Light-emitting device including heterocyclic compound, electronic device and electronic equipment including light-emitting device, and heterocyclic compound

Abstract

Embodiments provide a heterocyclic compound, a light-emitting device including the heterocyclic compound, an electronic device including the light-emitting device, and an electronic device including the light-emitting device. The light emitting device includes a first electrode, a second electrode facing the first electrode, an interlayer between the first electrode and the second electrode and including an emission layer, and a heterocyclic compound. Heterocyclic compound represented by Formula 1, which is explained in the description: [Formula 1]

Description

[0001] Cross-reference to related applications

[0002] This application claims priority and benefit to Korean Patent Application No. 10-2024-0058124, filed on April 30, 2024, with the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. Technical Field

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

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

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

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

[0007] The embodiments include: a light-emitting device including a heterocyclic compound, an electronic device including a light-emitting device, an electronic device including a light-emitting device, and a heterocyclic compound.

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

[0009] According to an embodiment, the light-emitting device may include:

[0010] First electrode,

[0011] The second electrode facing the first electrode.

[0012] An interlayer comprising an emission layer between the first and second electrodes, and

[0013] Heterocyclic compounds represented by Formula 1:

[0014] [Formula 1]

[0015]

[0016] In Equation 1,

[0017] CY 11 To CY 13 CY 21 CY 22 CY 31 and CY 32 Each can be independently classified as C5-C 30 Carbocyclic or C1-C 30 Heterocyclic group,

[0018] L1 and L2 can each independently be a single bond, *-C(R1)(R2)-*', *-C(R1)=*', *=C(R1)-*', *-C(R1)=C(R2)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R1)-*', *-N(R1)-*', *-O-*', *-P(R1)-*', *-Si(R1)(R2)-*', *-P(=O)(R1)-*', *-S-*', *-S(=O)-*', *-S(=O)2-*', or *-Ge(R1)(R2)-*', where * and *' each indicate the bonding site with the adjacent atom.

[0019] n1 and n2 can each be 0 or 1 independently.

[0020] When n1 is 0, the ring CY 11 The bond between Si and n2 may not exist; and when n2 is 0, the ring CY 22 The bond between Si and Si may not exist.

[0021] The sum of n1 and n2 can be 1.

[0022] R1, R2, R 11 To R 13 R 21 R 22 R 31 and R 32 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C1-C 60 Alkyl thioyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Arylthio, -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),

[0023] a11 to a13, a21, a22, a31, and a32 can each be an integer selected from 1 to 20 independently.

[0024] R 10a Possible forms:

[0025] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro,

[0026] Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbonyl group, C1-C 60 Heterocyclic group, C7-C 60 Araneyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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,

[0027] Each of the following C3-Cs that are not substituted or are substituted: 60 carbonyl group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy or C6-C 60 Aryl thiols: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 carbonyl group, C1-C 60 Heterocyclic group, C7-C 60 Araneyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof, or

[0028] -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 ) or -P(=O)(Q 31 (Q) 32 ),and

[0029] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31To Q 33 Each can be independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; or each unsubstituted or replaced by deuterium, -F, cyano, C1-C. 60 Alkyl, C1-C 60 C1-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0030] In embodiments, the emitting layer may include: a heterocyclic compound represented by Formula 1; and a transition metal compound, a delayed fluorescence compound, or any combination thereof.

[0031] Heterocyclic compounds, transition metal compounds, and delayed fluorescence compounds represented by Formula 1 may be different from each other.

[0032] In some embodiments, the transition metal compound may include platinum (Pt).

[0033] In an embodiment, the delayed fluorescence compound may be a compound comprising at least one cyclic group, the cyclic group including boron (B) and nitrogen (N) as cyclic atoms.

[0034] In an embodiment, the emission layer may include: a heterocyclic compound represented by Formula 1; and a nitrogen-containing C1-C compound including at least one π-electron-deficient C1-C ... 60 The second compound with a heterocyclic group, and

[0035] The second compound may be different from the heterocyclic compound represented by Formula 1.

[0036] In this implementation, the emitting layer can emit blue light.

[0037] According to an embodiment, the electronic device may include a light-emitting device.

[0038] 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 a first electrode of the light-emitting device may be electrically connected to at least one of the source electrode and the drain electrode.

[0039] According to an embodiment, the electronic device may include a light-emitting device.

[0040] In implementation, the electronic device may be a flat panel display, curved display, computer monitor, medical monitor, television, billboard, indoor light, outdoor light, signal light, head-up display, fully transparent display, partially transparent display, flexible display, rollable display, foldable display, retractable display, laser printer, telephone, mobile phone, tablet computer, tablet PC, personal digital assistant (PDA), wearable device, laptop computer, digital camera, camcorder, viewfinder, microdisplay, three-dimensional (3D) display, virtual reality display, augmented reality display, vehicle, video wall with multiple displays spliced ​​together, theater screen, stadium screen, phototherapy device, or sign.

[0041] According to embodiments, heterocyclic compounds can be represented by Formula 1, as explained herein.

[0042] In the implementation method, the ring CY 11 It can be phenyl, naphthyl, anthraceneyl, phenanthryl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, indolyl, carbazolyl, indene, fluorenyl, benzothiopheneyl, or dibenzothiopheneyl.

[0043] In the implementation method, the ring CY 12 CY 13 CY 21 CY 22 CY 31 and CY 32 Each can be independently phenyl, naphthyl, anthraceneyl, phenanthreneyl, or cyclopentadienyl.

[0044] In the implementation method, R1, R2, R 11 R 12 R 21 R 22 R 31 and R 32 Each can be independently:

[0045] Hydrogen or deuterium;

[0046] Each of the following is an unsubstituted or deuterated methyl, ethyl, sec-propyl, or tert-butyl group;

[0047] Each of the following is an unsubstituted or deuterated phenyl, biphenyl, pyridyl, pyrimidinyl, triazine, fluorenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl, or dibenzothiophenyl group; or

[0048] Each of the following is an unsubstituted or deuterated -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3) and

[0049] Q1 to Q3 can each be independently: hydrogen; deuterium; or each unsubstituted or deuterated, C1-C 10 C1-C substituted with alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 10 Alkyl, C2-C 10 alkenyl, C3-C 20 Carbocyclic or C1-C 20 Heterocyclic group.

[0050] In the implementation method, R1, R2, R 11 R 12 R 21 R 22 R 31 and R 32 At least one of them can be deuterium, a phenyl substituted with at least one deuterium, or a biphenyl substituted with at least one deuterium.

[0051] In the implementation method, in Equation 1, by The part represented can be one of the parts represented by equations CY1-1 to CY1-24, as explained below.

[0052] In the implementation method, in Equation 1, by The part represented can be one of the parts represented by equations CY2-1 to CY2-8, as explained below.

[0053] In the implementation method, in Equation 1, by The part represented can be one of the parts represented by equations CY3-1 to CY3-12, as explained below.

[0054] In embodiments, heterocyclic compounds represented by Formula 1 may be represented by Formula 1-1 or Formula 1-2, as explained below.

[0055] In an embodiment, the heterocyclic compound represented by Formula 1 may be one of compound 1 to compound 60, as explained below.

[0056] It should be understood that the above embodiments are described in a general and explanatory sense only and are not intended to be limiting, and this disclosure is not limited to the above embodiments. Attached Figure Description

[0057] The accompanying drawings are included to provide a further understanding of the embodiments, and are incorporated in and constitute a part of this specification. The drawings illustrate embodiments of the present disclosure and their principles. The above and other aspects and features of this disclosure will become more apparent from the detailed description of embodiments thereof with reference to the accompanying drawings, in which:

[0058] Figure 1 This is a schematic cross-sectional view of the light-emitting device according to an embodiment;

[0059] Figure 2 This is a schematic cross-sectional view of an electronic device according to an embodiment;

[0060] Figure 3 A schematic cross-sectional view of an electronic device according to another embodiment;

[0061] Figure 4 This is a schematic perspective view of an electronic device according to an embodiment;

[0062] Figure 5 This is a schematic perspective view of the exterior of a vehicle as an electronic device according to an embodiment; and

[0063] Figures 6A to 6C Each is a schematic diagram of the interior of a vehicle according to an embodiment. Detailed Implementation

[0064] The present disclosure will now be described more fully below with reference to the accompanying drawings, in which embodiments are illustrated. However, the present disclosure may be implemented in various forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that the present disclosure will be thorough and complete and will fully convey the scope of the disclosure to those skilled in the art.

[0065] In the accompanying drawings, the size, scale, and dimensions (e.g., thickness) of the elements may be enlarged for ease of description and clarity. The same reference numerals and reference characters refer to the same elements throughout.

[0066] In this specification, it will be understood that when an element (or section, layer, part, etc.) is described as being "on," "connected to," or "attached to" another element (or section, layer, part, etc.), it may be directly on, directly connected to, or directly attached to the other element (or section, layer, part, etc.), or one or more intermediary elements may exist between them. In a similar sense, when an element (or section, layer, part, etc.) is described as "covering" another element (or section, layer, part, etc.), it may directly cover the other element (or section, layer, part, etc.), or one or more intermediary elements may exist between them.

[0067] In the specification, when an element is "directly on" another element, "directly connected to" another element, or "directly attached to" another element, there is no intermediary element. For example, "directly on" can mean that two layers or two elements are disposed there are no other elements (such as adhesive elements) between them.

[0068] In the specification, expressions used in the singular form, such as “a”, “an”, and “the”, are intended to include the plural form as well, unless the context clearly indicates otherwise.

[0069] In this specification, the term "and / or" includes any and all combinations of one or more related listed items. For example, "A and / or B" can be understood to mean "A, B, or A and B". The terms "and" and "or" can be used in a connecting or separating sense and can be understood as equivalent to "and / or".

[0070] In the specification and claims, the term "at least one of..." is intended to include the meaning of "at least one selected from the group consisting of..." for the purposes of its meaning and interpretation. For example, "at least one of A, B, and C" can be understood to mean only A, only B, only C, or any combination of two or more of A, B, and C, such as ABC, ACC, BC, or CC. When following a list of elements, the term "at least one of..." modifies the entire list of elements and does not modify any individual element in the list.

[0071] It will be understood that although the terms first, second, etc., may be used herein to describe various elements, these elements should not be limited by these terms. These terms are used only to distinguish one element from another. Therefore, without departing from the teachings of this disclosure, a first element may be referred to as a second element. Similarly, without departing from the scope of this disclosure, a second element may be referred to as a first element.

[0072] For ease of description, spatial relative terms such as “below,” “under,” “down,” “above,” or “above” may be used herein to describe the relationship between one element or component and another, as illustrated in the accompanying drawings. It will be understood that spatial relative terms are intended to encompass different orientations of the apparatus in use or operation, other than those depicted in the drawings. For example, in the case of flipping the apparatus illustrated in the drawings, the apparatus located “below” or “under” another apparatus may be placed “above” the other apparatus. Accordingly, the interpretative term “below” may include both a lower position and an upper position. The apparatus may also be oriented in other directions, and therefore the spatial relative terms may be interpreted differently depending on the orientation.

[0073] As used herein, the terms “about” or “approximately” include stated values ​​and mean within an acceptable range of deviations from the stated values, determined by a person skilled in the art considering the measurement in question and the errors associated with the measurement of the stated quantity (i.e., limitations of the measurement system). For example, “about” may mean within one or more standard deviations of the stated value, or within ±20%, ±10%, or ±5% of the stated value.

[0074] It should be understood that the terms “comprises,” “comprising,” “include,” “including,” “have,” “having,” “contains,” and “containing” are intended to indicate the presence of the described features, integers, steps, operations, elements, components, or combinations thereof in this disclosure, but do not exclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or combinations thereof.

[0075] Unless otherwise specified or implied herein, all terms used (including technical and scientific terms) shall have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure pertains. It will be further understood that terms, such as those defined in commonly used dictionaries, shall be interpreted as having a meaning consistent with their meaning in the context of the relevant field and shall not be interpreted in an ideal or overly formal sense unless clearly defined in the specification.

[0076] According to an embodiment, the light-emitting device may include:

[0077] First electrode;

[0078] The second electrode facing the first electrode;

[0079] An interlayer comprising an emission layer between the first and second electrodes; and

[0080] Heterocyclic compounds represented by Formula 1:

[0081] [Formula 1]

[0082]

[0083] Further details regarding Equation 1 are provided below.

[0084] In the implementation,

[0085] The first electrode of the light-emitting device can be the anode.

[0086] The second electrode of the light-emitting device can be a cathode.

[0087] The interlayer may further include a hole transport region between the first electrode and the emitter layer, and an electron transport region between the emitter layer and the second electrode.

[0088] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof, and

[0089] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0090] In one embodiment, the electron transport region of the light-emitting device may include a hole-blocking layer, and the hole-blocking layer may include a phosphine oxide compound, a silicon compound, or any combination thereof. For example, the hole-blocking layer may directly contact the emitting layer.

[0091] In an embodiment, the interlayer may include a heterocyclic compound represented by Formula 1.

[0092] In an embodiment, the emission layer may include a heterocyclic compound represented by Formula 1.

[0093] In an embodiment, the emitting layer may further include a transition metal compound, a delayed fluorescence compound, or any combination thereof, wherein the heterocyclic compound, the transition metal compound, and the delayed fluorescence compound represented by Formula 1 may be different from each other in the emitting layer.

[0094] In an embodiment, the emitter layer may further include a second compound comprising at least one π-electron-deficient nitrogen-containing C1-C. 60 Heterocyclic groups, wherein in the emission layer, the second compound may be different from the heterocyclic compound represented by Formula 1.

[0095] In an embodiment, in addition to the heterocyclic compound represented by Formula 1, the emission layer may further include a transition metal compound, a delayed fluorescence compound, and a second compound, wherein the heterocyclic compound represented by Formula 1, the transition metal compound, the delayed fluorescence compound, and the second compound in the emission layer may be different from each other.

[0096] In some embodiments, the emitting layer may further include a luminescent material.

[0097] In embodiments, the luminescent material may include a transition metal compound, a delayed fluorescence compound, or any combination thereof, wherein the heterocyclic compound, the transition metal compound, and the delayed fluorescence compound represented by Formula 1 may be different from each other.

[0098] In an embodiment, the luminescent material may further include a second compound comprising at least one nitrogen-containing C1-C element lacking π electrons. 60 Heterocyclic groups, wherein the second compound may be different from the heterocyclic compound represented by Formula 1.

[0099] In an embodiment, in addition to the heterocyclic compound represented by Formula 1, the luminescent material may further include a transition metal compound, a delayed fluorescence compound, and a second compound, wherein the heterocyclic compound represented by Formula 1, the transition metal compound, the delayed fluorescence compound, and the second compound may be different from each other.

[0100] In some embodiments, the transition metal compound may include platinum (Pt).

[0101] In embodiments, the transition metal compound may include Pt and a tetradentate ligand bonded to Pt, wherein the carbon atoms of Pt and the tetradentate ligand may be bonded to each other via coordinate bonds.

[0102] In some embodiments, the transition metal compound may include a carbene moiety.

[0103] In an embodiment, the transition metal compound may be a compound represented by Formula 3:

[0104] [Formula 3]

[0105]

[0106] Further details regarding Equation 3 are provided below.

[0107] In this embodiment, the delayed fluorescence compound may be a compound comprising at least one cyclic group, wherein the cyclic group includes boron (B) and nitrogen (N) as cyclic atoms. The delayed fluorescence compound can improve the color purity, luminous efficiency, and lifetime characteristics of the light-emitting device.

[0108] In embodiments, the delayed fluorescence compound may be a compound in which the difference between the triplet energy level (eV) and the singlet energy level (eV) is in the range of about 0 eV to about 0.5 eV. For example, the delayed fluorescence compound may be a compound in which the difference between the triplet energy level (eV) and the singlet energy level (eV) is in the range of about 0 eV to about 0.3 eV.

[0109] In embodiments, the delayed fluorescence compound may be a C8-C9-containing compound comprising two or more cyclic groups that are fused together while sharing B. 60 Compounds with polycyclic groups.

[0110] In embodiments, the delayed fluorescence compound may include a fused ring in which at least one third ring is fused with at least one fourth ring, wherein...

[0111] The third ring may be cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, cyclooctenyl, adamantyl, norbornenyl, norbornyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyrazinyl, or triazinyl, and

[0112] The fourth ring can be 1,2-azaborophene, 1,3-azaborophene, 1,4-azaborophene, 1,2-dihydro-1,2-azaborophene, 1,4-oxaborophene, 1,4-thioborophene, or 1,4-dihydroborophene.

[0113] In embodiments, the delayed fluorescence compound may include a compound represented by formula 502, a compound represented by formula 503, or any combination thereof:

[0114] [Formula 502]

[0115]

[0116] [Formula 503]

[0117]

[0118] In Equations 502 and 503,

[0119] Ring A 501 To Ring A 504 Each can be independently C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group,

[0120] Y 505 It can be O, S, N(R) 505 ), B(R) 505 ), C(R 505a (R) 505b ) or Si(R 505a (R) 505b ),

[0121] Y 506 It can be O, S, N(R) 506 ), B(R) 506 ), C(R 506a (R) 506b ) or Si(R 506a (R) 506b ),

[0122] Y 507 It can be O, S, N(R) 507 ), B(R) 507 ), C(R 507a (R) 507b ) or Si(R 507a (R) 507b ),

[0123] Y 508 It can be O, S, N(R) 508 ), B(R) 508 ), C(R 508a (R) 508b ) or Si(R 508a (R) 508b ),

[0124] Y 51 and Y 52Each can be independently represented as B, P (=O), or S (=O).

[0125] 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 can be the same as described in this article, and

[0126] a501 to a504 can each be an integer selected from 0 to 20 independently.

[0127] In embodiments, the second compound may include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, or any combination thereof.

[0128] In an embodiment, the second compound may include a compound represented by Formula 2:

[0129] [Equation 2]

[0130]

[0131] In Equation 2,

[0132] L 51 To L 53 Each can be independently a single bond, unsubstituted, or bonded by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0133] b51 to b53 can each be an integer selected from 1 to 5 independently.

[0134] X 54 It can be N or C(R) 54 ), X 55 It can be N or C(R) 55 ), X 56 It can be N or C(R) 56 ), and X 54 To X 56 At least one of them can be N, and

[0135] R 51 To R 56 and R 10a Each can be the same as described in this article.

[0136] Further details are provided below regarding heterocyclic compounds, transition metal-containing compounds, delayed fluorescence compounds, and second compounds represented by Formula 1.

[0137] In embodiments, the heterocyclic compound represented by Formula 1, the transition metal-containing compound, the delayed fluorescence compound, the second compound, or any combination thereof may each independently include at least one deuterium.

[0138] In an embodiment, the heterocyclic compound represented by Formula 1 may include at least one deuterium.

[0139] In embodiments, the transition metal compound, the delayed fluorescence compound, the second compound, or any combination thereof may each independently include at least one deuterium.

[0140] In an embodiment, the heterocyclic compound represented by Formula 1 may include at least one silicon.

[0141] In an embodiment, the second compound may include at least one silicon.

[0142] In embodiments, in addition to the heterocyclic compound represented by Formula 1, the light-emitting device (e.g., the emitting layer in the light-emitting device) may further include a transition metal-containing compound. At least one of the heterocyclic compound represented by Formula 1 and the transition metal-containing compound may each independently include at least one deuterium.

[0143] In an embodiment, in addition to the heterocyclic compound represented by Formula 1, the light-emitting device (e.g., the emitting layer in the light-emitting device) may further include a delayed fluorescence compound, wherein at least one of the heterocyclic compound represented by Formula 1 and the delayed fluorescence compound may each independently include at least one deuterium.

[0144] In embodiments, in addition to the heterocyclic compound represented by Formula 1, the light-emitting device (e.g., the emitting layer in the light-emitting device) may further include a transition metal compound and a delayed fluorescence compound, wherein at least one of the heterocyclic compound represented by Formula 1, the transition metal compound, and the delayed fluorescence compound may each independently include at least one deuterium.

[0145] In an embodiment, in addition to the heterocyclic compound represented by Formula 1, the light-emitting device (e.g., the emitting layer in the light-emitting device) may further include a second compound, wherein at least one of the heterocyclic compound represented by Formula 1 and the second compound may each independently include at least one deuterium.

[0146] In embodiments, in addition to the heterocyclic compound represented by Formula 1, the light-emitting device (e.g., the emitting layer in the light-emitting device) may further include a transition metal compound, a delayed fluorescence compound, and a second compound, wherein at least one of the heterocyclic compound represented by Formula 1, the transition metal compound, the delayed fluorescence compound, and the second compound may each independently include at least one deuterium.

[0147] In embodiments, the heterocyclic compound and the second compound represented by Formula 1 can form an excited-state complex. The heterocyclic compound and the second compound represented by Formula 1 may each include at least one deuterium.

[0148] In an embodiment, the emitting layer in the light-emitting device may include: a heterocyclic compound and a second compound represented by Formula 1; and a compound containing a transition metal or a delayed fluorescence compound.

[0149] In an embodiment, the emitter layer may include a host and a dopant, and the host may include a heterocyclic compound represented by Formula 1. For example, a heterocyclic compound represented by Formula 1 may be used as the host.

[0150] In this implementation, the emitting layer may emit blue light. For example, the blue light may have a maximum emission wavelength in the range of about 430 nm to about 480 nm.

[0151] In an embodiment, the light emitted from the emitting layer may have a maximum emission wavelength in the range of about 400 nm to about 500 nm. For example, the light emitted from the emitting layer may have a maximum emission wavelength in the range of about 410 nm to about 490 nm. For example, the light emitted from the emitting layer may have a maximum emission wavelength in the range of about 420 nm to about 480 nm. For example, the light emitted from the emitting layer may have a maximum emission wavelength in the range of about 430 nm to about 475 nm. For example, the light emitted from the emitting layer may have a maximum emission wavelength in the range of about 440 nm to about 475 nm. For example, the light emitted from the emitting layer may have a maximum emission wavelength in the range of about 450 nm to about 475 nm. For example, the light emitted from the emitting layer may have a maximum emission wavelength in the range of about 430 nm to about 470 nm. For example, the light emitted from the emitting layer may have a maximum emission wavelength in the range of about 440 nm to about 470 nm. For example, the light emitted from the emitting layer may have a maximum emission wavelength in the range of about 450 nm to about 470 nm. For example, light emitted from the emitting layer may have a maximum emission wavelength in the range of about 430 nm to about 465 nm. For example, light emitted from the emitting layer may have a maximum emission wavelength in the range of about 440 nm to about 465 nm. For example, light emitted from the emitting layer may have a maximum emission wavelength in the range of about 450 nm to about 465 nm. For example, light emitted from the emitting layer may have a maximum emission wavelength in the range of about 430 nm to about 460 nm. For example, light emitted from the emitting layer may have a maximum emission wavelength in the range of about 440 nm to about 460 nm. For example, light emitted from the emitting layer may have a maximum emission wavelength in the range of about 450 nm to about 460 nm.

[0152] In the implementation, the light-emitting device may satisfy at least one of conditions 1 to 4:

[0153] [Condition 1]

[0154] The lowest unoccupied molecular orbital (LUMO) energy level (eV) of the heterocyclic compound represented by Equation 1 is greater than the LUMO energy level (eV) of the transition metal compound.

[0155] [Condition 2]

[0156] The LUMO energy level (eV) of the transition metal compound is greater than that of the second compound (eV).

[0157] [Condition 3]

[0158] The highest occupied molecular orbital (HOMO) energy level (eV) of transition metal compounds is greater than that of the HOMO energy level (eV) of heterocyclic compounds represented by Equation 1.

[0159] [Condition 4]

[0160] The HOMO energy level (eV) of the heterocyclic compound represented by Equation 1 is greater than the HOMO energy level (eV) of the second compound.

[0161] The HOMO and LUMO levels of each of the heterocyclic compounds, second compounds, and transition metal-containing compounds represented by Formula 1 may each be negative and can be measured according to existing methods.

[0162] In an embodiment, the absolute value of the difference between the LUMO energy level of the transition metal compound and the LUMO energy level of the second compound can be in the range of about 0.1 eV to about 1.0 eV.

[0163] In an embodiment, the absolute value of the difference between the LUMO energy level of the transition metal compound and the LUMO energy level of the heterocyclic compound represented by Formula 1 can be in the range of about 0.1 eV to about 1.0 eV.

[0164] In an embodiment, the absolute value of the difference between the HOMO energy level of the transition metal compound and the HOMO energy level of the second compound may be equal to or less than about 1.25 eV. For example, the absolute value of the difference between the HOMO energy level of the transition metal compound and the HOMO energy level of the second compound may be in the range of about 0.2 eV to about 1.25 eV.

[0165] In an embodiment, the absolute value of the difference between the HOMO energy level of the transition metal compound and the HOMO energy level of the heterocyclic compound represented by Formula 1 may be equal to or less than about 1.25 eV. For example, the absolute value of the difference between the HOMO energy level of the transition metal compound and the HOMO energy level range of the heterocyclic compound represented by Formula 1 is about 0.2 eV to about 1.25 eV.

[0166] When the relationship between the LUMO and HOMO energy levels satisfies the conditions described above, a balance between holes and electrons injected into the emitter layer can be achieved.

[0167] The light-emitting device may have a structure according to either the first or the second embodiment.

[0168] [First Implementation Method]

[0169] According to a first embodiment, the emitting layer in the interlayer of the light-emitting device may include a heterocyclic compound represented by Formula 1, wherein the emitting layer may further include a transition metal-containing compound, and the emitting layer may emit phosphorescence or fluorescence emitted by the transition metal-containing compound. For example, according to the first embodiment, the heterocyclic compound represented by Formula 1 may be the host, and the transition metal-containing compound may be a dopant or an emitter. In this embodiment, the transition metal-containing compound may be a phosphorescent dopant or a phosphorescent emitter.

[0170] Phosphorescence or fluorescence emitted by compounds containing transition metals can be blue light.

[0171] The emitter layer may further include auxiliary dopants. Auxiliary dopants can improve luminescence efficiency by effectively transferring energy to the transition metal compound that serves as a dopant or emitter.

[0172] The auxiliary dopant may be different from transition metal compounds and heterocyclic compounds represented by Formula 1.

[0173] In this embodiment, the auxiliary dopant may be a compound that emits delayed fluorescence.

[0174] In an embodiment, the auxiliary dopant may be a compound comprising at least one cyclic group, wherein the cyclic group comprises both B and N as cyclic atoms.

[0175] The emitter layer may further include at least one host material different from the heterocyclic compound, transition metal compound, and auxiliary dopant represented by Formula 1. For example, the emitter layer may further include a second compound as the host material.

[0176] [Second Implementation]

[0177] According to a second embodiment, the emitting layer in the interlayer of the light-emitting device may include a heterocyclic compound represented by Formula 1, wherein the emitting layer may further include a transition metal compound and a dopant. The heterocyclic compound represented by Formula 1, the transition metal compound, and the dopant may be different from each other, and the emitting layer may emit phosphorescence or fluorescence (e.g., delayed fluorescence) emitted by the dopant. For example, according to the second embodiment, the heterocyclic compound represented by Formula 1 may be the main component, and the transition metal compound may not be used as a dopant, but rather as an auxiliary dopant to transfer energy to the dopant (or emitter).

[0178] In the second embodiment, the heterocyclic compound represented by Formula 1 can be used as the host, and the transition metal compound can be used as the emitter, and can also be used as an auxiliary dopant to transfer energy to the dopant (or emitter).

[0179] In the second embodiment, the phosphorescence or fluorescence emitted by the dopant (or emitter) may be blue phosphorescence or blue fluorescence (e.g., blue delayed fluorescence).

[0180] The dopant (or emitter) in the second embodiment may be any phosphorescent dopant material (e.g., the transition metal compound described herein) or any fluorescent dopant material (e.g., the compound represented by formula 501 described herein, the compound represented by formula 502 described herein, the compound represented by formula 503 described herein, or any combination thereof).

[0181] The emitter layer may further include at least one host material that is different from the heterocyclic compound, transition metal compound, and dopant (or emitter) represented by Formula 1. For example, the emitter layer may further include a second compound as the host material.

[0182] The blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 400 nm to about 500 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 410 nm to about 490 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 420 nm to about 480 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 430 nm to about 475 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 440 nm to about 475 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 450 nm to about 475 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 430 nm to about 470 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 440 nm to about 470 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 450 nm to about 470 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 430 nm to about 465 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 440 nm to about 465 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 450 nm to about 465 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 430 nm to about 460 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 440 nm to about 460 nm. For example, the blue light in the first and second embodiments may be blue light having a maximum emission wavelength in the range of about 450 nm to about 460 nm.

[0183] The auxiliary dopant in the first embodiment may include, for example, delayed fluorescence compounds represented by formula 502 or formula 503 as described herein.

[0184] The body in the first and second embodiments may further include any body material (e.g., the compound represented by formula 301 described herein, the compound represented by formula 301-1 described herein, the compound represented by formula 301-2 described herein, or any combination thereof).

[0185] In an embodiment, the light-emitting device may further include a capping layer disposed outside the first electrode and / or outside the second electrode.

[0186] In an embodiment, the light-emitting device may further include at least one of a first capping layer disposed outside the first electrode and a second capping layer disposed outside the second electrode, and at least one of the first and second capping layers may include a heterocyclic compound represented by Formula 1. Further details regarding the first and / or second capping layers are the same as those described herein.

[0187] In this embodiment, the light-emitting device may include:

[0188] A first capping layer is disposed outside the first electrode and comprises a heterocyclic compound represented by Formula 1;

[0189] A second capping layer, disposed outside the second electrode, comprises a heterocyclic compound represented by Formula 1; or

[0190] First capping layer and second capping layer.

[0191] As used herein, the expression “(the interlayer and / or capping layer) comprises a heterocyclic compound represented by Formula 1” can include cases where “(the interlayer and / or capping layer) comprises the same heterocyclic compound represented by Formula 1” and cases where “(the interlayer and / or capping layer) comprises two or more different heterocyclic compounds represented by Formula 1”.

[0192] In one embodiment, the interlayer and / or capping layer may comprise only compound 1 as a heterocyclic compound. In this respect, compound 1 may be present in the emitting layer of the light-emitting device. In another embodiment, the interlayer may comprise both compound 1 and compound 2 as heterocyclic compounds. In this respect, compound 1 and compound 2 may be present in the same layer (e.g., both compound 1 and compound 2 may be present in the emitting layer) or may be present in different layers (e.g., compound 1 may be present in the emitting layer, and compound 2 may be present in the electron transport region).

[0193] As used herein, the term "sandwich" refers to a single layer and / or multiple layers between the first and second electrodes of a light-emitting device.

[0194] Another embodiment provides an electronic device that may include a light-emitting device. The electronic device may further include a thin-film transistor. In one embodiment, the electronic device may further include a thin-film transistor including a source electrode and a drain electrode, wherein a first electrode of the light-emitting device is electrically connected to the source electrode or the drain electrode. In another embodiment, the electronic device may further include a color filter, a color conversion layer, a touchscreen layer, a polarizing layer, or any combination thereof. Further details regarding the electronic device are the same as those described herein.

[0195] According to an embodiment, the electronic device may include a light-emitting device.

[0196] In implementation, the electronic device may be a flat panel display, curved display, computer monitor, medical monitor, television, billboard, indoor light, outdoor light, signal light, head-up display, fully transparent display, partially transparent display, flexible display, rollable display, foldable display, retractable display, laser printer, telephone, mobile phone, tablet computer, tablet PC, personal digital assistant (PDA), wearable device, laptop computer, digital camera, camcorder, viewfinder, microdisplay, three-dimensional (3D) display, virtual reality display, augmented reality display, vehicle, video wall with multiple displays spliced ​​together, theater screen, stadium screen, phototherapy device, or sign.

[0197] According to embodiments, heterocyclic compounds can be represented by Formula 1. Further details regarding Formula 1 are the same as those described herein.

[0198] Those skilled in the art can identify the synthetic methods of the heterocyclic compounds represented by Formula 1 by referring to the synthetic examples and / or embodiments provided below.

[0199] [Description of Equation 1]

[0200] [Formula 1]

[0201]

[0202] In Equation 1, the ring CY 11 To CY 13 CY 21 CY 22 CY 31 and CY 32 Each can be independently classified as C5-C 30 Carbocyclic or C1-C 30 Heterocyclic group.

[0203] In the implementation method, the ring CY 11 To CY 13 CY 21 CY 22CY 31 and CY 32 Each can be independently:

[0204] Phenyl, naphthyl, anthraceneyl, phenanthrene, triphenylene, pyrene, 1,2-benzophenanthrene, cyclopentadienyl, furanyl, thiopheneyl, thiopheneyl, indoleyl, fluorenyl, indoleyl, carbazoleyl, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, benzothiopheneyl, dibenzothiopheneyl, azafluorenyl, azacarbazoyl, azadibenzofuranyl, azadibenzothiopheneyl, azadibenzothiopheneyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, phenanthreneyl, pyrrolyl, pyrazolyl, imidazoleyl, triazolyl, oxazolyl, isoxazolyl Thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzothiazolyl, benzooxadiazolyl, benzothiadiazolyl, dibenzooxasiloxane, dibenzothiosiloxane, dibenzodihydroazines, dibenzodihydrosiloxane, dibenzodihydrosiloxane, dibenzodihydrosiloxane, dibenzodioxane, dibenzodioxazinyl, dibenzopyranyl, dibenzodithiocyclohexane, dibenzothiazinyl, dibenzothiaranyl, dibenzocyclohexadienyl, dibenzodihydropyridinyl or dibenzodihydropyrazinyl.

[0205] In the implementation method, the ring CY 11 It can be phenyl, naphthyl, anthraceneyl, phenanthryl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, indolyl, carbazolyl, indene, fluorenyl, benzothiopheneyl, or dibenzothiopheneyl.

[0206] In the implementation method, the ring CY 12 CY 13 CY 21 CY 22 CY 31 and CY 32 Each can be independently phenyl, naphthyl, anthraceneyl, phenanthreneyl, or cyclopentadienyl.

[0207] In Equation 1, L1 and L2 can each independently be a single bond, *-C(R1)(R2)-*', *-C(R1)=*', *=C(R1)-*', *-C(R1)=C(R2)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R1)-*', *-N(R1)-*', *-O-*', *-P(R1)-*', *-Si(R1)(R2)-*', *-P(=O)(R1)-*', *-S-*', *-S(=O)-*', *-S(=O)2-*', or *-Ge(R1)(R2)-*', where * and *' each indicate the bonding site with the adjacent atom.

[0208] In the implementation, L1 and L2 can each be a single bond independently.

[0209] In Equation 1, n1 and n2 can each be 0 or 1 independently.

[0210] In Equation 1, when n1 is 0, the ring CY 11 The bond between Si and n2 may not exist; and when n2 is 0, the ring CY 22 The bond between Si may not exist.

[0211] In Equation 1, the sum of n1 and n2 can be 1.

[0212] In Equation 1, R1, R2, R 11 To R 13 R 21 R 22 R 31 and R 32 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C1-C 60 Alkyl thioyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10aReplacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Arylthio, -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).

[0213] R 10a Q1 through Q3 can each be the same as those described in this article.

[0214] In the implementation method, R1, R2, R 11 R 12 R 21 R 22 R 31 and R 32 Each can be independently:

[0215] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl or C1-C 20 Alkoxy;

[0216] Each of the following C1-C is replaced 20 Alkyl or C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof;

[0217] Each of the following unsubstituted or substituted compounds: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrroloyl, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, indazoleyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalolinyl, quinazolinyl, cinolinyl, carbazole, phenanthrolyl, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzoxox Azolyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiophenyl: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindole, indole, inzolyl, purine, quinolinyl, isoquinolinyl, benzoquinolinyl Quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthroline, benzimidazolyl, benzofuranyl, benzothiophene, benzothiazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzothiophene, dibenzocarbazole, imidazopyridyl, imidazopyrimidinyl, -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; or

[0218] -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).

[0219] Q1 to Q3 and Q 31 To Q 33 Each can be the same as described in this article.

[0220] In the implementation method, R1, R2, R 11 R 12 R 21 R 22 R 31 and R 32 Each can be independently:

[0221] Hydrogen, deuterium, cyano or C1-C 20 alkyl;

[0222] C1-C replaced by the following 20 Alkyl groups: deuterium, cyano, -CD3, -CD2H, -CDH2, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof;

[0223] Each of the following unsubstituted or substituted groups: cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthraceneyl, pyrrolyl, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cenolinyl, carbazoleyl, benzimidazolyl, benzofuranyl, benzothiophene, triazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, dibenzothiorhelyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl or imidazopyrimidinyl: deuterium, cyano, -CD3, -CD2H, -CDH2, C1-C 20 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthraceneyl, pyrrolyl, thiopheneyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazoleyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cenolinyl, carbazoleyl, benzimidazolyl, benzofuranyl, benzothiopheneyl, triazolyl, triazinyl, dibenzofuranyl, dibenzothiopheneyl, dibenzothiorhelyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) or any combination thereof; or

[0224] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3) or -N(Q1)(Q2), and

[0225] Q1 to Q3 and Q 31 To Q 33 They can be independently: hydrogen; deuterium; or each unsubstituted or deuterated, C1-C. 60 C1-C substituted with alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 10 Alkyl, C2-C 10 alkenyl, C3-C 20 Carbocyclic or C1-C 20 Heterocyclic group.

[0226] In the implementation method, R1, R2, R 11 R 12 R 21 R 22 R 31 and R 32 Each can be independently:

[0227] Hydrogen or deuterium;

[0228] Each of the following is an unsubstituted or deuterated methyl, ethyl, sec-propyl, or tert-butyl group;

[0229] Each of the following is an unsubstituted or deuterated phenyl, biphenyl, pyridyl, pyrimidinyl, triazine, fluorenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl, or dibenzothiophenyl group; or

[0230] -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3), and

[0231] Q1 to Q3 can each be independently: hydrogen; deuterium; or each unsubstituted or deuterated, C1-C 10 C1-C substituted with alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 10 Alkyl, C2-C 10 alkenyl, C3-C 20 Carbocyclic or C1-C 20 Heterocyclic group.

[0232] In the implementation method, R1, R2, R 11 R 12 R 21 R 22 R 31 and R 32 At least one of them can be deuterium, a phenyl substituted with at least one deuterium, or a biphenyl substituted with at least one deuterium.

[0233] In the implementation method, R1, R2, R 11 R 12 R 21 and R 22 At least one of them can be deuterium, a phenyl substituted with at least one deuterium, or a biphenyl substituted with at least one deuterium.

[0234] In the implementation method, R1, R2, R 11 R 12 R 21 R 22 R 31 and R 32 Two or more groups may optionally be connected by a single bond, be unsubstituted, or be affected by at least one R. 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C2-C 60 Heterocyclic groups, either unsubstituted or substituted with at least one R 10a Replacement C8-C 60 Polycyclic groups.

[0235] In Equation 1, a11 to a13, a21, a22, a31, and a32 respectively indicate R. 11 To R 13 R 21 R 22 R 31 and R 32The number of R, and a11 to a13, a21, a22, a31, and a32 can each be an integer selected from 1 to 20 independently. When a11 is 2 or greater, two or more R 11 They can be the same or different from each other, and when a12 is 2 or greater, two or more R... 12 They can be the same or different from each other, and when a13 is 2 or greater, two or more Rs 13 They can be the same or different from each other, and when a21 is 2 or greater, two or more R... 21 They can be the same or different from each other, and when a22 is 2 or greater, two or more R... 22 They can be the same or different from each other, and when a31 is 2 or greater, two or more R... 31 They can be the same or different from each other, and when a32 is 2 or greater, two or more R... 32 They may be the same as or different from each other.

[0236] In the implementation method, in Equation 1, by The part represented can be one of the parts represented by equations CY1-1 to CY1-24:

[0237]

[0238]

[0239] In equations CY1-1 to CY1-24,

[0240] R 111 and R 112 Each can be independently compared with reference R. 11 The descriptions are the same.

[0241] R 113 With reference R in Equation 1 10a The same restrictions apply.

[0242] a111 can be an integer selected from 1 to 5.

[0243] a112 can be an integer selected from 1 to 4.

[0244] a113 can be an integer selected from 1 to 5.

[0245] * Indicates the binding site with N in Equation 1, and

[0246] *' indicates the binding site with L1 in Equation 1.

[0247] In equations CY1-1 to CY1-24, a111 to a113 respectively indicate R 111 To R 113 The number. When a111 is 2 or greater, two or more R111 They can be the same or different from each other. When a112 is 2 or greater, two or more R... 112 They can be the same or different from each other, and when a113 is 2 or greater, two or more R... 113 They may be the same as or different from each other.

[0248] In the implementation, R 111 To R 113 Each of them may be independently an unsubstituted or substituted phenyl, biphenyl, triphenylsilyl, pyridyl, pyrimidinyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophene, fluorenyl or dibenzothiophene.

[0249] In the implementation method, in Equation 1, by The part represented can be one of the parts represented by equations CY2-1 to CY2-8:

[0250]

[0251] In equations CY2-1 to CY2-8,

[0252] R 12 and R 13 Each can be the same as described in this article.

[0253] a12 can be an integer selected from 1 to 6.

[0254] a13 can be 1 or 2.

[0255] *Indication and the ring CY in Equation 1 11 The bonding sites,

[0256] *' indicates the binding site with N in Equation 1, and

[0257] * indicates the bonding site with Si in Formula 1.

[0258] In equations CY2-1 to CY2-8, a12 and a13 respectively indicate R. 12 and R 13 The number. When a12 is 2 or greater, two or more R... 12 They can be the same or different from each other, and when a13 is 2, the two Rs... 13 They may be the same as or different from each other.

[0259] In the implementation method, in Equation 1, by The part represented can be one of the parts represented by equations CY3-1 to CY3-12:

[0260]

[0261]

[0262] In equations CY3-1 to CY3-12,

[0263] R 21 and R 22 Each can be the same as described in this article.

[0264] a21 can be an integer selected from 1 to 6.

[0265] a22 can be an integer selected from 1 to 5.

[0266] *'Indicates the ring CY in Equation 1 13 The binding sites, and

[0267] *”' indicates the bonding site with L2 in Equation 1.

[0268] In equations CY3-1 to CY3-12, a21 and a22 respectively indicate R 21 and R 22 The number. When a21 is 2 or greater, two or more R... 21 They can be the same or different from each other, and when a22 is 2 or greater, two or more R... 22 They may be the same as or different from each other.

[0269] In the implementation method, in Equation 1, by The part represented can be the part represented by equation CY4-1:

[0270]

[0271] In equation CY4-1,

[0272] R 31 and R 32 Each can be the same as described in this article.

[0273] a31 and a32 can each be an integer selected from 1 to 5 independently.

[0274] * indicates the ring CY in Equation 1 13 The binding sites, and

[0275] *”' indicates the bonding site with L1 or L2 in Formula 1.

[0276] In equation CY4-1, a31 and a32 respectively indicate R 31 and R 32 The number. When a31 is 2 or greater, two or more R... 31 They can be the same or different from each other, and when a32 is 2 or greater, two or more R...32 They may be the same as or different from each other.

[0277] In embodiments, the heterocyclic compound represented by Formula 1 may be represented by one of Formulas 1-1 to 1-3:

[0278] [Equation 1-1]

[0279]

[0280] [Equation 1-2]

[0281]

[0282] [Equation 1-3]

[0283]

[0284] In equations 1-1 to 1-3,

[0285] CY 11 CY 21 and CY 22 Each can be the same as described in this article.

[0286] R 11 To R 13 R 21 R 22 R 31 and R 32 Each can be the same as described in this article, and

[0287] a12 can be an integer selected from 1 to 4.

[0288] a13 can be 1 or 2.

[0289] a31 and a32 can each be an integer selected from 1 to 5 independently.

[0290] In Equations 1-1 and 1-2, a11 can be the same as that defined in Equation 1, a21 can be an integer selected from 1 to 4, and a22 can be an integer selected from 1 to 3.

[0291] In Equations 1-3, a11 can be an integer selected from 1 to 4, and a21 and a22 can each be the same as those defined herein.

[0292] Unless otherwise specified, R in the above description of Equation 1 shall be... 10a Possible forms:

[0293] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0294] Each of the following C1-C that is not substituted or is substituted: 60Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbonyl group, C1-C 60 Heterocyclic group, C7-C 60 Aryl group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -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,

[0295] Each of the following C3-Cs that are not substituted or are substituted: 60 carbonyl group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy or C6-C 60 Aryl thiols: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 carbonyl group, C1-C 60 Heterocyclic group, C7-C 60 Araneyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof, or

[0296] -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 ) or -P(=O)(Q 31 (Q) 32 ).

[0297] Unless otherwise specified, in the above description of Equation 1, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; or each unsubstituted or replaced by deuterium, -F, cyano, C1-C. 60 Alkyl, C1-C 60 C1-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0298] In the heterocyclic compounds represented by Formula 1, because the ring CY 13 and CY 22 By forming fused rings with Si, the overall molecular structure becomes robust. This suppresses electronic vibrations in the excited state, allowing for an increase in the triplet energy level (T1 level) of the molecule, thus facilitating energy transfer to the dopant. Accordingly, when the heterocyclic compound represented by Formula 1 is applied to the emitting layer (e.g., the host) of a light-emitting device, luminous efficiency is increased, and device lifetime is improved. Consequently, by using the heterocyclic compound represented by Formula 1, light-emitting devices (e.g., organic light-emitting devices) with high luminous efficiency, high color purity, and long lifetime characteristics can be implemented.

[0299] [Descriptions of Equations 2, 3, 502, and 503]

[0300] [Equation 2]

[0301]

[0302] In Equation 2, b51 to b53 respectively indicate L 51 To L 53 The number of L, and b51 to b53 can each be an integer selected from 1 to 5 independently. When b51 is 2 or greater, two or more L 51 They can be the same or different from each other; when b52 is 2 or greater, two or more L's can be... 52 They can be the same or different from each other, and when b53 is 2 or greater, two or more Ls 53 They can be the same or different from each other. For example, b51 to b53 can each be 1 or 2 independently.

[0303] In the implementation method, in Equation 2, L 51 To L 53 Each can be independently:

[0304] Single key; or

[0305] Each of the following unsubstituted or substituted groups is phenyl, naphthyl, anthraceneyl, phenanthrene, triphenylene, pyrene, 1,2-benzophenanthrene, cyclopentadienyl, furanyl, thiopheneyl, thiopyrrolyl, indole, fluorenyl, indole, carbazole, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, benzothiopyrrolyl, azafluorenyl, azacarbazoyl, azadibenzofuranyl, azadibenzothiopheneyl, azadibenzothiopyrrolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, phenanthrene-pyrrolyl, pyrrolyl, pyrazolyl, imidazoleyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl Oxadiazole, Thiadiazole, Benzopyrazol, Benzimidazole, Benzooxazol, Benzothiazool, Benzooxadiazole, Benzothiadiazole, Dibenzooxasiloxane, Dibenzothiosiloxane, Dibenzodihydroazines, Dibenzodihydrosiloxane, Dibenzodihydrosiloxane, Dibenzodioxane, Dibenzodioxazinyl, Dibenzopyranyl, Dibenzodithiosiloxane, Dibenzodioxazinyl, Dibenzothiazinyl, Dibenzothiaranyl, Dibenzocyclohexadienyl, Dibenzodihydropyridinyl or Dibenzodihydropyrazinyl: Deuterium, -F, -Cl, -Br, -I, Hydroxyl, Cyano, Nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, pyridyl, pyrimidinyl, triazine, fluorenyl, dimethylfluorenyl, diphenylfluorenyl, carbazole, phenylcarbazole, dibenzofuranyl, dibenzothiophene, dibenzothiopyrrolyl, dimethyldibenzothiopyrrolyl, diphenyldibenzothiopyrrolyl, -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, where

[0306] Q 31 To Q 33 Each can be independently hydrogen, deuterium, or C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, or triazinyl.

[0307] In the implementation method, in Equation 2, L 51 With R 51 The key between, L 52 With R 52 The key between, L 53 With R 53 The key between two or more L 51 The key between two or more L 52 The key between two or more L 53 The key between, L 51 With X in Equation 2 54 and X 55 The bonds between carbon atoms, L 52 With X in Equation 2 54 and X 56 The bonds between carbon atoms and L 53 With X in Equation 2 55 and X 56 The bonds between carbon atoms can each be a "carbon-carbon single bond".

[0308] In Equation 2, X 54 It can be N or C(R) 54 ), X 55 It can be N or C(R) 55 ), X 56 It can be N or C(R) 56 ), and X 54 To X 56 At least one of them can be N. R54 To R 56 Each may be the same as described in this article. For example, X 54 To X 56 Two or three of them can each be N.

[0309] In the implementation method, in Equation 2, by *-(L 51 ) b51 -R 51 The group represented and the group composed of *-(L 52 ) b52 -R 52 The groups represented may not each be phenyl.

[0310] In the implementation method, in Equation 2, by *-(L 51 ) b51 -R 51 The group represented and the group composed of *-(L 52 ) b52 -R 52 The groups represented can be the same as each other.

[0311] In the implementation method, in Equation 2, by *-(L 51 ) b51 -R 51 The group represented and the group composed of *-(L 52 ) b52 -R 52 The groups represented can be different from each other.

[0312] In the implementation, in Equation 2, b51 and b52 can each independently be 1, 2, or 3, and

[0313] L 51 and L 52 Each can be independently of its own unsubstituted or by at least one R 10a Substituted phenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, or triazinyl.

[0314] In the implementation method, in Equation 2, R 51 and R 52 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60Arylthio, -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3), wherein

[0315] Q1 to Q3 can each be independently unsubstituted or replaced by deuterium, -F, cyano, or C1-C. 60 Alkyl, C1-C 60 C3-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0316] In the implementation method, in Equation 2,

[0317] By *-(L 51 ) b51 -R 51 The represented group may be one of the groups represented by formulas CY51-1 to CY51-26, and / or

[0318] By *-(L 52 ) b52 -R 52 The represented group may be one of the groups represented by formula CY52-1 to formula CY52-26, and / or

[0319] By *-(L 53 ) b53 -R 53 The group represented may be one of the formulas CY53-1 to CY53-27, -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3), wherein Q1 to Q3 may be the same as those described herein:

[0320]

[0321]

[0322]

[0323]

[0324] In formulas CY51-1 to CY51-26, CY52-1 to CY52-26, and CY53-1 to CY53-27

[0325] Y 63 It can be a single bond, O, S, N(R) 63 ), B(R) 63 ), C(R 63a (R) 63b ) or Si(R 63a (R)63b ),

[0326] Y 64 It can be a single bond, O, S, N(R) 64 ), B(R) 64 ), C(R 64a (R) 64b ) or Si(R 64a (R) 64b ),

[0327] Y 67 It can be a single bond, O, S, N(R) 67 ), B(R) 67 ), C(R 67a (R) 67b ) or Si(R 67a (R) 67b ),

[0328] Y 68 It can be a single bond, O, S, N(R) 68 ), B(R) 68 ), C(R 68a (R) 68b ) or Si(R 68a (R) 68b ),

[0329] In equations CY51-16 and CY51-17, Y 63 and Y 64 They can not each be a single key at the same time.

[0330] In equations CY52-16 and CY52-17, Y 67 and Y 68 They can not both be single keys at the same time.

[0331] R 51a To R 51e R 61 To R 64 R 63a R 63b R 64a and R 64b Each can be independently compared with reference R. 51 The descriptions are the same, the difference lies in R. 51a To R 51e Each of them is not hydrogen.

[0332] R 52a To R 52e R 65 To R 68 R 67a R 67b R 68a and R68b Each can be independently compared with reference R. 52 The descriptions are the same, the difference lies in R. 52a To R 52e Each of them is not hydrogen.

[0333] R 53a To R 53e R 69a and R 69b Each can be independently compared with reference R. 53 The descriptions are the same, the difference lies in R. 53a To R 53e Each of them may not be hydrogen, and

[0334] * Indicates the bonding site with adjacent atoms.

[0335] In the implementation,

[0336] In equations CY51-1 to CY51-26 and CY52-1 to CY52-26, R 51a To R 51e and R 52a To R 52e Each can be independently:

[0337] Each of the following unsubstituted or substituted compounds: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthraceneyl, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiopheneyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthrylyl, benzimidazolyl, benzofuranyl, benzothiopheneyl, benziisothiazolyl, Benzooxazolyl, Benzoisooxazolyl, Triazolyl, Tetrazolyl, Oxadiazolyl, Triazinyl, Dibenzofuranyl, Dibenzothiophenyl, Benzocarbazoyl, Dibenzocarbazoyl, Imidazolopyridyl, Imidazolopyrimidinyl, Azacarbazoyl, Azadibenzofuranyl, Azadibenzothiophenyl, Azafluorenyl or Azadibenzothiophenyl: Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, Hydroxyl, Cyano, Nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindole, indole, inzolyl, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quin Oxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiazolyl, benzooxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazole, dibenzocarbazole, imidazopyridyl, imidazopyrimidinyl or any combination thereof; or

[0338] -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3), where

[0339] Q1 to Q3 can each be independently unsubstituted or substituted with one of the following: phenyl, naphthyl, pyridyl, pyrimidinyl, pyridazinyl, or triazinyl: deuterium, C1-C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof.

[0340] In equations CY51-16 and CY51-17, Y 63 It 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 It can be O or S, and

[0341] In equations CY52-16 and CY52-17, Y 67 It 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 It can be O or S.

[0342] In the implementation method, in Equation 2, R 51 To R 56 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10aReplacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C2-C 60 Heteroaryl, -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 those described herein.

[0343] In the implementation method, in Equation 2, R 51 To R 56 Each can be independently:

[0344] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl or C1-C 20 Alkoxy;

[0345] Each of the following C1-C is replaced 20 Alkyl or C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof;

[0346] Each of the following unsubstituted or substituted compounds: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthraceneyl, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiopheneyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthrylyl, benzimidazolyl, benzofuranyl, benzothiopheneyl, benziisothiazolyl, Benzooxazolyl, Benzoisooxazolyl, Triazolyl, Tetrazolyl, Oxadiazolyl, Triazinyl, Dibenzofuranyl, Dibenzothiophenyl, Benzocarbazoyl, Dibenzocarbazoyl, Imidazolopyridyl, Imidazolopyrimidinyl, Azacarbazoyl, Azadibenzofuranyl, Azadibenzothiophenyl, Azafluorenyl or Azadibenzothiophenyl: Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, Hydroxyl, Cyano, Nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthryl, benzimidazolyl, benzofuranyl, benzothiophene, benzothiazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, -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; or

[0347] -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

[0348] Q1 to Q3 and Q 31 To Q 33 Each can be independently:

[0349] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H or -CD2CDH2; or

[0350] Each of the following unsubstituted or substituted groups: n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyrazinyl, or triazinyl: deuterium, C1-C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof.

[0351] [Formula 3]

[0352]

[0353] In Equation 3, M can 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).

[0354] In the implementation, M can be Pt.

[0355] In Equation 3, X 901 To X 904 Each can be either C or N independently.

[0356] In the implementation method, in Equation 3, X 901 It can be C. For example, in Equation 3, X 901 It can be the carbon atom of the carbapenem moiety.

[0357] In the implementation method, in Equation 3, X 901 It can be N.

[0358] In the implementation method, X 902 and X 903 Each can be C, and X 904 It can be N.

[0359] In the implementation method, in Equation 3, X 901 The bond between M and M can be a coordinate bond, and

[0360] X 902 The bond between M and X 903 The bond between M and X 904 One of the bonds between M and M can be a coordinate bond, and the other two can each be a covalent bond.

[0361] In the implementation method, X 901 The bond between M and X 904 The bonds between M and X can each be coordinate bonds, and X 902 The bond between M and X 903 The bonds between M and M can each be covalent bonds.

[0362] In the implementation method, X 901 It can be C, and X 901 The bond between M and M can be a coordinate bond.

[0363] In Equation 3, the ring CY 901 To CY 904 Each can be independently classified as C5-C 30 Carbocyclic or C1-C 30 Heterocyclic group.

[0364] In the implementation method, the ring CY 901 It can be nitrogen-containing C1-C 60 Heterocyclic group.

[0365] In the implementation method, in Equation 3, the ring CY 901 It can contain X 901 A 5-membered ring, fused with at least one 6-membered ring containing X 901 5-membered ring or containing X 901 The 6-element ring.

[0366] In the implementation method, in Equation 3, the ring CY 901 It can contain X 901 A 5-membered ring or fused with at least one 6-membered ring containing X 901 A 5-membered ring. For example, the ring CY. 901 May include via X 901 A 5-membered ring bonded to M in Equation 3. In this regard, containing X... 901The 5-membered ring can be pyrrole, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, or thiadiazolyl, and contains X. 901 The 6-membered ring and can be optionally combined with X 901 The 5-membered ring fused with the 6-membered ring can each be independently phenyl, pyridyl, or pyrimidinyl.

[0367] In the implementation method, the ring CY 901 It can contain X 901 A 5-membered ring, and containing X 901 The 5-membered ring can be imidazole or triazole.

[0368] In the implementation method, the ring CY 901 It can be an X-containing compound fused with at least one 6-membered ring. 901 A 5-membered ring, and fused with at least one 6-membered ring containing X. 901 The 5-membered ring can be benzimidazolyl or imidazopyridyl.

[0369] In the implementation method, the ring CY 901 It can be imidazole, triazole, benzimidazole or imidazolepyridyl.

[0370] In the implementation method, X 901 It can be C, and the ring CY 901 It can be imidazole, triazole, benzimidazole, naphzimidazole or imidazolepyridyl.

[0371] In the implementation method, the ring CY 902 It can be phenyl, pyridinyl, pyrimidinyl, naphthyl, dibenzofuranyl, dibenzothiopheneyl, carbazoleyl, fluorenyl, dibenzothiopheneyl, naphthobenzofuranyl, naphthobenzothiopheneyl, benzocarbazoleyl, benzofluorenyl, naphthobenzothiopheneyl, dinaphthofuranyl, dinaphthothiopheneyl, dibenzocarbazoleyl, dibenzofluorenyl, dinaphthothiopheneyl, azadibenzofuran Azadibenzothiophene, azacarbazolyl, azafluorenyl, azadibenzothiophene, azanaphthobenzofuranyl, azanaphthobenzothiophene, azabenzacarbazolyl, azabenzafluorenyl, azanaphthobenzothiophene, azadibenzofuranyl, azadibenzothiophene, azadibenzocarbazolyl, azadibenzofluorenyl or azadibenzothiophene.

[0372] In the implementation method, the ring CY 902 It can be phenyl, pyridinyl, pyrimidinyl, naphthyl, dibenzofuranyl, dibenzothiophenyl, carbazoyl, fluorenyl or dibenzothiophenyl.

[0373] In the implementation method, in Equation 3, the ring CY 903 It can be: a C2-C8 monocyclic group; or a C4-C group in which two or three C2-C8 monocyclic groups are fused together.20 Polycyclic groups.

[0374] In the implementation method, in Equation 3, the ring CY 903 It can be: a C4-C6 monocyclic group; or a C4-C8 polycyclic group in which two or three C4-C6 monocyclic groups are fused together.

[0375] As used herein, the term "C2-C8 monocyclic group" refers to a non-fused cyclic group, and examples of such groups may include cyclopentadienyl, pyrroleyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiazolyl, phenyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, cycloheptadienyl, or cyclooctadienyl, etc.

[0376] In the implementation method, the ring CY 903 It can be phenyl, pyridinyl, pyrimidinyl, naphthyl, dibenzofuranyl, dibenzothiopheneyl, carbazoyl, fluorenyl, dibenzothiopheneyl, azadibenzofuranyl, azadibenzothiopheneyl, azacarbazoyl, azafluorenyl or azadibenzothiopheneyl.

[0377] In Equation 3, the ring CY 904 It can be nitrogen-containing C1-C 60 Heterocyclic group.

[0378] In the implementation method, the ring CY 904 It can be pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, phenanthrene-rholineyl, pyrroleyl, pyrazolyl, imidazoleyl, triazolyl, benzopyrazolyl, benzoimidazolyl, or benzothiazolyl.

[0379] In Equation 3, L 901 To L 903 Each can be an independent 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 )-*', where * and *' each indicate the bonding site with the adjacent atom.

[0380] In Equation 3, R 1a and R 1b Each can be the same as described in this article.

[0381] In the implementation, L 901 and L 903 Each can be a single bond, and L 902 It can be *-C(R) 1a (R) 1b )-*'、*-B(R 1a )-*'、*-N(R 1a )-*'、*-O-*'、*-P(R 1a )-*'、*-Si(R 1a (R) 1b )-*' or *-S-*'.

[0382] In the implementation, L 902 It can be *-O-*' or *-S-*'.

[0383] In Equation 3, n901 to n903 respectively indicate L 901 To L 903 The quantity, and n901 to n903 can each be an integer selected from 1 to 5 independently. When n901 to n903 are each 2 or greater, each of the following can be the same as or different from each other: two or more L 901 Two or more L 902 ; and two or more L 903 .

[0384] In the implementation, n902 can be 1.

[0385] In Equation 3, R 901 To R 904 R 1a and R 1b Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 Arylthio, -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).

[0386] R 10a Q1, Q2 and Q3 may each be the same as those described in this article.

[0387] In the implementation, R 901 To R 904 R 1a and R 1b Each can be independently:

[0388] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl or C1-C 20 Alkoxy;

[0389] Each of the following C1-C is replaced 20 Alkyl or C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof;

[0390] Each of the following unsubstituted or substituted compounds: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthraceneyl, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiopheneyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthrylyl, benzimidazolyl, benzofuranyl, benzothiopheneyl, benziisothiazolyl, Benzooxazolyl, Benzoisooxazolyl, Triazolyl, Tetrazolyl, Oxadiazolyl, Triazinyl, Dibenzofuranyl, Dibenzothiophenyl, Benzocarbazoyl, Dibenzocarbazoyl, Imidazolopyridyl, Imidazolopyrimidinyl, Azacarbazoyl, Azadibenzofuranyl, Azadibenzothiophenyl, Azafluorenyl or Azadibenzothiophenyl: Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, Hydroxyl, Cyano, Nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthryl, benzimidazolyl, benzofuranyl, benzothiophene, benzothiazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, -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; or

[0391] -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).

[0392] Q1 to Q3 and Q 31 To Q 33 Each can be the same as described in this article.

[0393] In the implementation, R 901 To R 904 R 1a and R 1b Each can be independently:

[0394] Hydrogen, deuterium, -F, -Cl, -Br, -I or Cl-C 20 alkyl;

[0395] Unsubstituted or substituted C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof; or

[0396] Each of the following unsubstituted or substituted phenyl, biphenyl, terphenyl, C1-C 10 Alkylphenyl or naphthyl: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, C1-C 20 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, C1-C 10 Alkylphenyl or any combination thereof.

[0397] In Equation 3, a901 to a904 respectively indicate R 901 To R 904 The number of R, and a901 to a904 can each be an integer selected from 1 to 10 independently. When a901 to a904 are each 2 or greater, each of the following can be the same as or different from each other: two or more R 901 Two or more R 902 Two or more R 903; and two or more R 904 .

[0398] [Formula 502]

[0399]

[0400] [Formula 503]

[0401]

[0402] In Equations 502 and 503,

[0403] Ring A 501 To Ring A 504 Each can be independently C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group,

[0404] Y 505 It can be O, S, N(R) 505 ), B(R) 505 ), C(R 505a (R) 505b ) or Si(R 505a (R) 505b ),

[0405] Y 506 It can be O, S, N(R) 506 ), B(R) 506 ), C(R 506a (R) 506b ) or Si(R 506a (R) 506b ),

[0406] Y 507 It can be O, S, N(R) 507 ), B(R) 507 ), C(R 507a (R) 507b ) or Si(R 507a (R) 507b ),

[0407] Y 508 It can be O, S, N(R) 508 ), B(R) 508 ), C(R 508a (R) 508b ) or Si(R 508a (R) 508b ),

[0408] Y 51 and Y 52 Each can be independently represented as B, P (=O), or S (=O).

[0409] 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 can be the same as described in this article, and

[0410] In equations 502 and 503, a501 to a504 respectively indicate R 501 To R 504 The number of R, and a501 to a504 can each be an integer selected from 0 to 20 independently. When a501 is 2 or greater, two or more R 501 They can be the same or different from each other. When a502 is 2 or greater, two or more Rs 502 They can be the same or different from each other. When a503 is 2 or greater, two or more Rs 503 They can be the same or different from each other, and when a504 is 2 or greater, two or more R... 504 They may be the same or different from each other. In the implementation, a501 to a504 may each be an integer selected from 0 to 8 independently.

[0411] 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 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C2-C 60 Heteroaryl, -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 those described herein.

[0412] In the implementation, R in formulas 502 and 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 Each can be independently:

[0413] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl or C1-C 20 Alkoxy;

[0414] Each of the following C1-C is replaced 20 Alkyl or C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof;

[0415] Each of the following unsubstituted or substituted compounds: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthraceneyl, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiopheneyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthrylyl, benzimidazolyl, benzofuranyl, benzothiopheneyl, benziisothiazolyl, Benzooxazolyl, Benzoisooxazolyl, Triazolyl, Tetrazolyl, Oxadiazolyl, Triazinyl, Dibenzofuranyl, Dibenzothiophenyl, Benzocarbazoyl, Dibenzocarbazoyl, Imidazolopyridyl, Imidazolopyrimidinyl, Azacarbazoyl, Azadibenzofuranyl, Azadibenzothiophenyl, Azafluorenyl or Azadibenzothiophenyl: Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, Hydroxyl, Cyano, Nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazole, phenanthryl, benzimidazolyl, benzofuranyl, benzothiophene, benzothiazolyl, benzoisooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, -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; or

[0416] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), where

[0417] Q1 to Q3 and Q 31 To Q 33 Each can be independently:

[0418] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H or -CD2CDH2; or

[0419] Each of the following unsubstituted or substituted groups: n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyrazinyl, or triazinyl: deuterium, C1-C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof.

[0420] In the implementation, R 10a Possible forms:

[0421] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl or C1-C 20 Alkoxy;

[0422] Each of the following C1-C is replaced 20 Alkyl or C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidinyl, or any combination thereof;

[0423] Each of the following unsubstituted or substituted compounds is cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindole, indole, inzolyl, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, zolinyl, carbazole alkyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothiopheneyl, benzisothiazolyl, benzoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiopheneyl, azafluorenyl or azadibenzothiopheneyl: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, iso... Indole, indole, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthrololinyl, benzimidazolyl, benzofuranyl, benzothiophene, benzothiazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof; or

[0424] -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 ) or -P(=O)(Q 31 (Q) 32 ),in

[0425] Q 21 To Q 23 and Q 31 To Q 33 Each can be independently:

[0426] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H or -CD2CDH2; or

[0427] Each of the following unsubstituted or substituted groups: n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyrazinyl, or triazinyl: deuterium, C1-C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof.

[0428] In the implementation method, R in Equation 1 11 To R 13 R 21 R 22 R 31 and R 32 R in Equation 2 51 To R 56 R in Equations 502 and 503 500a R 500b R 501 To R 508 R 505a R 505b R 506a R 506b R 507a R 507b R 508a and R508b Each can be independently:

[0429] Hydrogen, deuterium, -F, cyano, nitro, -CH3, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a group represented by one of formulas 9-1 to 9-19, a group represented by one of formulas 10-1 to 10-246, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3) or -P(=O)(Q1)(Q2), wherein Q1 to Q3 may each be the same as those described herein:

[0430]

[0431]

[0432]

[0433]

[0434]

[0435]

[0436] In Formulas 9-1 to 9-19 and Formulas 10-1 to 10-246, * indicates the bonding site with an adjacent atom, "Ph" represents phenyl, "D" represents a deuterium atom, and "TMS" represents trimethylsilyl.

[0437] [Examples of compounds]

[0438] In an embodiment, the heterocyclic compound represented by Formula 1 may be one of compound 1 to compound 60:

[0439]

[0440]

[0441]

[0442]

[0443]

[0444] [ Figure 1 [Description]

[0445] Figure 1 This is a schematic cross-sectional view of the light-emitting device 10 according to an embodiment. The light-emitting device 10 may include a first electrode 110, a sandwich layer 130, and a second electrode 150.

[0446] The following text will refer to Figure 1 The structure of the light-emitting device 10 according to the embodiment and the method of manufacturing the light-emitting device 10 are described.

[0447] [First Electrode 110]

[0448] exist Figure 1 The substrate may be further included below the first electrode 110 or on the second electrode 150. In embodiments, the substrate may be a glass substrate or a plastic substrate. In embodiments, the substrate may be a flexible substrate and may include plastics with excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0449] The first electrode 110 can be formed, for example, by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 can be a high work function material that facilitates hole injection.

[0450] The first electrode 110 may be a reflective electrode, a transmissive-reflective electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In embodiments, when the first electrode 110 is a transmissive-reflective electrode or a reflective electrode, the material used to form the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

[0451] The first electrode 110 may have a single-layer structure consisting of a single layer or a multi-layer structure including multiple layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0452] [Mezzanine 130]

[0453] The interlayer 130 may be disposed on the first electrode 110. The interlayer 130 may include an emitter layer.

[0454] The interlayer 130 may further include a hole transport region disposed between the first electrode 110 and the emitter layer and an electron transport region disposed between the emitter layer and the second electrode 150.

[0455] In addition to various organic materials, the interlayer 130 may further include metal-containing compounds (such as organometallic compounds) and inorganic materials (such as quantum dots).

[0456] In one embodiment, the interlayer 130 may include two or more emitting units stacked between the first electrode 110 and the second electrode 150, and at least one charge generating layer disposed between the two or more emitting units. When the interlayer 130 includes the emitting units and charge generating layer as described above, the light-emitting device 10 may be a series light-emitting device.

[0457] [Hole transport region in interlayer 130]

[0458] Hole transport regions may have: a single-layer structure consisting of a single layer (composed of a single material), a single-layer structure consisting of a single layer containing different materials, or a multi-layer structure including multiple layers containing different materials.

[0459] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof.

[0460] In an implementation, the hole transport region may have a multi-layer structure, including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, wherein the layers of each structure may be stacked from the first electrode 110 in the order described therein, but the structure of the hole transport region is not limited to this.

[0461] The hole transport region may include the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof:

[0462] [Formula 201]

[0463]

[0464] [Formula 202]

[0465]

[0466] In equations 201 and 202,

[0467] L 201 To L 204 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0468] L 205 It can be *-O-*', *-S-*', or *-N(Q) 201 )-*', unsubstituted or by at least one R 10aReplacement C1-C 20 Alkylene, unsubstituted, or with at least one R 10a Replacement C2-C 20 alkenyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0469] xa1 to xa4 can each be an integer selected from 0 to 5 independently.

[0470] xa5 can be an integer selected from 1 to 10.

[0471] R 201 To R 204 and Q 201 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0472] R 201 and R 202 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups (e.g., carbazole group, etc.) (e.g., compound HT16, etc.),

[0473] R 203 and R 204 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups, and

[0474] na1 can be an integer selected from 1 to 4.

[0475] In embodiments, the compound represented by formula 201 and the compound represented by formula 202 may each independently include at least one of the groups represented by formulas CY201 to CY217:

[0476]

[0477] In equations CY201 to CY217, R 10b and R 10c Each can be independently compared with reference R. 10a The descriptions are the same, CY ring 201 To CY 204 Each can be independently C3-C 20 Carbocyclic or C1-C 20 Heterocyclic group, and at least one hydrogen in formulas CY201 to CY217 may be unsubstituted or R-substituted. 10a replace.

[0478] In the implementation, in formulas CY201 to CY217, the ring CY 201 To CY 204 Each can be independently phenyl, naphthyl, phenanthryl or anthracene.

[0479] In embodiments, the compound represented by formula 201 and the compound represented by formula 202 may each independently include at least one of the groups represented by formulas CY201 to CY203.

[0480] In an embodiment, the compound represented by formula 201 may include at least one of the groups represented by formulas CY201 to CY203 and at least one of the groups represented by formulas CY204 to CY217.

[0481] In the implementation, in formula 201, xa1 can be 1, R 201 It can be a group represented by one of the formulas CY201 to CY203, xa2 can be 0, and R 202 It can be a group represented by one of the formulas CY204 to CY207.

[0482] In an embodiment, the compound represented by formula 201 and the compound represented by formula 202 may each not include the groups represented by formulas CY201 to CY203.

[0483] In an embodiment, the compound represented by formula 201 and the compound represented by formula 202 may each not include the groups represented by formulas CY201 to CY203, and may each independently include at least one of the groups represented by formulas CY204 to CY217.

[0484] 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 formulas CY201 to CY217.

[0485] In embodiments, the hole transport region may include: one of compounds HT1 to HT46; m-MTDATA; TDATA; 2-TNATA; NPB (NPD); β-NPB; TPD; spiroTPD; spiroNPB; methylated NPB; TAPC; HMTPD; 4,4',4”-tris(N-carbazolyl)triphenylamine (TCTA); polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA); poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS); polyaniline / camphorsulfonic acid (PANI / CSA); polyaniline / poly(4-styrenesulfonate) (PANI / PSS); SiCzCz; or any combination thereof:

[0486]

[0487]

[0488]

[0489]

[0490]

[0491] The thickness of the hole transport region can be approximately to approximately Within a certain range. For example, the thickness of the hole transport region can be approximately... to approximately Within the range. When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer can be approximately... to approximately Within a certain range, and the thickness of the hole transport layer can be approximately... to approximately Within a certain range. For example, the thickness of the hole injection layer can be approximately... to approximately Within a certain range. For example, the thickness of the hole transport layer can be approximately... to approximately Within the above range, when the thicknesses of the hole transport region, hole injection layer, and hole transport layer are within the above range, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0492] The emission assist layer can increase luminous efficiency by compensating for the optical resonant distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block electron leakage from the emission layer to the hole transport region. Materials that may be included in the hole transport region may be included in both the emission assist layer and the electron blocking layer.

[0493] [p-dopant]

[0494] In addition to the materials described above, the hole transport region may further include a charge-generating material for improving conductivity. The charge-generating material may be uniformly or non-uniformly dispersed in the hole transport region (e.g., in the form of a single layer composed of the charge-generating material).

[0495] The charge-generating material can be, for example, a p-doped agent.

[0496] In an implementation, the lowest unoccupied molecular orbital (LUMO) level of the p-doped agent may be less than or equal to about -3.5 eV.

[0497] In embodiments, p-dopersive agents may include quinone derivatives, cyano-containing compounds, compounds comprising elements EL1 and EL2, or any combination thereof.

[0498] Examples of quinone derivatives may include TCNQ and F4-TCNQ.

[0499] Examples of cyano-containing compounds may include HAT-CN and compounds represented by formula 221, etc.

[0500]

[0501] [Equation 221]

[0502]

[0503] In Equation 221,

[0504] R 221 To R 223 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups, and

[0505] R 221 To R 223 At least one of them can be independently replaced by C3-C respectively. 60 Carbocyclic or C1-C 60 Heterocyclic groups: cyano; -F; -Cl; -Br; -I; C1-C substituted with cyano, -F, -Cl, -Br, -I or any combination thereof 20 Alkyl groups; or any combination thereof.

[0506] In a compound that includes elements EL1 and EL2, element EL1 may be a metal, a metalloid, or a combination thereof, and element EL2 may be a nonmetal, a metalloid, or a combination thereof.

[0507] 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 (… Metals such as Co, rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), and gold (Au); later transition metals such as zinc (Zn), indium (In), and tin (Sn); and lanthanides such as lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), and lutetium (Lu).

[0508] Examples of metalloids may include silicon (Si), antimony (Sb), and tellurium (Te).

[0509] Examples of nonmetals may include oxygen (O) and halogens (e.g., F, Cl, Br, I, etc.).

[0510] Examples of compounds including elements EL1 and EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), quasi-metal halides (e.g., quasi-metal fluorides, quasi-metal chlorides, quasi-metal bromides, quasi-metal iodides, etc.), metal tellurides, or any combination thereof.

[0511] 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.).

[0512] Examples of metal halides may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.

[0513] Examples of alkali metal halides may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and CsI, etc.

[0514] Examples of alkaline earth metal halides may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, and BaI2, etc.

[0515] Examples of transition metal halides may include titanium halides (e.g., TiF4, TiCl4, TiBr4, TiI4, etc.), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4, HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3, VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3, NbI3, etc.), and tantalum halides (e.g., TaF3, TaCl3, TaB). r3, TaI3, etc.), chromium halides (e.g., CrF3, CrCl3, CrBr3, CrI3, etc.), molybdenum halides (e.g., MoF3, MoCl3, MoBr3, MoI3, etc.), tungsten halides (e.g., WF3, WCl3, WBr3, WI3, etc.), manganese halides (e.g., MnF2, MnCl2, MnBr2, MnI2, etc.), technetium halides (e.g., TcF2, TcCl2, TcBr2, TcI2, etc.), rhenium halides (e.g., ReF2, ReCl2, ReBr2, etc.). Ferrous halides (e.g., FeF2, FeCl2, FeBr2, FeI2), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, RuI2), osmium halides (e.g., OsF2, OsCl2, OsBr2, OsI2), cobalt halides (e.g., CoF2, CoCl2, CoBr2, CoI2), rhodium halides (e.g., RhF2, RhCl2, RhBr2, RhI2), iridium halides (e.g., IrF2, IrCl2, IrBr2). 2. IrI2, etc.), nickel halides (e.g., NiF2, NiCl2, NiBr2, NiI2, etc.), palladium halides (e.g., PdF2, PdCl2, PdBr2, PdI2, etc.), platinum halides (e.g., PtF2, PtCl2, PtBr2, PtI2, etc.), cuprous halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), and gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.).

[0516] Examples of post-transition metal halides may include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halides (e.g., InI3, etc.), and tin halides (e.g., SnI2, etc.).

[0517] Examples of lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, and SmI3, etc.

[0518] Examples of quasi-metal halides may include antimony halides (e.g., SbCl5, etc.).

[0519] Examples of metal tellurides may include alkali metal tellurides (e.g., Li₂Te, Na₂Te, K₂Te, Rb₂Te, Cs₂Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), and transition metal tellurides (e.g., TiTe₂, ZrTe₂, HfTe₂, V₂Te₃, Nb₂Te₃, Ta₂Te₃, Cr₂Te₃, Mo₂Te₃, W₂Te₃, MnTe, TcTe, ReTe, Fe₂Te). Te, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), post-transition metal tellurides (e.g., ZnTe, etc.) and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.).

[0520] [Emitting layer in interlayer 130]

[0521] When the light-emitting device 10 is a full-color light-emitting device, the emitting layer can be patterned as a red emitting layer, a green emitting layer, and / or a blue emitting layer according to the sub-pixels. In an embodiment, the emitting layer may have a stacked structure of two or more layers selected from red, green, and blue emitting layers, wherein the two or more layers may be in contact with each other or may be separated from each other to emit white light. In an embodiment, the emitting layer may include two or more materials selected from red, green, and blue emitting materials, wherein the two or more materials may be mixed with each other in a single layer to emit white light.

[0522] The emitting layer may include a host and a dopant. The dopant may include phosphorescent dopant, fluorescent dopant, or any combination thereof.

[0523] Based on 100 parts by weight of the host, the amount of dopant in the emitter layer can range from about 0.01 parts by weight to about 15 parts by weight.

[0524] In some implementations, the emission layer may include quantum dots.

[0525] In one embodiment, the emission layer may include a delayed fluorescence material. The delayed fluorescence material may be used as a host or as a dopant in the emission layer.

[0526] The thickness of the emission layer can be approximately to approximately Within a certain range. For example, the thickness of the emission layer can be approximately... to approximately Within the range mentioned above, excellent light-emitting properties can be obtained without significantly increasing the driving voltage when the thickness of the emitting layer is within any of these ranges.

[0527] [main body]

[0528] In an implementation, the main component may include a compound represented by formula 301:

[0529] [Formula 301]

[0530] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0531] In Equation 301,

[0532] Ar 301 and L 301 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0533] xb11 can be 1, 2, or 3.

[0534] xb1 can be an integer selected from 0 to 5.

[0535] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10aReplacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -Si(Q) 301 (Q) 302 (Q) 303 -N(Q) 301 (Q) 302 -B(Q) 301 (Q) 302 -C(=O)(Q) 301 -S(=O)2(Q) 301 ) or -P(=O)(Q 301 (Q) 302 ),

[0536] xb21 can be an integer selected from 1 to 5, and

[0537] Q 301 To Q 303 Each can be independently identical to the description in Q1.

[0538] In the implementation, in formula 301, when xb11 is 2 or greater, two or more Ar 301 They can be connected to each other via a single key.

[0539] In embodiments, the main body may include a compound represented by formula 301-1, a compound represented by formula 301-2, or any combination thereof:

[0540] [Formula 301-1]

[0541]

[0542] [Formula 301-2]

[0543]

[0544] In Equations 301-1 and 301-2,

[0545] Ring A 301 To Ring A 304 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0546] X 301 It can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 (R) 305 ) or Si(R 304 (R) 305 ),

[0547] xb22 and xb23 can each be 0, 1, or 2 independently.

[0548] L 301 xb1 and R 301 Each can be the same as described in this article.

[0549] L 302 To L 304 Each can be independently compared with reference L 301 The descriptions are the same.

[0550] xb2 to xb4 can each be independently identical to the description of xb1, and

[0551] R 302 To R 305 and R 311 To R 314 Each can be compared with reference R. 301 The descriptions are the same.

[0552] In embodiments, the host may include alkaline earth metal complexes, post-transition metal complexes, or any combination thereof. For example, the host may include Be complexes (e.g., compound H55), Mg complexes, Zn complexes, or any combination thereof.

[0553] In embodiments, the main body may include: one of compounds H1 to H128; 9,10-bis(2-naphthyl)anthracene (ADN); 2-methyl-9,10-bis(naphthyl-2-yl)anthracene (MADN); 9,10-bis(2-naphthyl)-2-tert-butyl-anthracene (TBADN); 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP); 1,3-bis(9-carbazolyl)benzene (mCP); 1,3,5-tris(carbazolyl-9-yl)benzene (TCP); SiTrzCz2; or any combination thereof:

[0554]

[0555]

[0556]

[0557]

[0558]

[0559]

[0560]

[0561] [Phosphorescent dopant]

[0562] Phosphorescent dopants may include at least one transition metal as the center metal.

[0563] Phosphorescent dopants may include monodentate ligands, dipentate ligands, tridentate ligands, tetradentate ligands, pentadentate ligands, hexadentate ligands, or any combination thereof.

[0564] Phosphorescent dopants can be electrically neutral.

[0565] In an embodiment, the phosphorescent dopant may include an organometallic compound represented by formula 401:

[0566] [Formula 401]

[0567] M(L 401 ) xc1 (L 402 ) xc2

[0568] [Formula 402]

[0569]

[0570] In Equations 401 and 402,

[0571] 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)).

[0572] L 401 The ligand can be represented by Equation 402, and xc1 can be 1, 2, or 3, wherein when xc1 is 2 or greater, two or more L... 401 They can be the same or different from each other.

[0573] L 402 It can be an organic ligand, and xc2 can be 0, 1, 2, 3, or 4, wherein when xc2 is 2 or greater, two or more L... 402 They can be the same or different from each other.

[0574] X 401 and X 402 They can be nitrogen or carbon independently.

[0575] Ring A 401 And Ring A 402 Each can be independently C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group,

[0576] 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 = *',

[0577] X 403 and X 404 Each can be an independent chemical bond (e.g., covalent or coordinate), O, S, N (Q) 413 ), B(Q) 413 ), P(Q 413 ), C(Q 413 (Q) 414 ) or Si(Q 413 (Q) 414 ),

[0578] Q 411 To Q 414 Each can be independently identical to the description in reference Q1.

[0579] R 401 and R 402 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 20 Alkyl, unsubstituted, or with at least one R 10a Replacement C1-C 20 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -Si(Q) 401 (Q) 402 (Q) 403 -N(Q) 401 (Q) 402 -B(Q) 401 (Q) 402 -C(=O)(Q)401 -S(=O)2(Q) 401 ) or -P(=O)(Q 401 (Q) 402 ),

[0580] Q 401 To Q 403 Each can be independently identical to the description in reference Q1.

[0581] xc11 and xc12 can each be an integer selected from 0 to 10 independently, and

[0582] In Equation 402, * and *' each indicate the binding site with M in Equation 401.

[0583] In the implementation, in formula 402, X 401 It can be nitrogen, and X 402 It can be carbon, or X 401 and X 402 Each can be nitrogen independently.

[0584] In the implementation, in formula 401, when xc1 is 2 or greater, two or more L 401 The two rings A in 401 Optionally via T as a linking group 402 Connected to each other, and two or more L 401 The two rings A in 402 Optionally via T as a linking group 403 They are interconnected (see compounds PD1 through PD4 and PD7). T 402 and T 403 Each can be independently compared with reference T 401 The descriptions are the same.

[0585] In Equation 401, L 402 It can be an organic ligand. For example, L... 402 It may include halogen groups, diketone groups (e.g., acetylacetone groups), carboxylic acid groups (e.g., pyridine carboxyl groups), -C (=O), isonitrile groups, -CN groups, phosphorus-containing groups (e.g., phosphin groups, phosphite groups, etc.) or any combination thereof.

[0586] In this embodiment, the phosphorescent dopant may include, for example, one or any combination of compounds PD1 to PD39:

[0587]

[0588]

[0589]

[0590] [Fluorescent dopant]

[0591] Fluorescent dopants may include amine-containing compounds, styrene-containing compounds, or any combination thereof.

[0592] In an embodiment, the fluorescent dopant may include a compound represented by formula 501:

[0593] [Formula 501]

[0594]

[0595] In Equation 501,

[0596] Ar 501 L 501 To L 503 R 501 and R 502 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0597] xd1 to xd3 can each be independently 0, 1, 2, or 3, and

[0598] xd4 can be 1, 2, 3, 4, 5 or 6.

[0599] In the implementation, in formula 501, Ar 501 It can be a fused ring group in which three or more monocyclic groups are fused together (e.g., anthracene, 1,2-benzophenanthrene, pyrene, etc.).

[0600] In the implementation, xd4 can be 2 in Equation 501.

[0601] In this embodiment, the fluorescent dopant may include: one of compounds FD1 to FD37; DPVBi; DPAVBi; or any combination thereof.

[0602]

[0603]

[0604]

[0605] [Delayed fluorescence materials]

[0606] The emission layer may include a delayed fluorescence material.

[0607] In this specification, the delayed fluorescence material described herein can be any compound capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0608] Depending on the type of other materials included in the emission layer, the delayed fluorescence material included in the emission layer can be used as a host or as a dopant.

[0609] In this embodiment, the energy difference between the triplet level (eV) and the singlet level (eV) of the delayed fluorescent material can be in the range of about 0 eV to about 0.5 eV. When the energy difference between the triplet level (eV) and the singlet level (eV) of the delayed fluorescent material is within the above range, the upconversion from the triplet state to the singlet state of the delayed fluorescent material can occur effectively, and therefore, the light-emitting device 10 can have improved luminous efficiency.

[0610] In embodiments, delayed fluorescence materials may include: at least one electron donor (e.g., π-electron-rich C3-C). 60 Cyclic groups, such as carbazole groups, and at least one electron acceptor (e.g., sulfoxide, cyano, or π-electron-deficient nitrogen-containing C1-C groups). 60 Materials containing heterocyclic groups, etc.; or C8-C alloys comprising two or more cyclic groups fused together while sharing boron (B). 60 Materials with polycyclic groups, etc.

[0611] In this embodiment, the delayed fluorescence material may include at least one of compounds DF1 to DF14:

[0612]

[0613]

[0614] [Quantum dot]

[0615] The emission layer may include quantum dots.

[0616] In the specification, quantum dots may be crystals of semiconductor compounds and may include any material capable of emitting light of various wavelengths depending on the size of the crystal.

[0617] The diameter of quantum dots can be, for example, in the range of about 1 nm to about 10 nm.

[0618] Quantum dots can be synthesized through wet chemical processes, metal-organic chemical vapor deposition (MOCVD) processes, molecular beam epitaxy (MBE) processes, or any similar processes.

[0619] Wet chemistry processes involve mixing precursor materials with organic solvents and growing quantum dot crystals. During quantum dot crystal growth, the organic solvent naturally acts as a dispersant coordinated to the surface of the quantum dot crystals and controls their growth. This allows the growth of quantum dot crystals to be controlled through a process that is less costly and easier to perform than vapor deposition methods such as metal-organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).

[0620] 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.

[0621] Examples of group II-VI semiconductor compounds may include: binary compounds, such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, or MgS; ternary compounds, such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, Cd ZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe or MgZnS, etc.; quaternary compounds, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe or HgZnSTe, etc.; and any combination thereof.

[0622] Examples of Group III-V semiconductor compounds may include: binary compounds, such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, or InSb; ternary compounds, such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, or InPSb; quaternary compounds, such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, or InAlPSb; or any combination thereof. In embodiments, the Group III-V semiconductor compounds may further include Group II elements. Examples of group III-V semiconductor compounds that further include group II elements may include InZnP, InGaZnP, and InAlZnP, etc.

[0623] Examples of group III-VI semiconductor compounds may include: binary compounds, such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3, or InTe; ternary compounds, such as InGaS3 or InGaSe3; and any combination thereof.

[0624] Examples of group I-III-VI semiconductor compounds may include: ternary compounds, such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, or AgAlO2; quaternary compounds, such as AgInGaS, AgInGaS2, AgInGaSe, AgInGaSe2, CuInGaS, or CuInGaS2; and any combination thereof.

[0625] Examples of group IV-VI semiconductor compounds may include: binary compounds, such as SnS, SnSe, SnTe, PbS, PbSe, or PbTe; ternary compounds, such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, or SnPbTe; quaternary compounds, such as SnPbSSe, SnPbSeTe, or SnPbSTe; or any combination thereof.

[0626] 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.

[0627] Each element included in a compound (such as a binary, ternary, or quaternary compound) may exist in the particles at a uniform or non-uniform concentration.

[0628] In embodiments, quantum dots may have a single structure in which the concentration of each element in the quantum dot is uniform, or quantum dots may have a core-shell structure. In embodiments, when a quantum dot has a core-shell structure, the materials included in the core and the materials included in the shell may be different from each other.

[0629] The shell of a quantum dot can serve as a protective layer to prevent chemical denaturation of the nucleus and maintain its semiconductor properties, and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be single-layered or multi-layered. The interface between the nucleus and the shell can have a concentration gradient, where the concentration of elements present in the shell decreases towards the center of the nucleus.

[0630] Examples of shells for quantum dots can include metal oxides, quasi-metal oxides, non-metal oxides, semiconductor compounds, and any combination thereof. Examples of metal oxides, quasi-metal oxides, or non-metal oxides can include: binary compounds, such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, or NiO; ternary compounds, such as MgAl2O4, CoFe2O4, NiFe2O4, or CoMn2O4; or any combination thereof.

[0631] Examples of semiconductor compounds 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; or any combination thereof, as described herein. For example, semiconductor compounds may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0632] Quantum dots can have a full width at half maximum (FWHM) of an emission wavelength spectrum equal to or less than about 45 nm. For example, quantum dots can have an FWHM of an emission wavelength spectrum equal to or less than about 40 nm. For example, quantum dots can have an FWHM of an emission wavelength spectrum equal to or less than about 30 nm. When the FWHM of the quantum dot's emission wavelength spectrum is within any of the above ranges, the quantum dot can have improved color purity or improved color reproducibility. Light emitted through quantum dots can be emitted in all directions to improve wide viewing angles.

[0633] In implementation methods, quantum dots can take the form of spherical nanoparticles, cone-shaped nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates.

[0634] Because the band gap can be tuned by controlling the size of the quantum dots, light with various wavelength bands can be obtained from the quantum dot emitting layer. Accordingly, by using quantum dots of different sizes, light-emitting devices that emit light of various wavelength bands can be implemented. For example, the size of the quantum dots can be adjusted so that they emit red, green, and / or blue light. In one embodiment, the size of the quantum dots can be configured to emit white light through a combination of various colors of light.

[0635] [Electron transport region in interlayer 130]

[0636] The electron transport region may have: a single-layer structure consisting of a single layer (composed of a single material), a single-layer structure consisting of a single layer containing different materials, or a multi-layer structure including multiple layers containing different materials.

[0637] 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.

[0638] In an implementation, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the layers of each structure may be stacked from the emission layer in the order described therein, but the structure of the electron transport region is not limited to this.

[0639] The electron transport region (e.g., a buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region) may include a nitrogen-containing C1-C layer containing at least one π-deficient electron. 60 Metal-free compounds with heterocyclic groups.

[0640] In an embodiment, the electron transport region may include a compound represented by formula 601:

[0641] [Formula 601]

[0642] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0643] In Equation 601,

[0644] Ar 601 and L601 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0645] xe11 can be 1, 2, or 3.

[0646] xe1 can be 0, 1, 2, 3, 4, or 5.

[0647] R 601 It can be unsubstituted or by at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -Si(Q) 601 (Q) 602 (Q) 603 -C(=O)(Q) 601 -S(=O)2(Q) 601 ) or -P(=O)(Q 601 (Q) 602 ),

[0648] Q 601 To Q 603 Each can be independently identical to the description in reference Q1.

[0649] xe21 can be 1, 2, 3, 4, or 5, and

[0650] Ar 601 L 601 and R 601 At least one of them can be independently unsubstituted or by at least one R. 10a Substituted π-electron-deficient nitrogen-containing C1-C 60 Heterocyclic group.

[0651] In an implementation, in formula 601, when xe11 is 2 or greater, two or more Ar 601 They can be connected to each other via a single key.

[0652] In the implementation, in formula 601, Ar 601 It can be unsubstituted or by at least one R 10a Substituted anthracene group.

[0653] In an embodiment, the electron transport region may include a compound represented by formula 601-1:

[0654] [Formula 601-1]

[0655]

[0656] In Equation 601-1,

[0657] X 614 It can be N or C(R) 614 ), X 615 It can be N or C(R) 615 ), X 616 It can be N or C(R) 616 ), and X 614 To X 616 At least one of them can be N,

[0658] L 611 To L 613 Each can be independently compared with reference L 601 The descriptions are the same.

[0659] xe611 to xe613 can each be independently identical to the description with reference to xe1.

[0660] R 611 To R 613 Each can be independently compared with reference R. 601 The descriptions are the same, and

[0661] R 614 To R 616 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group.

[0662] In the implementation, in formulas 601 and 601-1, xe1 and xe611 to xe613 can each be 0, 1 or 2 independently.

[0663] In embodiments, the electron transport region may include one of compounds ET1 to ET45, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, TAZ, NTAZ, mSiTrz, or any combination thereof:

[0664]

[0665]

[0666]

[0667]

[0668] The thickness of the electron transport region can be approximately to approximately Within a certain range. For example, the thickness of the electron transport region can be approximately... to approximately Within the range. When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, hole blocking layer, or electron control layer can each be independently within approximately [a certain range]. to approximately Within a certain range, and the thickness of the electron transport layer can be independently determined at approximately [a certain value]. to approximately Within a certain range. For example, the thickness of the buffer layer, hole blocking layer, or electronic control layer can each be independently within approximately [a certain range]. to approximately Within a certain range. For example, the thickness of the electron transport layer can be approximately... to approximately Within the range described above, when the thickness of the buffer layer, hole blocking layer, electron control layer, electron transport layer, and / or electron transport region is within any of the above ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0669] In addition to the materials mentioned above, the electron transport region (e.g., the electron transport layer in the electron transport region) may further include a metallic material.

[0670] Metal-containing materials may include alkali metal complexes, alkaline earth metal complexes, or any combination thereof. The metal ions in alkali metal complexes may be Li ions, Na ions, K ions, Rb ions, or Cs ions, and the metal ions in alkaline earth metal complexes may be Be ions, Mg ions, Ca ions, Sr ions, or Ba ions.

[0671] The ligands coordinated to the metal ions of the alkali metal complex or the metal ions of the alkaline earth metal complex may each independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthridine, cyclopentadiene, or any combination thereof.

[0672] In this embodiment, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (Liq) or compound ET-D2:

[0673]

[0674] The electron transport region may include an electron injection layer that facilitates the injection of electrons from the second electrode 150. The electron injection layer may be in direct contact with the second electrode 150.

[0675] The electron injection layer may have: a single-layer structure composed of a single layer (composed of a single material), a single-layer structure composed of a single layer containing different materials, or a multi-layer structure including multiple layers containing different materials.

[0676] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0677] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0678] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may include oxides, halides (e.g., fluorides, chlorides, bromides, iodides, etc.), or tellurides of an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof.

[0679] The alkali metal compound may include: alkali metal oxides such as Li2O, Cs2O, or K2O, etc.; alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI, etc.; or any combination thereof. The alkaline earth metal compound may include alkaline earth metal oxides such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying the condition 0 < x < 1) or Ba x Ca<舍入错误,原文此处不完整,请检查。原文中“ x Ca 1-x ”这部分内容似乎不完整,无法准确翻译。请补充完整后再继续提问。 1-xO (where x is a real number satisfying the condition 0 < x < 1), etc. The rare earth metal compound may include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, or any combination thereof. In an embodiment, the rare earth metal compound may include lanthanide metal tellurides. Examples of lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La2Te3, Ce2Te3, Pr2Te3, Nd2Te3, Pm2Te3, Sm2Te3, Eu2Te3, Gd2Te3, Tb2Te3, Dy2Te3, Ho2Te3, Er2Te3, Tm2Te3, Yb2Te3, and Lu2Te3, etc.

[0680] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex may include one of alkali metal ions, alkaline earth metal ions, and rare earth metal ions; and a ligand bonded to the metal ion (e.g., hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof).

[0681] In an embodiment, the electron injection layer may be composed of the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof as described above. In an embodiment, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).

[0682] In an embodiment, the electron injection layer may be composed of an alkali metal compound (e.g., an alkali metal halide); or the electron injection layer may be composed of an alkali metal compound (e.g., an alkali metal halide) and an alkali metal, alkaline earth metal, rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposited layer, a RbI:Yb co-deposited layer, a LiF:Yb co-deposited layer, etc.

[0683] When the electron injection layer further includes an organic material, the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix including the organic material.

[0684] The thickness of the electron injection layer may be about to about Within a certain range. For example, the thickness of the electron-injected layer can be approximately... to approximately Within the range mentioned above, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage when the thickness of the electron injection layer is within any of these ranges.

[0685] [Second electrode 150]

[0686] The second electrode 150 may be disposed on the interlayer 130 having the structure described above. The second electrode 150 may be a cathode serving as an electron injection electrode. When the second electrode 150 is a cathode, the second electrode 150 may comprise a material having a low work function, such as a metal, alloy, conductive compound, or any combination thereof.

[0687] The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO, or any combination thereof. The second electrode 150 may be a transmission electrode, a transmission-reflection electrode, or a reflection electrode.

[0688] The second electrode 150 may have a single-layer structure or a multi-layer structure.

[0689] [Capping layer]

[0690] The light-emitting device 10 may include a first capping layer disposed outside the first electrode 110 and / or a second capping layer disposed outside the second electrode 150. For example, the light-emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are stacked in the order described herein, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are stacked in the order described herein, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are stacked in the order described herein.

[0691] Light generated in the emitting layer of the interlayer 130 of the light-emitting device 10 can be extracted to the outside through a first electrode 110, which may be a transmissive or reflective electrode, and through a first capping layer. Light generated in the emitting layer of the interlayer 130 of the light-emitting device 10 can be extracted to the outside through a second electrode 150, which may be a transmissive or reflective electrode, and through a second capping layer.

[0692] The first and second capping layers can each increase the external emission efficiency according to the principle of constructive interference. Accordingly, the light extraction efficiency of the light-emitting device 10 can be increased, and therefore, the luminous efficiency of the light-emitting device 10 can be increased.

[0693] The first and second capping layers may each independently comprise a material having a refractive index equal to or greater than about 1.6 (relative to a wavelength of about 589 nm).

[0694] The first capping layer and the second capping layer can each be an organic capping layer including organic materials, an inorganic capping layer including inorganic materials, or an organic-inorganic composite capping layer including both organic and inorganic materials.

[0695] At least one of the first and second capping layers may independently comprise a carbocyclic compound, a heterocyclic compound, an amino-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthyl phthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, heterocyclic compound, and amino-containing compound may optionally be substituted with substituents including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.

[0696] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include an amine-containing compound.

[0697] In an embodiment, at least one of the first capping layer and the second capping layer may each independently comprise a compound represented by formula 201, a compound represented by formula 202, or any combination thereof.

[0698] In an embodiment, at least one of the first capping layer and the second capping layer may each independently comprise: one of compounds HT28 to HT33, one of compounds CP1 to CP6, β-NPB, or any combination thereof.

[0699]

[0700] [membrane]

[0701] Heterocyclic compounds represented by Formula 1 can be included in various films. Therefore, according to embodiments, the film may include heterocyclic compounds represented by Formula 1. The film may be, for example, an optical component (or light control device) (e.g., a color filter, a color conversion component, a capping layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarizing layer, a quantum dot layer, etc.), a light blocking component (e.g., a light reflecting layer, a light absorbing layer, etc.), or a protective component (e.g., an insulating layer, a dielectric layer, etc.).

[0702] [Electronic Devices]

[0703] The light-emitting device can be included in various electronic devices. In this embodiment, the electronic device including the light-emitting device can be a light-emitting device or an authentication device, etc.

[0704] In addition to the light-emitting device, the electronic device (e.g., the light-emitting device) may further include: a color filter, a color conversion layer, or a color filter and a color conversion layer. The color filter and / or the color conversion layer may be arranged in at least one direction in which the light emitted from the light-emitting device travels. For example, the light emitted from the light-emitting device may be blue light or white light. Further details regarding the light-emitting device may be the same as described herein. In embodiments, the color conversion layer may include quantum dots. Quantum dots may be, for example, as described herein.

[0705] The electronic device may include a substrate. The substrate may include multiple sub-pixel regions, the color filter may include multiple color filter regions corresponding to the multiple sub-pixel regions, and the color conversion layer may include multiple color conversion regions corresponding to the multiple sub-pixel regions.

[0706] Pixel-defining films can be arranged between multiple sub-pixel regions to define each sub-pixel region.

[0707] The color filter may further include a plurality of color filter areas and a light-blocking pattern arranged between the plurality of color filter areas, and the color conversion layer may further include a plurality of color conversion areas and a light-blocking pattern arranged between the plurality of color conversion areas.

[0708] A color filter region (or color conversion region) may include: a first region emitting a first color of light; a second region emitting a second color of light; and / or a third region emitting a third color of light, wherein the first 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. For example, 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 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.

[0709] In one embodiment, the light-emitting device can emit first light, a first region can absorb the first light to emit a first first color light, a second region can absorb the first light to emit a second first color light, and a third region can absorb the first light to emit a third first color light. In this regard, the first first color light, the second first color light, and the third first color light can have different maximum emission wavelengths. For example, the first light can be blue light, the first first color light can be red light, the second first color light can be green light, and the third first color light can be blue light.

[0710] In addition to the light-emitting device described above, the electronic device may further include a thin-film transistor. The thin-film transistor may include a source electrode, a drain electrode, and an active layer, wherein either the source electrode or the drain electrode may be electrically connected to either the first electrode or the second electrode of the light-emitting device.

[0711] Thin-film transistors may further include gate electrodes or gate insulating films, etc.

[0712] The active layer may include crystalline silicon, amorphous silicon, organic semiconductors, or oxide semiconductors, etc.

[0713] The electronic device may further include a sealing portion for sealing the light-emitting device. The sealing portion may be disposed between the color filter and / or color conversion layer and the light-emitting device. The sealing portion allows light from the light-emitting device to be extracted to the outside and simultaneously prevents ambient air and moisture from penetrating into the light-emitting device. The sealing portion may be a sealing substrate comprising a transparent glass substrate or a plastic substrate. The sealing portion may be a thin-film encapsulation layer comprising at least one of an organic layer and an inorganic layer. When the sealing portion is a thin-film encapsulation layer, the electronic device may be flexible.

[0714] Depending on the intended use of the electronic device, various functional layers may be further included on the sealed portion in addition to color filters and / or color conversion layers. Examples of functional layers may include a touchscreen layer and a polarizing layer. The touchscreen layer may be a pressure-sensitive touchscreen layer, a capacitive touchscreen layer, or an infrared touchscreen layer. The authentication device may be, for example, a biometric authentication device that authenticates an individual using biometric information from a living body (e.g., fingertip, pupil, etc.).

[0715] In addition to the light-emitting device described above, the authentication device may further include a biometric information collector.

[0716] Electronic devices can be applied to a variety of displays, light sources, lighting equipment, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, video game consoles, medical tools (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasound diagnostic devices, or endoscope displays), fish finders, various measuring tools, instruments (e.g., instruments for vehicles, aircraft, and ships), and projectors, etc.

[0717] [Electronic Equipment]

[0718] Light-emitting devices can be included in various electronic devices.

[0719] In implementations, electronic devices including light-emitting devices may be flat panel displays, curved displays, computer monitors, medical monitors, televisions, billboards, indoor lights, outdoor lights, signal lights, head-up displays, fully transparent displays, partially transparent displays, flexible displays, rollable displays, foldable displays, retractable displays, laser printers, telephones, mobile phones, tablet computers, tablet PCs, PDAs, wearable devices, laptop computers, digital cameras, camcorders, viewfinders, microdisplays, three-dimensional (3D) displays, virtual reality displays, augmented reality displays, vehicles, video walls with multiple displays spliced ​​together, theater screens, stadium screens, phototherapy devices, or signs.

[0720] Light-emitting devices can have excellent luminous efficiency and long lifespan, and therefore, electronic devices that include light-emitting devices can have characteristics such as high brightness, high resolution and low power consumption.

[0721] [ Figure 2 and Figure 3 [Description]

[0722] Figure 2 This is a schematic cross-sectional view of an electronic device according to an embodiment.

[0723] Figure 2 An electronic device (e.g., a light-emitting device) may include a substrate 100, a thin-film transistor (TFT), a light-emitting device, and a sealing portion 300 that seals the light-emitting device.

[0724] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer 210 may be disposed on the substrate 100. The buffer layer 210 can prevent the penetration of impurities through the substrate 100 and can provide a flat surface on the substrate 100.

[0725] The TFT can be disposed on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0726] The active layer 220 may include inorganic semiconductors (such as silicon or polysilicon), organic semiconductors or oxide semiconductors, and may include source region, drain region and channel region.

[0727] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be disposed on the active layer 220, and the gate electrode 240 may be disposed on the gate insulating film 230.

[0728] The interlayer insulating film 250 may be disposed on the gate electrode 240. The interlayer insulating film 250 may be disposed between the gate electrode 240 and the source electrode 260 to insulate the gate electrode 240 from the source electrode 260, and between the gate electrode 240 and the drain electrode 270 to insulate the gate electrode 240 from the drain electrode 270.

[0729] The source electrode 260 and the drain electrode 270 may be arranged on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source region and drain region of the active layer 220, and the source electrode 260 and the drain electrode 270 may respectively contact the exposed portions of the source region and drain region of the active layer 220.

[0730] The TFT can be electrically connected to a light-emitting device to drive the light-emitting device, and can be covered and protected by a passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light-emitting device may be provided on the passivation layer 280. The light-emitting device may include a first electrode 110, a sandwich layer 130, and a second electrode 150.

[0731] The first electrode 110 may be disposed on the passivation layer 280. The passivation layer 280 may not completely cover the drain electrode 270 and may expose a portion of the drain electrode 270. The first electrode 110 may be connected (e.g., electrically connected) to the exposed portion of the drain electrode 270.

[0732] A pixel defining film 290, including insulating material, may be disposed on the first electrode 110. The pixel defining film 290 may expose an area of ​​the first electrode 110, and an interlayer 130 may be formed in the exposed area of ​​the first electrode 110. The pixel defining film 290 may be a polyimide-based organic film or a polyacrylic acid-based organic film. Although in Figure 2 Although not shown, at least some layers of interlayer 130 may extend beyond the upper portion of pixel-defining film 290 to be provided as a common layer.

[0733] The second electrode 150 may be disposed on the interlayer 130, and a capping layer 170 may further be included on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0734] A sealing portion 300 may be disposed on the capping layer 170. The sealing portion 300 may be disposed on the light-emitting device to protect it from moisture and / or oxygen. The sealing portion 300 may include an inorganic film, which includes silicon nitride (SiN). x ), silicon dioxide (SiO) xIndium tin oxide, indium zinc oxide, or any combination thereof; organic membranes, including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate, polyacrylic acid, etc.), epoxy resins (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of inorganic and organic membranes.

[0735] Figure 3 This is a schematic cross-sectional view of an electronic device according to another embodiment.

[0736] Figure 3 Electronic devices (e.g., light-emitting devices) and Figure 2 The electronic device may differ at least in that it further includes a light-shielding pattern 500 and a functional area 400 on the sealed portion 300. The functional area 400 may be a color filter area, a color conversion area, or a combination of both. In an embodiment, Figure 3 The light-emitting device included in the electronic device may be a series light-emitting device.

[0737] [ Figure 4 [Description]

[0738] Figure 4 This is a schematic perspective view of an electronic device 1 including a light-emitting device according to an embodiment.

[0739] The electronic device 1, which can be a means or apparatus for displaying moving or still images, can be not only portable electronic devices (such as mobile phones, smartphones, tablet computers, mobile communication terminals, electronic notebook computers, e-books, portable multimedia players (PMPs), navigation devices, or ultra-mobile personal computers (UMPCs)), but also a variety of products (such as televisions, laptop computers, monitors, billboards, or Internet of Things (IoT) devices) or part of such products.

[0740] In some embodiments, electronic device 1 may be a wearable device (such as a smartwatch, watch phone, glasses display, or head-mounted display (HMD)) or part of such a wearable device. However, embodiments are not limited thereto.

[0741] In implementations, examples of electronic device 1 may be a vehicle's dashboard, a center information display (CID) located on the vehicle's center console or dashboard, an interior rearview mirror display replacing the vehicle's side mirrors, an entertainment display for the vehicle's rear seats, a display located on the back of the front seats, a head-up display (HUD) mounted on the front of the vehicle or projected onto the windshield, or a computer-generated holographic augmented reality head-up display (CGH AR HUD). For ease of explanation, Figure 4 The implementation method of electronic device 1 being a smartphone is explained.

[0742] Electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device can implement an image by means of a two-dimensional pixel array arranged in the display area DA.

[0743] The non-display area NDA is an area where no image is displayed and may surround (e.g., completely surround) the display area DA. Drivers for providing electrical signals or power to display elements arranged in the display area DA may be arranged in the non-display area NDA. Pads that can be electrically connected to electronic components or printed circuit boards may be arranged in the non-display area NDA.

[0744] In electronic device 1, the length in the x-axis direction and the length in the y-axis direction can be different from each other. In the implementation, such as Figure 4 As shown, the length in the x-axis direction may be less than the length in the y-axis direction. In one embodiment, the length in the x-axis direction may be the same as the length in the y-axis direction. In yet another embodiment, the length in the x-axis direction may be greater than the length in the y-axis direction.

[0745] [ Figure 5 and Figures 6A to 6C [Description]

[0746] Figure 5 This is a schematic perspective view of the exterior of a vehicle 1000, which is an electronic device including a light-emitting device, according to an embodiment.

[0747] Figures 6A to 6C Each is a schematic diagram of the interior of a vehicle 1000 according to an embodiment.

[0748] refer to Figure 5 , Figure 6A , Figure 6B and Figure 6C Implementations of vehicle 1000 may include various devices for moving an object to be transported (such as a person, object, or animal) from a starting point to a destination. Examples of vehicle 1000 may include vehicles that travel on roads or tracks, ships that move on oceans or rivers, and aircraft that fly in the air using air action.

[0749] Vehicle 1000 can travel on roads or tracks. Vehicle 1000 can move in a selected or given direction depending on the rotation of at least one wheel. Examples of vehicle 1000 may include three-wheeled or four-wheeled vehicles, construction machinery, two-wheeled vehicles, prime movers, bicycles, and trains traveling on tracks.

[0750] Vehicle 1000 may include a body having an interior and an exterior, and a chassis, which is a part other than the body, in which mechanical equipment necessary for driving is installed. The exterior of the body may include a front panel, hood, roof panel, rear panel, trunk, and pillars provided at the boundaries between the doors. The chassis may include a power generation unit, a power transmission unit, a drive unit, a steering unit, a braking unit, a suspension unit, a transmission unit, a fuel unit, and front, rear, left, and right wheels.

[0751] Vehicle 1000 may include side window glass 1100, front window glass 1200, side mirror 1300, instrument panel 1400, center console 1500, passenger seat instrument panel 1600 and display device 2.

[0752] The side window glass 1100 and the front window glass 1200 can be separated by a pillar arranged between the side window glass 1100 and the front window glass 1200.

[0753] Side window 1100 may be installed on the side of vehicle 1000. In one embodiment, side window 1100 may be installed in a door of vehicle 1000. Multiple side window 1100s may be provided and may face each other. In one embodiment, side window 1100 may include a first side window 1110 and a second side window 1120. In one embodiment, the first side window 1110 may be arranged adjacent to instrument panel 1400, and the second side window 1120 may be arranged adjacent to passenger seat dashboard 1600.

[0754] In this embodiment, the side window glass 1100 may be spaced apart from each other in the x-axis direction or in the opposite direction. For example, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x-axis direction or in the opposite direction. For example, the virtual straight line L connecting the side window glass 1100 may extend in the x-axis direction or in the opposite direction. For example, the virtual straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-axis direction or in the opposite direction.

[0755] The front windshield 1200 can be installed at the front of the vehicle 1000. The front windshield 1200 can be arranged between the side windows 1100 facing each other.

[0756] The side mirror 1300 provides a rear view of the vehicle 1000. The side mirror 1300 can be mounted on the exterior of the vehicle body. In one embodiment, a plurality of side mirrors 1300 may be provided. Any one of the plurality of side mirrors 1300 may be arranged on the outer side of the first side window 1110, and another of the plurality of side mirrors 1300 may be arranged on the outer side of the second side window 1120.

[0757] The instrument panel 1400 may be positioned in front of the steering wheel. The instrument panel 1400 may include a tachometer, speedometer, coolant temperature gauge, fuel gauge, turn signal indicator, high beam indicator, warning lights, seat belt warning lights, odometer, speedometer, automatic shift lever indicator, door open warning light, engine oil warning light, and / or low fuel warning light.

[0758] The center console 1500 may include a control panel on which buttons for adjusting audio devices, air conditioning devices, and seat heaters are arranged. The center console 1500 may be located on one side of the instrument panel 1400.

[0759] The passenger seat instrument panel 1600 may be spaced apart from the instrument cluster 1400, and the center console 1500 may be arranged between the instrument cluster 1400 and the passenger seat instrument panel 1600. In one embodiment, the instrument cluster 1400 may be arranged corresponding to a driver's seat (not shown), and the passenger seat instrument panel 1600 may be arranged corresponding to a passenger seat (not shown). In one embodiment, the instrument cluster 1400 may be adjacent to a first side window 1110, and the passenger seat instrument panel 1600 may be adjacent to a second side window 1120.

[0760] In one embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display images. The display device 2 may be arranged inside the vehicle 1000. In another embodiment, the display device 2 may be arranged between side window glass 1100s facing each other. The display device 2 may be arranged on at least one of the instrument panel 1400, the center console 1500, and the passenger seat instrument panel 1600.

[0761] Display device 2 may include organic light-emitting display devices, inorganic light-emitting display devices, or quantum dot display devices, etc. Hereinafter, an organic light-emitting display device including a light-emitting device according to an embodiment will be described as an example of display device 2. However, various types of display devices as described above may be used in embodiments.

[0762] refer to Figure 6A The display device 2 can be mounted on the center console 1500. In one embodiment, the display device 2 can display navigation information. In another embodiment, the display device 2 can display information about audio settings, video settings, or vehicle settings.

[0763] refer to Figure 6B The display device 2 can be arranged within the instrument panel 1400. When the display device 2 is arranged within the instrument panel 1400, the instrument panel 1400 can display driving information, etc., through the display device 2. For example, the instrument panel 1400 can digitally display driving information, etc. The instrument panel 1400 can digitally display vehicle information and driving information as images. For example, the tachometer pointer and gauges, as well as various warning lights or icons, can be displayed through digital signals.

[0764] refer to Figure 6C The display device 2 may be arranged in the passenger seat instrument panel 1600. The display device 2 may be embedded in the passenger seat instrument panel 1600 or may be arranged on the passenger seat instrument panel 1600. In one embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display images related to the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500. In another embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500.

[0765] [Manufacturing Method]

[0766] The layers constituting the hole transport region, the emission layer, and the electron transport region can be formed in the selected area using various methods such as vacuum deposition, spin coating, casting, Langmuir-Brookett (LB) deposition, inkjet printing, laser printing, and laser-induced thermal imaging.

[0767] When the layers constituting the hole transport region, the emitter layer, and the electron transport region are formed by vacuum deposition, the deposition can be carried out at a deposition temperature in the range of about 100°C to about 500°C, and at a deposition temperature of about 10°C. -8 To about 10 -3 Vacuum degree and approximately within the range of Torr to approximately The deposition rate is carried out within a range that depends on the material to be included in the layer to be formed and the structure of the layer to be formed.

[0768] [Terminology limitations]

[0769] As used in this article, the term "C3-C" 60 A "carbocyclic group" can be a cyclic group consisting of 3 to 60 carbon atoms, with carbon atoms as the only cyclic atom. As used herein, the term "C1-C" is also relevant. 60 A "heterocyclic group" can be a cyclic group having 1 to 60 carbon atoms and further including at least one heteroatom as a cyclic atom in addition to carbon atoms. (C3-C) 60 Carbocyclic groups and C1-C 60Heterocyclic groups can be: monocyclic groups consisting of one ring; or polycyclic groups in which two or more rings are fused together. For example, C1-C 60 The number of cyclic atoms in a heterocyclic group can be from 3 to 61.

[0770] As used in this article, the term "cyclic group" can refer to C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0771] As used in this article, “π-electron-rich C3-C” 60 A "cyclic group" can be a cyclic group having 3 to 60 carbon atoms and may not include *-N=*' as a cyclic moiety. As used herein, the term "π-electron-deficient nitrogen-containing C1-C" is also relevant. 60 "Heterocyclic group" can be a heterocyclic group having 1 to 60 carbon atoms and may include *-N=*' as a cyclic moiety.

[0772] In the implementation,

[0773] C3-C 60 The carbocyclic group can be a T1 group, or a group in which two or more T1 groups are fused together (e.g., cyclopentadienyl, adamantyl, norbornel, phenyl, pentaenyl, naphthyl, azuleyl, indaryl, acenaphthel, phenanthrene, anthreneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenantyl, perylene, penfenyl, heptaenyl, tetraphenyl, framyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, indole, fluorenyl, spirodifluorenyl, benzofluorenyl, indolephenyl or indoleanthryl).

[0774] C1-C 60The heterocyclic group can be a T2 group, wherein two or more T2 groups are fused together, or wherein at least one T2 group and at least one T1 group are fused together (e.g., pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiophene, benzofuranyl, carbazole, dibenzothiophene, dibenzofuranyl, dibenzofuranyl, indocarbazole, indolecarbazole, benzofuranyl, benzothiophenecarbazole, benzothiophenecarbazole, benzoindocarbazole, benzocarbazole, benzonaphthofuranyl, benzonaphthophene, benzonaphthothiophene, benzofuranyl, benzofuranyl, dibenzofuranyl, benzofuranyl, dibenzothiophenecarbazole). Fenyl, benzothiophene, dibenzothiophene, pyrazolyl, imidazole, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzoisooxazolyl, benzothiazolyl, benzoisothiazolyl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinoline Phinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cenolinyl, phthalazinyl, naphthidyl, imidazopyridyl, imidazopyrimidyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazoyl, azafluorenyl, azadibenzothiophenyl, azadibenzofuranyl, etc.

[0775] C3-C rich in π electrons 60 The cyclic group may be a T1 group, wherein two or more T1 groups are fused together, a T3 group, wherein two or more T3 groups are fused together, or wherein at least one T3 group and at least one T1 group are fused together (e.g., C3-C). 60 Carbocyclic, 1H-pyrrole, thiorrole, borocyclopentadienyl, 2H-pyrrole, 3H-pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiorrole, benzothiophene, benzofuranyl, carbazole, dibenzothiorrole, dibenzothiophene, dibenzofuranyl, indole-carbazole, benzofuran-carbazole, benzothiophene-carbazole, benzothiorrole-carbazole, benzoindole-carbazole, benzocarbazole, benzonaphthofuranyl, benzonaphthophene, benzonaphthorrole, benzofuran-dibenzofuranyl, benzofuran-dibenzothiophene, benzothiophene-dibenzothiophene, etc.), and

[0776] Nitrogen-containing C1-C lacking π electrons 60The heterocyclic group may be a T4 group, a group in which two or more T4 groups are fused together, a group in which at least one T4 group and at least one T1 group are fused together, a group in which at least one T4 group and at least one T3 group are fused together, or a group in which at least one T4 group, at least one T1 group and at least one T3 group are fused together (e.g., pyrazolyl, imidazole, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl, benzimidazole, benzoxazolyl). Benzisoxazolyl, benzothiazolyl, benzoisothiazolyl, pyridinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinel, cenolinyl, phthalazinyl, naphthinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiophene, azadibenzothiophene, azadibenzofuranyl, etc.

[0777] The T1 group can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptane), norbornyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane, or phenyl.

[0778] The T2 group can be furanyl, thiophene, 1H-pyrrolyl, thiophene, borocyclopentadienyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiazolyl, azaboracyclopentadienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyrazinyl, triazinyl, tetraazinyl, pyrrolylalkyl, imidazolyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyrazinyl, or dihydropyrazinyl.

[0779] The T3 group can be furanyl, thiophene, 1H-pyrrole, thiophene, or borocyclopentadienyl, and

[0780] The T4 group can be 2H-pyrrole, 3H-pyrrole, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, azirthiolyl, aziboranecyclopentadienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, or tetraazinyl.

[0781] As used in this article, the terms "cyclic group" and "C3-C" are similar to those used in this text. 60 "Carbocyclic group", "C1-C" 60 Heterocyclic groups, π-electron-rich C3-C 60 "Cyclic groups" and "nitrogen-containing C1-C groups lacking π electrons" 60 "Heterocyclic group" can be a monovalent or polyvalent group (e.g., divalent, trivalent, tetravalent, etc.) fused with a cyclic group according to the structure of the formula using the corresponding term. For example, "phenyl" can be benzo[a], phenyl, or phenylene, etc., which can be readily understood by those skilled in the art from the structure of a formula including "phenyl".

[0782] Unit price C3-C 60 Carbon cyclo groups and monovalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups, and divalent C3-C 60 Carbocyclic groups and divalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkenyl, C6-C 60 aryl, C1-C 60 Hypoaryl, divalent non-aromatic fused polycyclic groups and divalent non-aromatic fused heterocyclic groups.

[0783] As used in this article, the term "C1-C" 60 "Alkyl" can be a straight-chain or branched monovalent aliphatic hydrocarbon group having 1 to 60 carbon atoms, and examples may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, and tert-decyl, etc. The term "C1-C" as used herein... 60 "alkylene" can be C1-C 60 Alkyl groups have the same structure as divalent groups.

[0784] As used in this article, the term "C2-C" 60 "Alkenyl" can be in C2-C 60 The alkyl group has at least one carbon-carbon double bond in the middle or at the end, and examples of such groups may include vinyl, propenyl, and butenyl groups, etc. As used herein, the term "C2-C" is used... 60 "Alkenyl" can be C2-C 60 Alkenes have divalent groups with the same structure.

[0785] As used in this article, the term "C2-C" 60 "Alkyne group" can be at C2-C 60 The alkyl group has at least one monovalent hydrocarbon group with a carbon-carbon triple bond in the middle or at the end, and examples may include ethynyl and propynyl groups, etc. As used herein, the term "C2-C" is used... 60 "Isynyl group" can be related to C2-C 60 The alkynyl group is a divalent group with the same structure.

[0786] As used in this article, the term "C1-C" 60 "Alkoxy" can be composed of -O(A 101 (where A) 101 Can be C1-C 60 Alkyl groups are monovalent groups, and examples of them may include methoxy, ethoxy, and isopropoxy.

[0787] As used in this article, the term "C3-C" 10 "Cycloalkyl" can be a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and examples of it may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2.2]octyl, etc. The term "C3-C" as used herein... 10 "Cycloalkylene" can be C3-C 10 Cycloalkyl groups have the same divalent structure.

[0788] As used in this article, the term "C1-C" 10 "Heterocyclic alkyl" can be a monovalent cyclic group having 1 to 10 carbon atoms and further comprising at least one heteroatom as a cyclic atom in addition to the carbon atoms, and examples may include 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, and tetrahydrothiopheneyl, etc. The term "C1-C" as used herein... 10 "Heterocyclic alkyl" can be C1-C 10 Heterocyclic alkyl groups have divalent groups with the same structure.

[0789] As used in this article, the term "C3-C"10 "Cycloalkenyl" can be a monovalent cyclic group having 3 to 10 carbon atoms, having at least one carbon-carbon double bond in its cyclic structure, and being non-aromatic, and examples may include cyclopentenyl, cyclohexenyl, and cycloheptenyl, etc. As used herein, the term "C3-C" is used in conjunction with this terminology. 10 "Iridylene" can be related to C3-C 10 Cycloalkenyl groups are divalent groups with the same structure.

[0790] As used in this article, the term "C1-C" 10 "Heterocyclic alkenyl" can be a monovalent cyclic group having 1 to 10 carbon atoms, which further includes at least one heteroatom as a cyclic atom in addition to the carbon atoms, and has at least one double bond in its ring structure. C1-C 10 Examples of heterocyclic alkenyl groups may include 4,5-dihydro-1,2,3,4-oxarizolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiopheneyl, etc., as used herein with the term "C1-C". 10 "Heterocyclic alkenyl" can be C1-C 10 Heterocyclic alkenyl groups are divalent groups with the same structure.

[0791] As used in this article, the term "C6-C" 60 "Aryl" can be a monovalent group in a carbocyclic aromatic system having 6 to 60 carbon atoms, and as used herein in the term "C6-C". 60 "Arylene" refers to a divalent group in a carbocyclic aromatic system with 6 to 60 carbon atoms. (C6-C) 60 Examples of aryl groups may include phenyl, pentanenyl, naphthyl, azulel, indole, acenaphthel, phenanthyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentanenyl, heptanenyl, tetraphenyl, framyl, hexaphenyl, pentaphenyl, rubiginyl, myristyl, and ovoleyl, etc. When C6-C 60 Aryl and C6-C 60 When each of the aryl groups comprises two or more rings, the two or more corresponding rings may fused together.

[0792] As used in this article, the term "C1-C" 60 "Heteroaryl" can be a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms and further including at least one heteroatom as a cyclic atom in addition to carbon atoms. The term "C1-C" is used herein. 60 "Hypo-aryl" can be a divalent group in a heterocyclic aromatic system having 1 to 60 carbon atoms, and further including at least one heteroatom as a cyclic atom in addition to carbon atoms. C1-C 60Examples of heteroaryl groups may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, benzoquinolinyl, isoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cenolinyl, phenanthrolinel, phthalazinyl, and naphthidyl, etc. When C1-C 60 heteroaryl and C1-C 60 When each heteroaryl group comprises two or more rings, the two or more corresponding rings may fused together.

[0793] As used herein, the term "monovalent nonaromatic fused polycyclic group" can refer to a monovalent group having two or more rings fused together, with only carbon atoms (e.g., having 8 to 60 carbon atoms) as cyclic atoms, and lacking aromaticity in its molecular structure when considered as a whole. Examples of monovalent nonaromatic fused polycyclic groups may include indenyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, indo[a]phenanthryl, and indo[a]anthrayl, etc. As used herein, the term "divalent nonaromatic fused polycyclic group" can refer to a divalent group having the same structure as a monovalent nonaromatic fused polycyclic group.

[0794] As used herein, the term "monovalent nonaromatic fused heterocyclic group" can be a monovalent group having two or more rings fused together, further including at least one heteroatom as a cyclic atom in addition to carbon atoms (e.g., 1 to 60 carbon atoms), and having no aromaticity in its molecular structure when considered as a whole. Examples of monovalent non-aromatic fused heterocyclic groups may include pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiophene, benzofuranyl, carbazole, dibenzothiophene, dibenzofuranyl, azacarbazole, azafluorenyl, azadibenzothiophene, azadibenzothiophene, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, isothiazolyl, oxadiazolyl, thiazolyl Benzopyrazolyl, benzimidazoyl, benzoxazolyl, benzothiazoyl, benzoxadiazolyl, benzothiadiazolyl, imidazopyridyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, indolecarbazoyl, indolocarbazoyl, benzofuranocarbazoyl, benzothiophenocarbazoyl, benzothiophenocarbazoyl, benzoindolocarbazoyl, benzocarbazoyl, benzonaphthiophenyl, benzonaphthiophenyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl, and benzothiophenodibenzothiophenyl, etc. As used herein, the term "divalent non-aromatic fused heteropolycyclic group" can refer to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0795] As used in this article, the term "C6-C" 60 "Aryloxy group" can be composed of -O(A102 (where A) 102 It can be C6-C 60 Aryl) groups, and as used herein, the term "C6-C" 60 "Arylthio" can be formed by -S(A 103 (where A) 103 It can be C6-C 60 (aryl) represents a group.

[0796] As used in this article, the term "C7-C" 60 "Aryl" can be composed of -(A 104 A 105 (where A) 104 Can be C1-C 54 Alkylene, and A 105 It can be C6-C 59 Aryl) group, and as used herein, the term "C2-C" 60 "Heteroarylene" can be composed of -(A 106 (A) 107 (where A) 106 Can be C1-C 59 Alkylene, and A 107 Can be C1-C 59 (Heteroaryl) represents a group.

[0797] As used in this article, the term "C3-C" 60 "Carbocyclic group" includes C3-C 50 carbonyl group, C3-C 40 carbonyl group, C3-C 30 carbonyl group, C3-C 20 carbonyl group or C3-C 10 carbon cyclo group;

[0798] The term "C1-C" 60 "Heterocyclic groups" include C1-C 50 Heterocyclic groups, C1-C 40 Heterocyclic groups, C1-C 30 Heterocyclic groups, C1-C 20 Heterocyclic groups or C1-C 10 Heterocyclic groups;

[0799] The term "C1-C" 60 "alkyl" includes C1-C 50 Alkyl, C1-C 30 Alkyl, C1-C 20 Alkyl or C1-C 10 alkyl;

[0800] The term "C2-C" 60 "Alkenyl" includes C2-C30 alkenyl, C2-C 20 alkenyl or C2-C 10 alkenyl;

[0801] The term "C2-C" 60 "Alkyne group" includes C2-C 30 alkynyl group, C2-C 20 Alkyne group or C2-C 10 alkynyl group;

[0802] The term "C1-C" 60 "Alkoxy" includes C1-C 30 Alkoxy, C1-C 20 Alkoxy or C1-C 10 Alkoxy;

[0803] The term "C6-C" 60 "Aryl" includes C6-C 50 Aryl, C6-C 40 Aryl, C6-C 30 Aryl, C6-C 20 Aryl or C6-C 15 Aryl;

[0804] The term "C1-C" 60 "Heteroary aryl" includes C1-C 50 heteroaryl, C1-C 40 heteroaryl, C1-C 30 heteroaryl, C1-C 20 heteroaryl or C1-C 10 Mixed aromatics;

[0805] "Monovalent non-aromatic fused polycyclic groups" include C8-C 60 Monovalent non-aromatic fused polycyclic groups, C8-C 50 Monovalent non-aromatic fused polycyclic groups, C8-C 40 Monovalent non-aromatic fused polycyclic groups, C8-C 30 Monovalent non-aromatic fused polycyclic groups or C8-C 20 Monovalent non-aromatic fused polycyclic groups;

[0806] The term "monovalent non-aromatic fused heterocyclic group" includes C1-C 60 Monovalent non-aromatic fused heterocyclic groups, C1-C 50 Monovalent non-aromatic fused heterocyclic groups, C1-C 40 Monovalent non-aromatic fused heterocyclic groups, C1-C 30 Monovalent non-aromatic fused heterocyclic groups or C1-C 20 Monovalent non-aromatic fused heterocyclic groups;

[0807] The term "C6-C"60 "Aryloxy groups" include C6-C 50 Aryloxy group, C6-C 40 Aryloxy group, C6-C 30 Aryloxy group, C6-C 20 Aryloxy or C6-C 15 aryloxy;

[0808] The term "C6-C" 60 "Arylthio" includes C6-C 50 Arylthio, C6-C 40 Arylthio, C6-C 30 Arylthio, C6-C 20 Aryl thiols or C6-C 15 Arylthio;

[0809] The term "C7-C" 60 "Aryl" includes C7-C 50 Aryl group, C7-C 40 Aryl group, C7-C 30 Aryl group, C7-C 20 Aryl or C7-C 15 Aryl alkyl groups; and

[0810] The term "C2-C" 60 "Heteroarylene" includes C2-C 50 Heteroaryl, C2-C 40 Heteroaryl, C2-C 30 Heteroaryl, C2-C 20 Heteroaryl or C2-C 15 Heteroaryl alkyl groups.

[0811] In the specification, the group "R" 10a "Can be:

[0812] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0813] Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbonyl group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 heteroaryl, -Si(Q) 11 (Q)12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof;

[0814] Each of the following C3-Cs that are not substituted or are substituted: 60 carbonyl group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 carbonyl group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Aryl alkyl, C2-C 60 Heteroaryl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof; or

[0815] -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 ) or -P(=O)(Q 31 (Q) 32 ).

[0816] In the specification, Q1 to Q3, Q... 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; or each unsubstituted or replaced by deuterium, -F, cyano, C1-C. 60 Alkyl, C1-C 60 C1-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 carbonyl group, C1-C 60 Heterocyclic group, C7-C 60 Aryl or C2-C 60 Heteroaryl alkyl groups.

[0817] As used herein, the term "heteroatom" can refer to any atom other than carbon and hydrogen. Examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0818] Examples of the term "transition metal" as used herein, as in the specification, may be hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), or gold (Au), etc.

[0819] In the specification, "Ph" refers to phenyl, "Me" refers to methyl, "Et" refers to ethyl, and "tert-Bu" and "Bu" are also used interchangeably. t Each refers to tert-butyl, and the term "OMe" refers to methyl methacrylate (MMA).

[0820] As used herein, the term "biphenyl" can mean "phenyl substituted with a phenyl group." For example, "biphenyl" can refer to a phenyl group having a C6-C2 configuration. 60 Aryl groups are substituted phenyl groups.

[0821] As used herein, the term "terphenyl" can mean "phenyl substituted with biphenyl." For example, "terphenyl" can be a phenyl compound with a C6-C substituted structure. 60 Aryl-substituted C6-C 60 Aryl groups are substituted phenyl groups.

[0822] In the specification, unless otherwise specified, the symbols *, *', *” and *”' each refer to the bonding site of the adjacent atom in the corresponding formula or part.

[0823] In this specification, the terms "x-axis," "y-axis," and "z-axis" are not limited to the three axes in an orthogonal coordinate system (e.g., a Cartesian coordinate system) and can be interpreted in a broader sense than the three axes in an orthogonal coordinate system described above. For example, the x-axis, y-axis, and z-axis can describe axes that are orthogonal to each other, or they can describe axes in different directions that are not orthogonal to each other.

[0824] In this specification, "integers selected from 0 to 20" refers to integers selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, and 20. The above description of numerical ranges also applies to any other numerical ranges appearing in this specification, such as integers selected from 0 and 1, integers selected from 0 to 2, integers selected from 0 to 3, integers selected from 0 to 4, integers selected from 0 to 5, integers selected from 0 to 6, integers selected from 0 to 7, integers selected from 0 to 8, integers selected from 0 to 9, integers selected from 0 to 10, integers selected from 0 to 11, integers selected from 0 to 12, integers selected from 0 to 13, integers selected from 0 to 14, integers selected from 0 to 15, integers selected from 0 to 16, integers selected from 0 to 17, integers selected from 0 to 18, and integers selected from 0 to 19, etc.

[0825] The compounds and light-emitting devices according to the embodiments will be described in detail below with reference to synthesis examples and embodiments. The phrase "using B instead of A" used in describing the synthesis examples means using the same molar equivalent of B instead of A.

[0826] [Example]

[0827] Synthesis Example 1: Synthesis of Compound 1

[0828]

[0829] Synthesis of intermediate 1-1

[0830] (2-Aminophenyl)boronic acid (1 eq), 1,3-dibromo-2-fluorobenzene (1.1 eq), tetrakis(triphenylphosphine)palladium (0.05 eq) and potassium carbonate (2.5 eq) were added to a reaction vessel, and 150 mL of a solution containing toluene, ethanol and distilled water (volume ratio 4:1:1) was added. The resulting reaction mixture was refluxed overnight to obtain intermediate 1-1 (yield: 73%).

[0831] Synthesis of intermediates 1-2

[0832] Intermediate 1-1 (1 eq), 1-bromo-9H-carbazole (CAS: 16802-11-7) (1.1 eq), sodium tert-butoxide (2 eq), tris(dibenzylacetone)dipalladium (0) (0.05 eq), and tri-tert-butylphosphine (1 eq) were added to 280 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous magnesium sulfate (MgSO4), concentrated, and subjected to silica column chromatography to synthesize intermediate 1-2 (yield: 68%).

[0833] Synthesis of intermediates 1-3

[0834] Intermediate 1-2 (1 eq), 3-iodobiphenyl (CAS: 20442-79-9) (1.1 eq), sodium tert-butoxide (1 eq), tris(dibenzylacetone)dipalladium (0) (0.3 eq), and tri-tert-butylphosphine (0.5 eq) were added to 550 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous MgSO4, concentrated, and subjected to silica column chromatography to synthesize intermediate 1-3 (yield: 65%).

[0835] Synthesis of Compound 1

[0836] Intermediates 1-3 (1 eq) and dichlorodiphenylsilane (Cl2SiPh2) (1.1 eq) were added to a reaction vessel. Pd2dba3 (0.3 eq), P(tBu3) (50 wt% in xylene) (0.3 eq), NaOtBu (1 eq), and 60 mL of toluene were added dropwise. The reaction temperature was raised to 120 °C, and the resulting reaction mixture was refluxed for 12 hours. An organic layer was obtained from the resulting reaction mixture by extraction with ethyl acetate and drying with MgSO4. The residue obtained by solvent evaporation was separated and purified by silica gel column chromatography to obtain compound 1 (yield: 71%).

[0837] Synthesis Example 2: Synthesis of Compound 8

[0838]

[0839] Synthesis of intermediate 1-1

[0840] (2-Aminophenyl)boronic acid (1 eq), 1,3-dibromo-2-fluorobenzene (1.1 eq), tetrakis(triphenylphosphine)palladium (0.05 eq) and potassium carbonate (2.5 eq) were added to a reaction vessel, and 150 mL of a solution containing toluene, ethanol and distilled water (volume ratio 4:1:1) was added. The resulting reaction mixture was refluxed overnight to obtain intermediate 1-1 (yield: 73%).

[0841] Synthesis of intermediate 8-2

[0842] Intermediate 1-1 (1 eq), 2-bromo-9H-carbazole-2,3,4,5,6,7,8-d7 (CAS: 2650519-97-2), sodium tert-butoxide (2 eq), tris(dibenzylacetone)dipalladium (0) (0.03 eq), and tri-tert-butylphosphine (0.5 eq) were added to 280 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous MgSO4, concentrated, and subjected to silica column chromatography to synthesize intermediate 8-2 (yield: 68%).

[0843] Synthesis of intermediate 8-3

[0844] Intermediate 8-2 (1 eq), 3-iodobiphenyl (CAS: 20442-79-9) (1.2 eq), sodium tert-butoxide (2 eq), tris(dibenzylacetone)dipalladium (0) (0.05 eq), and tri-tert-butylphosphine (0.3 eq) were added to 550 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous MgSO4, concentrated, and subjected to silica column chromatography to synthesize intermediate 8-3 (yield: 42%).

[0845] Synthesis of Compound 8

[0846] Intermediate 8-3 (1 eq) and dichlorodiphenylsilane (1.1 eq) were added to a reaction vessel, followed by dropwise addition of Pd2dba3 (0.3 eq), P(tBu3) (50 wt% in xylene) (0.3 eq), NaOtBu (1 eq), and 60 mL of toluene. The reaction temperature was raised to 120 °C, and the resulting reaction mixture was refluxed for 12 hours. The organic layer was obtained from the resulting reaction mixture by extraction with ethyl acetate and dried over MgSO4. The residue obtained by solvent evaporation was separated and purified by silica gel column chromatography to obtain compound 8 (yield: 13.5%).

[0847] Synthesis Example 3: Synthesis of Compound 10

[0848]

[0849] Synthesis of intermediate 1-1

[0850] (2-Aminophenyl)boronic acid (1 eq), 1,3-dibromo-2-fluorobenzene (1.1 eq), tetrakis(triphenylphosphine)palladium (0.05 eq) and potassium carbonate (2.5 eq) were added to a reaction vessel, and 150 mL of a solution containing toluene, ethanol and distilled water (volume ratio 4:1:1) was added. The resulting reaction mixture was refluxed overnight to obtain intermediate 1-1 (yield: 73%).

[0851] Synthesis of intermediate 10-2

[0852] Intermediate 1-1 (1 eq), 2-bromo-9H-carbazole-5,6,7,8-d4 (CAS: 2650519-97-2), sodium tert-butoxide (2.3 eq), tris(dibenzylacetone)dipalladium (0) (0.05 eq), and tri-tert-butylphosphine (0.3 eq) were added to 280 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous MgSO4, concentrated, and subjected to silica column chromatography to synthesize intermediate 10-2 (yield: 68%).

[0853] Synthesis of intermediate 10-3

[0854] Intermediate 10⁻² (1 eq), 3-iodobiphenyl (CAS: 20442-79-9) (1.1 eq), sodium tert-butoxide (1.2 eq), tris(dibenzylacetone)dipalladium (0) (0.03 eq), and tri-tert-butylphosphine (0.05 eq) were added to 550 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous MgSO₄, concentrated, and then subjected to silica column chromatography to synthesize intermediate 10⁻³ (yield: 42%).

[0855] Synthesis of Compound 10

[0856] Intermediate 10-3 (1 eq) and dichlorodiphenylsilane (1.1 eq) were added to a reaction vessel, followed by dropwise addition of Pd2dba3 (0.3 eq), P(tBu3) (50 wt% in xylene) (0.3 eq), NaOtBu (1 eq), and 60 mL of toluene. The reaction temperature was raised to 120 °C, and the resulting reaction mixture was refluxed for 12 hours. The organic layer was obtained from the resulting reaction mixture by extraction with ethyl acetate and dried over MgSO4. The residue obtained by solvent evaporation was separated and purified by silica gel column chromatography to obtain compound 10 (yield: 13.5%).

[0857] Synthesis Example 4: Synthesis of Compound 16

[0858]

[0859] Synthesis of intermediate 2-1

[0860] (2-Aminophenyl)boronic acid (1 eq), 1,4-dibromo-2-fluorobenzene (1.1 eq), tetrakis(triphenylphosphine)palladium (0.05 eq) and potassium carbonate (2.5 eq) were added to a reaction vessel, and 150 mL of a solution containing toluene, ethanol and distilled water (volume ratio 4:1:1) was added. The resulting reaction mixture was refluxed overnight to obtain intermediate 2-1 (yield: 73%).

[0861] Synthesis of intermediate 16-2

[0862] Intermediate 2-1 (1 eq), 1-bromo-9H-carbazole (1.1 eq), sodium tert-butoxide (2.3 eq), tris(dibenzylacetone)dipalladium (0) (0.03 eq), and tri-tert-butylphosphine (0.3 eq) were added to 280 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous MgSO4, concentrated, and subjected to silica column chromatography to synthesize intermediate 16-2 (yield: 62%).

[0863] Synthesis of intermediate 16-3

[0864] Intermediate 16-2 (1 eq), 2-iododibenzo[b,d]furan (1.1 eq), sodium tert-butoxide (2.3 eq), tris(dibenzylacetone)dipalladium (0) (0.03 eq), and tri-tert-butylphosphine (0.5 eq) were added to 550 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous MgSO4, concentrated, and subjected to silica column chromatography to synthesize intermediate 16-3 (yield: 83%).

[0865] Synthesis of Compound 16

[0866] Intermediate 16-3 (1 eq) and dichlorodiphenylsilane (1.2 eq) were added to a reaction vessel, followed by dropwise addition of Pd2dba3 (0.03 eq), P(tBu3) (50 wt% in xylene) (0.5 eq), NaOtBu (2 eq), and 60 mL of toluene. The reaction temperature was raised to 120 °C, and the resulting reaction mixture was refluxed for 12 hours. The organic layer was obtained from the resulting reaction mixture by extraction with ethyl acetate and dried over MgSO4. The residue obtained by solvent evaporation was separated and purified by silica gel column chromatography to obtain compound 16 (yield: 33%).

[0867] Synthesis Example 5: Synthesis of Compound 20

[0868]

[0869] Synthesis of intermediate 20-3

[0870] Intermediate 1-2 (1 eq), 2-iodo-9-phenyl-9H-carbazole (CAS: 502161-03-7) (1.1 eq), sodium tert-butoxide (1 eq), tris(dibenzylacetone)dipalladium (0) (0.3 eq), and tri-tert-butylphosphine (0.5 eq) were added to 550 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous MgSO4, concentrated, and subjected to silica column chromatography to synthesize intermediate 20-3 (yield: 65%).

[0871] Synthesis of Compound 20

[0872] Intermediate 20-3 (1 eq) and dichlorodiphenylsilane (1.2 eq) were added to a reaction vessel, followed by dropwise addition of Pd2dba3 (0.03 eq), P(tBu3) (50 wt% in xylene) (0.5 eq), NaOtBu (2 eq), and 60 mL of toluene. The reaction temperature was raised to 120 °C, and the resulting reaction mixture was refluxed for 12 hours. The organic layer was obtained from the resulting reaction mixture by extraction with ethyl acetate and dried over MgSO4. The residue obtained by solvent evaporation was separated and purified by silica gel column chromatography to obtain compound 20 (yield: 33%).

[0873] Synthesis Example 6: Synthesis of Compound 36

[0874]

[0875] Synthesis of intermediate 36-3

[0876] Intermediate 16-2 (1 eq), 3-iodobiphenyl (CAS: 20442-79-9) (1.1 eq), sodium tert-butoxide (1.2 eq), tris(dibenzylacetone)dipalladium (0) (0.03 eq), and tri-tert-butylphosphine (0.05 eq) were added to 550 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous MgSO4, concentrated, and subjected to silica column chromatography to synthesize intermediate 36-3 (yield: 42%).

[0877] Synthesis of Compound 36

[0878] Intermediate 36-3 (1 eq) and dichlorodiphenylsilane (1.2 eq) were added to a reaction vessel, followed by dropwise addition of Pd2dba3 (0.03 eq), P(tBu3) (50 wt% in xylene) (0.5 eq), NaOtBu (2 eq), and 60 mL of toluene. The reaction temperature was raised to 120 °C, and the resulting reaction mixture was refluxed for 12 hours. The organic layer was obtained from the resulting reaction mixture by extraction with ethyl acetate and dried over MgSO4. The residue obtained by solvent evaporation was separated and purified by silica gel column chromatography to obtain compound 36 (yield: 33%).

[0879] Synthesis Example 7: Synthesis of Compound 39

[0880]

[0881] Synthesis of intermediate 39-3

[0882] Intermediate 16-2 (1 eq), iodobenzene (CAS: 591-50-4) (1.1 eq), sodium tert-butoxide (1.2 eq), tris(dibenzylacetone)dipalladium (0) (0.03 eq), and tri-tert-butylphosphine (0.05 eq) were added to 550 mL of toluene, and the resulting reaction mixture was heated at 130 °C for 16 hours. After the reaction was complete, the reaction mixture was cooled to room temperature, and the resulting organic layer was extracted with ethyl acetate, dried over anhydrous MgSO4, concentrated, and subjected to silica column chromatography to synthesize intermediate 39-3 (yield: 42%).

[0883] Synthesis of Compound 39

[0884] Intermediate 39-3 (1 eq) and dichlorodiphenylsilane (1.2 eq) were added to a reaction vessel, followed by dropwise addition of Pd2dba3 (0.03 eq), P(tBu3) (50 wt% in xylene) (0.5 eq), NaOtBu (2 eq), and 60 mL of toluene. The reaction temperature was raised to 120 °C, and the resulting reaction mixture was refluxed for 12 hours. The organic layer was obtained from the resulting reaction mixture by extraction with ethyl acetate and dried over MgSO4. The residue obtained by solvent evaporation was separated and purified by silica gel column chromatography to obtain compound 39 (yield: 33%).

[0885] The compound synthesized according to the synthesis example 1 ¹H NMR and MS / FAB results are shown in Table 1. By referring to the synthetic routes and raw materials, those skilled in the art can easily identify synthetic methods for compounds other than those synthesized in the synthetic examples.

[0886] [Table 1]

[0887]

[0888] Evaluation Example 1

[0889] Density functional theory (DFT) was used to evaluate the HOMO and LUMO levels (eV) of compounds 1, 5, 8, 10, 16, 20, 36, and 39 using a Gaussian procedure optimized at the B3LYP / 6-31G(d,p) level, and the results are shown in Table 2.

[0890] [Table 2]

[0891]

[0892]

[0893] Example 1

[0894] As the anode, Corning 15Ω / cm 2 The ITO glass substrate was cut to a size of 50mm × 50mm × 0.7mm, ultrasonically treated with isopropanol and pure water for 5 minutes each, and cleaned by exposure to ultraviolet light and ozone for 30 minutes. The ITO glass substrate was then fed into a vacuum deposition apparatus.

[0895] HAT-CN is deposited on a substrate to form a structure with... After a hole injection layer of a certain thickness, BCFN, serving as the first hole transport material, is vacuum deposited onto the substrate. The thickness was then increased, and SiCzCz, as the second hole transport material, was vacuum deposited on the hole injection layer. The thickness is increased to form a hole transport layer.

[0896] Compound 1 and SiTrzCz2 as the main components, along with PtON-TBBI as a phosphorescent dopant, were co-deposited on the hole transport layer in a weight ratio of 60:27:13 to form a structure with... The thickness of the emission layer.

[0897] mSiTrz, serving as the first electron transport material, was deposited onto... The thickness was determined, and subsequently, mSiTrz and Liq, serving as the second electron transport materials, were co-deposited on the emitter layer at a 1:1 volume ratio. The thickness is increased to form an electron transport layer.

[0898] LiF, as an alkali metal halide, is deposited on the electron transport layer to form a layer with... An electron-injected layer of a certain thickness is formed, and Al is vacuum-deposited onto the electron-injected layer to form a layer with [missing information]. The thick LiF / Al electrode (cathode) is used to complete the fabrication of the organic light-emitting device.

[0899]

[0900]

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

[0902] The organic light-emitting device was manufactured in essentially the same manner as in Example 1, except that, when forming the emitting layer, the compounds shown in Table 3 were used instead of compound 1, which was the main component in Example 1.

[0903] Evaluation Example 2

[0904] To evaluate the characteristics of the organic light-emitting devices manufactured in Examples 1 to 8 and Comparative Examples 1 and 2, their performance at 10 mA / cm² was measured. 2 The driving voltage, maximum quantum efficiency, and relative device lifetime at the current density.

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

[0906] When evaluating the maximum quantum efficiency, luminance is measured using a luminance meter calibrated for wavelength sensitivity, and the maximum quantum efficiency is converted by assuming the angular luminance distribution (Lambert) of an ideal diffuse reflector.

[0907] Device lifespan (T) 95 The device lifetime (%) is a measure of the time (hr) taken until the brightness drops to 95% of its initial brightness, and the device relative lifetime (%) represents the device lifetime (T) of each of the embodiments and comparative examples. 95 Compared to the device life (T) of Comparative Example 1 95 The proportion of ).

[0908] The evaluation results of the characteristics of the organic light-emitting device are shown in Table 3.

[0909] [Table 3]

[0910] Classification The main body in the emission layer Drive voltage (V) Maximum quantum efficiency (%) Relative lifespan of the device (%) Emitting color Example 1 1 5.0 22.2 100 blue Example 2 5 5.1 23.4 129 blue Example 3 8 5.3 24.1 97 blue Example 4 10 5.1 23.8 113 blue Example 5 16 5.1 22.7 112 blue Example 6 20 5.4 22.8 119 blue Example 7 36 5.2 23.5 109 blue Example 8 39 5.1 23.6 118 blue Comparative Example 1 CE1 5.5 21.8 61 blue Comparative Example 2 CE2 5.4 21.0 72 blue

[0911]

[0912] As confirmed by Table 3, compared with the organic light-emitting devices according to Comparative Examples 1 and 2, the organic light-emitting devices according to Examples 1 to 8 have low driving voltage and excellent maximum quantum efficiency and lifetime.

[0913] According to embodiments, by using heterocyclic compounds represented by Formula 1, it is possible to manufacture light-emitting devices with reduced driving voltage and increased luminous efficiency and lifetime, as well as high-quality electronic devices and electronic equipment including light-emitting devices.

[0914] Embodiments have been disclosed herein, and although terminology has been used, it is used and interpreted in a general and descriptive sense only and not for limiting purposes. In some instances, features, characteristics, and / or elements described in connection with embodiments may be used alone or in combination with features, characteristics, and / or elements described with reference to other embodiments, as will be apparent to those skilled in the art, unless otherwise specifically indicated. Accordingly, those skilled in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of this disclosure as set forth in the claims.

Claims

1. A light-emitting device, comprising: First electrode; The second electrode facing the first electrode; An interlayer comprising an emission layer between the first electrode and the second electrode; as well as Heterocyclic compounds represented by Formula 1: Formula 1 In Equation 1, CY 11 To CY 13 CY 21 CY 22 CY 31 and CY 32 Each independently is C5-C 30 Carbocyclic or C1-C 30 Heterocyclic group, L1 and L2 are each independently a single bond, *-C(R1)(R2)-*', *-C(R1)=*', *=C(R1)-*', *-C(R1)=C(R2)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R1)-*', *-N(R1)-*', *-O-*', *-P(R1)-*', *-Si(R1)(R2)-*', *-P(=O)(R1)-*', *-S-*', *-S(=O)-*', *-S(=O)2-*', or *-Ge(R1)(R2)-*', where * and *' each indicate the bonding site with the adjacent atom. n1 and n2 are each independently 0 or 1. When n1 is 0, the ring CY 11 The bond between Si and n2 does not exist; and when n2 is 0, the ring CY 22 The bond between Si and Si does not exist. The sum of n1 and n2 is 1. R1, R2, R 11 To R 13 R 21 R 22 R 31 and R 32 Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C1-C 60 Alkyl thioyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 Arylthio, -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 to a13, a21, a22, a31, and a32 are each independent integers selected from 1 to 20. R1, R2, R 11 R 12 R 21 R 22 R 31 and R 32 Two or more groups in the [structure] are optionally bonded by a single bond, are unsubstituted, or are affected by at least one R [representation]. 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C2-C 60 Heterocyclic groups, either unsubstituted or substituted with at least one R 10a Replacement C8-C 60 Polycyclic groups, R 10a for: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro; Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Araneyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof; Each of the following C3-Cs that are not substituted or are substituted: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy or C6-C 60 Aryl thiols: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Araneyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof, or -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 )或-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 of the following is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; or each of the following unsubstituted or substituted groups: deuterium, -F, cyano, C1-C. 60 Alkyl, C1-C 60 C1-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

2. The light-emitting device according to claim 1, wherein... The emission layer includes: The heterocyclic compound; as well as Containing transition metal compounds, delayed fluorescence compounds, or any combination thereof, and The heterocyclic compound, the transition metal-containing compound, and the delayed fluorescence compound are different from each other.

3. The light-emitting device according to claim 2, wherein the transition metal compound comprises platinum.

4. The light-emitting device according to claim 2, wherein the delayed fluorescence compound is a compound comprising at least one cyclic group, the cyclic group comprising boron and nitrogen as cyclic atoms.

5. The light-emitting device according to claim 1, wherein... The emission layer includes: The heterocyclic compound; and Including nitrogen-containing C1-C atoms lacking at least one π electron 60 The second compound with a heterocyclic group, and The second compound is different from the heterocyclic compound.

6. The light-emitting device according to claim 1, wherein the emitting layer emits blue light.

7. An electronic device comprising a light-emitting device according to any one of claims 1 to 6.

8. The electronic device according to claim 7, further comprising: Thin-film transistors, in which The thin-film transistor includes a source electrode and a drain electrode, and The first electrode of the light-emitting device is electrically connected to at least one of the source electrode and the drain electrode.

9. An electronic device comprising a light-emitting device according to any one of claims 1 to 6.

10. The electronic device according to claim 9, wherein the electronic device is a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a telephone, a mobile phone, a tablet computer, a tablet PC, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall having multiple displays spliced ​​together, a theater screen, a stadium screen, a phototherapy device, or a sign.

11. A heterocyclic compound represented by Formula 1: Formula 1 In Equation 1, CY 11 To CY 13 CY 21 CY 22 CY 31 and CY 32 Each independently is C5-C 30 Carbocyclic or C1-C 30 Heterocyclic group, L1 and L2 are each independently a single bond, *-C(R1)(R2)-*', *-C(R1)=*', *=C(R1)-*', *-C(R1)=C(R2)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R1)-*', *-N(R1)-*', *-O-*', *-P(R1)-*', *-Si(R1)(R2)-*', *-P(=O)(R1)-*', *-S-*', *-S(=O)-*', *-S(=O)2-*', or *-Ge(R1)(R2)-*', where * and *' each indicate the bonding site with the adjacent atom. n1 and n2 are each independently 0 or 1. When n1 is 0, the ring CY 11 The bond between Si and n2 does not exist; and when n2 is 0, the ring CY 22 The bond between Si and Si does not exist. The sum of n1 and n2 is 1. R1, R2, R 11 To R 13 R 21 R 22 R 31 and R 32 Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C1-C 60 Alkyl thioyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic group, unsubstituted or with at least one R 10a Replacement C7-C 60 Aryl, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 Arylthio, -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 to a13, a21, a22, a31, and a32 are each independent integers selected from 1 to 20. R1, R2, R 11 R 12 R 21 R 22 R 31 and R 32 Two or more groups in the [structure] are optionally bonded by a single bond, are unsubstituted, or are affected by at least one R [representation]. 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C2-C 60 Heterocyclic groups, either unsubstituted or substituted with at least one R 10a Replacement C8-C 60 Polycyclic groups, R 10a for: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro; Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Araneyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof; Each of the following C3-Cs that are not substituted or are substituted: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy or C6-C 60 Aryl thiols: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Araneyl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof, or -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 )或-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 of the following is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; or each of the following unsubstituted or substituted groups: deuterium, -F, cyano, C1-C. 60 Alkyl, C1-C 60 C1-C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

12. The heterocyclic compound according to claim 11, wherein the cyclic CY 11 It can be phenyl, naphthyl, anthraceneyl, phenanthryl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, indolyl, carbazolyl, indene, fluorenyl, benzothiopheneyl, or dibenzothiopheneyl.

13. The heterocyclic compound according to claim 11, wherein the cyclic CY 12 CY 13 CY 21 CY 22 CY 31 and CY 32 Each can be phenyl, naphthyl, anthracene, phenanthrene, or cyclopentadienyl.

14. The heterocyclic compound according to claim 11, wherein R1, R2, R... 11 R 12 R 21 R 22 R 31 and R 32 Each independently is: Hydrogen or deuterium; Each of the following is an unsubstituted or deuterated methyl, ethyl, sec-propyl, or tert-butyl group; Each of the following is an unsubstituted or deuterated phenyl, biphenyl, pyridyl, pyrimidinyl, triazine, fluorenyl, dibenzofuranyl, dibenzothiophenyl, carbazoleyl, or dibenzothiophenyl group; or Each of the following is an unsubstituted or deuterated -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3) and Q1 to Q3 are each independently: hydrogen; deuterium; or each unsubstituted or deuterated, C1-C 10 C1-C substituted with alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, triazinyl, or any combination thereof 10 Alkyl, C2-C 10 alkenyl, C3-C 20 Carbocyclic or C1-C 20 Heterocyclic group.

15. The heterocyclic compound according to claim 11, wherein R1, R2, R... 11 R 12 R 21 R 22 R 31 and R 32 At least one of them is deuterium, a phenyl substituted with at least one deuterium, or a biphenyl substituted with at least one deuterium.

16. The heterocyclic compound according to claim 11, wherein in formula 1, by The part represented is one of the parts represented by equations CY1-1 to CY1-24: Among them, in equations CY1-1 to CY1-24, R 111 and R 112 Each independently of the reference R in Equation 1 11 The same restrictions apply. R 113 With reference R in Equation 1 10a The same restrictions apply. a111 is an integer selected from 1 to 5. a112 is an integer selected from 1 to 4. a113 is an integer selected from 1 to 5. * Indicates the binding site with N in Equation 1, and *' indicates the binding site with L1 in Equation 1.

17. The heterocyclic compound according to claim 11, wherein in formula 1, by The part represented is one of the parts represented by equations CY2-1 to CY2-8: Among them, in equations CY2-1 to CY2-8, R 12 and R 13 Each is the same as that defined in Equation 1. a12 is an integer selected from 1 to 6. a13 is 1 or 2. *Indicator and ring CY in Equation 1 11 The bonding sites, *' indicates the binding site with N in Equation 1, and * indicates the bonding site with Si in Formula 1.

18. The heterocyclic compound according to claim 11, wherein in formula 1, by The part represented is one of the parts represented by equations CY3-1 to CY3-12: Among them, in equations CY3-1 to CY3-12, R 21 and R 22 Each is the same as that defined in Equation 1. a21 is an integer selected from 1 to 6. a22 is an integer selected from 1 to 5. *'Indicates the ring CY in Equation 1 13 The binding sites, and *”' indicates the bonding site with L2 in Equation 1.

19. The heterocyclic compound according to claim 11, wherein the heterocyclic compound is represented by one of formulas 1-1 to 1-3: Equation 1-1 Formula 1-2 Formula 1-3 Among them, in equations 1-1 to 1-3, CY 11 CY 21 and CY 22 Each is the same as that defined in Equation 1. R 11 To R 13 R 21 R 22 R 31 and R 32 Each is the same as that defined in Equation 1. a12 is an integer selected from 1 to 4. a13 is 1 or 2. a31 and a32 are each independent integers selected from 1 to 5, and In Equations 1-1 and 1-2, a11 is the same as defined in Equation 1, a21 is an integer selected from 1 to 4, and a22 is an integer selected from 1 to 3. In Equations 1-3, a11 is an integer selected from 1 to 4, and a21 and a22 are each the same as those defined in Equation 1.

20. The heterocyclic compound according to claim 11, wherein the heterocyclic compound is one of compound 1 to compound 60:

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