Heterocyclic Compounds and Organic Light-Emitting Devices Comprising the Same

Abstract

A heterocyclic compound and an organic light-emitting device including the heterocyclic compound are provided. The heterocyclic compound is represented by the following Formula 1: <Formula 1>#imgabs0# wherein, R 10 , R 20 , R 30 , Ar1, Ar2, Ar3, A1, D1, a10, a20, a30, m1 and m2 are the same as those described in the specification.

Description

[0001] This application claims the priority and benefit of Korean Patent Application No. 10-2018-0013082, filed on Feb. 1, 2018, which is hereby incorporated herein by reference for all purposes as if fully set forth herein. Technical Field

[0002] Exemplary embodiments of the invention generally relate to condensed heterocyclic compounds and organic light-emitting devices including the same. Background Art

[0003] An organic light-emitting device is a self-emitting device that generates full-color images. Compared with other display devices, the organic light-emitting device also has a wide viewing angle, high contrast, short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed.

[0004] Examples of such organic light-emitting devices may include a first electrode disposed on a substrate and a hole transport region, an emission layer, an electron transport region, and a second electrode sequentially disposed on the first electrode. Holes provided from the first electrode may move toward the emission layer through the hole transport region, and electrons provided from the second electrode may move toward the emission layer through the electron transport region. Charge carriers such as holes and electrons recombine in the emission layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light.

[0005] The above information disclosed in the background art section is only for understanding the background art of the inventive concept, and thus, it may include information that does not constitute the prior art. Summary of the Invention

[0006] One or more exemplary embodiments include novel heterocyclic compounds and organic light-emitting devices including the same.

[0007] Additional aspects will be set forth in part in the description which follows and in part will be obvious from the description, or may be learned by practice of the presented embodiments.

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

[0009] Exemplary embodiments provide a heterocyclic compound represented by Formula 1:

[0010] <Formula 1>

[0011]

[0012] <Formula 2A>

[0013]

[0014] <Formula 2B>

[0015]

[0016] <Formula 3A>

[0017]

[0018] <Formula 3B>

[0019]

[0020] wherein, in Formula 1, Formula 2A and Formula 2B,

[0021] Ar 1 to Ar 5 may each independently be a π electron-depleted nitrogen-free heterocyclic group (π electron-depleted nitrogen-free heterocyclic group, or π electron-depleted nitrogen-free heterocyclic group),

[0022] D 1 may be a group represented by Formula 2A or Formula 2B,

[0023] Y 1 may be selected from a single bond, *-N(R 2 )-*', *-C(R 2 )(R 3 )-*' and *-C(R 2 )=C(R 3 )-*',

[0024] k1 may be 1 or 2,

[0025] m1 may be 0 or 1,

[0026] m2 may be 1 or 2,

[0027] m1 and m2 may satisfy m1 + m2 = 2,

[0028] A 1 may be a group represented by Formula 3A or Formula 3B,

[0029] R w may be a cyano group or a substituted or unsubstituted π electron-depleted nitrogen-containing heterocyclic group,

[0030] n1 may be an integer from 1 to 4,

[0031] X 1 may be *-O-*', *-S-*' or *-S(=O) 2 -*', X 2 may be a single bond or *-C(R4 )(R 5 )-*', wherein, X 1 is *-S(=O) 2 -*' or X 2 is *-C(R 4 )(R 5 )-*',

[0032] R 1 to R 5 , R 10 , R 20 , R 30 , R 40 , R 50 , R 60 , R 70 and R 80 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, substituted or unsubstituted C 1 -C 60 alkyl, substituted or unsubstituted C 2 -C 60 alkenyl, substituted or unsubstituted C 2 -C 60 alkynyl, substituted or unsubstituted C 1 -C 60 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 10 heterocycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 6 -C 60 aryloxy, substituted or unsubstituted C 6 -C 60 arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 ), -N(Q 1 )(Q 2 ), -B(Q 1 )(Q 2 ), -C(=O)(Q1 )、 -S(=O)(Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0033] R 2 and R 3 ; or R 4 and R 5 may alternatively be joined to form a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 2 -C 60 heterocyclic group,

[0034] a10, a20, a30, a40 and a50 may each independently be an integer from 1 to 8,

[0035] a60 may be an integer from 0 to 3,

[0036] a70 and a80 may each independently be an integer from 1 to 3,

[0037] The at least one substituent of a substituted C 5 -C 60 carbocyclic group, a substituted C 2 -C 60 heterocyclic group, a substituted C 1 -C 60 alkyl group, a substituted C 2 -C 60 alkenyl group, a substituted C 2 -C 60 alkynyl group, a substituted C 1 -C 60 alkoxy group, a substituted C 3 -C 10 cycloalkyl group, a substituted C 1 -C 10 heterocycloalkyl group, a substituted C 3 -C 10 cycloalkenyl group, a substituted C 1 -C 10 heterocycloalkenyl group, a substituted C 6 -C 60 aryl group, a substituted C 6 -C 60 aryloxy group, a substituted C 6 -C 60 arylthio group, a substituted C 1 -C 60 heteroaryl group, a substituted monovalent non-aromatic fused polycyclic group and a substituted monovalent non-aromatic fused heteropolycyclic group may be selected from:

[0038] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl and C 1 -C 60 alkoxy;

[0039] Each is substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) of the C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl and C 1 -C 60 alkoxy;

[0040] C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, and monovalent non-aromatic fused heteropolycyclic group;

[0041] All are substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0042] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),

[0043] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group,

[0044] Both * and *' refer to the bonding positions with adjacent atoms.

[0045] Another exemplary embodiment provides an organic light-emitting device, which includes: a first electrode; a second electrode facing the first electrode; and an organic layer located between the first electrode and the second electrode, wherein the organic layer includes an emission layer and at least one heterocyclic compound.

[0046] It will be understood that the foregoing general description and the following detailed description are both exemplary and explanatory, and are intended to provide further explanation of the claimed invention. BRIEF DESCRIPTION OF THE DRAWINGS

[0047] The accompanying drawings are included to provide a further understanding of the invention, and are incorporated in and constitute a part of this specification. The drawings illustrate exemplary embodiments of the invention and, together with the description, serve to explain the inventive concept.

[0048] Figure 1 , Figure 2 , Figure 3 and Figure 4 are all schematic diagrams of organic light-emitting devices according to exemplary embodiments. DETAILED DESCRIPTION

[0049] In the following description, for purposes of explanation, numerous specific details are set forth in order to provide a thorough understanding of the various exemplary embodiments of the invention. As used herein, "embodiment" is a non-limiting example of a device or method that employs one or more of the inventive concepts disclosed herein. However, it is apparent that the various exemplary embodiments may be practiced without these specific details or with one or more equivalent arrangements. In other instances, well-known structures and devices are shown in block diagram form to avoid unnecessarily obscuring the various exemplary embodiments. Additionally, the various exemplary embodiments may be different, but not necessarily exclusive. For example, specific shapes, configurations, and characteristics of an exemplary embodiment may be used or implemented in another exemplary embodiment without departing from the inventive concept.

[0050] Unless otherwise specified, the exemplary embodiments shown should be understood to provide exemplary features of different details of some ways in which the inventive concept may be practiced in practice. Thus, unless otherwise specified, the features, components, modules, layers, films, panels, regions, and / or aspects, etc. (hereinafter individually or collectively referred to as "elements") of the various embodiments may be combined, separated, interchanged, and / or rearranged otherwise without departing from the inventive concept.

[0051] In the drawings, for clarity and / or for the purpose of description, the dimensions and relative dimensions of elements may be exaggerated. When exemplary embodiments may be implemented differently, the specific process orders may be executed in an order different from the described order. For example, two consecutively described processes may be executed substantially simultaneously or in an order opposite to the described order. Additionally, like reference numerals denote like elements.

[0052] When an element such as a layer is referred to as being "on", "connected to", or "coupled to" another element or layer, the element may be directly on, directly connected to, or directly coupled to the other element or layer, or intervening elements or intervening layers may be present. However, when an element or layer is referred to as being "directly on", "directly connected to", or "directly coupled to" another element or layer, no intervening elements or intervening layers are present. For this reason, the term "connected" may refer to physical connection, electrical connection, and / or fluid connection with or without intervening elements. For the purposes of the present disclosure, the phrases "at least one (kind / type / person) of... " and "at least one (kind / type / person)" after or before a column of elements (features) modify the entire column of elements (features). Thus, the phrases "at least one (kind / type / person) of X, Y, and Z" and "at least one (kind / type / person) selected from the group consisting of X, Y, and Z" may be interpreted as only X, only Y, only Z, or any combination of two (kinds / types / persons) or more of X, Y, and Z, such as by way of example XYZ, XYY, YZ, and ZZ. As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items.

[0053] Although the terms "first", "second", etc. may be used herein to describe various types of elements, these elements should not be limited by these terms. These terms are used to distinguish one element from another. Thus, a first element discussed below may be referred to as a second element without departing from the teachings of the present disclosure.

[0054] For purposes of description, spatial relative terms, such as “under,” “below,” “beneath,” “down,” “above,” “up,” “on,” “over,” “higher,” “side” (e.g., as in “sidewall”), etc., may be used herein to describe the relationship of one element to another element as illustrated in the figures. The spatial relative terms are intended to encompass different orientations of the device in use, operation, and / or manufacture in addition to the orientation depicted in the figures. For example, if the device in the figures is turned over, an element described as “under” or “beneath” another element or feature will then be oriented “above” the other element or feature. Thus, the exemplary term “under” can encompass both an orientation of above and below. In addition, the device may be otherwise oriented (e.g., rotated 90 degrees or at other orientations), and as such, the spatial relative descriptors used herein are to be interpreted accordingly.

[0055] The terms used herein are for the purpose of describing particular embodiments and are not intended to be limiting. As used herein, unless the context clearly dictates otherwise, the singular forms “a,” “an,” and “the” are also intended to include the plural forms. In addition, when the terms “comprise,” “include,” and / or their variants are used in this specification, it is specified that there are the described features, integers, steps, operations, elements, components, and / or groups thereof, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, and / or groups thereof. Note that, as used herein, the terms “substantially,” “about,” and other similar terms are used as approximate terms and not as terms of degree, and thus are used to interpret the inherent deviations that would be recognized by one of ordinary skill in the art in measured values, calculated values, and / or provided values.

[0056] Unless otherwise defined, all terms (including technical and scientific terms) used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure pertains. Terms (such as those defined in a general dictionary) should be interpreted as having a meaning that is consistent with their meaning in the context of the relevant art, and will not be interpreted in an idealized or overly formal sense unless expressly so defined herein.

[0057] Reference will now be made in detail to the exemplary embodiments shown in the drawings. In this regard, the exemplary embodiments given may have different forms and should not be construed as limited to the descriptions set forth herein or in the drawings. Thus, the exemplary embodiments are described herein only by way of reference to the drawings to explain the various exemplary embodiments of the invention.

[0058] A heterocyclic compound according to an exemplary embodiment is represented by Formula 1:

[0059] <Formula 1>

[0060]

[0061] <Formula 2A>

[0062]

[0063] <Formula 2B>

[0064]

[0065] <Formula 3A>

[0066]

[0067] <Formula 3B>

[0068]

[0069] In Formula 1, D 1 may represent a group represented by Formula 2A or Formula 2B.

[0070] In Formula 1, Formula 2A and Formula 2B, Ar 1 to Ar 5 may each independently be a C 5 -C 60 carbocyclic group or a π-deficient nitrogen-free C 1 -C 60 heterocyclic group.

[0071] The “π-deficient nitrogen-free C 1 -C 60 heterocyclic group” may represent a C 1 -C 60 heterocyclic group that does not have a *-N=*' moiety as a ring-forming moiety.

[0072] For example, the “π-deficient nitrogen-free ring” may be i) a 5- to 7-membered hetero monocyclic group that does not have a *-N=*' moiety, ii) a hetero polycyclic group in which two or more 5- to 7-membered hetero monocyclic groups that do not have a *-N=*' moiety are condensed with each other, or iii) a hetero polycyclic group in which at least one 5- to 7-membered hetero monocyclic group that does not have a *-N=*' moiety is condensed with at least one C 5 -C 60 carbocyclic group.

[0073] Examples of the π - electron - poor nitrogen - free rings may include azepine, dibenzazepine, carbazole, acridine, 9,10 - dihydroacridine, dibenzofuran, dibenzothiophene, dibenzosilole, tribenzazepine, benzocarbazole, benzacridine, 7,12 - dihydrobenzo[a]acridine, 5,12 - dihydrobenzo[b]acridine, 7,12 - dihydrobenzo[c]acridine, dibenzocarbazole, indeno - carbazole, naphthodibenzofuran, naphthodibenzothiophene, and naphthodibenzosilole, but the embodiments of the present disclosure are not limited thereto.

[0074] In one exemplary embodiment, Ar in Formula 1, Formula 2A, and Formula 2B 1 to Ar 5 may be independently selected from phenyl, naphthyl, fluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, and dibenzosilyl.

[0075] In one or more exemplary embodiments, Ar 1 to Ar 5 may all be independently phenyl or naphthyl, but the exemplary embodiments are not limited thereto.

[0076] In one or more exemplary embodiments, Ar 1 to Ar 5 may all be independently phenyl, but the exemplary embodiments are not limited thereto.

[0077] In Formula 2A and Formula 2B, Y 1 may be selected from a single bond, * - N(R 2 ) - * ', * - C(R 2 )(R 3 ) - * ', and * - C(R 2 )═C(R 3 ) - * ', and k1 may be 1 or 2.

[0078] In one exemplary embodiment, in Formula 1, D 1 may be selected from acridinyl, carbazolyl, phenazinyl, benzocarbazolyl, dibenzocarbazolyl, indeno - carbazolyl, 11,12 - dihydroindeno - carbazolyl, dibenzazepinyl, 10,11 - dihydrodibenzazepinyl, tribenzazepinyl, and those all substituted with deuterium, - F, - Cl, - Br, - I, hydroxyl, cyano, nitro, C 1 -C 20At least one selected from alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene benzofluorene, benzofluorene, dibenzofluorene, pyrenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, biphenyl and terphenyl, indolyl, acridinyl, carbazolyl, phenazinyl, benzocarbazolyl, dibenzocarbazolyl, indeno carbazolyl, indolocarbazolyl, dibenzoazepinyl, dihydro dibenzoazepinyl and tribenzoazepinyl.

[0079] In one or more exemplary embodiments, in Formula 1, D 1 may be a group represented by Formula 2A-1 or Formula 2B-1:

[0080] <Formula 2A-1>

[0081]

[0082] <Formula 2B-1>

[0083]

[0084] In Formula 2A-1 and Formula 2B-1, Y 1 and k1 are respectively defined to be the same as Y 1 and k1 in Formula 2A and Formula 2B.

[0085] R 1 to R 3 、R 40 and R 50 may each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, naphthyl, fluorenyl, spirobifluorenyl, spirofluorene benzofluorene, benzofluorene, dibenzofluorene, pyrenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, biphenyl and terphenyl,

[0086] a41 and a51 may each independently be an integer from 1 to 4,

[0087] a42 may be an integer from 1 to 3, and

[0088] * and *' each represent a bonding position to an adjacent atom.

[0089] In one or more exemplary embodiments, in Formula 1, D 1 may be selected from acridinyl, phenazinyl, carbazolyl, dibenzoazepinyl, dihydro dibenzoazepinyl and tribenzoazepinyl.

[0090] In Formula 1, m1 can be 0 or 1, m2 can be 1 or 2, and m1 and m2 can satisfy m1 + m2 = 2.

[0091] For example, in Formula 1, (i) m1 can be 0 and m2 can be 2; (ii) m1 can be 1 and m2 can be 1.

[0092] In Formula 1, A 1 can be a group represented by Formula 3A or Formula 3B.

[0093] In one exemplary embodiment, A of Formula 1 1 can be a group represented by one selected from Formula 3A-1 to Formula 3A-3 and Formula 3B-1 to Formula 3B-10:

[0094]

[0095]

[0096] In Formula 3A-1 to Formula 3A-3 and Formula 3B-1 to Formula 3B-10, R w , n1, X 1 , X 2 , R 60 , R 70 , R 80 , a60, a70 and a80 are defined as the same as those described in the rest of this specification, and

[0097] both * and *' represent the binding positions to adjacent atoms.

[0098] In one or more exemplary embodiments, A 1 can be a group represented by one selected from Formula 3A-2-1 to Formula 3A-2-4 and Formula 3B-8-1 to Formula 3B-8-4:

[0099]

[0100] In Formula 3A-2-1 to Formula 3A-2-4 and Formula 3B-8-1 to Formula 3B-8-4, R 4 , R 5 , R 60 , R 70 , R 80 , a70 and a80 are respectively defined as the same as those described in this specification,

[0101] R w1 , R w2 and R w3 are defined as the same as those described for binding to R w described,

[0102] a61 can be an integer from 1 to 3,

[0103] a62 can be 1 or 2, and

[0104] both * and *' represent binding sites to adjacent atoms.

[0105] In Formula 3A, R w can be a cyano group or a substituted or unsubstituted π - electron - poor nitrogen - containing heterocyclic group.

[0106] "π - electron - poor nitrogen - containing ring" can refer to a C 1 -C 60 heterocyclic group having at least one * - N = *' moiety as a ring - forming moiety.

[0107] For example, "π - electron - poor nitrogen - containing ring" can refer to i) a 5 - to 7 - membered hetero - monocyclic group having at least one * - N = *' moiety, ii) a hetero - polycyclic group in which two or more 5 - to 7 - membered hetero - monocyclic groups each having at least one * - N = *' moiety are condensed with each other, or iii) a hetero - polycyclic group in which at least one 5 - to 7 - membered hetero - monocyclic group having at least one * - N = *' moiety is condensed with at least one C 5 -C 60 carbocyclic group.

[0108] Examples of the π - electron - poor nitrogen - containing ring can include imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole, but the embodiments of the present disclosure are not limited thereto.

[0109] In one exemplary embodiment, R w can be selected from:

[0110] cyano group, pyridyl group, pyrimidinyl group, and triazinyl group; and

[0111] pyridyl groups, pyrimidinyl groups, and triazinyl groups each substituted with at least one selected from deuterium, - F, - Cl, - Br, - I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazone group, methyl group, ethyl group, propyl group, isobutyl group, sec - butyl group, tert - butyl group, phenyl group, naphthyl group, fluorenyl group, pyridyl group, pyrimidinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, biphenyl group, and terphenyl group.

[0112] In Formula 3A, n1 can be an integer from 1 to 4.

[0113] In one exemplary embodiment, n1 can be 1, 2, or 3.

[0114] For example, (i) n1 can be 1, and R w can be a phenyl-substituted triazinyl group; (ii) n1 can be 2, and both Rs w can be cyano groups; (iii) n1 can be 3, two Rs w can both be cyano groups, and one R w can be a phenyl-substituted triazinyl group, but the embodiments of the present disclosure are not limited thereto.

[0115] In Formula 3B,

[0116] X 1 can be *-O-*', *-S-*', or *-S(=O) 2 -*', and X 2 can be a single bond or *-C(R 4 )(R 5 )-*', where X 1 can be *-S(=O) 2 -*', or X 2 can be *-C(R 4 )(R 5 )-*'.

[0117] For example, (i) X 1 can be *-O-*' or *-S-*', and X 2 can be *-C(R 4 )(R 5 )-*', or (ii) X 1 can be *-S(=O) 2 -*', and X 2 can be a single bond or *-C(R 4 )(R 5 )-*'.

[0118] In one or more exemplary embodiments, X 1 can be *-S(=O) 2 -*', but the embodiments of the present disclosure are not limited thereto.

[0119] In one exemplary embodiment, A 1 can be a group represented by one selected from Formulas 4-1 to 4-7:

[0120]

[0121] In Formulas 4-1 to 4-7,

[0122] both * and *' represent bonding sites to adjacent atoms.

[0123] In Formulas 1, 2A, 2B, 3A and 3B, R 1 through R 5 , R 10 , R 20 , R 30 , R 40 , R 50 , R 60 , R 70 and R 80 may each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, substituted or unsubstituted C 1 -C 60 alkyl, substituted or unsubstituted C 2 -C 60 alkenyl, substituted or unsubstituted C 2 -C 60 alkynyl, substituted or unsubstituted C 1 -C 60 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 10 heterocycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 6 -C 60 aryloxy, substituted or unsubstituted C 6 -C 60 arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 ), -N(Q 1 )(Q 2 ), -B(Q 1 )(Q 2 ), -C(=O)(Q 1 ), -S(=O)(Q 1 ) and -P(=O)(Q 1 )(Q 2 ),

[0124] R 2and R 3 ; or R 4 and R 5 may optionally be linked to form a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 2 -C 60 heterocyclic group,

[0125] a10, a20, a30, a40 and a50 may each independently be an integer from 1 to 8,

[0126] a60 may be an integer from 0 to 3, and

[0127] a70 and a80 may each independently be an integer from 1 to 3.

[0128] In one exemplary embodiment, R 1 to R 5 may each independently be selected from:

[0129] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl and phenyl; and

[0130] methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl and phenyl each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, methyl, ethyl, propyl, isobutyl, sec-butyl and tert-butyl.

[0131] In one exemplary embodiment, R 2 and R 3 ; or R 4 and R 5 may optionally be linked to form cyclopentyl, cyclohexyl, phenyl, naphthyl, anthracenyl, phenanthryl or fluorenyl.

[0132] For example, R 2 and R 3 may be linked to form phenyl, but the exemplary embodiments of the present disclosure are not limited thereto.

[0133] In one exemplary embodiment, R 10 , R 20 , R 30 , R 40 and R 50 may each independently be selected from:

[0134] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, C 1 -C20 alkoxy, cyclopentyl, cyclohexyl, phenyl, naphthyl, fluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilolyl, biphenyl, and terphenyl; and

[0135] methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, phenyl, naphthyl, fluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilolyl, biphenyl, and terphenyl, each of which is substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, phenyl, naphthyl, fluorenyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilolyl, biphenyl, and terphenyl.

[0136] In one exemplary embodiment, R 60 , R 70 and R 80 may each independently be selected from:

[0137] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, phenyl, naphthyl, fluorenyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilolyl, biphenyl, and terphenyl; and

[0138] methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, phenyl, naphthyl, fluorenyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilolyl, biphenyl, and terphenyl, each of which is substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, phenyl, naphthyl, fluorenyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilolyl, biphenyl, and terphenyl.

[0139] In one or more embodiments, R 60 , R 70 and R 80 may each independently be selected from:

[0140] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, phenyl, naphthyl, fluorenyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, triazinyl, biphenyl, and terphenyl; and

[0141] methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, phenyl, naphthyl, fluorenyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, triazinyl, biphenyl, and terphenyl, each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, phenyl, naphthyl, fluorenyl, pyridyl, pyrimidinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, triazinyl, biphenyl, and terphenyl.

[0142] Substituted C 5 -C 60 carbocyclic group, substituted C 2 -C 60 heterocyclic group, substituted C 1 -C 60 alkyl, substituted C 2 -C 60 alkenyl, substituted C 2 -C 60 alkynyl, substituted C 1 -C 60 alkoxy, substituted C 3 -C 10 cycloalkyl, substituted C 1 -C 10 heterocycloalkyl, substituted C 3 -C 10 cycloalkenyl, substituted C 1 -C 10 heterocycloalkenyl, substituted C 6 -C 60 aryl, substituted C 6 -C 60 aryloxy, substituted C 6 -C60 Arylthio, substituted C 1 -C 60 At least one substituent of a heteroaryl, a substituted monovalent non-aromatic fused polycyclic group, and a substituted monovalent non-aromatic fused heteropolycyclic group may be selected from:

[0143] Deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy;

[0144] All are substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) of at least one selected from C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0145] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0146] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q22 ) at least one selected from C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, and monovalent non-aromatic fused heteropolycyclic group;

[0147] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),

[0148] Q 1 to Q 3 、Q 11 to Q 13 、Q 21 to Q 23 and Q 31 to Q 33 can each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C10 Heterocyclic alkenyl, C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl and terphenyl, and

[0149] * and *' each indicate a bonding position to an adjacent atom.

[0150] In one exemplary embodiment, the heterocyclic compound may be selected from Compound T-1 to Compound T-17, but the embodiments of the present disclosure are not limited thereto:

[0151]

[0152]

[0153] The heterocyclic compound may simultaneously include substituents having the property of an electron-withdrawing group (EWG) and substituents having the property of an electron-donating group (EDG), and by introducing these substituents at appropriate positions, the energy difference between the singlet state and the triplet state of the entire compound can be appropriately controlled, thereby exhibiting thermally activated delayed fluorescence (TADF).

[0154] The singlet energy and the triplet energy of the heterocyclic compound may satisfy the following equation:

[0155] E st = S1 - T1 < 0.3 eV.

[0156] The heterocyclic compound may have the structure of Formula 1. Specifically, as shown below, the heterocyclic compound may include two electron donor moieties and one electron acceptor moiety, such that electrons can move easily within the molecule, thereby improving the emission efficiency. In addition, a dipole can be formed from the electron donor moiety to the electron acceptor moiety, causing an increase in the intramolecular dipole moment. Therefore, the emission efficiency can be further improved:

[0157]

[0158] In addition, in the heterocyclic compound, the electron donor moiety and the electron acceptor moiety may be separated from each other to effectively prevent orbital overlap in the molecule and prevent singlet-triplet overlap, resulting in a very low ΔE st . Therefore, even at room temperature, through thermal activation, reverse intersystem crossing (RISC) from the triplet excited state to the singlet excited state can be made possible, and in this regard, delayed fluorescence can be exhibited. Therefore, triplet excitons can be used for luminescence, thereby improving the emission efficiency.

[0159] In addition, the heterocyclic compound may have a relatively high charge (e.g., hole or electron) transport ability. Thus, in an organic light-emitting device including the heterocyclic compound represented by Formula 1, the exciton formation ratio in the emission layer can be improved. In this regard, such an organic light-emitting device can have a low driving voltage, high efficiency, long lifetime, and high maximum quantum efficiency.

[0160] The synthesis method of the heterocyclic compound represented by Formula 1 is apparent to those of ordinary skill in the art by referring to the following examples.

[0161] At least one heterocyclic compound of Formula 1 can be used between a pair of electrodes of an organic light-emitting device. For example, the heterocyclic compound can be included in at least one layer selected from a hole transport region, an electron transport region, and an emission layer. In one or more embodiments, the heterocyclic compound of Formula 1 can be used as a material for an overcoat layer located outside a pair of electrodes of the organic light-emitting device.

[0162] Accordingly, there is provided an organic light-emitting device including: a first electrode; a second electrode facing the first electrode; and an organic layer located between the first electrode and the second electrode, the organic layer including an emission layer, wherein the organic layer includes at least one condensed ring compound.

[0163] The expression “(the organic layer) includes at least one heterocyclic compound” used herein may include the case where “(the organic layer) includes the same compound represented by Formula 1” and the case where “(the organic layer) includes two or more different compounds represented by Formula 1”.

[0164] For example, the organic layer may include only Compound 1 as the heterocyclic compound. In this regard, Compound 1 may be present in the emission layer of the organic light-emitting device. In one or more embodiments, the organic layer may include Compound 1 and Compound 2 as the heterocyclic compounds. In this regard, 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 emission layer) or different layers (e.g., Compound 1 may be present in the emission layer and Compound 2 may be present in the electron transport layer).

[0165] In an exemplary embodiment, the first electrode of the organic light-emitting device may be an anode, the second electrode of the organic light-emitting device may be a cathode, the organic layer of the organic light-emitting device may further include a hole transport region located between the first electrode and the emission layer and an electron transport region located between the emission layer and the second electrode, 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 the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0166] In one or more exemplary embodiments, the emission layer of the organic light emitting device may include a heterocyclic compound.

[0167] In one or more exemplary embodiments, the heterocyclic compound included in the emission layer of the organic light emitting device may be used as a TADF emitter, and thus, the emission layer may emit delayed fluorescence.

[0168] In one or more exemplary embodiments, the emission layer of the organic light emitting device may be composed of a heterocyclic compound; alternatively, the emission layer of the organic light emitting device may further include a host, wherein the amount of the heterocyclic compound per 100 parts by weight of the emission layer may be in the range of about 0.1 part by weight to about 50 parts by weight.

[0169] The host included in the emission layer may include at least one selected from anthracene compounds, pyrene compounds, and spirobifluorene compounds, but the exemplary embodiments are not limited thereto.

[0170] In one exemplary embodiment, the hole transport region of the organic light emitting device may include a p-dopant having a lowest unoccupied molecular orbital (LUMO) energy level of less than -3.5 eV.

[0171] In one exemplary embodiment, the electron transport region of the organic light emitting device may further include: a triazole-containing compound or a benzotriazole-containing compound, or

[0172] 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.

[0173] As used herein, the term "organic layer" refers to a single layer and / or multiple layers disposed between the first electrode and the second electrode of the organic light emitting device. The materials included in the "organic layer" are not limited to organic materials.

[0174] ( Figure 1 description)

[0175] Figure 1 is a schematic diagram of an organic light emitting device 10 according to an exemplary embodiment. The organic light emitting device 10 includes a first electrode 110, an organic layer 150, and a second electrode 190.

[0176] Hereinafter, the structure of the organic light emitting device 10 according to the embodiment and a method of manufacturing the organic light emitting device 10 will be described in conjunction with Figure 1 description.

[0177] (First electrode 110)

[0178] In Figure 1In this case, the substrate may alternatively be disposed under the first electrode 110 or above the second electrode 190. The substrate may be a glass substrate or a plastic substrate, both of which have excellent mechanical strength, thermal stability, transparency, surface flatness, processability, and water resistance.

[0179] The first electrode 110 may be formed by depositing or sputtering a material for forming the first electrode 110 on the substrate. When the first electrode 110 is an anode, the material for the first electrode 110 may be selected from materials having a high work function to facilitate hole injection.

[0180] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material for forming the first electrode 110 may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), and any combination thereof, but the exemplary embodiments are not limited thereto. In one or more exemplary embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material for forming the first electrode 110 may be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof, but the exemplary embodiments are not limited thereto.

[0181] The first electrode 110 may have a single-layer structure or a multi-layer structure including two or more layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO, but the structure of the first electrode 110 is not limited thereto.

[0182] (Organic layer 150)

[0183] The organic layer 150 is disposed on the first electrode 110. The organic layer 150 may include an emission layer.

[0184] The organic layer 150 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 190.

[0185] (Hole transport region in the organic layer 150)

[0186] The hole transport region may have: i) a single-layer structure including a single layer containing a single material; ii) a single-layer structure including a single layer containing a plurality of different materials; or iii) a multi-layer structure having a plurality of layers including a plurality of different materials.

[0187] The hole transport region may include at least one layer selected from a hole injection layer, a hole transport layer, an emission assist layer, and an electron blocking layer.

[0188] For example, the hole transport region may have: a single-layer structure including a single layer containing a plurality of different materials; or a multi-layer structure having a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assisting layer structure, a hole injection layer / emission assisting layer structure, a hole transport layer / emission assisting layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure. For each structure, the constituent layers are sequentially stacked in the stated order from the first electrode 110, but the structure of the hole transport region is not limited thereto.

[0189] The hole transport region may include at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4''-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), the compound represented by Formula 201, and the compound represented by Formula 202:

[0190]

[0191]

[0192] <Formula 201>

[0193]

[0194] <Formula 202>

[0195]

[0196] In Formula 201 and Formula 202,

[0197] L 201 to L 204 may each independently be selected from substituted or unsubstituted C 3 -C 10 subcycloalkyl, substituted or unsubstituted C 1 -C 10 subheterocycloalkyl, substituted or unsubstituted C 3 -C 10 subcycloalkenyl, substituted or unsubstituted C 1 -C 10 subheterocycloalkenyl, substituted or unsubstituted C 6 -C 60 subaryl, substituted or unsubstituted C1 -C 60 A heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0198] L 205 may be selected from *-O-*, *-S-*, *-N(Q 201 )-*, a substituted or unsubstituted C 1 -C 20 alkylene, a substituted or unsubstituted C 2 -C 20 alkenylene, a substituted or unsubstituted C 3 -C 10 cycloalkylene, a substituted or unsubstituted C 1 -C 10 heterocycloalkylene, a substituted or unsubstituted C 3 -C 10 cycloalkenylene, a substituted or unsubstituted C 1 -C 10 heterocycloalkenylene, a substituted or unsubstituted C 6 -C 60 arylene, a substituted or unsubstituted C 1 -C 60 A heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0199] xa1 to xa4 may each independently be an integer from 0 to 3,

[0200] xa5 may be an integer from 1 to 10, and

[0201] R 201 to R 204 and Q 201 may each independently be selected from a substituted or unsubstituted C 3 -C 10 cycloalkyl, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl, a substituted or unsubstituted C 3 -C 10 cycloalkenyl, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl, a substituted or unsubstituted C 6 -C 60 aryl, a substituted or unsubstituted C 6 -C 60 aryloxy, a substituted or unsubstituted C 6 -C 60 arylthio, a substituted or unsubstituted C 1 -C 60Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0202] For example, in Formula 202, R 201 and R 202 can optionally be connected via a single bond, dimethyl-methylene or diphenyl-methylene, and R 203 and R 204 can optionally be connected via a single bond, dimethyl-methylene or diphenyl-methylene.

[0203] In one or more exemplary embodiments, in Formulas 201 and 202,

[0204] L 201 to L 205 can each independently be selected from:

[0205] Phenylene, cyclopentadienylene, indenylene, naphthylene, azulylene, heptalenylene, indacenylene, acenaphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, -yl, terphenylene, picenylene, perylenylene, pentaphenylenylene, hexaphenylenylene, pentacenylene, coronenylene, ovalenylene, thienylene, furylene, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl and pyridinyl; and

[0206] each substituted with a group selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, phenyl substituted with C 1 -C 10 alkyl, phenyl substituted with -F, cyclopentadienyl, indenyl, naphthyl, azulyl, heptalenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthryl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, Groups, tetracenyl, picenyl, perylenyl, pentaphenylenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ), at least one of the phenylene, cyclopentadienylene, indenylene, naphthylene, azulylene, heptalenylene, indacenylene, acenaphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, Group, tetracenylene, picenylene, perylenylene, pentaphenylenylene, hexacenylene, pentacenylene, rubicenylene, coronenylene, ovalenylene, thienylene, furylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilolylene and pyridinylene.

[0207] Q 31 to Q 33 can each independently be selected from C 1 -C 10 alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0208] In one or more exemplary embodiments, xa1 to xa4 can each independently be 0, 1 or 2.

[0209] In one or more exemplary embodiments, xa5 can be 1, 2, 3 or 4.

[0210] In one or more exemplary embodiments, R 201 to R 204 and Q 201 can each independently be selected from:

[0211] phenyl, biphenyl, terphenyl, cyclopentadienyl, indenyl, naphthyl, azulyl, heptalenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthryl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, a base, a tetracenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a quaterphenyl group, a rubicenyl group, a coronenyl group, an ovalene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, and a pyridyl group; and

[0212] each is substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with C 1 -C 10 alkyl, a phenyl group substituted with -F, a cyclopentadienyl group, an indenyl group, a naphthyl group, an azulene group, a heptalene group, an indacenyl group, an acenaphthylenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[9,10]phenanthrenyl group, a pyrenyl group, a base, a tetracenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a quaterphenyl group, a rubicenyl group, a coronenyl group, an ovalene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ), and a phenyl group, a biphenyl group, a terphenyl group, a cyclopentadienyl group, an indenyl group, a naphthyl group, an azulene group, a heptalene group, an indacenyl group, an acenaphthylenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[9,10]phenanthrenyl group, a pyrenyl group, a base, a tetracenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a quaterphenyl group, a rubicenyl group, a coronenyl group, an ovalene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group,

[0213] Q 31 to Q 33 are defined the same as described above.

[0214] In one or more exemplary embodiments, in Formula 201, at least one selected from R 201 to R 203 may each independently be selected from:

[0215] Fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and

[0216] are each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, phenyl substituted with C 1 -C 10 alkyl, phenyl substituted with -F, naphthyl, fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl substituted with at least one of fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl. However, the exemplary embodiments are not limited thereto.

[0217] In one or more exemplary embodiments, in Formula 202, i) R 201 and R 202 may be connected via a single bond, and / or ii) R 203 and R 204 may be connected via a single bond.

[0218] In one or more exemplary embodiments, in Formula 202, at least one selected from R 201 to R 204 may be selected from:

[0219] carbazolyl; and

[0220] substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, phenyl substituted with C 1 -C 10 alkyl, phenyl substituted with -F, naphthyl, fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl substituted with at least one of fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl. However, the exemplary embodiments are not limited thereto.

[0221] The compound represented by Formula 201 may be represented by Formula 201A:

[0222] <Formula 201A>

[0223]

[0224] In one exemplary embodiment, the compound represented by Formula 201 may be represented by the following Formula 201A(1), but the exemplary embodiment is not limited thereto:

[0225] <Formula 201A(1)>

[0226]

[0227] In one exemplary embodiment, the compound represented by Formula 201 may be represented by the following Formula 201A-1, but the exemplary embodiment is not limited thereto:

[0228] <Formula 201A-1>

[0229]

[0230] In one exemplary embodiment, the compound represented by Formula 202 may be represented by Formula 202A:

[0231] <Formula 202A>

[0232]

[0233] In one exemplary embodiment, the compound represented by Formula 202 may be represented by Formula 202A-1:

[0234] <Formula 202A-1>

[0235]

[0236] In Formulas 201A, 201A(1), 201A-1, 202A and 202A-1,

[0237] L 201 to L 203 xa1 to xa3, xa5 and R 202 to R 204 are all defined as the same as described above,

[0238] R 211 and R 212 may both be independently defined as the same as described in connection with R 203 described,

[0239] R 213 to R 217 may both be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20An alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with a C 1 -C 10 alkyl group, a phenyl group substituted with -F, a bicyclopentadienyl group, an indenyl group, a naphthyl group, a azulene group, a heptalene group, an indacene group, an acenaphthylene group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, yl group, a tetraphenyl group, a picene group, a perylene group, a pentaphene group, a hexaphenyl group, a pentacene group, a rubicene group, a coronene group, an ovalene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, and a pyridyl group.

[0240] The hole transport region may include at least one compound selected from compounds HT1 to HT39, but the exemplary embodiments are not limited thereto:

[0241]

[0242]

[0243]

[0244] The thickness of the hole transport region may be in the range of about to about , for example, in the range of about to about . When the hole transport region includes at least one of a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be in the range of about to about , for example, in the range of about to about . The thickness of the hole transport layer may be in the range of about to about , for example, in the range of about to about . When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0245] The emission assisting layer can improve the light emission efficiency by compensating for the optical resonance distance according to the wavelength of the light emitted from the emission layer, and the electron blocking layer can block the flow of electrons from the electron transport region. The emission assisting layer and the electron blocking layer may include the materials described above.

[0246] (p-dopant)

[0247] In addition to these materials, the hole transport region may further include a charge generation material for improving the conductive properties. The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region.

[0248] The charge generation material may be, for example, a p-dopant.

[0249] In one exemplary embodiment, the p-dopant may have a LUMO energy level of -3.5 eV or less.

[0250] The p-dopant may include at least one selected from quinone derivatives, metal oxides, and cyanide-containing compounds, but the exemplary embodiments are not limited thereto.

[0251] For example, the p-dopant may include, without limitation, at least one selected from the following compounds:

[0252] Quinone derivatives such as tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0253] Metal oxides such as tungsten oxide or molybdenum oxide;

[0254] 1,4,5,8,9,12-hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

[0255] A compound represented by the following formula 221:

[0256]

[0257] In formula 221,

[0258] R 221 to R 223 may each independently be selected from substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 10 heterocycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, wherein, from R 221 to R 223At least one selected from the group consisting of a cyano group, -F, -Cl, -Br, -I, a C substituted with -F 1 -C 20 alkyl group, a C substituted with -Cl 1 -C 20 alkyl group, a C substituted with -Br 1 -C 20 alkyl group and a C substituted with -I 1 -C 20 alkyl group.

[0259] (Emission layer in the organic layer 150)

[0260] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, or a blue emission layer according to sub-pixels. In one or more exemplary embodiments, the emission layer may have a stacked structure of two or more layers selected from a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other or separated from each other. In one or more exemplary embodiments, the emission layer may include two or more materials selected from a red light-emitting material, a green light-emitting material, and a blue light-emitting material, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0261] The emission layer may include a host and a dopant. The dopant may include at least one selected from a phosphorescent dopant and a fluorescent dopant.

[0262] In the emission layer, based on 100 parts by weight of the host, the amount of the dopant may be in the range of about 0.01 part by weight to about 15 parts by weight, but the embodiments of the present disclosure are not limited thereto.

[0263] The thickness of the emission layer may be in the range of about to about , for example, in the range of about to about . When the thickness of the emission layer is within this range, excellent light-emitting characteristics can be obtained without significantly increasing the driving voltage.

[0264] (Host in the emission layer)

[0265] In one or more exemplary embodiments, the host may include a compound represented by the following formula 301.

[0266] <Formula 301>

[0267] [Ar 301 xb11 -[(L 301 ) xb1 -R​301 xb21 。

[0268] In Formula 301,

[0269] Ar 301 may be a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,

[0270] xb11 may be 1, 2, or 3,

[0271] L 301 may be selected from substituted or unsubstituted C 3 -C 10 subcycloalkyl, substituted or unsubstituted C 1 -C 10 subheterocycloalkyl, substituted or unsubstituted C 3 -C 10 subcycloalkenyl, substituted or unsubstituted C 1 -C 10 subheterocycloalkenyl, substituted or unsubstituted C 6 -C 60 subaryl, substituted or unsubstituted C 1 -C 60 subheteroaryl, substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0272] xb1 may be an integer from 0 to 5,

[0273] R 301 may be selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, substituted or unsubstituted C 1 -C 60 alkyl, substituted or unsubstituted C 2 -C 60 alkenyl, substituted or unsubstituted C 2 -C 60 alkynyl, substituted or unsubstituted C 1 -C 60 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 10 heterocycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl, substituted or unsubstituted C​6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) and -P(=O)(Q 301 )(Q 302 ),

[0274] xb21 can be an integer from 1 to 5,

[0275] Q 301 To Q 303 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, but the embodiments of the present disclosure are not limited thereto.

[0276] In an exemplary embodiment, Ar in Formula 301 301 Can be selected from:

[0277] naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, perylenyl, pentaphenyl, indenoanthryl, dibenzofuranyl, and dibenzothiophenyl; and

[0278] are substituted with a group selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one of naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl,

[0279] Q 31 To Q 33 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl. However, exemplary embodiments are not limited thereto.

[0280] When xb11 in Formula 301 is two or more, two or more Ar 301 Connection can be made via a single button.

[0281] In one or more exemplary embodiments, the compound represented by Formula 301 may be represented by Formula 301-1 or Formula 301-2:

[0282] <Formula 301-1>

[0283]

[0284] <Formula 301-2>

[0285]

[0286] In Formula 301-1 to Formula 301-2,

[0287] A 301 To A 304 can be independently selected from phenyl, naphthyl, phenanthrenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, pyridyl, pyrimidyl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl and dinaphthothienyl,

[0288] X 301 may be O, S or N-[(L 304 ) xb4 -R 304 ,

[0289] R 311 to R 314 may each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),

[0290] xb22 and xb23 may each independently be 0, 1 or 2,

[0291] L 301 , xb1, R 301 and Q 31 to Q 33 are defined as the same as described above,

[0292] L 302 to L 304 may each independently be defined as the same as described in connection with L 301 described,

[0293] xb2 to xb4 may each independently be defined as the same as described in connection with xb1,

[0294] R 302 to R 304 may each independently be defined as the same as described in connection with R 301 described.

[0295] For example, in Formula 301, Formula 301-1 and Formula 301-2, L 301 to L 304 may each independently be selected from:

[0296] Phenylene, naphthylene, fluoreneylene, spirobifluoreneylene, benzofluoreneylene, dibenzofluoreneylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, -ylene, perylenylene, pentaphenylene, hexacenylene, quaterrylene, thiophenylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilolylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolinylene, isoquinolinylene, benzoquinolinylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene, and azacarbazolylene; and

[0297] all are substituted with a group selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, -ylene, perylenyl, pentaphenyl, hexacenyl, quaterryl, thiophenyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothiophenyl, dibenzofuryl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O) 2 (Q31 ), and -P(=O)(Q 31 )(Q 32 ) at least one of phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzo[9,10]phenanthrylene, dibenzo[9,10]phenanthrylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, yl, perylenylene, pentaphenylene, hexacenylene, pentacenylene, thienylene, furanylene, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl,

[0298] Q 31 to Q 33 is defined as the same as described above.

[0299] In one exemplary embodiment, in Formula 301, Formula 301-1 and Formula 301-2, R 301 to R 304 may each independently be selected from:

[0300] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl; and

[0301] Each is substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, perylenyl, pentaphenyl, hexaphenyl, pentacenyl, thiophenyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) of phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, perylenyl, pentaphenyl, hexaphenyl, pentacenyl, thiophenyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl,

[0302] Q31 to Q 33 is defined the same as described above.

[0303] In one or more exemplary embodiments, the host may include an alkaline earth metal complex. For example, the host may be selected from Be complexes (e.g., compound H55), Mg complexes, and Zn complexes.

[0304] The host may include at least one selected from 9,10-bis(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tris(carbazol-9-yl)benzene (TCP), and compounds H1 to H55, but the exemplary embodiments are not limited thereto:

[0305]

[0306]

[0307]

[0308] In one exemplary embodiment, the host may be a compound including a phosphorus atom, and an example of the host is compound BH-1. However, the exemplary embodiments are not limited thereto:

[0309]

[0310] (phosphorescent dopant included in the emission layer in the organic layer 150)

[0311] The phosphorescent dopant may include an organometallic complex represented by Formula 401:

[0312] <Formula 401>

[0313] M(L 401 ) xc1 (L 402 ) xc2

[0314] <Formula 402>

[0315]

[0316] In Formulas 401 and 402,

[0317] M may be selected from iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), and thulium (Tm),

[0318] L 401 may be selected from ligands represented by Formula 402, and xc1 may be 1, 2, or 3. When xc1 is two or greater, two or more L 401 may be the same as or different from each other,

[0319] L 402 may be an organic ligand, and xc2 may be an integer from 0 to 4. When xc2 is two or greater, two or more L 402 may be the same as or different from each other,

[0320] X 401 to X 404 may each independently be nitrogen or carbon,

[0321] X 401 and X 403 may be connected by a single bond or a double bond. X 402 and X 404 may be connected by a single bond or a double bond,

[0322] A 401 and A 402 may each independently be selected from C 5 -C 60 carbocyclic group or C 1 -C 60 heterocyclic group,

[0323] X 405 may be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*', *-C(Q 411 )(Q 412 )-*', *-C(Q 411 )=C(Q 412 )-*', *-C(Q 411 )=*' or *=C=*', where Q 411 and Q 412 are each independently hydrogen, deuterium, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, phenyl group, biphenyl group, terphenyl group, or naphthyl group,

[0324] X 406 may be a single bond, O, or S,

[0325] R 401 and R 402may each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, substituted or unsubstituted C 1 -C 20 alkyl, substituted or unsubstituted C 1 -C 20 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 10 heterocycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 6 -C 60 aryloxy, substituted or unsubstituted C 6 -C 60 arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 401 )(Q 402 )(Q 403 ), -N(Q 401 )(Q 402 ), -B(Q 401 )(Q 402 ), -C(=O)(Q 401 ), -S(=O) 2 (Q 401 ), and -P(=O)(Q 401 )(Q 402 ), where Q 401 to Q 403 may each independently be selected from C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 6 -C 20 aryl, and C 1 -C 20 heteroaryl,

[0326] xc11 and xc12 may each independently be an integer from 0 to 10,

[0327] In Formula 402, * and *' each refer to the binding positions to M of Formula 401.

[0328] In one exemplary embodiment, in Formula 402, A 401 and A 402 may each independently be selected from phenyl, naphthyl, fluorenyl, spirobifluorenyl, indenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuranyl, benzothienyl, isobenzothienyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, and dibenzothienyl.

[0329] In one or more exemplary embodiments, in Formula 402, i) X 401 may be nitrogen, X 402 may be carbon, or ii) X 401 and X 402 may both simultaneously be nitrogen.

[0330] In one or more exemplary embodiments, in Formula 402, R 401 and R 402 may each independently be selected from:

[0331] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, and C 1 -C 20 alkoxy;

[0332] C 1 -C 20 alkyl and C 1 -C 20 alkoxy, each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, phenyl, naphthyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, and norbornenyl;

[0333] cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothienyl;

[0334] C 1 -C 20 alkyl, C 1 -C 20a cyclopentyl group, a cyclohexyl group, adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

[0335] -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 ) and -P(=O)(Q 401 )(Q 402 ),

[0336] Q 401 To Q 403 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 An alkoxy group, a phenyl group, a biphenyl group, and a naphthyl group, but exemplary embodiments are not limited thereto.

[0337] In one or more exemplary embodiments, in equation 401, when xc1 is two or more, from two or more L 401 The two A's selected 401 It can be optionally connected via X as a linker 407 connection; or when xc2 is two or more, from two or more L 402 The two A's selected 402 It can be optionally connected via X as a linker 408 connection (see compounds PD1 to PD4 and PD7), wherein X 407 and X 408 can be independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*'、*-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(Q414 )-*'(wherein, Q 413 and Q 414 can each independently be hydrogen, deuterium, C 1 -C 20 -alkyl, C 1 -C 20 -alkoxy, phenyl, biphenyl, terphenyl or naphthyl), but the exemplary embodiments are not limited thereto.

[0338] L in Formula 401 402 can be a monovalent organic ligand, a divalent organic ligand or a trivalent organic ligand. For example, L 402 can be selected from halogen, diketone (e.g., acetylacetone), carboxylic acid (e.g., picolinate), -C(=O), isonitrile, -CN and phosphorus (e.g., phosphine or phosphite), but the exemplary embodiments are not limited thereto.

[0339] In one or more exemplary embodiments, the phosphorescent dopant can be selected from, for example, Compound PD1 to Compound PD25, but the exemplary embodiments of the present disclosure are not limited thereto:

[0340]

[0341] (Fluorescent dopant in the emission layer)

[0342] The fluorescent dopant can include a compound represented by Formula 1.

[0343] In one exemplary embodiment, the fluorescent dopant can include an arylamine compound or a styrylamine compound.

[0344] The fluorescent dopant can include a compound represented by Formula 501:

[0345] <Formula 501>

[0346]

[0347] In Formula 501,

[0348] Ar 501 can be a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,

[0349] L 501 to L 503 can each independently be selected from substituted or unsubstituted C 3 -C 10 subcycloalkyl, substituted or unsubstituted C 1 -C 10Azaheterocycloalkyl, substituted or unsubstituted C 3 -C 10 Azaheterocycloalkenyl, substituted or unsubstituted C 1 -C 10 Azaheterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 Azaheteroarylene, substituted or unsubstituted divalent non-aromatic fused polycyclic group and substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,

[0350] xd1 to xd3 can each independently be an integer from 0 to 3,

[0351] R 501 and R 502 can each independently be selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group,

[0352] xd4 can be an integer from 1 to 6.

[0353] In one exemplary embodiment, Ar in Formula 501 501 can be selected from:

[0354] Naphthyl, heptalene, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, quaterphenyl, picenyl, perylenyl, pentaphenyl, indenoanthracenyl and indeno-phenanthryl; and

[0355] each substituted with a substituent selected from deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20Alkyl, C 1 -C 20 At least one of alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, naphthacenyl, heptacenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, tetracenyl, picenyl, perylenyl, pentaphenylenyl, indenoanthracenyl, and indeno-phenanthrenyl.

[0356] In one or more exemplary embodiments, L in Formula 501 501 to L 503 may each independently be selected from:

[0357] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, yl, perylenylene, pentaphenylenylene, hexaphenylenylene, pentaphenylene, thienylene, furylene, carbazolylene, indolylene, isoindolylene, benzofurylene, benzothienylene, dibenzofurylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilolylene, and pyridinylene; and

[0358] Each is substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, perylenyl, pentaphenylenyl, hexaphenylenyl, pentaphenylene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, and pyridyl of phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, yl, perylenylene, pentaphenylenylene, hexaphenylenylene, pentaphenylene, thienylene, furylene, carbazolylene, indolylene, isoindolylene, benzofurylene, benzothienylene, dibenzofurylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilolylene, and pyridinylene.

[0359] In one or more exemplary embodiments, in Formula 501, R 501 and R502 may each independently be selected from:

[0360] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, perylenyl, pentaphenyl, hexaphenyl, pentacenyl, thiophenyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothiophenyl, dibenzofuryl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, and pyridyl; and

[0361] each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, perylenyl, pentaphenyl, hexaphenyl, pentacenyl, thiophenyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothiophenyl, dibenzofuryl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridyl, and -Si(Q 31 )(Q 32 )(Q 33 ), where Q to Q

[0362] Q 31 to Q 33 may each independently be selected from C 1 -C 10 alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0363] In one or more exemplary embodiments, xd4 in Formula 501 may be 2, but the exemplary embodiments are not limited thereto.

[0364] For example, the fluorescent dopant may be selected from Compound FD1 to Compound FD22:

[0365]

[0366]

[0367] In one or more exemplary embodiments, the fluorescent dopant may be selected from the following compounds, but the exemplary embodiments are not limited thereto:

[0368]

[0369] (Electron transport region in the organic layer 150)

[0370] The electron transport region may have: i) a single-layer structure including a single layer containing a single material; ii) a single-layer structure including a single layer containing a plurality of different materials; or iii) a multi-layer structure having a plurality of layers including a plurality of different materials.

[0371] The electron transport region may include at least one selected from a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, and an electron injection layer, but the embodiments of the present disclosure are not limited thereto.

[0372] For example, 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 for each structure, the constituent layers are sequentially stacked from the emission layer. However, the exemplary embodiments of the structure of the electron transport region are not limited thereto.

[0373] The electron transport region (such as the buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region) may include a metal-free compound containing at least one nitrogen-containing ring deficient in π electrons.

[0374] "Nitrogen-containing ring deficient in π electrons" refers to a C 1 -C 60 heterocyclic group.

[0375] For example, "nitrogen-containing ring deficient in π electrons" may be i) a 5- to 7-membered hetero-monocyclic group having at least one *-N=*' moiety, ii) a hetero-polycyclic group in which two or more 5- to 7-membered hetero-monocyclic groups each having at least one *-N=*' moiety are condensed with each other, or iii) a hetero-polycyclic group in which at least one 5- to 7-membered hetero-monocyclic group having at least one *-N=*' moiety is condensed with at least one C 5 -C 60 carbocyclic group.

[0376] Examples of π - electron - poor nitrogen - containing rings include, but are not limited to, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole.

[0377] For example, the electron - transport region may include a compound represented by Formula 601:

[0378] <Formula 601>

[0379] [Ar 601 xe11 -[(L 601 ) xe1 -R 601 xe21 。

[0380] In Formula 601,

[0381] Ar 601 may be a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,

[0382] xe11 may be 1, 2, or 3,

[0383] L 601 may be selected from substituted or unsubstituted C 3 -C 10 subcycloalkyl, substituted or unsubstituted C 1 -C 10 subheterocycloalkyl, substituted or unsubstituted C 3 -C 10 subcycloalkenyl, substituted or unsubstituted C 1 -C 10 subheterocycloalkenyl, substituted or unsubstituted C 6 -C 60 subaryl, substituted or unsubstituted C 1 -C 60 subheteroaryl, substituted or unsubstituted divalent non - aromatic condensed polycyclic group, and substituted or unsubstituted divalent non - aromatic condensed heteropolycyclic group,

[0384] xe1 may be an integer from 0 to 5,

[0385] R 601 may be selected from substituted or unsubstituted C 3 -C 10 ​​Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 Heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 ), -C(=O)(Q 601 ), -S(=O) 2 (Q 601 ), and -P(=O)(Q 601 )(Q 602 ),

[0386] Q 601 to Q 603 can each independently be C 1 -C 10 alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl, or naphthyl,

[0387] xe21 can be an integer from 1 to 5.

[0388] In one exemplary embodiment, at least one of the number of xe11 of Ar 601 and the number of xe21 of R 601 can include a nitrogen-containing ring with electron-deficient π electrons.

[0389] In one exemplary embodiment, the ring Ar in formula 601 601 can be selected from:

[0390] phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, Groups, tetracenyl, picenyl, perylenyl, pentaphenylenyl, indenoanthracenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0391] each is substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 ), -S(=O) 2 (Q 31 ), and -P(=O)(Q 31 )(Q 32 ) of phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, groups, tetracenyl, picenyl, perylenyl, pentaphenylenyl, indenoanthracenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl,

[0392] Q 31 to Q 33 may each independently be selected from C 1 -C 10 alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0393] When xe11 in Formula 601 is two or greater, two or more Ar 601 may be connected via a single bond.

[0394] In one or more exemplary embodiments, Ar in Formula 601 601 may be anthryl.

[0395] In one or more exemplary embodiments, the compound represented by Formula 601 may be represented by Formula 601-1:

[0396] <Formula 601-1>

[0397]

[0398] In Formula 601-1,

[0399] X 614 may be N or C(R 614 ), X 615 may be N or C(R 615 ), X 616 may be N or C(R 616 ), at least one selected from X 614 to X 616 may be N,

[0400] L 611 to L 613 may each be independently defined as the same as described for binding L 601 ,

[0401] xe611 to xe613 may each be independently defined as the same as described for binding xe1,

[0402] R 611 to R 613 may each be independently defined as the same as described for binding R 601 ,

[0403] R 614 to R 616 may each be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.

[0404] In one exemplary embodiment, L in Formulas 601 and 601-1 601 and L 611 to L 613 may each be independently selected from:

[0405] Phenylene, naphthylene, fluoreneylene, spirobifluoreneylene, benzofluoreneylene, dibenzofluoreneylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, -ylene, perylenylene, pentaphenylene, hexacenylene, pentacenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilolylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolinylene, isoquinolinylene, benzoquinolinylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene, and azacarbazolylene; and

[0406] all are substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, -ylene, perylenyl, pentaphenyl, hexacenyl, pentacenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl of phenylene, naphthylene, fluoreneylene, spirobifluoreneylene, benzofluoreneylene, dibenzofluoreneylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, Groups, perylene diimide groups, pentacenequinone groups, hexacenequinone groups, pentacene groups, thiophene diimide groups, furan diimide groups, carbazole diimide groups, indole diimide groups, isoindole diimide groups, benzofuran diimide groups, benzothiophene diimide groups, dibenzofuran diimide groups, dibenzothiophene diimide groups, benzocarbazole diimide groups, dibenzocarbazole diimide groups, dibenzosilole diimide groups, pyridine diimide groups, imidazole diimide groups, pyrazole diimide groups, thiazole diimide groups, isothiazole diimide groups, oxazole diimide groups, isoxazole diimide groups, thiadiazole diimide groups, oxadiazole diimide groups, pyrazine diimide groups, pyrimidine diimide groups, pyridazine diimide groups, triazine diimide groups, quinoline diimide groups, isoquinoline diimide groups, benzoquinoline diimide groups, phthalazine diimide groups, naphthyridine diimide groups, quinoxaline diimide groups, quinazoline diimide groups, cinnoline diimide groups, phenanthridine diimide groups, acridine diimide groups, phenanthroline diimide groups, phenazine diimide groups, benzimidazole diimide groups, isobenzothiazole diimide groups, benzoxazole diimide groups, isobenzoxazole diimide groups, triazole diimide groups, tetrazole diimide groups, imidazopyridine diimide groups, imidazopyrimidine diimide groups, and azacarbazole diimide groups. However, the exemplary embodiments are not limited thereto.

[0407] In one or more exemplary embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.

[0408] In one or more exemplary embodiments, in Formula 601 and Formula 601-1, R 601 and R 611 to R 613 may each independently be selected from:

[0409] phenyl, biphenyl, terphenyl, naphthyl, fluorene, spirobifluorene, benzofluorene, dibenzofluorene, phenanthrene, anthracene, fluoranthene, benzo[9,10]phenanthrene, pyrene, groups, perylene groups, pentacenequinone groups, hexacenequinone groups, pentacene groups, thiophene groups, furan groups, carbazole groups, indole groups, isoindole groups, benzofuran groups, benzothiophene groups, dibenzofuran groups, dibenzothiophene groups, benzocarbazole groups, dibenzocarbazole groups, dibenzosilole groups, pyridine groups, imidazole groups, pyrazole groups, thiazole groups, isothiazole groups, oxazole groups, isoxazole groups, thiadiazole groups, oxadiazole groups, pyrazine groups, pyrimidine groups, pyridazine groups, triazine groups, quinoline groups, isoquinoline groups, benzoquinoline groups, phthalazine groups, naphthyridine groups, quinoxaline groups, quinazoline groups, cinnoline groups, phenanthridine groups, acridine groups, phenanthroline groups, phenazine groups, benzimidazole groups, isobenzothiazole groups, benzoxazole groups, isobenzoxazole groups, triazole groups, tetrazole groups, imidazopyridine groups, imidazopyrimidine groups, and azacarbazole groups;

[0410] each substituted with a substituent selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 20 alkyl, C 1 -C 20alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, perylenyl, pentaphenyl, hexaphenyl, pentacenyl, thiophenyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridyl, imidazopyrimidinyl, and aza-carbazolyl; and

[0411] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),

[0412] Q 601 and Q 602 are defined as the same as described above.

[0413] The electron transport region may include at least one compound selected from compounds ET1 to ET36, but the exemplary embodiments are not limited thereto:

[0414]

[0415]

[0416]

[0417] In one or more exemplary embodiments, the electron transport region may include at least one compound selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 , BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), and NTAZ:

[0418]

[0419] The thickness of the buffer layer, hole blocking layer, or electron control layer may be in the range of about to about , for example, in the range of about to about . When the thicknesses of the buffer layer, hole blocking layer, and electron control layer are within these ranges, the electron blocking layer may have excellent electron blocking characteristics or electron control characteristics without significantly increasing the driving voltage.

[0420] The thickness of the electron transport layer may be in the range of about to about , for example, in the range of about to about . When the thickness of the electron transport layer is within the range described above, the electron transport layer may have satisfactory electron transport characteristics without significantly increasing the driving voltage.

[0421] In addition to the materials described above, the electron transport region (e.g., the electron transport layer in the electron transport region) may also include a material containing a metal.

[0422] The material containing a metal may include at least one selected from alkali metal complexes and alkaline earth metal complexes. The alkali metal complexes may include metal ions selected from Li ions, Na ions, K ions, Rb ions, and Cs ions, and the alkaline earth metal complexes may include metal ions selected from Be ions, Mg ions, Ca ions, Sr ions, and Ba ions. The ligands coordinated to the metal ions of the alkali metal complexes or alkaline earth metal complexes may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, and cyclopentadiene. However, the exemplary embodiments are not limited thereto.

[0423] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (lithium hydroxyquinoline, LiQ) or compound ET-D2:

[0424]

[0425] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190. The electron injection layer may be in direct contact with the second electrode 190.

[0426] The electron injection layer may have: i) a single-layer structure that includes a single layer containing a single material; ii) a single-layer structure that includes a single layer containing a plurality of different materials; or iii) a multi-layer structure that has a plurality of layers including a plurality of different materials.

[0427] 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.

[0428] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In one embodiment, the alkali metal may be Li, Na, or Cs. In one or more exemplary embodiments, the alkali metal may be Li or Cs, but the exemplary embodiments are not limited thereto.

[0429] The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.

[0430] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb, and Gd.

[0431] The alkali metal compounds, alkaline earth metal compounds, and rare earth metal compounds may be selected from oxides and halides (e.g., fluorides, chlorides, bromides, or iodides) of alkali metals, alkaline earth metals, and rare earth metals.

[0432] The alkali metal compound may be selected from alkali metal oxides (such as Li 2 O, Cs 2 O, or K 2 O) and alkali metal halides (such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI). In one exemplary embodiment, the alkali metal compound may be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI, and KI, but the exemplary embodiments are not limited thereto.

[0433] The alkaline earth metal compound may be selected from, such as BaO, SrO, CaO, Ba x Sr 1-x O (0 < x < 1) or Bax Ca 1-x Alkaline earth metal oxides with O(0 < x < 1). In one exemplary embodiment, the alkaline earth metal compound can be selected from BaO, SrO, and CaO, but the exemplary embodiment is not limited thereto.

[0434] The rare earth metal compound can be selected from YbF 3 , ScF 3 , ScO 3 , Y 2 O 3 , Ce 2 O 3 , GdF 3 and TbF 3 . In one exemplary embodiment, the rare earth metal compound can be selected from YbF 3 , ScF 3 , TbF 3 , YbI 3 , ScI 3 and TbI 3 , but the exemplary embodiment is not limited thereto.

[0435] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex can include ions of the alkali metal, alkaline earth metal, and rare earth metal as described above. The ligands coordinated with the metal ions of the alkali metal complex, alkaline earth metal complex, or rare earth metal complex can be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, and cyclopentadiene. However, the exemplary embodiment is not limited thereto.

[0436] The electron injection layer can 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 one or more exemplary embodiments, the electron injection layer can further include an organic material. 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 can be uniformly or non-uniformly dispersed in the matrix including the organic material.

[0437] The thickness of the electron injection layer can be in the range of about to about , for example, in the range of about to about within the range. When the thickness of the electron injection layer is within the range described above, the electron injection layer can have satisfactory electron injection characteristics without significantly increasing the driving voltage.

[0438] (Second electrode 190)

[0439] The second electrode 190 can be disposed on the organic layer 150 having such a structure. The second electrode 190 can be a cathode as an electron injection electrode. In this regard, the material used to form the second electrode 190 can be selected from metals, alloys, conductive compounds, and combinations thereof having a relatively low work function.

[0440] The second electrode 190 can include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO. However, the exemplary embodiments are not limited thereto. The second electrode 190 can be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0441] The second electrode 190 can have a single-layer structure or a multi-layer structure including two or more layers.

[0442] ( Figures 2 to 4 description)

[0443] Figure 2 The organic light-emitting device 20 includes a first cover layer 210, a first electrode 110, an organic layer 150, and a second electrode 190 stacked in this stated order sequentially, Figure 3 The organic light-emitting device 30 includes a first electrode 110, an organic layer 150, a second electrode 190, and a second cover layer 220 stacked in this stated order sequentially, Figure 4 The organic light-emitting device 40 includes a first cover layer 210, a first electrode 110, an organic layer 150, a second electrode 190, and a second cover layer 220.

[0444] For Figures 2 to 4 , the first electrode 110, the organic layer 150, and the second electrode 190 can be understood by referring to the description given in conjunction with Figure 1 .

[0445] In the organic layer 150 of each of the organic light-emitting device 20 and the organic light-emitting device 40, the light generated in the emission layer can pass outward through the first electrode 110 and the first cover layer 210 which are a semi-transmissive electrode or a transmissive electrode. In the organic layer 150 of each of the organic light-emitting device 30 and the organic light-emitting device 40, the light generated in the emission layer can pass outward through the second electrode 190 and the second cover layer 220 which are a semi-transmissive electrode or a transmissive electrode.

[0446] According to the principle of constructive interference, the first cladding layer 210 and the second cladding layer 220 can improve the external light-emitting efficiency.

[0447] The first cladding layer 210 and the second cladding layer 220 can each independently be an organic cladding layer including an organic material, an inorganic cladding layer including an inorganic material, or a composite cladding layer including an organic material and an inorganic material.

[0448] The first cladding layer 210 or the second cladding layer 220 can include at least one material selected from carbocyclic compounds, heterocyclic compounds, amine compounds, porphyrin derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. The carbocyclic compounds, heterocyclic compounds, and amine compounds can optionally be substituted with substituents containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In one exemplary embodiment, the first cladding layer 210 and the second cladding layer 220 can each independently include at least one material selected from carbocyclic compounds, heterocyclic compounds, amine compounds, porphyrin derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. The carbocyclic compounds, heterocyclic compounds, and amine compounds can optionally be substituted with substituents containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I.

[0449] In one exemplary embodiment, the first cladding layer 210 or the second cladding layer 220 can include an amine compound. In another exemplary embodiment, the first cladding layer 210 and the second cladding layer 220 can each independently include an amine compound.

[0450] In one exemplary embodiment, at least one selected from the first cladding layer 210 and the second cladding layer 220 can each independently include a compound represented by Formula 201 or a compound represented by Formula 202.

[0451] In one exemplary embodiment, at least one selected from the first cladding layer 210 and the second cladding layer 220 can each independently include compounds selected from Compound HT28 to Compound HT33 and Compound CP1 to Compound CP5, but the exemplary embodiments are not limited thereto:

[0452]

[0453] Above, an organic light-emitting device according to an exemplary embodiment has been described. However, the exemplary embodiments are not limited thereto. Figures 1 to 4 However, the exemplary embodiments are not limited thereto.

[0454] Layers constituting a hole transport region, an emission layer, and layers constituting an electron transport region can be formed in a specific region by using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett deposition, inkjet printing, laser printing, and laser-induced thermal imaging.

[0455] When forming the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region by vacuum deposition, deposition can be carried out at a deposition temperature of about 100 °C to about 500 °C, a degree of vacuum of about 10 -8 Torr to about 10 -3 Torr, and a deposition rate of about / s to about / s, taking into account the materials to be included in the layers to be formed and the structure of the layers to be formed.

[0456] When forming the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region by spin coating, spin coating can be carried out at a coating speed of about 2000 rpm to about 5000 rpm and a heat treatment temperature of about 80 °C to about 200 °C, taking into account the materials to be included in the layers to be formed and the structure of the layers to be formed.

[0457] (General definition of substituents)

[0458] As used herein, the term "C 1 -C 60 alkyl" refers to a straight-chain or branched-chain aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, examples of which include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl. As used herein, the term "C 1 -C 60 alkylene" refers to a divalent group having the same structure as that of C 1 -C 60 alkyl.

[0459] As used herein, the term "C 2 -C 60 alkenyl" refers to a hydrocarbon group having at least one carbon-carbon double bond at the middle or end of C 2 -C 60 alkyl, examples of which include vinyl, propenyl, and butenyl. As used herein, the term "C 2 -C 60 alkenylene" refers to a divalent group having the same structure as that of C 2 -C 60 alkenyl.

[0460] As used herein, the term "C 2 -C60 "Alkynyl" refers to a hydrocarbon group having at least one carbon-carbon triple bond at the middle or end of a C 2 -C 60 -alkyl group, examples of which include ethynyl and propynyl. As used herein, the term "C 2 -C 60 "alkynylene" refers to a divalent group having the same structure as that of a C 2 -C 60 -alkynyl group.

[0461] As used herein, the term "C 1 -C 60 "alkoxy" refers to a monovalent group represented by -OA 101 (wherein A 101 is a C 1 -C 60 -alkyl group), examples of which include methoxy, ethoxy, and isopropoxy.

[0462] As used herein, the term "C 3 -C 10 "cycloalkyl" refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, examples of which include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. As used herein, the term "C 3 -C 10 "cycloalkylene" refers to a divalent group having the same structure as that of a C 3 -C 10 -cycloalkyl group.

[0463] As used herein, the term "C 1 -C 10 "heterocycloalkyl" refers to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P, and S as ring-forming atoms and 1 to 10 carbon atoms, examples of which include 1,2,3,4-oxadiazolyl, tetrahydrofuryl, and tetrahydrothienyl. As used herein, the term "C 1 -C 10 "heterocycloalkylene" refers to a divalent group having the same structure as that of a C 1 -C 10 -heterocycloalkyl group.

[0464] As used herein, the term "C 3 -C 10 "cycloalkenyl" refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and not having aromaticity, examples of which include cyclopentenyl, cyclohexenyl, and cycloheptenyl. As used herein, the term "C 3 -C 10 "cycloalkenylene" refers to a divalent group having the same structure as that of a C 3 -C 10A divalent group having the same structure as that of the cycloalkenyl group.

[0465] As used herein, the term "C 1 -C 10 heterocycloalkenyl" refers to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P, and S as ring-forming atoms, 1 to 10 carbon atoms, and at least one double bond in its ring. C 1 -C 10 Non-limiting examples of C 1 -C 10 heterocycloalkenyl include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl. As used herein, the term "C 1 -C 10 heterocycloalkenylene" refers to a divalent group having the same structure as that of C

[0466] As used herein, the term "C 6 -C 60 aryl" refers to a monovalent group having a carbocyclic aromatic system including 6 to 60 carbon atoms. C 6 -C 60 arylene refers to a divalent group having a carbocyclic aromatic system including 6 to 60 carbon atoms. C 6 -C 60 Non-limiting examples of aryl include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, and yl. When both C 6 -C 60 aryl and C 6 -C 60 arylene include two or more rings, the rings may be fused to each other.

[0467] As used herein, the term "C 1 -C 60 heteroaryl" refers to a monovalent group having a carbocyclic aromatic system having at least one heteroatom selected from N, O, Si, P, and S as ring-forming atoms in addition to 1 to 60 carbon atoms. As used herein, the term "C 1 -C 60 heteroarylene" refers to a divalent group having a carbocyclic aromatic system having at least one heteroatom selected from N, O, Si, P, and S as ring-forming atoms in addition to 1 to 60 carbon atoms. C 1 -C 60 Non-limiting examples of heteroaryl include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. When both C 1 -C 60 heteroaryl and C 1-C 60 When the heteroaryl group includes two or more rings, the rings may be fused to each other.

[0468] As used herein, the term "C 6 -C 60 aryloxy" means -OA 102 (wherein A 102 is C 6 -C 60 aryl), and as used herein, C 6 -C 60 arylthio means -SA 103 (wherein A 103 is C 6 -C 60 aryl).

[0469] As used herein, the term "monovalent non-aromatic fused polycyclic group" means a monovalent group having two or more rings fused to each other, only carbon atoms (e.g., having 8 to 60 carbon atoms) as ring-forming atoms and not having aromaticity in the entire molecular structure. A detailed example of the monovalent non-aromatic fused polycyclic group is the fluorenyl group. As used herein, the term "divalent non-aromatic fused polycyclic group" means a divalent group having the same structure as that of the monovalent non-aromatic fused polycyclic group.

[0470] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" means a monovalent group having two or more rings fused to each other, having at least one heteroatom selected from N, O, Si, P, and S in addition to carbon atoms (e.g., having 1 to 60 carbon atoms) as ring-forming atoms and not having aromaticity in the entire molecular structure. An example of the monovalent non-aromatic fused heteropolycyclic group is the carbazolyl group. As used herein, the term "divalent non-aromatic fused heteropolycyclic group" means a divalent group having the same structure as that of the monovalent non-aromatic fused heteropolycyclic group.

[0471] As used herein, the term "C 5 -C 60 carbocyclic group" means a monocyclic or polycyclic group having 5 to 60 carbon atoms, wherein the ring-forming atoms are only carbon atoms. C 5 -C 60 carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. C 5 -C 60 carbocyclic group may be a ring (such as benzene), a monovalent group (such as phenyl) or a divalent group (such as phenylene). In one or more embodiments, depending on the number of substituents attached to the C 5 -C 60 carbocyclic group, the C 5 -C 60 carbocyclic group may be a trivalent group or a tetravalent group.

[0472] As used herein, the term "C" 1 -C 60 heterocyclic group" refers to a group having the same structure as that of a C 5 -C 60 carbocyclic group, except that at least one heteroatom selected from N, O, Si, P, and S is used in addition to carbon (the number of carbon atoms can range from 1 to 60) as a ring-forming atom.

[0473] Substituted C 5 -C 60 carbocyclic group, substituted C 1 -C 60 heterocyclic group, substituted C 3 -C 10 subcycloalkyl group, substituted C 1 -C 10 subheterocycloalkyl group, substituted C 3 -C 10 subcycloalkenyl group, substituted C 1 -C 10 subheterocycloalkenyl group, substituted C 6 -C 60 subarylene group, substituted C 1 -C 60 subheteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C 1 -C 60 alkyl group, substituted C 2 -C 60 alkenyl group, substituted C 2 -C 60 alkynyl group, substituted C 1 -C 60 alkoxy group, substituted C 3 -C 10 cycloalkyl group, substituted C 1 -C 10 heterocycloalkyl group, substituted C 3 -C 10 cycloalkenyl group, substituted C 1 -C 10 heterocycloalkenyl group, substituted C 6 -C 60 aryl group, substituted C 6 -C 60 aryloxy group, substituted C 6 -C 60 arylthio group, substituted C 1 -C 60 At least one substituent in a heteroaryl group, a substituted monovalent non-aromatic condensed polycyclic group, and a substituted monovalent non-aromatic condensed heteropolycyclic group may be selected from:

[0474] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl and C 1 -C 60 alkoxy;

[0475] Each is substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) of at least one of C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl and C 1 -C 60 alkoxy;

[0476] C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, and monovalent non-aromatic fused heteropolycyclic group;

[0477] All are substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) of at least one of C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0478] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),

[0479] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group and a terphenyl group.

[0480] As used herein, the term "Ph" represents phenyl, the term "Me" represents methyl, the term "Et" represents ethyl, the term "ter-Bu" or "Bu t " represents tert-butyl, and the term "OMe" represents methoxy.

[0481] As used herein, the term "biphenyl" refers to "phenyl" substituted with phenyl. "Biphenyl" is a "substituted phenyl" having "C 6 -C 60 aryl" as a substituent.

[0482] As used herein, the term "terphenyl" refers to "phenyl" substituted with biphenyl. "Terphenyl" is a "phenyl" having "substituted C 6 -C 60 aryl of C 6 -C 60 aryl" as a substituent.

[0483] Unless otherwise defined, both * and *' as used herein represent the binding positions to adjacent atoms in the corresponding formula.

[0484] Hereinafter, the compounds according to the embodiments and the organic light-emitting devices according to the embodiments will be described in more detail with reference to the synthesis examples and examples. In the description of the synthesis examples, the expression "using B instead of A" means using the same molar equivalent of B instead of the molar equivalent of A.

[0485] (Synthesis Example)

[0486] Synthesis Example 1: Synthesis of Compound T-1

[0487] For a flask containing 2,7-dibromo-9,9-dimethyl-9H-thioxanthene 10,10-dioxide (1 equivalent (eq.)) and 9H-tribenzo[b,d,f]azepine (2.2 eq.), Pd(dba) 3 (0.03 eq.), (t-Bu) 3 P(0.06 eq.) and toluene (based on 1 eq. of the reagent at 0.1 M) were added thereto. Then, the mixed solution was stirred under reflux for 5 hours and cooled to room temperature. The resulting product was subjected to extraction treatment using dichloromethane (MC), washed with distilled water, and the moisture therein was dried by using anhydrous magnesium sulfate (MgSO 4 ). Then, the resulting mixture was distilled under reduced pressure, and the residue thus obtained was separated and purified by column chromatography to obtain compound T- 1 (yield: 77.64%).

[0488] C 51 H 36 N2 O 2 High-resolution mass spectrometry (HRMS) of S [M]+: Calculated value: 740, Found value: 739.

[0489] Calculated values for elemental analysis: C, 82.68; H, 4.90; N, 3.78; O, 4.32; S, 4.33

[0490] Synthesis Example 2: Synthesis of Compound T-5

[0491] For a flask containing 2-(2,6-dichlorophenyl)-4,6-diphenyl-1,3,5-triazine (1 eq.) and 9H-tribenzo[b,d,f]azepine (2.2 eq.), add Pd(dba) 3 (0.03 eq.), (t-Bu) 3 P (0.06 eq.) and toluene (based on 0.1 M of 1 eq. of the reagent). Then, stir the mixed solution under reflux for 5 hours and cool to room temperature. Perform extraction treatment on it using MC, wash the resulting product with distilled water, and dry the moisture therein using MgSO 4 Then distill the resulting mixture under reduced pressure and separate and purify the residue thus obtained by column chromatography to obtain compound T- 5 (Yield: 55.7%).

[0492] C 57 H 37 N 5 HRMS [M]+ of: Calculated value 791, Found value 790

[0493] Calculated values for elemental analysis: C, 86.45; H, 4.71; N, 8.84

[0494] Synthesis Example 3: Synthesis of Compound T-7

[0495] For a flask containing 2-bromo-7-(9H-carbazol-9-yl)-9,9-dimethyl-9H-thioxanthene 10,10-dioxide (1 eq.) and 9H-tribenzo[b,d,f]azepine (1.2 eq.), add Pd(dba) 3 (0.03 eq.), (t-Bu) 3 P (0.06 eq.) and toluene (based on 0.1 M of 1 eq. of the reagent). Then, stir the mixed solution under reflux for 5 hours and cool to room temperature. Perform extraction treatment on it using MC, wash the resulting product with distilled water, and dry the moisture therein using MgSO 4 Then distill the resulting mixture under reduced pressure and separate and purify the residue thus obtained by column chromatography to obtain compound T-7 (Yield: 71.4%).

[0496] C 45 H 32 N 2 O 2 HRMS [M]+ for S: Calculated value: 664, Found value 663

[0497] Calculated values for elemental analysis: C, 81.30; H, 4.85; N, 4.21; O, 4.81; S, 4.82

[0498] Synthesis Example 4: Synthesis of Compound T-8

[0499] For a flask containing 9-(7-bromo-9,9-dimethyl-9H-xanthen-2-yl)-9H-carbazole (1 eq.) and 9H-tribenzo[b,d,f]azepine (1.2 eq.), Pd(dba) 3 (0.03 eq.), (t-Bu) 3 P (0.06 eq.) and toluene (based on 1 eq. of the reagent at 0.1 M) were added thereto. Then, the mixed solution was stirred under reflux for 5 hours and cooled to room temperature. An extraction treatment was performed on it using MC, the resulting product was washed with distilled water, and the moisture therein was dried using MgSO 4 The mixture obtained was then distilled under reduced pressure, and the residue thus obtained was separated and purified by column chromatography to obtain compound T- 8 (Yield: 68.7%).

[0500] C 45 H 32 N 2 HRMS [M]+ for O: Calculated value: 616, Found value 615

[0501] Calculated values for elemental analysis: C, 87.63; H, 5.23; N, 4.54; O, 2.59

[0502] Synthesis Example 5: Synthesis of Compound T-11

[0503] For a flask containing 9-(3-chloro-2-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-9H-carbazole (1 eq.) and 9H-tribenzo[b,d,f]azepine (1.2 eq.), Pd(dba) 3 (0.03 eq.), (t-Bu) 3 P (0.06 eq.) and toluene (based on 1 eq. of the reagent at 0.1 M) were added thereto. Then, the mixed solution was stirred under reflux for 5 hours and cooled to room temperature. An extraction treatment was performed on it using MC, the resulting product was washed with distilled water, and the moisture therein was dried using MgSO4 Dry the moisture therein. Then distill the resulting mixture under reduced pressure, and separate and purify the residue thus obtained by column chromatography to obtain Compound T- 11 (yield: 65.1%).

[0504] C 51 H 33 N 5 HRMS [M]+ for: calculated value 715, found value 714

[0505] Calculated values for elemental analysis: C, 85.57; H, 4.65; N, 9.78

[0506] Synthesis Example 6: Synthesis of Compound T-12

[0507] For a flask containing 4-(9H-carbazol-9-yl)-6-chloro-5-(4,6-diphenyl-1,3,5-triazin-2-yl) isophthalonitrile (1 eq.) and 9H-tribenzo[b,d,f]azepine (1.2 eq.), add Pd(dba) 3 (0.03 eq.), (t-Bu) 3 P (0.06 eq.) and toluene (based on 1 eq. of the reagent at 0.1 M). Then, stir the mixed solution under reflux for 5 hours and cool to room temperature. Perform extraction treatment on it using MC, wash the resulting product with distilled water, and use MgSO 4 Dry the moisture therein. Then distill the resulting mixture under reduced pressure, and separate and purify the residue thus obtained by column chromatography to obtain Compound T- 12 (yield: 73.1%).

[0508] C 53 H 31 N 7 HRMS [M]+ for: calculated value 765, found value 764

[0509] Calculated values for elemental analysis: C, 83.12; H, 4.08; N, 12.80

[0510] Synthesis Example 7: Synthesis of Compound T-15

[0511] For a flask containing 2,8-dichlorodibenzo[b,d]thiophene 5,5-dioxide (1 eq.) and 8,10-dimethyl-9H-tribenzo[b,d,f]azepine (2.2 eq.), add Pd(dba) 3 (0.03 eq.), (t-Bu) 3P (0.06 eq.) and toluene (based on 1 eq. of the reagent in 0.1 M). Then, the mixed solution was stirred under reflux for 5 hours and cooled to room temperature. An extraction treatment was performed on it using MC, the obtained product was washed with distilled water, and the water therein was dried using MgSO 4 Then, the obtained mixture was distilled under reduced pressure, and the residue thus obtained was separated and purified by column chromatography to obtain compound T- 15 (yield: 77.4%).

[0512] C 52 H 38 N 2 O 2 HRMS [M]+ of C

[0513] Calculated values for elemental analysis: C, 82.73; H, 5.07; N, 3.71; O, 4.24; S, 4.25

[0514] Synthesis Example 8: Synthesis of Compound T-17

[0515] For a flask containing 4-(9H-carbazol-9-yl)-6-chloro-5-(4,6-diphenyl-1,3,5-triazin-2-yl) isophthalonitrile (1 eq.) and 8,10-dimethyl-9H-tribenzo[b,d,f]azepine (1.2 eq.), Pd(dba) 3 (0.03 eq.), (t-Bu) 3 P (0.06 eq.) and toluene (based on 1 eq. of the reagent in 0.1 M). Then, the mixed solution was stirred under reflux for 5 hours and cooled to room temperature. An extraction treatment was performed on it using MC, the obtained product was washed with distilled water, and the water therein was dried using MgSO 4 Then, the obtained mixture was distilled under reduced pressure, and the residue thus obtained was separated and purified by column chromatography to obtain compound T- 17 (yield: 73.1%).

[0516] C 55 H 35 N 7 HRMS [M]+ of : Calculated value 793, found value: 792

[0517] Calculated values for elemental analysis: C, 83.21; H, 4.44; N, 12.35

[0518] By referring to the above synthetic routes and raw materials, those skilled in the art can easily recognize compounds other than the compounds synthesized according to Synthesis Examples 1 to 8.

[0519] (Example)

[0520] Evaluation Example 1: Evaluation of the Properties of TADF Compounds

[0521] Mix 1,3-bis(9H-carbazol-9-yl)benzene (mCP) and each of the compounds synthesized according to the synthesis examples at a weight ratio of 20:1, and dissolve the mixture in 1,2-dichloroethane. Then, spin-coat the resulting solution onto quartz for measurement:

[0522]

[0523] Here, the highest occupied molecular orbital (HOMO) energy level is measured by a cyclic voltammeter (CV), and the lowest unoccupied molecular orbital (LUMO) energy level is measured by calculating the difference in the optical band gap at the HOMO energy level. The triplet (T 1 ) energy level is measured by 77K PL spectroscopy. The measurement results are shown in Table 1.

[0524] In addition, the LUMO and HOMO energy levels and the T 1 energy level measurement of the compounds synthesized according to the synthesis examples based on time-dependent density functional theory (TD-DFT) were simulated, and the results obtained from the simulation are shown in Table 1.

[0525] (Table 1)

[0526]

[0527] Example 1

[0528] Cut the ITO glass substrate into a size of 50 mm × 50 mm × 0.5 mm, ultrasonically clean it with isopropyl alcohol and pure water for 10 minutes each, and then clean it by exposure to ultraviolet light and ozone for 10 minutes. Then, mount the ITO glass substrate on a vacuum deposition device. On the substrate, first, vacuum deposit NPB, which is known as a material for forming a hole injection layer, to form a hole injection layer with a thickness, and then, vacuum deposit mCP, which is known as a hole transport material, on the hole injection layer to form a hole transport layer with a thickness. Co-deposit compound T-1 as a dopant and compound BH-1 as a host on the hole transport layer at a weight ratio of 15:85 to form an emission layer with a thickness. Then, deposit compound ETL1 on the emission layer to form an electron transport layer with a thickness, and form Al on the electron transport layer to form an Al electrode (i.e., the cathode electrode) with a thickness, thus completing the fabrication of the organic light-emitting device.

[0529]

[0530] Examples 2 to 8

[0531] An organic light-emitting device is fabricated in substantially the same manner as in Example 1, except that the compounds shown in Table 2 are each used as a dopant in forming the emission layer.

[0532] Comparative Example 1

[0533] An organic light-emitting device is fabricated in substantially the same manner as in Example 1, except that Compound FD1 and Compound H8 are used instead of Compound T-1 and Compound BH-1, respectively, in forming the emission layer:

[0534]

[0535] Comparative Example 2

[0536] An organic light-emitting device is fabricated in substantially the same manner as in Example 1, except that Compound A is used instead of Compound T-1 in forming the emission layer:

[0537] <Compound A>

[0538]

[0539] Comparative Example 3

[0540] An organic light-emitting device is fabricated in substantially the same manner as in Example 1, except that Compound B is used instead of Compound T-1 in forming the emission layer:

[0541] <Compound B>

[0542]

[0543] Evaluation Example 2: Evaluation of the Properties of Organic Light-Emitting Devices

[0544] The driving voltage (V), efficiency (cd / A), and external quantum efficiency (%) of each organic light-emitting device fabricated according to Examples 1 to 8 and Comparative Examples 1 to 3 were measured at a current density of 10 mA / cm 2 The results are shown in Table 2:

[0545] (Table 2)

[0546]

[0547] Referring to Table 2, it is confirmed that the organic light-emitting device using the compound disclosed in the present disclosure for forming an emission layer has a low driving voltage, excellent efficiency, and external quantum efficiency as compared with the organic light-emitting devices of Comparative Example 1 using a fluorescent dopant and Comparative Examples 2 and 3 using Compound A and Compound B. That is, when the compound disclosed in the present disclosure is used as an electron transport material in an organic light-emitting device, it is found that the organic light-emitting device exhibits excellent effects in terms of driving voltage, luminance, efficiency, and lifetime.

[0548] According to one or more exemplary embodiments, an organic light-emitting device including a heterocyclic compound may have a low driving voltage, high efficiency, long lifetime, and high maximum quantum efficiency.

[0549] It should be understood that the embodiments described herein should be considered only in a descriptive sense and not for purposes of limitation. The description of each feature or aspect in an embodiment should generally be considered applicable to other similar features or aspects in other embodiments.

[0550] Although certain exemplary embodiments have been described herein, other embodiments and modifications will be apparent from this description. Accordingly, the inventive concept is not limited to these embodiments, but rather to the broader scope of the appended claims and various obvious modifications and equivalent arrangements that are apparent to those of ordinary skill in the art.

Claims

1. A heterocyclic compound represented by Formula 1: <Formula 1> <Formula 2A-1> <Formula 2B-1> Wherein, In Formula 1, Formula 2A-1 and Formula 2B-1, Ar 1 to Ar 3 are each independently phenyl, D 1 is a group represented by Formula 2A-1 or Formula 2B-1, Y 1 is a single bond k1 is 1, m1 is 0 or 1, m2 is 1 or 2, m1 and m2 satisfy m1 + m2 = 2, A 1 represented by one formula selected from Formula 3A-2-1 to Formula 3A-2-4 and Formula 3B-8-1 to Formula 3B-8-4: R 4 、R 5 、R 10 、R 20 、R 30 、R 40 、R 50 、R 60 、R 70 and R 80 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, methyl, ethyl, propyl, isobutyl, sec-butyl, and tert-butyl, R w1 、R w2 and R w3 are each independently selected from cyano, pyridyl, pyrimidinyl and triazinyl; and The pyridyl, pyrimidinyl and triazinyl groups are each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl and phenyl, a10, a20, a30, a41 and a51 are each independently an integer from 1 to 4, a42 is an integer from 1 to 3, a61, a70 and a80 are each independently an integer from 1 to 3, a62 is 1 or 2, and * and *' each refer to the bonding positions to adjacent atoms.

2. The heterocyclic compound according to claim 1, Wherein, A 1 represented by one formula selected from Formula 4-1 to Formula 4-7: In Formula 4-1 to Formula 4-7, * and *' each represent the bonding positions to adjacent atoms.

3. The heterocyclic compound according to claim 1, Wherein, R w1 、R w2 and R w3 are each independently selected from: Cyano and triazinyl; and Triazinyl substituted with at least one selected from deuteromethyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl and phenyl.

4. The heterocyclic compound according to claim 1, Wherein, R 4 and R 5 are each independently selected from: Hydrogen, deuterium, methyl, ethyl, propyl, isobutyl, sec-butyl and tert-butyl.

5. The heterocyclic compound according to claim 1, Wherein, R 10 、R 20 、R 30 、R 40 and R 50 are each independently selected from: Hydrogen, deuterium, methyl, ethyl, propyl, isobutyl, sec-butyl and tert-butyl.

6. The heterocyclic compound according to claim 1, Wherein, R 60 、R 70 and R 80 are each independently selected from: Hydrogen, deuterium, methyl, ethyl, propyl, isobutyl, sec-butyl and tert-butyl.

7. The heterocyclic compound according to claim 1, Wherein, The heterocyclic compound represented by Formula 1 is selected from the following Compounds T-1 to T-17:

8. An organic light-emitting device, the organic light-emitting device Comprising: A first electrode; A second electrode facing the first electrode; And An organic layer disposed between the first electrode and the second electrode, Wherein, the organic layer includes an emission layer, and the emission layer includes at least one heterocyclic compound according to claim 1, and Wherein, the heterocyclic compound included in the emission layer is a thermally activated delayed fluorescence emitter, and the emission layer is configured to emit delayed fluorescence.

9. The organic light-emitting device according to claim 8, Wherein, The first electrode is an anode, the second electrode is a cathode, and the organic layer further includes a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, Wherein, the hole transport region includes a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer or any combination thereof, and The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer or any combination thereof.

10. The organic light-emitting device according to claim 8, wherein, the emission layer is composed of the heterocyclic compound, or the emission layer further includes a host, wherein the amount of the heterocyclic compound in every 100 parts by weight of the emission layer is in the range of 0.1 part by weight to 50 parts by weight.

11. The organic light-emitting device according to claim 9, wherein, the hole transport region includes a p-dopant having a lowest unoccupied molecular orbital energy level of less than -3.5 eV.

12. The organic light-emitting device according to claim 9, wherein, the electron transport region includes a compound containing triazole or a compound containing benzotriazole, or 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.

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