Heterocyclic compound, organic light-emitting device, and electronic apparatus

Abstract

The present invention relates to a heterocyclic compound including boron and nitrogen, an organic light-emitting device including the heterocyclic compound, and an electronic device including the organic light-emitting device. The organic light-emitting device includes a first electrode, a second electrode facing the first electrode, and an organic layer between the first electrode and the second electrode and including a light-emitting layer, the organic layer including a heterocyclic compound including boron and nitrogen.

Description

[0001] This application is a divisional application of the invention patent application with the application date of November 12, 2019, application number 201911100432.9, and invention name “Heterocyclic compounds, organic light-emitting devices and electronic devices”.

[0002] CROSS-REFERENCE TO RELATED APPLICATIONS

[0003] Korean Patent Application No. 10-2018-0164302, filed on December 18, 2018 in the Korean Intellectual Property Office and entitled: “Organic Light Emitting Device Including a Heterocyclic Compound Having Boron and Nitrogen” is incorporated herein by reference in its entirety. Technical Field

[0004] Embodiments relate to a heterocyclic compound including boron and nitrogen, an organic light-emitting device including the heterocyclic compound, and an electronic device including the organic light-emitting device. Background Art

[0005] An organic light-emitting device is a self-luminous device, and compared with devices in the art, the organic light-emitting device has wide viewing angles, high contrast, short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed.

[0006] An example of such an organic light-emitting device may include a first electrode disposed on a substrate, and a hole transport region, a light-emitting layer, an electron transport region, and a second electrode sequentially disposed on the first electrode. Holes provided by the first electrode may move toward the light-emitting layer through the hole transport region, and electrons provided by the second electrode may move toward the light-emitting layer through the electron transport region. Carriers (such as holes and electrons) recombine in the light-emitting layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light. Summary of the invention

[0007] Embodiments relate to an organic light-emitting device including a first electrode, a second electrode facing the first electrode, and an organic layer between the first electrode and the second electrode and including a light-emitting layer. The organic layer may include a heterocyclic compound including boron and nitrogen.

[0008] Embodiments also relate to heterocyclic compounds represented by Formula 1:

[0009] <Formula 1>

[0010]

[0011] Among them, in formula 1,

[0012] A 11 and A 12 Can be independently C 5 -C 60 Carbocyclic group or C1 -C 60 Heterocyclic groups,

[0013] X 1 Can be O or S,

[0014] Y can be O, S or -NR 11 ,

[0015] R 1 To R 4 and R 11 can be independently hydrogen, 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 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0016] b1, b2, b3 and b4 may each independently be an integer from 1 to 8,

[0017] L 1 To L 4 may be independently substituted or unsubstituted C 6 -C 60 Arylene,

[0018] a1 to a4 can each independently be an integer from 0 to 3,

[0019] Substituted C 5 -C 60 Carbocyclic groups, 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 -C 60 Arylthio, substituted C 1 -C 60 At least one substituent in the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be:

[0020] 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 or C 1 -C 60 Alkoxy;

[0021] Each of the following C 1 -C 60 Alkyl, C 2 -C 60Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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 ) or -P(=O)(Q 11 )(Q 12 );

[0022] 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 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group;

[0023] Each of the following C 3 -C 10 Cycloalkyl, C1 -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 or monovalent non-aromatic fused heteropolycyclic group: 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 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 ) or -P(=O)(Q 21 )(Q 22 );or

[0024] -Si(Q 31 )(Q 32 )(Q33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and

[0025] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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 a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group or a terphenyl group.

[0026] Embodiments also relate to electronic devices including: a thin film transistor including a source electrode, a drain electrode, an active layer, and a gate electrode; and an organic light-emitting device according to an embodiment. A first electrode of the organic light-emitting device may be electrically connected to a source electrode or a drain electrode of the thin film transistor. BRIEF DESCRIPTION OF THE DRAWINGS

[0027] Features will become apparent to those skilled in the art by describing example embodiments in detail with reference to the accompanying drawings, in which:

[0028] Figure 1 A schematic diagram showing an organic light emitting device according to an example embodiment;

[0029] Figure 2 A schematic diagram showing an organic light emitting device according to another example embodiment;

[0030] Figure 3 A schematic diagram showing an organic light emitting device according to another example embodiment; and

[0031] Figure 4 A schematic diagram illustrating an organic light emitting device according to another example embodiment. DETAILED DESCRIPTION

[0032] Example embodiments will now be described more fully below with reference to the accompanying drawings; however, they may be embodied in different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided to make this disclosure thorough and complete and to fully convey example implementations to those skilled in the art. In the accompanying drawings, the dimensions of layers and regions may be exaggerated for clarity of illustration. The same reference numerals refer to the same elements throughout.

[0033] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. Expressions such as "at least one of," when preceding a list of elements, modify the entire list of elements and do not modify the individual elements of the list.

[0034] An organic light-emitting device according to example embodiments may include a first electrode, a second electrode facing the first electrode, and an organic layer between the first electrode and the second electrode and including a light-emitting layer. The organic layer may include a heterocyclic compound including boron and nitrogen.

[0035] In example embodiments, the heterocyclic compound may be represented by Formula 1:

[0036] <Formula 1>

[0037]

[0038] In formula 1,

[0039] A 11 and A 12 Can be independently C 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,

[0040] X 1 Can be O or S,

[0041] Y can be O, S or -NR 11 ,

[0042] R 1 To R4 and R 11 can be independently hydrogen, 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 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0043] b1, b2, b3 and b4 may each independently be an integer from 1 to 8,

[0044] L 1 To L 4 may be independently substituted or unsubstituted C 6 -C 60 Arylene,

[0045] a1 to a4 can each independently be an integer from 0 to 3,

[0046] Substituted C 5 -C 60 Carbocyclic groups, 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 -C 60 Arylthio, substituted C 1 -C 60 At least one substituent in the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be:

[0047] 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 or C 1 -C 60 Alkoxy;

[0048] C can be substituted by 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 3 -C 10 Cycloalkyl, C 1 -C 10Heterocycloalkyl, 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 ) or -P(=O)(Q 11 )(Q 12 );

[0049] 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 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group;

[0050] C can be substituted by 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, C6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group or monovalent non-aromatic fused heteropolycyclic group: 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 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 ) or -P(=O)(Q 21 )(Q 22 ),or

[0051] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q32 );and

[0052] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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 a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group or a terphenyl group.

[0053] In the case of a general DABNA-based material, B located before C and N located after C among atoms in the same period as C in the periodic table are used.

[0054] In example embodiments, additional heteroatoms are present, which can improve the properties. Oxygen has amphoteric properties. It has also been evaluated that oxygen is electron donating (EDG) and has electron withdrawing properties compared to N. When an oxygen-containing ring is applied, it can act as a weak acceptor relative to the N atom, imparting HOMO-LUMO separation properties such as slight donor-acceptor type thermally activated delayed fluorescence (TADF) to the multiple resonances of the existing DABNA structure, and can show a reduced ΔE ST However, when an acceptor with stronger electron-withdrawing is applied, it may function as a donor-acceptor type TADF molecule. Therefore, the multi-resonance characteristics may be lost.

[0055] In an example embodiment, A in Formula 1 11 and A 12 Each independently may be phenyl, benzofuranyl or benzothiophenyl.

[0056] In an exemplary embodiment, R in Formula 1 2 and R 3 can be each independently hydrogen or substituted or unsubstituted C 1 -C 60 Alkyl. For example, R 2 or R 3 It may be tert-butyl.

[0057] In an exemplary embodiment, R in Formula 1 1 It may be hydrogen, or may be represented by one of Formula 2a to Formula 2c:

[0058]

[0059] In Formula 2a to Formula 2c,

[0060] R 21 and R 22 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ), where Ar 11 and Ar 12 may be independently substituted or unsubstituted C 6 -C 60 Aryl or substituted or unsubstituted C 1 -C 60 heteroaryl, and a21 and a22 may each independently be an integer of 1 to 4,

[0061] 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 -C 60 Arylthio, substituted C 1 -C 60 At least one substituent in the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be:

[0062] 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 or C 1 -C 60 Alkoxy;

[0063] C can be substituted by 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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, -O(Q 11 )、-S(Q 11 )、-Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-P(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) or -P(=O)(Q 11 )(Q 12 );

[0064] 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 60Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group;

[0065] C can be substituted by 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 or monovalent non-aromatic fused heteropolycyclic group: 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 fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -O(Q 21 )、-S(Q 21 )、-Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22)、-B(Q 21 )(Q 22 )、-P(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) or -P(=O)(Q 21 )(Q 22 );or

[0066] -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),

[0067] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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 60a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group or a terphenyl group, and

[0068] *Indicates the binding site with the neighboring atoms.

[0069] In an exemplary embodiment, in Formula 2c, Ar 11 and Ar 12 They can be independently represented by Formula 3a or Formula 3b:

[0070]

[0071] In Formula 3a and Formula 3b,

[0072] X 3 Can be O or S,

[0073] R 31 and R 32 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, pyrenyl, chrysene, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazinyl, benzimidazolyl or phenanthrolinyl,

[0074] a31 and a32 may each independently be an integer from 0 to 4, and

[0075] *Indicates the binding site with the neighboring atoms.

[0076] In an exemplary embodiment, in Formula 2c, Ar 11 and Ar 12 Can be independently represented by one of Formula 4a to Formula 4d:

[0077]

[0078] In Formula 44ad to Formula 44d, X 3 It can be O or S, and * indicates the binding site with the adjacent atom.

[0079] In an example embodiment, Formula 1 may be represented by Formula 2:

[0080] <Formula 2>

[0081]

[0082] In formula 2,

[0083] X 2 With X in formula 1 1 Same, R 5 With R in formula 1 1 Same, L 5 With L in formula 1 1 The same, and a5 and b5 are each independently the same as a1 and b1 in Formula 1, respectively.

[0084] In an example embodiment, A in Formula 2 11 and A 12 It can be phenyl, benzofuranyl or benzothiophenyl. 2 and R 3 can be each independently hydrogen or substituted or unsubstituted C 1 -C 60 alkyl.

[0085] In an exemplary embodiment, R in Formula 2 1 may be hydrogen or may be represented by one of Formulas 2a to 2c. In an exemplary embodiment, Ar in Formula 2c 11 and Ar 12 can be independently represented by Formula 3a or Formula 3b. In an exemplary embodiment, Ar in Formula 2c 11 and Ar 12 Each may be independently represented by one of Formulae 4a to 4d.

[0086] In an exemplary embodiment, in Formula 2, R 4 and R 5 may each independently be hydrogen or may each independently be represented by Formula 5a:

[0087]

[0088] In Formula 5a,

[0089] R 51 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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 10Cycloalkyl, 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, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0090] a51 can be an integer from 1 to 4,

[0091] 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 -C60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 At least one substituent in the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be:

[0092] 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 or C 1 -C 60 Alkoxy;

[0093] C can be substituted by 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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, -O(Q 11 )、-S(Q 11 )、-Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-P(Q 11 )(Q 12)、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) or -P(=O)(Q 11 )(Q 12 );

[0094] 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 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group;

[0095] C can be substituted by 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 or monovalent non-aromatic fused heteropolycyclic group: 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 10Cycloalkenyl, 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, -O(Q 21 )、-S(Q 21 )、-Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-P(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) or -P(=O)(Q 21 )(Q 22 ),or

[0096] -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 );

[0097] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1 -C 60 Alkyl, 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 a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group or a terphenyl group, and

[0098] *Indicates the binding site with the neighboring atoms.

[0099] In example embodiments, Formula 1 may be represented by Formula 3 or Formula 4:

[0100] <Formula 3>

[0101]

[0102] <Formula 4>

[0103]

[0104] In equation 3 and equation 4,

[0105] X 2 It can be compared with X in formula 1 1 Same, R 5 It can be compared with R in Formula 1 1 Same, L 5 It can be compared with L in formula 1 1 The same, and a5 and b5 may each independently be the same as a1 and b1 in Formula 1.

[0106] In an example embodiment, in Formula 3 and Formula 4, A 11 and A 12 may be each independently a phenyl group, a benzofuranyl group, or a benzothiophenyl group. In example embodiments, in Formula 3 and Formula 4, R 2 and R 3 can be each independently hydrogen or substituted or unsubstituted C 1 -C 60 alkyl.

[0107] In an example embodiment, in Formula 3 and Formula 4, R 1 may be hydrogen or may be represented by one of Formulae 2a to 2c. In an exemplary embodiment, in Formula 2c, Ar 11 and Ar 12 can be independently represented by Formula 3a or Formula 3b. In an exemplary embodiment, in Formula 2c, Ar 11 and Ar 12 Each may be independently represented by one of Formulae 4a to 4d.

[0108] In example embodiments, Formula 1 may be represented by Formula 5, Formula 6, or Formula 7:

[0109] <Formula 5>

[0110]

[0111] <Formula 6>

[0112]

[0113] <Formula 7>

[0114]

[0115] In equations 5, 6, and 7, X 1 , Y, R 1 To R 4 , b1, b2, b3, b4, L 1 To L 4 and a1 to a4 may each independently be the same as described in Formula 1. In example embodiments, in Formula 5, Formula 6, and Formula 7, R 2 and R 3 can be each independently hydrogen or substituted or unsubstituted C 1 -C 60 alkyl.

[0116] In an example embodiment, in Formula 5 and Formula 6, R 1 may be hydrogen, or may be represented by one of Formulae 2a to 2c. In an exemplary embodiment, in Formula 2c, Ar 11 and Ar 12 can be independently represented by Formula 3a or Formula 3b. In an exemplary embodiment, in Formula 2c, Ar 11 and Ar 12 Each may be independently represented by one of Formulae 4a to 4d.

[0117] In example embodiments, the heterocyclic compound represented by Formula 1 may be one of Compounds 1 to 57:

[0118]

[0119]

[0120]

[0121]

[0122]

[0123]

[0124] The expression “(organic layer) includes at least one compound” as used herein may include the case where “(organic layer) includes the same compound represented by Formula 1” and the case where “(organic layer) includes two or more different compounds represented by Formula 1”.

[0125] For example, the organic layer may include only Compound 1 as a compound. In this regard, Compound 1 may be present in the light-emitting layer of the organic light-emitting device. In one or more embodiments, the organic layer may include Compound 1 and Compound 2 as compounds. In this regard, Compound 1 and Compound 2 may be present in the same layer (for example, Compound 1 and Compound 2 may both be present in the light-emitting layer), or in different layers (for example, Compound 1 may be present in the light-emitting layer and Compound 2 may be present in the electron transport region).

[0126] According to example embodiments, an organic light emitting device includes:

[0127] a first electrode;

[0128] a second electrode facing the first electrode; and

[0129] An organic layer between the first electrode and the second electrode, the organic layer including a light emitting layer and a heterocyclic compound represented by Formula 1.

[0130] In an example implementation,

[0131] The first electrode of the organic light-emitting device may be an anode.

[0132] The second electrode of the organic light-emitting device may be a cathode,

[0133] The organic layer may further include a hole transport region between the first electrode and the light emitting layer and an electron transport region between the light emitting layer and the second electrode.

[0134] The hole transport region may include a hole injection layer, a hole transport layer, a buffer layer, an electron blocking layer, or a combination thereof, and

[0135] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof.

[0136] In example embodiments, the light emitting layer may be a fluorescent light emitting layer, and may include the heterocyclic compound represented by Formula 1.

[0137] In example embodiments, the heterocyclic compound represented by Formula 1 may be used as a dopant or a host in the light emitting layer.

[0138] In example embodiments, the heterocyclic compound represented by Formula 1 may be a thermally activated delayed fluorescent material. That is, the heterocyclic compound represented by Formula 1 may be a compound that emits light according to a thermally activated delayed fluorescence method.

[0139] According to example embodiments, an electronic device includes a thin film transistor including a source electrode, a drain electrode, an active layer, and a gate electrode, and an organic light emitting device having a first electrode electrically connected to one of the source electrode and the drain electrode of the thin film transistor.

[0140] The term "organic layer" as used herein refers to a single layer and / or a plurality of layers disposed between a first electrode and a second electrode of an organic light-emitting device. Materials included in the "organic layer" are not limited to organic materials.

[0141] [ Figure 1 Description]

[0142] Figure 1 1 is a schematic diagram of an organic light-emitting device 10 according to an example embodiment. The organic light-emitting device 10 includes a first electrode 110 , an organic layer 150 , and a second electrode 190 .

[0143] In the following, we will combine Figure 1 A structure of an organic light-emitting device 10 and a method of manufacturing the organic light-emitting device 10 according to example embodiments are described.

[0144] [First electrode 110]

[0145] exist Figure 1 In the embodiment, a substrate may be additionally disposed under the first electrode 110 or on the second electrode 190. The substrate may be a glass substrate or a plastic substrate, each of which has excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance.

[0146] The first electrode 110 may be formed by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be selected from materials having a high work function to facilitate hole injection.

[0147] 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 used to form the first electrode 110 may be, for example, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2 ), zinc oxide (ZnO), or a combination thereof. In one or more embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 110 may be, for example, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or a combination thereof.

[0148] 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.

[0149] [Organic layer 150]

[0150] The organic layer 150 is disposed on the first electrode 110. The organic layer 150 may include a light emitting layer.

[0151] The organic layer 150 may further include a hole transport region between the first electrode 110 and the light emitting layer and an electron transport region between the light emitting layer and the second electrode 190 .

[0152] [Hole Transport Region in Organic Layer 150]

[0153] 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 containing a plurality of different materials.

[0154] The hole transport region may include at least one of a hole injection layer, a hole transport layer, a light emitting auxiliary layer, and an electron blocking layer.

[0155] For example, the hole transport zone may have a single-layer structure or a multi-layer structure, the single-layer structure includes a single layer containing a plurality of different materials, the multi-layer structure has a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / luminescence auxiliary layer structure, a hole injection layer / luminescence auxiliary layer structure, a hole transport layer / luminescence auxiliary layer structure or a hole injection layer / hole transport layer / electron blocking layer structure, wherein for each structure, the constituent layers are stacked sequentially from the first electrode 110 in the order stated.

[0156] The hole transport region may include, for example, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4,4',4"-tri(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), a compound represented by Formula 201, or a compound represented by Formula 202:

[0157]

[0158] <Formula 201>

[0159]

[0160] <Formula 202>

[0161]

[0162] In equation 201 and equation 202,

[0163] L 201 To L 204 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0164] L 205 Can be selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 Alkylene, substituted or unsubstituted C 2 -C 20 Alkenylene, substituted or unsubstituted C 3 -C10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0165] xa1 to xa4 may each independently be an integer from 0 to 3,

[0166] xa5 can be an integer from 1 to 10, and

[0167] R 201 To R 204 and Q 201 may be independently 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 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0168] In an example embodiment, in equation 202, R 201 and R 202 may be optionally linked via a single bond, a dimethyl-methylene or a diphenyl-methylene, and R 203 and R 204 The attachment may optionally be via a single bond, a dimethyl-methylene or a diphenyl-methylene.

[0169] In one or more embodiments, in Formula 201 and Formula 202,

[0170] L 201 To L 205 Can be independently selected from:

[0171] phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrenylene, chrysene, tetraphenylene, phrenylene, perylene, pentaphenylene, hexaphenylene, pentaphenylene, rubenylene, coronenylene, ovaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0172] each substituted with at least one selected from the following: phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrenylene, chrysene, tetraphenylene, pyrenylene, perylene, pentaphenylene, hexaphenylene, and tetraphenylene; Pentaphenyl, rubidinyl, corundinyl, ovobenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl and pyridinyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridinyl, -Si(Q) 31 )(Q 32 )(Q 33 ) and -N(Q31 )(Q 32 ),and

[0173] 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.

[0174] In one or more embodiments, xa1 to xa4 may each independently be 0, 1 or 2.

[0175] In one or more embodiments, xa5 can be 1, 2, 3 or 4.

[0176] In one or more embodiments, R 201 To R 204 and Q 201 Can be independently selected from:

[0177] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridinyl; and

[0178] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, pyrenyl, peryl, pentaphenenyl, hexacenyl, and tetracenyl; Pentaphenyl, rubinyl, corynyl, ovophene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl and pyridyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridinyl, -Si(Q) 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ),and

[0179] Q 31 To Q 33 Same as described above.

[0180] In one or more embodiments, in Formula 201, selected from R 201 To R 203 At least one of can be independently selected from:

[0181] fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl; and

[0182] Fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothienyl.

[0183] In one or more embodiments, in Formula 202, i) R 201 and R 202 can be connected via a single bond, and / or ii) R 203 and R 204 Can be connected via one-touch.

[0184] In one or more embodiments, in Formula 202, selected from R 201 To R 204 At least one of can be independently selected from:

[0185] carbazolyl; and

[0186] A carbazolyl group substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothienyl.

[0187] The compound represented by Formula 201 can be represented by Formula 201A:

[0188] <Formula 201A>

[0189]

[0190] In an example embodiment, the compound represented by Formula 201 may be represented by Formula 201A(1):

[0191] <Formula 201A(1)>

[0192]

[0193] In example embodiments, the compound represented by Formula 201 may be represented by Formula 201A-1:

[0194]

[0195] In an example embodiment, the compound represented by Formula 202 may be represented by Formula 202A:

[0196]

[0197] In example embodiments, the compound represented by Formula 202 may be represented by Formula 202A-1:

[0198]

[0199] In Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202A, and Formula 202A-1,

[0200] L 201 To L 203 , xa1 to xa3, xa5 and R 202 To R204 Same as described above,

[0201] R 211 and R 212 Can be independently connected to R 203 The same, and

[0202] R 213 To R 217 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl substituted phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl and pyridinyl.

[0203] The hole transport region may include, for example, at least one compound selected from compounds HT1 to HT39:

[0204]

[0205]

[0206]

[0207]

[0208] The thickness of the hole transport region may be about to about For example, 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 about to about For example, about to about and the thickness of the hole transport layer may be in the range of about to about For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without a significant increase in driving voltage.

[0209] The light emitting auxiliary layer can increase light emitting efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the light emitting layer, and the electron blocking layer can block the flow of electrons from the electron transport region. The light emitting auxiliary layer and the electron blocking layer can include materials as described above.

[0210] [p-dopant]

[0211] The hole transport region includes a charge generating material for improving the conductive property. The charge generating material may be dispersed uniformly or non-uniformly in the hole transport region.

[0212] The charge generating material may be, for example, a p-dopant.

[0213] In example embodiments, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level of −3.5 eV or less.

[0214] The p-dopant may include, for example, a quinone derivative, a metal oxide, or a cyano group-containing compound.

[0215] For example, the p-dopant may include at least one selected from the following:

[0216] Quinone derivatives, such as tetracyanoquinodimethane (TCNQ) or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0217] Metal oxides, such as tungsten oxide or molybdenum oxide;

[0218] 1,4,5,8,9,12-Hexaazatriphenylene-hexanitrile (HAT-CN); and

[0219] The compound represented by formula 221,

[0220]

[0221] <Formula 221>

[0222]

[0223] In formula 221,

[0224] R 221 To R 223 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C1 -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 fused polycyclic group and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, wherein R is selected from 221 To R 223 At least one of the following may have at least one substituent selected from the group consisting of cyano, -F, -Cl, -Br, -I, C substituted with -F 1 -C 20 Alkyl, C substituted by -Cl 1 -C 20 Alkyl, C substituted by -Br 1 -C 20 Alkyl and C substituted by -I 1 -C 20 alkyl.

[0225] [Light Emitting Layer in Organic Layer 150]

[0226] When the organic light-emitting device 10 is a full-color organic light-emitting device, the light-emitting layer may be patterned into, for example, a red light-emitting layer, a green light-emitting layer, or a blue light-emitting layer according to the sub-pixel. In one or more embodiments, the light-emitting layer may have a stacked structure of two or more layers selected from a red light-emitting layer, a green light-emitting layer, and a blue light-emitting layer, wherein the two or more layers are in contact with each other or separated from each other. In one or more embodiments, the light-emitting 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.

[0227] The light emitting layer may include the compound of Formula 1 according to example embodiments.

[0228] In one or more embodiments, the compound of Formula 1 may be used as a host or a dopant.

[0229] The light emitting layer may include a phosphorescent dopant or a fluorescent dopant.

[0230] In the light emitting layer, the amount of the dopant may be in the range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

[0231] The thickness of the light-emitting layer can be about to about For example, about to about When the thickness of the light-emitting layer is within this range, excellent light-emitting characteristics can be obtained without a significant increase in driving voltage.

[0232] [Subject in the luminous layer]

[0233] In one or more embodiments, the host may include a compound represented by Formula 301:

[0234] <Formula 301>

[0235] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0236] In formula 301,

[0237] Ar 301 Can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0238] xb11 can be 1, 2 or 3,

[0239] L 301 is selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0240] xb1 can be an integer from 0 to 5,

[0241] R 301 can be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60Alkyl, 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 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 ),

[0242] xb21 can be an integer from 1 to 5, and

[0243] Q 301 To Q 303 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0244] In an exemplary embodiment, Ar in Formula 301 301 You can choose from:

[0245] naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, pentaphenanthrenyl, indenoanthryl, dibenzofuranyl, and dibenzothienyl; and

[0246] naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, pentaphenanthrenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxy, 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(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 ),and

[0247] 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.

[0248] When xb11 in Formula 301 is 2 or greater, two or more Ar 301 Can be connected via one-touch.

[0249] In one or more embodiments, the compound represented by Formula 301 may be represented by Formula 301-1 or 301-2:

[0250] <Formula 301-1>

[0251]

[0252] <Formula 301-2>

[0253]

[0254] In Formula 301-1 and Formula 301-2,

[0255] A 301 To A 304 The phenyl group may be independently selected from phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, pyridyl, pyrimidyl, indenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl and dinaphthothienyl,

[0256] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0257] R 311 To R 314 can be independently selected from hydrogen, 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(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 ),

[0258] xb22 and xb23 can each independently be 0, 1 or 2,

[0259] L 301 、xb1、R 301 and Q 31 To Q 33 Same as described above,

[0260] L 302 To L 304 Can be independently connected to L 301 same,

[0261] xb2 to xb4 may each independently be the same as xb1, and

[0262] R 302 To R 304 Can be independently connected to R 301 same.

[0263] For example, in Formula 301, Formula 301-1, and Formula 301-2, L 301 To L 304 Can be independently selected from:

[0264] Phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene, and azacarbazolylene; and

[0265] each substituted with at least one selected from the following: phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene , isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene and azacarbazolylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazinyl, hydrazone, C 1 -C20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, 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 ),and

[0266] Q 31 To Q 33 Same as described above.

[0267] In an example embodiment, in Formula 301, Formula 301-1, and Formula 301-2, R 301 To R 304 Can be independently selected from:

[0268] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiophene oxazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0269] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, 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 ),and

[0270] Q 31 To Q 33 Same as described above.

[0271] In one or more embodiments, the host may include an alkaline earth metal complex. For example, the host may be selected from a Be complex (eg, compound H55), a Mg complex, and a Zn complex.

[0272] The host may include at least one selected from 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tri(carbazolyl-9-yl)benzene (TCP), and compounds H1 to H55:

[0273]

[0274]

[0275]

[0276] [Phosphorescent Dopant Included in the Light Emitting Layer in the Organic Layer 150]

[0277] The phosphorescent dopant may include an organic metal complex represented by Formula 401:

[0278] <Formula 401>

[0279] M(L 401 ) xc1 (L 402 ) xc2 .

[0280] In formula 401,

[0281] 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),

[0282] L 401 The ligand represented by free formula 402 can be selected, and xc1 can be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 may be the same or different from each other,

[0283] <Formula 402>

[0284]

[0285] L 402 may be an organic ligand, and xc2 may be an integer from 0 to 4, wherein when xc2 is 2 or greater, two or more L 402 may be the same or different from each other,

[0286] In formula 402,

[0287] X 401 To X 404 may each independently be nitrogen or carbon,

[0288] X 401 and X 403 can be connected via a single bond or a double bond, and X 402 and X 404 Can be connected via single or double bonds,

[0289] A 401 and A 402 Can be independently C 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,

[0290] X 405It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*', where Q 411 and Q 412 Can be hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,

[0291] X 406 Can be a single bond, O or S,

[0292] R 401 and R 402 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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)(Q401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ), where Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, C 6 -C 20 Aryl and C 1 -C 20 Heteroaryl,

[0293] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0294] * and *' in Formula 402 each indicate a binding site with M in Formula 401.

[0295] In an example implementation, A in equation 402 401 and A 402 The benzofuranyl, benzothiophenyl, benzoisothiophenyl, benzoxazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, and dibenzothiophenyl may be independently selected from the group consisting of phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, indenyl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiophenyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, and dibenzothiophenyl.

[0296] In one or more embodiments, in Formula 402, i) X 401 may be nitrogen, and X 402 Can be carbon, or ii) X 401 and X 402 They may each be nitrogen at the same time.

[0297] In one or more embodiments, R in Formula 402 401 and R 402 Can be independently selected from:

[0298] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0299] Each of the following C 1-C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, naphthyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl and norbornenyl;

[0300] Cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl;

[0301] cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl; and -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 ),and

[0302] Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl and naphthyl.

[0303] In one or more embodiments, when xc1 in Formula 401 is 2 or greater, two or more L 401 Two A's 401 Optionally, the 407 Connect, or two or more L 401 Two A's 402 Optionally, the 408 Connect (see compounds PD1 to PD4 and PD7). 407 and X 408 can be each independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*'、*-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(Q 414 )-*'(where Q 413 and Q 414 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl).

[0304] L in Formula 401 402 It can be a monovalent, divalent or trivalent organic ligand. For example, L 402 It may be selected from halogen, diketone (eg, acetylacetonate), carboxylic acid (eg, picolinate), -C(=O), isonitrile, -CN, and phosphorus (eg, phosphine or phosphite).

[0305] In one or more embodiments, the phosphorescent dopant may be selected from, for example, compounds PD1 to PD25:

[0306]

[0307]

[0308] [Fluorescent dopant in the light-emitting layer]

[0309] The fluorescent dopant may include an aromatic amine compound or a styrylamine compound.

[0310] The fluorescent dopant may include a compound represented by Formula 501:

[0311] <Formula 501>

[0312]

[0313] In formula 501,

[0314] Ar 501 Can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0315] L 501 To L 503 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0316] xd1 to xd3 may each independently be an integer from 0 to 3;

[0317] R 501 and R 502 may be independently 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, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and

[0318] xd4 can be an integer from 1 to 6.

[0319] In an exemplary embodiment, Ar in Formula 501 501 You can choose from:

[0320] naphthyl, heptalenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, perylenyl, pentaphenanthrenyl, indenoanthryl, and indenophenanthrenyl; and

[0321] naphthyl, heptalenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, pentaphenanthrenyl, indenoanthryl and indenophenanthrenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0322] In one or more embodiments, L in Formula 501 501 To L 503 Can be independently selected from:

[0323] phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentacephenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0324] phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, and pyridylene, each substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridinyl.

[0325] In one or more embodiments, R in Formula 501 501 and R 502 Can be independently selected from:

[0326] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, perylenyl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridinyl; and

[0327] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, and pyridyl, each substituted with at least one selected from the group consisting of 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, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, and -Si(Q) 31 )(Q 32 )(Q 33 ),and

[0328] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0329] In one or more embodiments, xd4 in equation 501 may be 2.

[0330] For example, the fluorescent dopant may be selected from compounds FD1 to FD22:

[0331]

[0332]

[0333]

[0334] In one or more embodiments, the fluorescent dopant may be selected from the following compounds:

[0335]

[0336] [Electron Transport Region in Organic Layer 150]

[0337] 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 containing a plurality of different materials.

[0338] The electron transport region may include at least one of a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, and an electron injection layer.

[0339] 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 stacked sequentially from the light emitting layer. However, the embodiment of the structure of the electron transport region is not limited thereto.

[0340] The electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a metal-free compound containing at least one π-electron-depleted nitrogen-containing ring.

[0341] A "π-electron-depleted nitrogen-containing ring" refers to a C-N-containing ring having at least one *-N=*' moiety as a ring-forming part. 1 -C 60 Heterocyclic group.

[0342] For example, the "π-electron-depleted nitrogen-containing ring" may be i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group in which two or more 5- to 7-membered heteromonocyclic groups each having at least one *-N=*' moiety are fused to each other, or iii) a heteropolycyclic group in which at least one 5- to 7-membered heteromonocyclic group each having at least one *-N=*' moiety is fused to at least one C 5 -C 60 The carbocyclic group is fused.

[0343] Examples of rings containing π-electron-depleted nitrogen 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, benzisothiazole, benzoxazole, benzisoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole.

[0344] For example, the electron transport region may include a compound represented by Formula 601:

[0345] <Formula 601>

[0346] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0347] In formula 601,

[0348] Ar 601 Can be substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0349] xe11 can be 1, 2 or 3,

[0350] L 601 is selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0351] xe1 can be an integer from 0 to 5,

[0352] R 601 Can 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 ),

[0353] Q 601 To Q 603 Can be independently C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl, and

[0354] xe21 can be an integer from 1 to 5.

[0355] In an example embodiment, the number of Ar is xe11 601 and the number of R is xe21 601 At least one of may include a ring containing π-electron-depleted nitrogen.

[0356] In an example embodiment, Ar in Formula 601 601 You can choose from:

[0357] Phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, peryl, pentaphenanthracene, indenoanthryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0358] phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pentaphenanthracene, indenoanthryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, each substituted by at least one selected from the following Quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: 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 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and

[0359] Q 31 To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0360] When xe11 in Formula 601 is 2 or greater, two or more Ar 601 Can be connected via one-touch.

[0361] In one or more embodiments, Ar in Formula 601 601 It may be anthracene.

[0362] In one or more embodiments, the compound represented by Formula 601 may be represented by Formula 601-1:

[0363] <Formula 601-1>

[0364]

[0365] In formula 601-1,

[0366] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), X 616 Can be N or C(R 616 ), and selected from X 614 To X 616 At least one of may be N,

[0367] L 611 To L 613 Can be independently connected to L 601 same,

[0368] xe611 to xe613 can be independently identical to xe1.

[0369] R 611 To R 613 Can be independently connected to R 601 The same, and

[0370] R 614 To R 616 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0371] In an example implementation, L in equation 601 and equation 601-1 601 and L 611 To L 613 Can be independently selected from:

[0372] Phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene, and azacarbazolylene; and

[0373] each substituted with at least one selected from the following: phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene , isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene and azacarbazolylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazinyl, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazole yl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl.

[0374] In one or more embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.

[0375] In one or more embodiments, R in Formula 601 and Formula 601-1 601 and R 611 To R 613 Can be independently selected from:

[0376] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl;

[0377] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: 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, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioyl, pyridyl, imidazolyl, pyrazolyl , thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0378] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),and

[0379] Q 601 and Q 602 Each may independently be the same as described above.

[0380] The electron transport region may include at least one compound selected from compounds ET1 to ET36:

[0381]

[0382]

[0383]

[0384] In example embodiments, the electron transport region may include a plurality of selected from the group consisting of 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:

[0385]

[0386] In example embodiments, the electron transport region may include a phosphine oxide-containing compound (eg, TSPO1 used in the following examples, etc.) In example embodiments, the phosphine oxide-containing compound may be used in a hole blocking layer in the electron transport region.

[0387] The thickness of the buffer layer, the hole blocking layer, and the electron control layer may each be about to about For example, about to about When the thicknesses of the buffer layer, the hole blocking layer, and the electron control layer are within these ranges, the electron blocking layer may have excellent electron blocking properties or electron control properties without a significant increase in driving voltage.

[0388] The thickness of the electron transport layer can be about to about For example, about to about When the thickness of the electron transport layer is within the above range, the electron transport layer may have satisfactory electron transport characteristics without a significant increase in driving voltage.

[0389] The electron transport region (eg, an electron transport layer in the electron transport region) may include a metal-containing material.

[0390] The metal-containing material may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The alkali metal complex may include a metal ion selected from the following: Li ion, Na ion, K ion, Rb ion and Cs ion, and the alkaline earth metal complex may include a metal ion selected from the following: Be ion, Mg ion, Ca ion, Sr ion and Ba ion. The ligand coordinated with the metal ion of the alkali metal complex or the alkaline earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline and cyclopentadiene.

[0391] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (8-hydroxyquinoline lithium, LiQ) or ET-D2:

[0392]

[0393] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190. The electron injection layer may directly contact the second electrode 190.

[0394] The electron injection layer 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 containing a plurality of different materials.

[0395] 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 a combination thereof.

[0396] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In example embodiments, the alkali metal may be Li, Na, or Cs. In one or more embodiments, the alkali metal may be Li or Cs.

[0397] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.

[0398] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0399] The alkali metal compound, alkaline earth metal compound and rare earth metal compound may be selected from oxides and halides (eg, fluorides, chlorides, bromides or iodides) of alkali metals, alkaline earth metals and rare earth metals.

[0400] The alkali metal compound can be selected from alkali metal oxides, such as Li 2 O、Cs 2 O or K2 O, and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI. In an exemplary embodiment, the alkali metal compound may be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI, and KI.

[0401] The alkaline earth metal compound may be selected from alkaline earth metal oxides such as BaO, SrO, CaO, Ba x Sr 1-x O (0 < x < 1), Ba x Ca 1-x O (0 < x < 1). In an exemplary embodiment, the alkaline earth metal compound may be selected from BaO, SrO, and CaO.

[0402] The rare earth metal compound may be selected from YbF 3 , ScF 3 , Sc 2 O 3 , Y 2 O 3 , Ce 2 O 3 , GdF 3 , and TbF 3 . In an exemplary embodiment, the rare earth metal compound may be selected from YbF 3 , ScF 3 , TbF 3 , YbI 3 , ScI 3 , and TbI 3 .

[0403] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex may include the ions of the alkali metal, alkaline earth metal, and rare earth metal as described above, and the ligands coordinated with the metal ions of the alkali metal complex, alkaline earth metal complex, or rare earth metal complex 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.

[0404] The electron injection layer may be composed of 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 a combination thereof as described above. In one or more embodiments, the electron injection layer may further include an organic material. When the electron injection layer further includes an organic material, 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 a combination thereof may be uniformly or non-uniformly dispersed in a matrix including an organic material.

[0405] The thickness of the electron injection layer can be about to about For example, about to about When the thickness of the electron injection layer is within the above range, the electron injection layer may have satisfactory electron injection characteristics without a significant increase in driving voltage.

[0406] [Second electrode 190]

[0407] The second electrode 190 may be disposed on the organic layer 150 having such a structure. The second electrode 190 may be a cathode, which is an electron injection electrode, and in this regard, a material for forming the second electrode 190 may be selected from metals, alloys, conductive compounds, and combinations thereof having a relatively low work function.

[0408] The second electrode 190 may 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, but the embodiments of the present disclosure are not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0409] The second electrode 190 may have a single-layer structure or a multi-layer structure including two or more layers.

[0410] [ Figures 2 to 4 Description]

[0411] Figure 2 The organic light-emitting device 20 includes a first capping layer 210, a first electrode 110, an organic layer 150, and a second electrode 190, which are sequentially stacked in the order stated, Figure 3 The organic light-emitting device 30 includes a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220, which are sequentially stacked in this order, and Figure 4The organic light-emitting device 40 includes a first capping layer 210 , a first electrode 110 , an organic layer 150 , a second electrode 190 , and a second capping layer 220 .

[0412] for Figures 2 to 4 , the first electrode 110, the organic layer 150 and the second electrode 190 can be combined by reference Figure 1 Description presented to understand.

[0413] In the organic layer 150 of each of the organic light-emitting devices 20 and 40, light generated in the light-emitting layer can pass through the first electrode 110 (which is a semi-transmissive electrode or a transmissive electrode) and the first capping layer 210 toward the outside, and in the organic layer 150 of each of the organic light-emitting devices 30 and 40, light generated in the light-emitting layer can pass through the second electrode 190 (which is a semi-transmissive electrode or a transmissive electrode) and the second capping layer 220 toward the outside.

[0414] According to the principle of constructive interference, the first capping layer 210 and the second capping layer 220 may increase external light emitting efficiency.

[0415] The first capping layer 210 and the second capping layer 220 may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or a composite capping layer including an organic material and an inorganic material. The organic capping layer may include polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.) or a combination thereof.

[0416] At least one selected from the first capping layer 210 and the second capping layer 220 may 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. Carbocyclic compounds, heterocyclic compounds, and amine compounds may be optionally substituted with a substituent containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In example embodiments, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include an amine compound.

[0417] In example embodiments, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include the compound represented by Formula 201 or the compound represented by Formula 202.

[0418] In one or more embodiments, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include a compound selected from compounds HT28 to HT33 and compounds CP1 to CP5:

[0419]

[0420] The layer constituting the hole transport region, the light emitting layer and the layer constituting the electron transport region can be formed in a certain region by utilizing one or more appropriate methods selected from the following: vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing and laser induced thermal imaging.

[0421] When the layer constituting the hole transport region, the light emitting layer, and the layer constituting the electron transport region are formed by vacuum deposition, the deposition may be performed at a deposition temperature of about 100° C. to about 500° C., at a temperature of about 1 ... -8 To about 10 -3 Torr vacuum and approx. / second to about The deposition was carried out at a deposition rate of 2.5 h / s.

[0422] When the layer constituting the hole transport region, the light emitting layer, and the layer constituting the electron transport region are formed by spin coating, the spin coating may be performed at a coating rate of about 2,000 rpm to about 5,000 rpm and a heat treatment temperature of about 80°C to 200°C, considering the materials to be included in the layers to be formed and the structure of the layers to be formed.

[0423] [equipment]

[0424] The organic light-emitting device may be included in various devices. For example, a light-emitting device, an authentication device, or an electronic device including the organic light-emitting device may be provided.

[0425] In addition to the organic light-emitting device, the light-emitting device may further include a thin film transistor including a source electrode and a drain electrode. One of the source electrode and the drain electrode of the thin film transistor may be electrically connected to one of the first electrode and the second electrode of the organic light-emitting device. The light-emitting device can be used as various displays, light sources, etc.

[0426] The authentication device may be, for example, a biometric authentication device for authenticating an individual by using biometric information of a biometric body (eg, a fingertip, an eye pupil, etc.).

[0427] In addition to the organic light emitting device, the authentication apparatus may further include a biometric information collector.

[0428] The electronic device can be applied to personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notepads, electronic dictionaries, electronic game consoles, medical equipment (e.g., electronic thermometers, blood pressure meters, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram (ECG) displays, ultrasonic diagnostic devices, or endoscope displays), fish finders, various measuring instruments, meters (e.g., meters for vehicles, aircraft, and ships), projectors, etc.

[0429] [General Definition of Substituents]

[0430] As used herein, the term "C 1 -C 60 "Alkyl" refers to a linear or branched saturated aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and examples thereof 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 1 -C 60 An alkyl group is a divalent group having the same structure.

[0431] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 The term "C" as used herein refers to a hydrocarbon group having at least one double bond in the middle or at the terminal of the alkyl group, and examples thereof include ethenyl, propenyl, and butenyl. 2 -C 60 "Alkenylene" refers to 2 -C 60 Alkenyl groups have divalent groups of the same structure.

[0432] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 The term "C" as used herein refers to a hydrocarbon group having at least one triple bond in the middle or at the terminal of the alkyl group, and examples thereof include ethynyl and propynyl. 2 -C 60 "Alkynylidene" refers to 2 -C 60 Alkynyl groups are divalent groups with the same structure.

[0433] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (A 101 C 1 -C 60An alkyl group is a monovalent group represented by an alkyl group, and examples thereof include a methoxy group, an ethoxy group and an isopropoxy group.

[0434] As used herein, the term "C 3 -C 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl. As used herein, the term "Cycloalkyl" refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl. 3 -C 10 "Cycloalkylene" refers to 3 -C 10 The cycloalkyl group has a divalent group of the same structure.

[0435] 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 a ring-forming atom and 1 to 10 carbon atoms, and examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and tetrahydrothienyl. As used herein, the term "C 1 -C 10 "Heterocycloalkylene" refers to a C 1 -C 10 The heterocycloalkyl group has a divalent group of the same structure.

[0436] This article uses C 3 -C 10 The cycloalkenyl group refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one double bond in its ring and not having aromaticity, and examples thereof include cyclopentenyl, cyclohexenyl and cycloheptenyl. The term "C 3 -C 10 "Cycloalkenylene" refers to 3 -C 10 The cycloalkenyl group has a divalent group of the same structure.

[0437] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as a ring atom, 1 to 10 carbon atoms and at least one double bond in its ring. 1 -C 10 Non-limiting examples of heterocycloalkenyl groups 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 1 -C 10 The heterocycloalkenyl group has a divalent group of the same structure.

[0438] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic system (having 6 to 60 carbon atoms), and the C 6 -C 60 Arylene refers to a divalent group having a carbocyclic aromatic system (having 6 to 60 carbon atoms). 6 -C 60 Examples of aryl groups are phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl and chrysene. 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, these rings may be fused to each other.

[0439] As used herein, the term "C 1 -C 60 The term "heteroaryl" as used herein refers to a monovalent group having a heterocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom in addition to 1 to 60 carbon atoms). 1 -C 60 The term "heteroarylene group" refers to a divalent group having a heterocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P and S as a ring atom in addition to 1 to 60 carbon atoms). 1 -C 60 Examples of heteroaryl are pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl and isoquinolyl. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each include two or more rings, these rings may be fused to each other.

[0440] The term "C 6 -C 60 "Aryloxy" refers to -OA 102 (A 102 C 6 -C 60 aryl), and C 6 -C 60 Arylthio refers to -SA 103 (A 103 C 6 -C 60 aryl).

[0441] The term "monovalent non-aromatic fused polycyclic group" as used herein refers to a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, only carbon atoms as ring-forming atoms, and its entire molecular structure does not have aromaticity. A detailed example of a monovalent non-aromatic fused polycyclic group is a fluorenyl group. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.

[0442] The term "monovalent non-aromatic fused heteropolycyclic group" as used herein refers to a monovalent group (e.g., having 1 to 60 carbon atoms) having two or more rings fused to each other, at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom in addition to carbon atoms, and its entire molecular structure does not have aromaticity. An example of a monovalent non-aromatic fused heteropolycyclic group is a carbazolyl group. The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0443] As used herein, the term "C 5 -C 60 "Carbocyclic group" refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms (wherein the ring atoms are only carbon atoms). 5 -C 60 The carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. 5 -C 60 The carbocyclic group may be a ring (such as benzene), a monovalent group (such as phenyl), or a divalent group (such as phenylene). 5 -C 60 The number of substituents in a carbocyclic group, C 5 -C 60 The carbocyclic group may be a trivalent group or a tetravalent group.

[0444] As used herein, the term "C 1 -C 60 "Heterocyclic group" refers to a 5 -C 60 The carbocyclic group has the same structural group except that at least one heteroatom selected from N, O, Si, P and S is used as a ring-forming atom in addition to carbon atoms (for example, the number of carbon atoms may range from 1 to 60).

[0445] In this specification, substituted C 5 -C 60 Carbocyclic groups, substituted C 1 -C 60 Heterocyclic groups, substituted C 3 -C10 Cycloalkylene, substituted C 1 -C 10 Heterocycloalkylene, substituted C 3 -C 10 Cycloalkenylene, substituted C 1 -C 10 Heterocycloalkenylene, substituted C 6 -C 60 Arylene, substituted C 1 -C 60 Heteroarylene, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic 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 -C 60 Arylthio, substituted C 1 -C 60 At least one substituent in the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group and the substituted monovalent non-aromatic condensed heteropolycyclic group may be selected from:

[0446] 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 and C 1 -C 60 Alkoxy;

[0447] Each of the following C 1 -C 60 Alkyl, C 2 -C 60Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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 );

[0448] 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 fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;

[0449] Each of the following C 3 -C 10Cycloalkyl, 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: 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 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 );as well as

[0450] -Si(Q 31 )(Q 32 )(Q33 )、-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 ),and

[0451] 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 fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, C substituted by at least one selected from deuterium, -F and cyano 1 -C 60 Alkyl, C substituted by at least one selected from deuterium, -F and cyano 6 -C 60 Aryl, biphenyl and terphenyl.

[0452] The term "Ph" as used herein refers to a phenyl group, the term "Me" as used herein refers to a methyl group, the term "Et" as used herein refers to an ethyl group, and the terms "ter-Bu" or "Bu" as used herein refer to an ethyl group. t ” refers to tert-butyl, and the term “OMe” used herein refers to methoxy.

[0453] As used herein, the term "biphenyl" refers to a "phenyl group substituted by a phenyl group". In other words, a "biphenyl group" is a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0454] As used herein, the term "terphenyl" refers to a "phenyl group substituted by a biphenyl group". In other words, a "terphenyl group" is a group having a C 6 -C 60 Aryl substituted C 6 -C 60 Phenyl with aryl as substituent.

[0455] Unless otherwise defined, * and *' used herein each refer to a binding site to an adjacent atom in the corresponding formula.

[0456] The following examples and comparative examples are provided to emphasize the characteristics of one or more embodiments, but it should be understood that the examples and comparative examples should not be interpreted as limiting the scope of the embodiments, and the comparative examples should not be interpreted as exceeding the scope of the embodiments. Further, it should be understood that the embodiments are not limited to the specific details described in the examples and comparative examples.

[0457] The expression "B is used instead of A" when describing a synthesis example means that the same molar equivalent of B is used instead of A.

[0458] [Example]

[0459] Synthesis Example: Synthesis of Compound 5

[0460]

[0461] Synthesis of intermediate 5-1

[0462] 9-(3,5-dibromophenyl)-9H-carbazole (1 eq), N,3-diphenyl-3a,7a-dihydrobenzofuran-2-amine (2 eq), tris(dibenzylideneacetone)dipalladium(0) (0.1 eq), tri-tert-butylphosphine (0.1 eq) and sodium tert-butoxide (3.0 eq) were dissolved in toluene and stirred at a temperature of 100° C. for 2 hours. After the reaction mixture was cooled, the reaction mixture was washed three times with ethyl acetate and water to obtain an organic layer. MgSO 4 The organic layer was dried and concentrated under reduced pressure and subjected to column chromatography to obtain Intermediate 5-1 (yield: 65%).

[0463] Synthesis of compound 5

[0464] Intermediate 5-1 (1 eq) was dissolved in o-dichlorobenzene ODCB and cooled to 0° C. in a nitrogen atmosphere, and BBr was slowly added thereto. 3(2 eq). Then, the reaction mixture was heated to 170° C. and stirred for 12 hours. After the reaction was completed, the solvent was removed therefrom under reduced pressure, and the reaction product was washed three times with ethyl acetate and water to obtain an organic layer. MgSO 4 The organic layer was dried and concentrated under reduced pressure and subjected to column chromatography to obtain Compound 5 (yield: 25%).

[0465] Synthesis Example: Synthesis of Compound 17

[0466]

[0467] Synthesis of Intermediate 17-1

[0468] Intermediate 17-1 was obtained in the same manner as in the synthesis of Intermediate 5-1 by using 9-(3,5-dibromophenyl)-9H-carbazole (1 eq) and N-(3-phenyl-3a,7a-dihydrobenzofuran-2-yl)benzofuran-2-amine (2 eq) (yield: 45%).

[0469] Synthesis of compound 17

[0470] By using Intermediate 17-1 (1 eq), Compound 17 was obtained in the same manner as in the synthesis of Compound 5 (yield: 20%).

[0471] Synthesis Example: Synthesis of Compound 33

[0472]

[0473] Synthesis of Intermediate 33-1

[0474] Intermediate 33-1 was obtained in the same manner as in the synthesis of Intermediate 5-1 by using 3,5-dibromo-N,N-diphenylaniline (1 eq) and N-(4-(tert-butyl)phenyl)-3-phenyl-3a,7a-dihydrobenzo[b]thiophene-2-amine (2 eq) (yield: 52%).

[0475] Synthesis of compound 33

[0476] By using Intermediate 33-1 (1 eq), Compound 33 was obtained in the same manner as in the synthesis of Compound 5 (yield: 32%).

[0477] Synthesis Example: Synthesis of Compound 39

[0478]

[0479] Synthesis of Intermediate 39-1

[0480] Intermediate 39-1 was obtained in the same manner as in the synthesis of Intermediate 5-1 by using 3,5-dibromo-N,N-diphenylaniline (1 eq) and N-(3-phenyl-3a,7a-dihydrobenzo[b]thiophen-2-yl)benzo[b]thiophen-2-amine (2 eq) (yield: 60%).

[0481] Synthesis of compound 39

[0482] By using Intermediate 39-1 (1 eq), Compound 39 was obtained in the same manner as in the synthesis of Compound 5 (yield: 41%).

[0483] Synthesis Example: Synthesis of Compound 55

[0484]

[0485] Synthesis of Intermediate 55-1

[0486] Intermediate 55-1 was obtained in the same manner as in the synthesis of Intermediate 5-1 by using 1,3,5-tribromobenzene (1 eq) and N,3-diphenyl-3a,7a-dihydrobenzofuran-2-amine (3 eq) (yield: 70%).

[0487] Synthesis of compound 55

[0488] By using Intermediate 55-1 (1 eq), Compound 55 was obtained in the same manner as in the synthesis of Compound 5 (yield: 28%).

[0489] Synthesis Example: Synthesis of Compound 56

[0490]

[0491] Synthesis of Intermediate 56-1

[0492] Intermediate 56-1 was obtained in the same manner as in the synthesis of Intermediate 5-1 by using 1,3,5-tribromobenzene (1 eq) and N,3-diphenyl-3a,7a-dihydrobenzo[b]thiophene-2-amine (3 eq) (yield: 65%).

[0493] Synthesis of compound 56

[0494] Compound 56 was obtained in the same manner as in the synthesis of Compound 5 by using Intermediate 56-1 (1 eq) (yield: 22%).

[0495] Synthesis Example: Synthesis of Compound 57

[0496]

[0497] Synthesis of Intermediate 57-1

[0498] Intermediate 57-1 was obtained in the same manner as in the synthesis of Intermediate 5-1 by using 1,3,5-tribromobenzene (1 eq) and N-(3-phenyl-3a,7a-dihydrobenzofuran-2-yl)benzofuran-2-amine (3 eq) (yield: 60%).

[0499] Synthesis of compound 57

[0500] Compound 57 was obtained in the same manner as in the synthesis of Compound 5 by using Intermediate 57-1 (1 eq) (yield: 18%).

[0501] Compounds 5 to 57 of Synthesis Examples 1 H NMR and MS / FAB are shown in Table 1.

[0502] The synthesis methods of compounds other than those shown in Table 1 can also be easily recognized by those skilled in the art by referring to the above-mentioned synthesis mechanism and source materials.

[0503] [Table 1]

[0504]

[0505] Simulation Assessment

[0506] The HOMO, LUMO, oscillator strength (OSC) and ΔE of compounds 5, 17, 30 and 49 to 57 according to the examples and compounds DABNA-1 and 1-2694 were calculated by simulation (name: Gaussian, version: B3LYP). ST The values ​​are shown in Table 2.

[0507] [Table 2]

[0508] Compound HOMO LUMO Eg T1 nm T1(eV) S1 nm S1(eV) Dipole OSC <![CDATA[ΔE ST ]]> 5 -5.271 -1.522 3.749 450.96 2.75 407.96 3.04 1.2574 0.2364 0.290 17 -5.048 -1.120 3.928 420.74 2.95 390.42 3.18 2.3013 0.1880 0.229 30 -5.171 -1.454 3.717 458.92 2.70 403.77 3.07 2.6795 0.2670 0.369 49 -5.098 -1.063 4.035 413.60 3.00 391.25 3.17 1.0469 0.3080 0.171 50 -5.057 -1.283 3.775 433.23 2.86 389.59 3.18 1.4109 0.2286 0.321 51 -4.949 -0.956 3.993 411.50 3.01 392.16 3.16 3.4801 0.2434 0.149 52 -4.947 -1.150 3.798 439.99 2.82 392.01 3.16 3.5862 0.2854 0.345 53 -5.056 -1.129 3.927 431.74 2.87 389.96 3.18 1.1354 0.3043 0.308 54 -4.919 -1.025 3.895 451.62 2.75 410 3.02 2.5402 0.1760 0.279 55 -5.016 -1.339 3.677 448.97 2.76 413.51 3.00 3.4055 0.2815 0.237 56 -4.978 -1.271 3.706 458.51 2.70 423.5 2.93 1.7166 0.2091 0.224 57 -4.939 -1.052 3.887 430.88 2.88 413.4 3.00 2.169 0.1244 0.122 DABNA-1 -4.735 -1.095 3.640 473.63 2.62 398.66 3.11 2.5492 0.2035 0.492 1-2694 -4.748 -1.216 3.532 485.12 2.56 409.64 3.03 2.836 0.3083 0.471

[0509] It can be confirmed from Table 2 that the compounds according to the Examples have significantly smaller ΔE than the compounds DABNA-1 and 1-2694. ST values, maintain similar OSC, and show a larger OSC.

[0510] The HOMO and LUMO orbitals of compounds 5, 17, 49, 51 and 55 and compounds DABNA-1 and 1-2694 were analyzed and compared by simulation, and the results are shown in Table 3.

[0511] [Table 3]

[0512]

[0513]

[0514] From the orbital observation results, it was confirmed that the compounds according to the examples maintained HOMO-LUMO overlap, resulting in slight separation and improved ΔE ST and oscillator strength (OSC).

[0515] Fabrication of organic light-emitting devices

[0516] Example 1

[0517] Corning 15Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm×50 mm×0.7 mm as an anode, ultrasonically treated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultrasonic waves and ozone for 30 minutes. Then, the ITO glass substrate was provided to a vacuum deposition apparatus.

[0518] The compound NPD was vacuum-deposited on an ITO glass substrate to form a A hole injection layer with a thickness of 1000 Å is formed, and a hole transport compound TCTA is vacuum-deposited on the hole injection layer to a thickness of 1000 Å. The hole transport compound CzSi is vacuum-deposited on TCTA to to form a hole transport layer.

[0519] Compound mCP and compound 5 were co-deposited on the layer at a weight ratio of 99:1 to form a Then, compound TSPO1 is deposited to form a blue light emitting layer having a thickness of The electron transport layer is formed by depositing the compound TPBI to form a The electron injection layer has a thickness of .

[0520] Alkali metal halide LiF is deposited on the electron injection layer until The thickness of the vacuum-deposited Al was 3,000 A LiF / Al electrode (cathode electrode) is formed with a thickness of , thereby completing the manufacture of the organic light-emitting device.

[0521]

[0522] Examples 2 to 7

[0523] An organic light-emitting device was manufactured in the same manner as in Example 1, except that Compounds 17, 33, 39, 55, 56, and 57 were each used instead of Compound 5 in forming a blue light-emitting layer.

[0524] Comparative Example 1

[0525] An organic light-emitting device was manufactured in the same manner as in Example 1, except that a blue dopant DABNA-1 was used when forming a blue light-emitting layer.

[0526]

[0527] Comparative Example 2

[0528] An organic light-emitting device was manufactured in the same manner as in Example 1, except that a blue dopant 1-2694 was used when forming a blue light-emitting layer.

[0529]

[0530] The driving voltage, luminous efficiency, and maximum quantum efficiency of the organic light-emitting devices manufactured according to Examples 1 to 7 and Comparative Examples 1 and 2 were measured, and the results thereof are shown in Table 4.

[0531] [Table 4]

[0532]

[0533] It can be confirmed from Table 4 that the organic light-emitting devices of Examples 1 to 7 exhibited excellent results compared with the results of the organic light-emitting devices of Comparative Examples 1 and 2.

[0534] The compound represented by Formula 1 may have a low ΔE ST value, and an organic light-emitting device including a light-emitting layer including the compound can have excellent quantum efficiency.

[0535] Through summary and review, DABNA-type thermally activated delayed fluorescence (TADF) compounds are considered. In this compound, the multiple resonance between the N atom and the B atom separates the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO), so that the TADF characteristics are exhibited, and there is a large overlap between the HOMO and the LUMO, thereby providing high luminescence efficiency. Since the structural changes before and after the transition are small, the full width at half maximum (FWHM) and Stokes shift are small. However, ΔE ST Therefore, in the case of high current density driving, the exciton lifetime (Tau) value may increase and the roll-off characteristic may be large.

[0536] As described above, embodiments may provide a system having a lower ΔE ST Values ​​include both structurally differentiated compounds and devices comprising the compounds.

[0537] Example embodiments have been disclosed herein, and although specific terms are employed, they are used and interpreted in a general and descriptive sense only and not for purposes of limitation. In some cases, as will be apparent to one of ordinary skill in the art at the time of filing this application, features, characteristics, and / or elements described in conjunction with a particular embodiment may be used alone or in combination with features, characteristics, and / or elements described in conjunction with other embodiments, unless expressly indicated otherwise. Therefore, it should be understood by those skilled in the art that various changes in form and details may be made without departing from the spirit and scope of the invention as set forth in the following claims.

Claims

1. An organic light-emitting device, comprising: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode and including a light emitting layer, the organic layer including a heterocyclic compound including boron and nitrogen, wherein the heterocyclic compound is represented by Formula 3 or Formula 4, and The organic layer comprises: A host compound represented by Formula 301; and / or The host compound represented by Formula 301-1 or Formula 301-2: <Formula 3> <Formula 4> Among them, in formula 3 and formula 4, A 11 and A 12 are each independently phenyl, benzofuranyl or benzothiophenyl, X1 and X2 are O or S, R1 is hydrogen, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), R2 and R3 are each independently hydrogen, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl or substituted or unsubstituted C1-C 10 Heterocycloalkenyl; R4 and R5 are each independently hydrogen, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio or substituted or unsubstituted C1-C 60 heteroaryl; b1, b2, b3, b4 and b5 are each independently an integer from 1 to 8, L1 to L5 are each independently substituted or unsubstituted C6-C 60 Arylene, a1 to a5 are each independently an integer from 0 to 3, <Formula 301> [On 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 In formula 301, Ar 301 is selected from naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, pentaphenanthrenyl, indenoanthryl, dibenzofuranyl and dibenzothienyl; and naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-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 ), L 301 is selected from the group consisting of phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentacephenylene, thienylene, furanylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene and dibenzosilylene; and phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene and dibenzothiophenylene, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, -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 ),and R 301 is selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, perylenyl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl and furanyl; and phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl and furanyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, -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 ), xb11 is 1, 2, or 3, xb1 is an integer selected from 0 to 5, xb21 is an integer selected from 1 to 5, <Formula 301-1> <Formula 301-2> A 301 To A 304 each independently selected from phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenanthrenyl, pyrenyl, chrysene, pyridyl, pyrimidinyl, indenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl and dinaphthothienyl, X 301 O, S or N-[(L 304 ) xb4 -R 304 ], R 311 To R 314 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-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 ), xb22 and xb23 are each independently 0, 1 or 2, L 301 To L 304 are each independently selected from substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocycloalkylene, substituted or unsubstituted C3-C 10 Cycloalkenylene, substituted or unsubstituted C1-C 10 Heterocycloalkenylene, substituted or unsubstituted C6-C 60 Arylene, substituted or unsubstituted C1-C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group, xb1 to xb4 are each independently selected from integers from 0 to 5 R 301 To R 304 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused 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 ), The substituted C1-C 60 Alkyl, the substituted C2-C 60 Alkenyl, the substituted C2-C 60 Alkynyl, the substituted C1-C 60 Alkoxy, the substituted C3-C 10 Cycloalkyl, the substituted C1-C 10 Heterocycloalkyl, the substituted C3-C 10 Cycloalkenyl, the substituted C1-C 10 Heterocycloalkenyl, the substituted C6-C 60 Aryl, the substituted C6-C 60 Aryloxy, the substituted C6-C 60 Arylthio, the substituted C1-C 60 heteroaryl, the substituted monovalent non-aromatic fused polycyclic group, the substituted monovalent non-aromatic fused heteropolycyclic group, the substituted C3-C 10 Cycloalkylene, the substituted C1-C 10 Heterocycloalkylene, the substituted C3-C 10 Cycloalkenylene, the substituted C1-C 10 Heterocycloalkenylene, the substituted C6-C 60 Arylene, the substituted C1-C 60 At least one substituent among the heteroarylene group, the substituted divalent non-aromatic fused polycyclic group and the substituted divalent non-aromatic fused heteropolycyclic group is: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy; C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-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 ) or -P(=O)(Q 11 )(Q 12 ); C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group; Each of the following C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group or monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-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 ) or -P(=O)(Q 21 )(Q 22 );or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 , Q 31 To Q 33 and Q 301 To Q 303 Each independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

2. The organic light-emitting device according to claim 1, wherein R2 and R3 in Formula 3 and Formula 4 are each independently hydrogen or a substituted or unsubstituted C1-C 60 alkyl.

3. The organic light-emitting device according to claim 1, wherein R1 in Formula 3 and Formula 4 is hydrogen, or R1 in Formula 3 and Formula 4 is represented by one of Formulas 2a to 2c: in, In Formula 2a and Formula 2b, R 21 and R 22 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), In formula 2c, Ar 11 and Ar 12 are each independently substituted or unsubstituted C6-C 60 Aryl or substituted or unsubstituted C1-C 60 Heteroaryl, a21 and a22 are each independently an integer from 1 to 4, The substituted C1-C 60 Alkyl, the substituted C2-C 60 Alkenyl, the substituted C2-C 60 Alkynyl, the substituted C1-C 60 Alkoxy, the substituted C3-C 10 Cycloalkyl, the substituted C1-C 10 Heterocycloalkyl, the substituted C3-C 10 Cycloalkenyl, the substituted C1-C 10 Heterocycloalkenyl, the substituted C6-C 60 Aryl, the substituted C6-C 60 Aryloxy, the substituted C6-C 60 Arylthio, the substituted C1-C 60 At least one substituent among the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group and the substituted monovalent non-aromatic fused heteropolycyclic group is: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy; C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -O(Q 11 )、-S(Q 11 )、-Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-P(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 ) or -P(=O)(Q 11 )(Q 12 ); C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group; Each of the following C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group or monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -O(Q 21 )、-S(Q 21 )、-Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-P(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 ) or -P(=O)(Q 21 )(Q 22 );or -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 )或-P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group or a terphenyl group, and *Indicates the binding site with the neighboring atoms.

4. The organic light-emitting device according to claim 3, wherein: In formula 2c, Ar 11 and Ar 12 Each is independently represented by Formula 3a or Formula 3b: Wherein, in Formula 3a and Formula 3b, X3 is O or S, R 31 and R 32 Each is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, pyrenyl, chrysene, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazinyl, benzimidazolyl or phenanthrolinyl, a31 and a32 are each independently an integer from 0 to 4, and *Indicates the binding site with the neighboring atoms.

5. The organic light-emitting device according to claim 3, wherein: In formula 2c, Ar 11 and Ar 12 Each is independently represented by one of Formula 4a to Formula 4d: Wherein, in Formulae 4a to 4d, X3 is O or S, and * indicates a binding site with an adjacent atom.

6. The organic light-emitting device of claim 1, wherein R4 and R5 are each independently hydrogen or a group represented by Formula 5a: in, In Formula 5a, R 51 is hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), a51 is an integer from 1 to 4, The substituted C1-C 60 Alkyl, the substituted C2-C 60 Alkenyl, the substituted C2-C 60 Alkynyl, the substituted C1-C 60 Alkoxy, the substituted C3-C 10 Cycloalkyl, the substituted C1-C 10 Heterocycloalkyl, the substituted C3-C 10 Cycloalkenyl, the substituted C1-C 10 Heterocycloalkenyl, the substituted C6-C 60 Aryl, the substituted C6-C 60 Aryloxy, the substituted C6-C 60 Arylthio, the substituted C1-C 60 At least one substituent among the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group and the substituted monovalent non-aromatic fused heteropolycyclic group is: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy; C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -O(Q 11 )、-S(Q 11 )、-Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-P(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 ) or -P(=O)(Q 11 )(Q 12 ); C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group; Each of the following C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group or monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -O(Q 21 )、-S(Q 21 )、-Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-P(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 ) or -P(=O)(Q 21 )(Q 22 );or -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 )或-P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group or a terphenyl group, and *Indicates the binding site with the neighboring atoms.

7. The organic light-emitting device of claim 1, wherein the heterocyclic compound represented by Formula 3 or Formula 4 is one of Compounds 1 to 57: The organic light-emitting device as claimed in claim 1 , wherein the light-emitting layer comprises a fluorescent dopant. 9 . The organic light emitting device of claim 1 , wherein the light emitting layer comprises a phosphorescent dopant. 10 . The organic light-emitting device of claim 1 , wherein the light-emitting layer comprises the heterocyclic compound. The organic light-emitting device of claim 10 , wherein the heterocyclic compound is used as a host in the light-emitting layer. 12 . The organic light-emitting device of claim 10 , wherein the heterocyclic compound is used as a dopant in the light-emitting layer. The organic light-emitting device as claimed in claim 10 , wherein the heterocyclic compound is a thermally activated delayed fluorescent material.

14. The organic light emitting device according to claim 1, wherein: The first electrode is an anode, The second electrode is a cathode, and The organic layer further comprises: i) a hole transport region, the hole transport region being between the first electrode and the light emitting layer and comprising a hole injection layer, a hole transport layer, a buffer layer, an electron blocking layer or a combination thereof, and ii) an electron transport zone, which is between the light-emitting layer and the second electrode and includes a hole blocking layer, an electron transport layer, an electron injection layer or a combination thereof. 15 . An electronic device comprising the organic light-emitting device according to claim 1 .

16. The electronic device of claim 15, wherein the electronic device comprises a biometric authentication device, a personal computer, a mobile phone, a digital camera, an electronic notepad, an electronic dictionary, an electronic game console, a medical device, a fish finder, a measuring instrument, a meter, and a projector.

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