, further containing at least one heteroatom other than carbon atoms as a ring-constituting atom, and having no aromaticity in its molecular structure as a whole (for example, having 1 to 60 carbon atoms, for example, 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms). Examples of the monovalent non-aromatic condensed heteropolycyclic group may include a pyrrolyl group, a thienyl group, a furyl group, an indolyl group, a benzindolyl group, a naphthoindolyl group, an isoindolyl group, a benzisoindolyl group, a naphthoisoindolyl group, a benzothiorolyl group, a benzothiophenyl group, a benzofuranyl group, a carbazolyl group, a dibenzothiorolyl group, a dibenzothiophenyl group, a dibenzofuranyl group, an azacarbazolyl group, an azafluorenyl group, an azadibenzothiorolyl group, an azadibenzothiophenyl group, an azadibenzofuranyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, an oxadiazolyl group

[0045] The present invention also includes but is not limited to: a benzothiazolyl group, a benzopyrazolyl group, a benzimidazolyl group, a benzoxazolyl group, a benzothiazolyl group, a benzoxadiazolyl group, a benzothiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an imidazotriazinyl group, an imidazopyrazinyl group, an imidazopyridazinyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofuranocarbazolyl group, a benzothienocarbazolyl group, a benzothiorrolocarbazolyl group, a benzoindolocarbazolyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a benzonaphthothiophenyl group, a benzofuranodibenzofuranyl group, a benzofuranodibenzothiophenyl group, and a benzothienodibenzothiophenyl group. The term "divalent non-aromatic condensed heteropolycyclic group" as used herein may be a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

[0755] As used herein, the term "C6-C 60 The "aryloxy group" may be -O(A 102 )(where A 102 Can be C6-C 60 aryl group), and as used herein, the term "C6-C 60 The "arylthio group" may be a -S(A 103 )(where A 103 Can be C6-C 60 A group represented by an aryl group).

[0756] As used herein, the term "C7-C 60 The "arylalkyl group" may be composed of -(A 104)(A 105 )(where A 104 Can be C1-C 54 an alkylene group, and A 105 Can be C6-C 59 aryl group), and as used herein, the term "C2-C 60 A "heteroarylalkyl group" may be composed of -(A 106 )(A 107 )(where A 106 Can be C1-C 59 an alkylene group, and A 107 Can be C1-C 59 A group represented by a heteroaryl group).

[0757] In the specification, the group R 10a It can be:

[0758] deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, or a nitro group;

[0759] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, C2-C 60 Heteroarylalkyl group, -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 substituted C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group or C1-C 60 alkoxy groups;

[0760] Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60Alkenyl groups, C2-C 60 Alkynyl group, C1-C 60 Alkoxy groups, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, C2-C 60 Heteroarylalkyl group, -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 substituted C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group or C2-C 60 a heteroarylalkyl group; or

[0761] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ).

[0762] In the manual, Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 , Q 31 To Q 33 , Q 301 To Q 303 , Q 401 To Q 403 , Q 411 To Q 414 and Q601 To Q 603 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 Alkynyl group; C1-C 60 Alkoxy groups; each unsubstituted or deuterated, -F, cyano group, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted by an alkoxy group, a phenyl group, a biphenyl group or any combination thereof 60 Carbocyclic group or C1-C 60 Heterocyclic group; C7-C 60 Arylalkyl group; or C2-C 60 Heteroarylalkyl group.

[0763] The term "heteroatom" as used herein may be any atom other than a carbon atom or a hydrogen atom, and the number of the heteroatom may be 1 to 10, for example, 1, 2, 3, 4, or 5. Examples of the heteroatom may include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0764] In the specification, examples of the “transition metal” may include hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), gold (Au), and the like.

[0765] In the specification, the term "Ph" refers to a phenyl group, the term "Me" refers to a methyl group, the term "Et" refers to an ethyl group, the terms "tert-Bu" and "Bu t ” each refers to a tert-butyl group, and the term “OMe” refers to a methoxy group.

[0766] As used herein, the term "biphenyl group" may be a "phenyl group substituted by a phenyl group". For example, a "biphenyl group" may be a C6-C 60 Aryl groups are substituted phenyl groups as substituents.

[0767] The term "terphenyl group" as used herein may be a "phenyl group substituted by a biphenyl group". For example, a "terphenyl group" may be a phenyl group substituted by a C6-C 60 Aryl-substituted C6-C 60 Aryl groups are substituted phenyl groups as substituents.

[0768] In the specification, unless otherwise defined, the symbols * and *' each refer to a binding site to an adjacent atom in the corresponding formula or moiety.

[0769] In the specification, the terms "x-axis", "y-axis", and "z-axis" are not limited to the three axes in a rectangular coordinate system (e.g., a Cartesian coordinate system), and can be interpreted in a broader sense than the three axes in the aforementioned rectangular coordinate system. For example, the x-axis, y-axis, and z-axis can describe axes that are orthogonal to each other, or can describe axes in different directions that are not orthogonal to each other.

[0770] Hereinafter, the compound according to the embodiment and the light-emitting device according to the embodiment will be described in detail with reference to the following synthesis examples and examples. The phrase "using B instead of A" used to describe the synthesis examples means using an equimolar equivalent of B instead of A.

[0771] [Example]

[0772] Synthesis Example 1: Synthesis of Compound 6

[0773] Compound 6 according to the embodiment can be synthesized according to, for example, Reaction Scheme 1.

[0774] [Reaction Scheme 1]

[0775]

[0776] (Synthesis of Intermediate 6-1)

[0777] 3,6-Dibromo-9H-carbazole (CAS No. 6825-20-3), potassium hydroxide, and 4-toluenesulfonyl chloride (CAS No. 98-59-9) were reacted to obtain Intermediate 6-1. The following M+1 peak was confirmed by liquid chromatography-mass spectrometry (LC-MS) for Intermediate 6-1.

[0778] C 19 H 13 Br2NO2S: M+1 477.90

[0779] (Synthesis of Intermediate 6-2)

[0780] Intermediate 6-1 was reacted with n-BuLi and chlorotriphenylsilane (CAS No. 76-86-8) in this order to obtain Intermediate 6-2. Regarding Intermediate 6-2, the following M+1 peak was confirmed by liquid chromatography-mass spectrometry (LC-MS).

[0781] C 37 H 28 BrNO2SSi:M+1 658.10

[0782] (Synthesis of Intermediate 6-3)

[0783] Intermediate 6-2 was reacted with sodium hydroxide to obtain Intermediate 6-3. The following M+1 peak was confirmed by liquid chromatography-mass spectrometry (LC-MS) for Intermediate 6-3.

[0784] C 30 H 22 BrNSi: M+1 504.10

[0785] (Synthesis of Intermediate 6-4)

[0786] Intermediate 6-3 and phenylboronic acid (CAS No. 98-80-6) were reacted in the presence of a Pd catalyst to obtain Intermediate 6-4. The following M+1 peak was confirmed for Intermediate 6-4 by liquid chromatography-mass spectrometry (LC-MS).

[0787] C 36 H 27 NSi: M+1 502.20

[0788] (Synthesis of Compound 6)

[0789] 5 g of 2-bromo-9-phenyl-9H-carbazole (CAS No.: 94994-62-4), 7.8 g of intermediate 6-4, 2.3 g of sodium tert-butoxide, 0.57 g of tris(dibenzylideneacetone)dipalladium(0), 0.5 mL of tri-tert-butylphosphine and 80 mL of toluene were added to a reaction vessel and refluxed for 24 hours. After completion of the reaction, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried over magnesium sulfate, and the solvent was evaporated therefrom. The obtained residue was separated and purified by silica gel column chromatography to obtain 8 g (yield: 70%) of compound 6. By LC-MS and 1 Compound 6 was identified by H-NMR.

[0790] Synthesis Example 2: Synthesis of Compound 8

[0791] Compound 8 according to the embodiment can be synthesized according to, for example, Reaction Scheme 2.

[0792] [Reaction Scheme 2]

[0793]

[0794] (Synthesis of Compound 8)

[0795] 4 g of 3-bromo-9-phenyl-9H-carbazole (CAS No.: 153-85-1), 6.2 g of intermediate 6-4, 1.8 g of sodium tert-butoxide, 0.45 g of tris(dibenzylideneacetone)dipalladium(0), 0.4 mL of tri-tert-butylphosphine and 60 mL of toluene were added to a reaction vessel and refluxed for 24 hours. After completion of the reaction, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried over magnesium sulfate, and the solvent was evaporated therefrom. The obtained residue was separated and purified by silica gel column chromatography to obtain 7 g (yield: 77%) of compound 8. By LC-MS and 1 H-NMR confirmed compound 8.

[0796] Synthesis Example 3: Synthesis of Compound 12

[0797] Compound 12 according to the embodiment can be synthesized according to, for example, Reaction Scheme 3.

[0798] [Reaction Scheme 3]

[0799]

[0800] (Synthesis of Intermediate 12-1)

[0801] 2-Bromo-9H-carbazole (CAS No. 3652-90-2), potassium hydroxide, and 4-toluenesulfonyl chloride (CAS No. 98-59-9) were reacted to obtain Intermediate 12-1. The following M+1 peak was confirmed by liquid chromatography-mass spectrometry (LC-MS) for Intermediate 12-1.

[0802] C 19 H 14 BrNO2S: M+1 399.99

[0803] (Synthesis of Intermediate 12-2)

[0804] Intermediate 12-1 was reacted with n-BuLi and chlorotriphenylsilane (CAS No. 76-86-8) in this order to obtain Intermediate 12-2. The following M+1 peak was confirmed for Intermediate 12-2 by liquid chromatography-mass spectrometry (LC-MS).

[0805] C 37 H 29 NO2SSi:M+1 580.19

[0806] (Synthesis of Intermediate 12-3)

[0807] Intermediate 12-2 was reacted with sodium hydroxide to obtain Intermediate 12-3. The following M+1 peak was confirmed for Intermediate 12-3 by liquid chromatography-mass spectrometry (LC-MS).

[0808] C30 H 23 NSi: M+1 426.16

[0809] (Synthesis of Intermediate 12-4)

[0810] Intermediate 12-3 and N-bromosuccinimide (CAS No. 128-08-5) were reacted in the presence of dimethylformamide solvent to obtain Intermediate 12-4. Regarding Intermediate 12-4, the following M+1 peak was confirmed by liquid chromatography-mass spectrometry (LC-MS).

[0811] C 30 H 22 BrNSi: M+1 504.10

[0812] (Synthesis of Intermediate 12-5)

[0813] Intermediate 12-4 and phenylboronic acid (CAS No. 98-80-6) were reacted in the presence of a Pd catalyst to obtain Intermediate 12-5. The following M+1 peak was confirmed for Intermediate 12-5 by liquid chromatography-mass spectrometry (LC-MS).

[0814] C 36 H 27 NSi: M+1 502.20

[0815] (Synthesis of Intermediate 12-6)

[0816] Intermediate 12-5 was reacted with 1-bromo-2-fluorobenzene (CAS No. 1072-85-1) in the presence of dimethylformamide solvent to obtain Intermediate 12-6. The following M+1 peak was confirmed for Intermediate 12-6 by liquid chromatography-mass spectrometry (LC-MS).

[0817] C 42 H 30 BrNSi: M+1 656.13

[0818] (Synthesis of Compound 12)

[0819] 4 g of intermediate 12-6, 1.8 g of (9-phenyl-9H-carbazol-3-yl) boronic acid (CAS No.: 854952-58-2), 0.35 g of tetrakis (triphenylphosphine) palladium and 2.1 g of potassium carbonate were added to a reaction vessel and dissolved in 32 mL of tetrahydrofuran and 8 mL of distilled water. The mixture was refluxed for 24 hours. After completion of the reaction, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried over magnesium sulfate, and the solvent was evaporated therefrom. The obtained residue was separated and purified by silica gel column chromatography to obtain 3 g (yield: 60%) of compound 12. The product was purified by LC-MS and 1H-NMR confirmed compound 12.

[0820] Synthesis Example 4: Synthesis of Compound 25

[0821] Compound 25 according to the embodiment can be synthesized according to, for example, Reaction Scheme 4.

[0822] [Reaction Scheme 4]

[0823]

[0824] (Synthesis of Intermediate 25-1)

[0825] Intermediate 6-4 and 1-bromo-3-iodobenzene (CAS No. 591-18-4) were reacted in the presence of a Cu catalyst to obtain Intermediate 25-1. The following M+1 peak was confirmed for Intermediate 25-1 by liquid chromatography-mass spectrometry (LC-MS).

[0826] C 42 H 30 BrNSi: M+1 656.13

[0827] (Synthesis of Compound 25)

[0828] 6 g of intermediate 25-1, 2.6 g of (9-phenyl-9H-carbazol-2-yl) boronic acid (CAS No.: 1001911-63-2), 0.53 g of tetrakis (triphenylphosphine) palladium and 3.2 g of potassium carbonate were added to a reaction vessel and dissolved in 44 mL of tetrahydrofuran and 8 mL of distilled water. The mixture was refluxed for 24 hours. After completion of the reaction, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried over magnesium sulfate, and the solvent was evaporated therefrom. The obtained residue was separated and purified by silica gel column chromatography to obtain 4.8 g (yield: 64%) of compound 25. The product was analyzed by LC-MS and 1 Compound 25 was identified by H-NMR.

[0829] Synthesis Example 5: Synthesis of Compound 37

[0830] Compound 37 according to the embodiment can be synthesized according to, for example, Reaction Scheme 5.

[0831] [Reaction Scheme 5]

[0832]

[0833] (Synthesis of Intermediate 37-1)

[0834] Intermediate 6-4 and 1-bromo-4-iodobenzene (CAS No. 589-87-7) were reacted in the presence of a Cu catalyst to obtain Intermediate 37-1. The following M+1 peak was confirmed for Intermediate 37-1 by liquid chromatography-mass spectrometry (LC-MS).

[0835] C 42 H 30 BrNSi: M+1 656.13

[0836] (Synthesis of Compound 37)

[0837] 4.8 g of intermediate 37-1, 2.3 g of (9-phenyl-9H-carbazole-3-yl) boronic acid (CAS No.: 854952-58-2), 0.42 g of tetrakis (triphenylphosphine) palladium and 2.5 g of potassium carbonate were added to a reaction vessel and dissolved in 40 mL of tetrahydrofuran and 10 mL of distilled water. The mixture was refluxed for 24 hours. After completion of the reaction, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried over magnesium sulfate, and the solvent was evaporated therefrom. The obtained residue was separated and purified by silica gel column chromatography to give 4.5 g (yield: 75%) of compound 37. The product was analyzed by LC-MS and 1 H-NMR confirmed compound 37.

[0838] Synthesis Example 6: Synthesis of Compound 59

[0839] Compound 59 according to the embodiment can be synthesized according to, for example, Reaction Scheme 6.

[0840] [Reaction Scheme 6]

[0841]

[0842]

[0843] (Synthesis of Intermediate 59-1)

[0844] 3-Bromo-9H-carbazole-1,2,4,5,6,7,8-d7 (CAS No. 1592-95-6) and iodobenzene-d5 (CAS No. 7379-67-1) react in the presence of a Cu catalyst to produce Intermediate 59-1. Liquid chromatography-mass spectrometry (LC-MS) confirmed the following M+1 peak for Intermediate 59-1.

[0845] C 18 D 12 BrN:M+1 334.08

[0846] (Synthesis of Intermediate 59-2)

[0847] 2-Bromo-9-phenyl-9H-carbazole (CAS No. 94994-62-4), potassium hydroxide, and 4-toluenesulfonyl chloride (CAS No. 98-59-9) were reacted to obtain Intermediate 59-2. The following M+1 peak was confirmed by liquid chromatography-mass spectrometry (LC-MS) for Intermediate 59-2.

[0848] C 19 H7D7BrNO2S: M+1 407.03

[0849] (Synthesis of Intermediate 59-3)

[0850] Bromobenzene-d5 (CAS No. 4165-57-5) was reacted with n-BuLi and tetramethylsilicate (CAS No. 681-84-5) to obtain Intermediate 59-3. The following M+1 peak was confirmed for Intermediate 59-3 by liquid chromatography-mass spectrometry (LC-MS).

[0851] C 19 H3D 15 OSi:M+1 306.20

[0852] (Synthesis of Intermediate 59-4)

[0853] Intermediate 59-2 was reacted with n-BuLi and Intermediate 59-3 to obtain Intermediate 59-4. Regarding Intermediate 59-4, the following M+1 peak was confirmed by liquid chromatography-mass spectrometry (LC-MS).

[0854] C 37 H7D 22 NO2SSi:M+1 602.30

[0855] (Synthesis of Intermediate 59-5)

[0856] Intermediate 59-4 was reacted with sodium hydroxide to obtain Intermediate 59-5. The following M+1 peak was confirmed for Intermediate 59-5 by liquid chromatography-mass spectrometry (LC-MS).

[0857] C 30 HD 22 NSi:M+1 448.30

[0858] (Synthesis of Intermediate 59-6)

[0859] Intermediate 59-5 was reacted with N-bromosuccinimide (CAS No. 128-08-5) in the presence of dimethylformamide solvent to obtain Intermediate 59-6. The following M+1 peak was confirmed for Intermediate 59-6 by liquid chromatography-mass spectrometry (LC-MS).

[0860] C 30HD 21 BrNSi: M+1 525.20

[0861] (Synthesis of Intermediate 59-7)

[0862] Intermediate 59-6 was reacted with (phenyl-d5)boronic acid (CAS No. 215527-70-1) in the presence of a Pd catalyst to obtain Intermediate 59-7. The following M+1 peak was confirmed for Intermediate 59-7 by liquid chromatography-mass spectrometry (LC-MS).

[0863] C 36 HD 26 NSi: M+1 528.35

[0864] (Synthesis of Compound 59)

[0865] 2.4 g of intermediate 59-1, 3.8 g of intermediate 59-7, 1 g of sodium tert-butoxide, 0.26 g of tris(dibenzylideneacetone)dipalladium(0), 0.23 mL of tri-tert-butylphosphine and 36 mL of toluene were added to a reaction vessel and refluxed for 24 hours. After completion of the reaction, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried over magnesium sulfate, and the solvent was evaporated therefrom. The obtained residue was separated and purified by silica gel column chromatography to obtain 3.8 g (yield: 68%) of compound 59. By LC-MS and 1 H-NMR confirmed the identity of compound 59.

[0866] Synthesis Example 7: Synthesis of Compound 75

[0867] Compound 75 according to the embodiment can be synthesized according to, for example, Reaction Scheme 7.

[0868] [Reaction Scheme 7]

[0869]

[0870] (Synthesis of Intermediate 75-1)

[0871] 4-Iodo-1,1'-biphenyl-2',3',4',5',6'-d5 (CAS No. 1453088-17-9) and 2-bromo-9H-carbazole-1,3,4,5,6,7,8-d7 (CAS No. 2650519-97-2) were reacted in the presence of a Cu catalyst to obtain Intermediate 75-1. Liquid chromatography-mass spectrometry (LC-MS) confirmed the following M+1 peak for Intermediate 75-1.

[0872] C 24 H4D 12 BrN:M+1 410.11

[0873] (Synthesis of Compound 75)

[0874] 2.6 g of intermediate 75-1, 3.4 g of intermediate 59-7, 0.92 g of sodium tert-butoxide, 0.23 g of tris(dibenzylideneacetone)dipalladium(0), 0.2 mL of tri-tert-butylphosphine and 32 mL of toluene were added to a reaction vessel and refluxed for 24 hours. After completion of the reaction, the reaction solution was extracted with ethyl acetate, the organic layer collected was dried over magnesium sulfate, and the solvent was evaporated therefrom. The obtained residue was separated and purified by silica gel column chromatography to obtain 3 g (yield: 55%) of compound 75. By LC-MS and 1 Compound 75 was identified by H-NMR.

[0875] Synthesis Example 8: Synthesis of Compound 149

[0876] Compound 149 according to the embodiment can be synthesized according to, for example, Reaction Scheme 8.

[0877] [Reaction Scheme 8]

[0878]

[0879] (Synthesis of Intermediate 149-1)

[0880] (4-Bromophenyl)triphenylsilane (CAS No. 18737-40-1) and 9H-carbazole (CAS No. 86-74-8) were reacted in the presence of a Pd catalyst to obtain Intermediate 149-1. The following M+1 peak was confirmed for Intermediate 149-1 by liquid chromatography-mass spectrometry (LC-MS).

[0881] C 36 H 27 NSi: M+1 502.20

[0882] (Synthesis of Intermediate 149-2)

[0883] Intermediate 149-1 was reacted with N-bromosuccinimide (CAS No. 128-08-5) in the presence of dimethylformamide solvent to obtain Intermediate 149-2. The following M+1 peak was confirmed for Intermediate 149-2 by liquid chromatography-mass spectrometry (LC-MS).

[0884] C 36 H 26 BrNSi: M+1 580.10

[0885] (Synthesis of Compound 149)

[0886] 3.4 g of intermediate 149-2, 3 g of intermediate 12-5, 0.85 g of sodium tert-butoxide, 0.22 g of tris(dibenzylideneacetone)dipalladium(0), 0.19 mL of tri-tert-butylphosphine and 30 mL of toluene were added to a reaction vessel and refluxed for 24 hours. After completion of the reaction, the reaction solution was extracted with ethyl acetate, the collected organic layer was dried over magnesium sulfate, and the solvent was evaporated therefrom. The obtained residue was separated and purified by silica gel column chromatography to obtain 4.3 g (yield: 73%) of compound 149. By LC-MS and 1 H-NMR confirmed compound 149.

[0887] MS / FAB of the compounds synthesized according to the Synthesis Examples are shown in Table 1. Those skilled in the art can easily recognize methods for synthesizing compounds other than the compounds synthesized in the Synthesis Examples by referring to the synthesis routes and source materials.

[0888] [Table 1]

[0889]

[0890] Evaluation Example 1

[0891] The HOMO energy levels (eV) and LUMO energy levels (eV) of compounds 6, 8, 12, 25, 37, 59, 75 and 149 were evaluated by the DFT method of the Gaussian program with structural optimization at the B3LYP / 6-31G(d,p) level, and the results are shown in Table 2.

[0892] [Table 2]

[0893]

[0894]

[0895] Example 1

[0896] As the anode, Corning 15Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm×50 mm×0.5 mm, ultrasonicated with isopropyl alcohol and pure water for 5 minutes each, and cleaned by exposing to ultraviolet rays and ozone for 30 minutes.The ITO glass substrate was provided to a vacuum deposition apparatus.

[0897] HAT-CN is formed on the substrate as The hole injection layer is formed with a thickness of 1000 nm and BCFN as the first hole transport material is formed with The thickness of the hole transport material is vacuum deposited thereon. SiCzCz as a hole transport material is vacuum deposited as a second hole transport compound to form a hole transport material having a thickness of The hole transport layer has a thickness of .

[0898] SiTrzCz2 as the host and compound 6 as the phosphorescent dopant were co-deposited on the hole transport layer in a weight ratio of 60:27:13 to form a The thickness of the emission layer.

[0899] On the emission layer, mSiTrz is deposited to have The first electron transport layer is co-deposited with mSiTrz and Liq in a weight ratio of 1:1 as a second electron transport layer to form a The electron transport layer is formed by depositing LiF as an alkali metal halide on the electron transport layer to form a The electron injection layer is formed by vacuum deposition of Al to form a A LiF / Al electrode with a thickness of 1000 nm is formed, thereby completing the manufacture of the organic light-emitting device.

[0900]

[0901] Examples 2 to 8 and Comparative Examples 1 to 6

[0902] An organic light-emitting device was manufactured in the same manner as in Example 1, except that Compound 6 as a host was changed as shown in Table 3 when forming the emission layer.

[0903] Evaluation Example 2

[0904] In order to evaluate the characteristics of the organic light-emitting devices according to Examples 1 to 8 and Comparative Examples 1 to 6, the measured 2 Driving voltage, current density and maximum quantum efficiency at current density.

[0905] The driving voltage and current density of the organic light-emitting device were measured by using a source meter (Keithley Instrument Inc., 2400 series), and the maximum quantum efficiency was measured by using an external quantum efficiency measurement device C9920-2-12 from Hamamatsu Photonics Inc.

[0906] In evaluating the maximum quantum efficiency, luminance / current density was measured by using a luminance meter calibrated for wavelength sensitivity, and the maximum quantum efficiency was converted by assuming an angular luminance distribution (Lambertian) in which a completely reflecting diffuser was introduced.

[0907] Table 3 below shows evaluation results of characteristics of the organic light-emitting devices.

[0908] [Table 3]

[0909]

[0910]

[0911] According to Table 3, it is confirmed that the organic light-emitting devices according to Examples 1 to 8 have lower driving voltages and higher maximum quantum efficiencies than the organic light-emitting devices according to Comparative Examples 1 to 6.

[0912] By using the heterocyclic compound, a light-emitting device having lower driving voltage, higher efficiency, and longer lifetime, and high-quality electronic devices including the light-emitting device can be manufactured.

[0913] Embodiments have been disclosed herein, and although terms are employed, they are used and to be interpreted in a generic and descriptive sense only and not for purposes of limitation. In some cases, as will be apparent to one of ordinary skill in the art, features, characteristics, and / or elements described with respect to an embodiment may be used alone or in combination with features, characteristics, and / or elements described with respect to other embodiments, unless specifically noted otherwise. Accordingly, one of ordinary skill in the art will understand that various changes in form and details may be made without departing from the spirit and scope of the present disclosure as set forth in the claims.

Claims

1. A light-emitting device comprising: a first electrode; a second electrode facing the first electrode; an intermediate layer between the first electrode and the second electrode and including an emission layer; as well as Heterocyclic compound represented by Formula 1: [Formula 1] In formula 1, R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkylthio groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 an arylthio group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2), a11 is an integer from 1 to 4, a12, a21 and a22 are each independently an integer from 1 to 3, a3 and a41 to a43 are each independently an integer from 1 to 5, L1 is a single bond, unsubstituted or replaced by at least one R 10a Substituted divalent C3-C 60 Carbocyclic groups, either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic groups, n1 is an integer from 1 to 3, Ar1 is unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -B(Q1)(Q2), R 10a yes: deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, or a nitro group; Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ) or a combination thereof substituted C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group or C1-C 60 alkoxy groups; Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group, C1-C 60 Alkoxy groups, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ) or a combination thereof substituted C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group or C6-C 60 an arylthio group; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 Alkynyl group; C1-C 60 Alkoxy groups; each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with an alkoxy group, a phenyl group, a biphenyl group or a combination thereof 60 Carbocyclic group or C1-C 60 Heterocyclic group.

2. The light emitting device according to claim 1, wherein The emissive layer comprises a host and a dopant, and The host includes the heterocyclic compound.

3. An electronic device comprising the light emitting device according to claim 1 or 2.

4. Electronic equipment comprising the light emitting device according to claim 1 or 2.

5. Heterocyclic compounds represented by Formula 1: [Formula 1] In formula 1, R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl groups, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy groups, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkylthio groups, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted by at least one R 10a Substituted C6-C 60 Aryloxy groups, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 an arylthio group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2), a11 is an integer from 1 to 4, a12, a21 and a22 are each independently an integer from 1 to 3, a3 and a41 to a43 are each independently an integer from 1 to 5, L1 is a single bond, unsubstituted or replaced by at least one R 10a Substituted divalent C3-C 60 Carbocyclic groups, either unsubstituted or substituted with at least one R 10a Substituted divalent C1-C 60 Heterocyclic groups, n1 is an integer from 1 to 3, Ar1 is unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -B(Q1)(Q2), R 10a yes: deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, or a nitro group; Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ) or a combination thereof substituted C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group or C1-C 60 alkoxy groups; Each unsubstituted or deuterated, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group, C1-C 60 Alkoxy groups, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy groups, C6-C 60 Arylthio group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ) or a combination thereof substituted C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group or C6-C 60 an arylthio group; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 Alkynyl group; C1-C 60 Alkoxy groups; each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with an alkoxy group, a phenyl group, a biphenyl group or a combination thereof 60 Carbocyclic group or C1-C 60 Heterocyclic group.

6. The heterocyclic compound according to claim 5, wherein R 11 、R 12 、R 21 、R 22 , R3 and R 41 to R 43 At least one of comprises at least one deuterium.

7. The heterocyclic compound according to claim 5, wherein L1 is: a single key; or A group represented by one of formulas L(1) to L(24): In formulas L(1) to L(24), R 10a Same as described in Formula 1, b12 is 1 or 2, b13 is an integer from 1 to 3, b14 is an integer from 1 to 4, b16 is an integer from 1 to 6, and * and *' each represent a binding site with an adjacent atom.

8. The heterocyclic compound of claim 5, wherein Ar1 is each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a hydroxyl group, a cyano group, a nitro group, a C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, yl group, pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazole group, a benzothiophene group, a benzofuranyl group, a benzothiophenyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophene group, a benzocarbazolyl group, a dibenzothioyl group, a dibenzocarbazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-P(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ),-P(=O)(Q 31 )(Q 32 ) or a combination thereof substituted cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, yl group, pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolyl group, isoquinolyl group, benzoquinolyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazolyl group, phenanthrolinyl group, benzimidazolyl group, benzofuranyl group, a pyranyl group, a benzothiophenyl group, a benzothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiorolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azafluorenyl group, or an azadibenzothiorolyl group, and Q 31 To Q 33 Each is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 Alkynyl group; C1-C 60 Alkoxy groups; each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with an alkoxy group, a phenyl group, a biphenyl group or a combination thereof 60 Carbocyclic group or C1-C 60 Heterocyclic group.

9. The heterocyclic compound according to claim 5, wherein the heterocyclic compound represented by Formula 1 is represented by one of Formulas 1-1 to 1-8: In Formulas 1-1 to 1-8, R 11 、R 12 、R 21 、R 22 , R3, R 41 to R 43 , a11, a12, a21, a22, a3, a41 to a43, L1, n1 and Ar1 are each the same as described in Formula 1.

10. The heterocyclic compound according to claim 5, wherein the heterocyclic compound is one of Compound 1 to Compound 153:

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