Organic light emitting device and apparatus including the same

Abstract

Disclosed are a compound represented by Formula 1 and an 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 an emission layer. The organic layer includes a compound represented by Formula 1.

Description

[0001] This application is a divisional application of a patent application with an application date of March 31, 2020, application number 202010242365.0, and title “Organic Light-Emitting Device”. Technical Field

[0002] One or more embodiments of the present disclosure are directed to a compound and an organic light-emitting device including the compound. Background Art

[0003] The organic light emitting device is a self-emitting device that has a wide viewing angle, a high contrast ratio, a short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed compared to other devices, and produces a full-color image.

[0004] The organic light-emitting device may include a first electrode located on a substrate and a hole transport region, an emission layer, an electron transport region, and a second electrode sequentially located on the first electrode. Holes provided from the first electrode may move toward the emission layer through the hole transport region, and electrons provided from the second electrode may move toward the emission layer through the electron transport region. Carriers such as holes and electrons recombine in the emission layer to generate excitons. Then, the excitons transition (e.g., transition or relax) from an excited state to a ground state, thereby generating light. Summary of the invention

[0005] One or more embodiments include an emission layer compound having high light emitting efficiency compared to the prior art and a device including the emission layer compound.

[0006] Additional aspects of the embodiments will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the presented embodiments.

[0007] Aspects of embodiments of the present disclosure provide a compound represented by Formula 1:

[0008] Formula 1

[0009]

[0010] In formula 1,

[0011] Y represents a fused substituted or unsubstituted C 6 -C 60 Aryl or fused substituted or unsubstituted C 1 -C 60 Heteroaryl,

[0012] X 1 Can be N or CR 1 , X 2 Can be N or CR 2, X 3 Can be N or CR 3 , X 4 Can be N or CR 4 , X 5 Can be N or CR 5 , X 6 Can be N or CR 6 , X 7 Can be N or CR 7 , X 8 Can be N or CR 8 , X 9 Can be N or CR 9 ,

[0013] R 1 To R 11 can be independently selected from hydrogen, deuterium, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q1 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2 ), where R 1 To R 11 Two adjacent substituents in may be linked to each other to form a ring,

[0014] 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:

[0015] 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;

[0016] are substituted with 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, C1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) selected from at least one of the C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0017] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0018] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of the C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0019] -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

[0020] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenyl groups and terphenyl groups.

[0021] Another aspect of an embodiment of the present disclosure provides an organic light-emitting device, the organic light-emitting device comprising:

[0022] a first electrode;

[0023] a second electrode facing the first electrode; and

[0024] an organic layer, located between the first electrode and the second electrode, and including an emission layer,

[0025] The first electrode includes indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof, and

[0026] The second electrode includes lithium (Li), Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, ITO, IZO, ytterbium (Yb), silver-ytterbium (Ag-Yb), or any combination thereof, and

[0027] The organic layer includes a compound represented by Formula 1.

[0028] Another aspect of an embodiment of the present disclosure provides an electronic device, comprising: a thin film transistor; and an organic light-emitting device, wherein the thin film transistor comprises a source electrode, a drain electrode, an active layer and a gate electrode, and a first electrode of the organic light-emitting device is electrically coupled to one of the source electrode and the drain electrode of the thin film transistor. BRIEF DESCRIPTION OF THE DRAWINGS

[0029] These and / or other aspects of the embodiments will become apparent and easier to understand through the following description of the embodiments in conjunction with the accompanying drawings, in which:

[0030] Figure 1 is a schematic diagram of the structure of an organic light emitting device according to an embodiment;

[0031] Figure 2 is a schematic diagram of the structure of an organic light emitting device according to another embodiment;

[0032] Figure 3 is a schematic diagram of a structure of an organic light emitting device according to another embodiment; and

[0033] Figure 4 is a schematic diagram of the structure of an organic light emitting device according to another embodiment. DETAILED DESCRIPTION

[0034] Now will refer to embodiment in more detail, the example of embodiment is shown in the accompanying drawings, wherein the same reference numerals refer to the same element from time to time. In this regard, the embodiment provided can have different forms, and should not be interpreted as being limited to the description set forth herein. Therefore, the embodiment is only described below with reference to the accompanying drawings to explain the aspects of the embodiment of this specification. As used herein, the term "and / or" includes any combination and all combinations of one or more related listed items. When the expression such as "at least one (kind / person) of ... " is after a column of elements (elements), what is modified is the element (element) of the entire column, rather than modifying the individual element (element) in the column.

[0035] According to aspects of the embodiments of the present disclosure, the compound is represented by the following Formula 1:

[0036] Formula 1

[0037]

[0038] In formula 1,

[0039] Y represents a fused substituted or unsubstituted C 6 -C 60 Aryl or fused substituted or unsubstituted C 1 -C 60 Heteroaryl,

[0040] X 1 Can be N or CR 1 , X 2 Can be N or CR 2 , X 3 Can be N or CR 3 , X 4 Can be N or CR 4 , X 5 Can be N or CR 5 , X 6 Can be N or CR 6 , X 7 Can be N or CR 7 , X 8 Can be N or CR 8 , X 9 Can be N or CR 9 ,

[0041] R 1 To R 11 can be independently selected from hydrogen, deuterium, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 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 ) and -P(=O)(Q 1 )(Q 2 ), where R 1 To R 11 Two adjacent substituents in may be linked to each other to form a ring (ie, R 1 To R 11 Two adjacent substituents in which are optionally (or "optionally") connected to each other to form a ring),

[0042] 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:

[0043] 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 and C 1 -C 60 Alkoxy;

[0044] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) selected from at least one of the C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0045] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0046] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of the C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0047] -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

[0048] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenyl groups and terphenyl groups.

[0049] Since the compound represented by Formula 1 according to one or more embodiments has the structure described herein, the glass transition temperature and molecular thermal stability are high and the intermolecular interaction is reduced, and thus the compound represented by Formula 1 has high triplet energy. In addition, as a result, the ΔE of the compound represented by Formula 1 is st The triplet state is reduced, and the transition from the triplet state to the singlet state is promoted, thereby improving the efficiency of the organic light-emitting device including the compound represented by Formula 1. In addition, since the time of staying in the triplet state is shortened (for example, the duration of the triplet state of the compound represented by Formula 1 is reduced), the degree of degradation of the organic light-emitting device is reduced and the roll-off characteristics are reduced, thereby improving the life characteristics of the organic light-emitting device.

[0050] In one embodiment, R in Formula 1 10 and R 11 can be independently selected from substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 1 -C 60 Heteroaryl and -N(Q 1 )(Q 2 ).

[0051] In one embodiment, R in Formula 1 10 It can be from -N(Q 1 )(Q 2 ) and one selected from the groups represented by Formula 2a to Formula 2c:

[0052]

[0053] In Formula 2a to Formula 2c,

[0054] R 400 To R 402 can be independently selected from 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, yl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazine, benzimidazolyl and phenanthrolinyl,

[0055] a400 can be an integer from 1 to 4,

[0056] a401 can be an integer from 1 to 3, and

[0057] *Indicates the binding site with the adjacent atom.

[0058] -N(Q 1 )(Q 2 ) 1 and Q 2 Same as described above, and for example, each independently selected from C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, 1-Hydroxy-1-dopamine, 1-dopamine ...

[0059] Because R 10 Since the compound represented by Formula 1 has a moiety including N, it can have a high triplet energy. In addition, as a result, the ΔE of the compound represented by Formula 1 is st The efficiency is improved by reducing the time spent in the triplet state (for example, the duration of the triplet state of the compound represented by Formula 1 is reduced), and the roll-off characteristics are reduced, thereby improving the life characteristics of the organic light-emitting device.

[0060] In one embodiment, R in Formula 1 11 It can be expressed by formula 3a:

[0061]

[0062] In formula 3a,

[0063] Each R 500 can be independently selected from 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, yl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazine, benzimidazolyl and phenanthrolinyl,

[0064] a500 can be an integer from 1 to 5, and

[0065] *Indicates the binding site with the adjacent atom.

[0066] In one embodiment, X in Formula 1 1 , X 2 , X 5 and X 8 and may each independently be CH or CD, wherein D represents deuterium.

[0067] In one embodiment, Y in Formula 1 may be represented by one selected from Formula 1-(a) to Formula 1-(p):

[0068]

[0069] In Formula 1-(a) to Formula 1-(p),

[0070] R 30 To R 45 can be independently selected from 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, yl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazine, benzimidazolyl and phenanthrolinyl,

[0071] a31 can be an integer from 1 to 4,

[0072] a32 to a35 may each independently be an integer from 1 to 3,

[0073] a36 to a41 may each independently be an integer of 1 to 2, and

[0074] * and *' both indicate the binding sites with adjacent atoms.

[0075] Since the fused Y has a portion including N, the compound represented by Formula 1 may have high triplet energy. In addition, as a result, the ΔE of the compound represented by Formula 1 is stThe triplet state is reduced, and the transition from the triplet state to the singlet state is promoted, thereby improving the efficiency of the organic light-emitting device including the compound represented by Formula 1. In addition, the time of staying in the triplet state is shortened (for example, the duration of the triplet state of the compound represented by Formula 1 is reduced), and the degree of degradation of the organic light-emitting device is reduced, and the roll-off characteristics are reduced, thereby improving the life characteristics of the organic light-emitting device.

[0076] In Formula 1-(a) to Formula 1-(p), the substituent R 30 To R 45 Attachment may be to any hydrogen position of the heteroaryl moiety including the N.

[0077] In one embodiment, Formula 1 can be expressed by one selected from Formula 2-1 to Formula 2-4:

[0078] Formula 2-1

[0079]

[0080] Formula 2-2

[0081]

[0082] Formula 2-3

[0083]

[0084] Formula 2-4

[0085]

[0086] In Formula 2-1 to Formula 2-4,

[0087] R 30 and R 600 To R 603 can be independently selected from hydrogen, deuterium, 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 10Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 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 ) and -P(=O)(Q 1 )(Q 2 ), wherein two adjacent substituents among them may be connected to each other to form a ring,

[0088] 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:

[0089] 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;

[0090] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) selected from at least one of the C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0091] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0092] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of the C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0093] -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 ),

[0094] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group,

[0095] a600 can be an integer from 1 to 4,

[0096] a601 and a602 may each independently be an integer from 1 to 3, and

[0097] a603 can be an integer from 1 to 2.

[0098] In one embodiment, in Formula 2-1 to Formula 2-4, X 3 Can be N, X 1 Can be CR 1 , X 2 Can be CR 2 , X 4 Can be CR 4 , X 5 Can be CR 5 , X 6 Can be CR 6 , X 7 Can be CR 7 , X 8 Can be CR 8 , X 9 Can be CR 9 .

[0099] In one embodiment, in Formula 2-1 to Formula 2-4, X 6 Can be N, X 1 Can be CR 1 , X 2 Can be CR 2 , X 3 Can be CR 3 , X 4 Can be CR 4 , X 5 Can be CR 5 , X 7 Can be CR 7 , X 8 Can be CR 8 , X 9 Can be CR 9 .

[0100] In one embodiment, in Formula 2-1 to Formula 2-4, X 3 and X 6 can be independently N, X 1 Can be CR 1 , X 2 Can be CR 2 , X 4 Can be CR 4 , X 5 Can be CR 5, X 7 Can be CR 7 , X 8 Can be CR 8 , X 9 Can be CR 9 .

[0101] In one embodiment, in Formula 2-1 to Formula 2-4, X 3 , X 6 and X 9 can be independently N, X 1 Can be CR 1 , X 2 Can be CR 2 , X 4 Can be CR 4 , X 5 Can be CR 5 , X 7 Can be CR 7 , X 8 Can be CR 8 .

[0102] In one embodiment, in Formula 2-1 to Formula 2-4, X 3 , X 6 , X 7 and X 9 can be independently N, X 1 Can be CR 1 , X 2 Can be CR 2 , X 4 Can be CR 4 , X 5 Can be CR 5 , X 8 Can be CR 8 .

[0103] In one embodiment, in Formula 2-1 to Formula 2-4, X 1 Can be CR 1 , X 2 Can be CR 2 , X 3 Can be CR 3 , X 4 Can be CR 4 , X 5 Can be CR 5 , X 6 Can be CR 6 , X 7 Can be CR 7 , X 8 Can be CR 8 , X 9Can be CR 9 .

[0104] In one embodiment, R in Formula 1 11 and R 3 may be connected to each other to form a ring, and Formula 1 may be represented by one selected from the following Formulas 3-1 to 3-10:

[0105] Formula 3-1

[0106]

[0107] Formula 3-2

[0108]

[0109] Formula 3-3

[0110]

[0111] Formula 3-4

[0112]

[0113] Formula 3-5

[0114]

[0115] Formula 3-6

[0116]

[0117] Formula 3-7

[0118]

[0119] Formula 3-8

[0120]

[0121] Formula 3-9

[0122]

[0123] Formula 3-10

[0124]

[0125] In formula 3-1 to formula 3-10,

[0126] R 30 and R 700 To R 729 can be independently selected from hydrogen, deuterium, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2-C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 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 ) and -P(=O)(Q 1 )(Q 2 ), wherein two adjacent substituents among them may be connected to each other to form a ring,

[0127] 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 -C10 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:

[0128] 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;

[0129] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12) selected from at least one of the C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0130] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0131] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of the C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0132] -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

[0133] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group,

[0134] a700, a702, a705, a708 and a711 may each independently be an integer from 1 to 4,

[0135] a703, a706, a712, a714, a715, a717, a720, a721, a723 and a726 may each independently be an integer from 1 to 3, and

[0136] a709, a718, a724, a727 and a729 may each independently be an integer of 1 to 2.

[0137] In one embodiment, R in Formula 3-1 to Formula 3-10 30 , R 701 , R 704 , R 707 , R 710 , R 713 , R 716 , R 719 , R 722 , R 725 and R 728 Can be independently represented by formula 3a:

[0138]

[0139] In Formula 3a, R 500 and a500 are the same as described above.

[0140] In one embodiment, R in Formula 3-1 to Formula 3-10 10 It can be expressed by one selected from Formula 2a to Formula 2c:

[0141]

[0142] In Formula 2a to Formula 2c, R 400 To R 402, a400 and a401 are independently the same as described above.

[0143] In one embodiment, R in Formula 3-1 to Formula 3-10 700 and R 702 , R 703 and R 705 , R 706 and R 708 , R 709 and R 711 , R 712 and R 714 , R 715 and R 717 , R 718 and R 720 , R 721 and R 723 , R 724 and R 726 , R 727 and R 729 and may each independently be hydrogen or deuterium.

[0144] In one embodiment, in Formula 3-1 to Formula 3-10, X 4 Can be N, X 1 Can be CR 1 , X 2 Can be CR 2 , X 5 Can be CR 5 , X 6 Can be CR 6 , X 7 Can be CR 7 , X 8 Can be CR 8 , X 9 Can be CR 9 .

[0145] In one embodiment, in Formula 3-1 to Formula 3-10, X 9 Can be N, X 1 Can be CR 1 , X 2 Can be CR 2 , X 4 Can be CR 4 , X 5 Can be CR 5 , X 6 Can be CR 6 , X 7 Can be CR 7 , X 8 Can be CR 8 .

[0146] In one embodiment, in Formula 3-1 to Formula 3-10, X 4 and X 9 can be independently N, X 1 Can be CR 1 , X 2 Can be CR 2 , X 5 Can be CR 5 , X 6 Can be CR 6 , X 7 Can be CR 7 , X 8 Can be CR 8 .

[0147] In one embodiment, in Formula 3-1 to Formula 3-10, X 1 Can be CR 1 , X 2 Can be CR 2 , X 4 Can be CR 4 , X 5 Can be CR 5 , X 6 Can be CR 6 , X 7 Can be CR 7 , X 8 Can be CR 8 , X 9 Can be CR 9 .

[0148] In one embodiment, the compound represented by Formula 1 can be selected from Compound 1 to Compound 92:

[0149]

[0150]

[0151]

[0152]

[0153] 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”.

[0154] For example, the organic layer may include only compound 1 as the compound. In this regard, compound 1 may be present only in the emission layer of the organic light-emitting device. In one or more embodiments, the organic layer may include compound 1 and compound 2 as the compound. In one or more embodiments, both compound 1 and compound 2 may be present in the same layer (e.g., both compound 1 and compound 2 may be present in the emission layer), or compound 1 and compound 2 may be present in different layers (e.g., compound 1 may be present in the emission layer, and compound 2 may be present in the electron transport region).

[0155] According to another aspect of an embodiment of the present disclosure, an organic light emitting device includes:

[0156] a first electrode;

[0157] a second electrode facing the first electrode; and

[0158] an organic layer, located between the first electrode and the second electrode, and including an emission layer,

[0159] The organic layer includes a compound represented by Formula 1.

[0160] In one embodiment,

[0161] The first electrode of the organic light emitting device may be an anode,

[0162] The second electrode of the organic light emitting device may be a cathode, and

[0163] The organic layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode.

[0164] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.

[0165] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0166] In one embodiment, the emission layer may be a phosphor layer and may include the compound represented by Formula 1 as a host.

[0167] In one embodiment, the emission layer may be a phosphor layer and may include the compound represented by Formula 1 as a dopant or a host.

[0168] In one embodiment, the compound represented by Formula 1 may be a thermally activated delayed fluorescent material. For example, the compound represented by Formula 1 may be configured to emit light in a thermally activated delayed fluorescent manner.

[0169] According to another aspect of an embodiment of the present disclosure, an electronic device includes: a thin film transistor; and the organic light-emitting device, wherein the thin film transistor includes a source electrode, a drain electrode, an active layer and a gate electrode, and a first electrode of the organic light-emitting device is electrically coupled to one of the source electrode and the drain electrode of the thin film transistor.

[0170] As used herein, the term "organic layer" refers to a single layer and / or multiple layers located between the first electrode and the second electrode of the organic light-emitting device. The material included in the "organic layer" is not limited to an organic material. For example, the organic layer may include an inorganic material.

[0171] Figure 1 Description

[0172] Figure 1 is a schematic cross-sectional view of an organic light emitting device 10 according to an embodiment. The organic light emitting device 10 includes a first electrode 110 , an organic layer 150 , and a second electrode 190 .

[0173] In the following, we will combine Figure 1 The structure of the organic light emitting device 10 according to the embodiment and the method of manufacturing the organic light emitting device 10 according to the embodiment will be described.

[0174] First electrode 110

[0175] exist Figure 1 In the embodiment, the substrate may be additionally located below the first electrode 110 or above the second electrode 190. For use as a substrate, the substrate may be a glass substrate or a plastic substrate, both of which have excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance.

[0176] 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.

[0177] 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, a material for forming the first electrode 110 may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO) and any combination thereof, but the embodiments of the present disclosure are not limited thereto. 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 selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag) and any combination thereof, but the embodiments of the present disclosure are not limited thereto.

[0178] The first electrode 110 may have a single-layer structure or a multi-layer structure including two or more layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO, but the structure of the first electrode 110 is not limited thereto.

[0179] Organic layer 150

[0180] The organic layer 150 is located on the first electrode 110. The organic layer 150 may include an emission layer.

[0181] The organic layer 150 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 190 .

[0182] Hole transport region in the organic layer 150

[0183] The hole transport region may have: i) a single layer structure including a single layer including a single material; ii) a single layer structure including a single layer including a plurality of different materials; or iii) a multilayer structure having a plurality of layers including a plurality of different materials.

[0184] The hole transport region may include at least one layer selected from a hole injection layer, a hole transport layer, an emission auxiliary layer, and an electron blocking layer.

[0185] For example, the hole transport region may have a single-layer structure including a single layer containing a plurality of different materials, or a multilayer structure having a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assisting layer structure, a hole injection layer / emission assisting layer structure, a hole transport layer / emission assisting layer structure, or a hole injection layer / hole transport layer / emission assisting layer structure, wherein, for each structure, the constituent layers are stacked sequentially from the first electrode 110 in the order stated, but the structure of the hole transport region is not limited thereto.

[0186] The hole transport region may include at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-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, and a compound represented by Formula 202:

[0187]

[0188]

[0189] Formula 201

[0190]

[0191] Formula 202

[0192]

[0193] In equation 201 and equation 202,

[0194] L 201 To L 204 can 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, substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0195] 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 -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 60heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0196] xa1 to xa4 may each independently be an integer from 0 to 3,

[0197] xa5 can be an integer from 1 to 10, and

[0198] R 201 To R 204 and Q 201 can 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.

[0199] For example, in Equation 202, R 201 and R 202 can be optionally linked to each other via a single bond, a dimethyl-methylene group or a diphenyl-methylene group, R 203 and R 204 The groups may be optionally linked to each other via a single bond, a dimethyl-methylene group or a diphenyl-methylene group.

[0200] In one embodiment, in equation 201 and equation 202,

[0201] L 201 To L 205 Can be independently selected from:

[0202] Phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, tetraphenylene, perylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubidinylene, camphenylene, ovaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0203] are substituted with 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, substituted with C 1 -C 10 Alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one selected from phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalene, indacenylene, acenaphthenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, tetraphenylene, perylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubidinylene, camphenylene, ovaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene and pyridylene, and

[0204] 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.

[0205] In one or more embodiments, xa1 to xa4 may each independently be 0, 1 or 2.

[0206] In one or more embodiments, xa5 can be 1, 2, 3 or 4.

[0207] In one or more embodiments, R 201 To R 204 and Q 201 Can be independently selected from:

[0208] Phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridyl; and

[0209] are substituted with 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, substituted with C 1 -C 10 Alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32) is at least one selected from phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl, and

[0210] Q 31 To Q 33 Same as described above.

[0211] In one or more embodiments, from R in Formula 201 201 To R 203 At least one of the selected ones can be independently selected from:

[0212] fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and

[0213] are substituted with 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, substituted with C 1 -C 10 an alkyl group selected from the group consisting of a phenyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

[0214] However, the embodiments of the present disclosure are not limited thereto.

[0215] In one or more embodiments, in Formula 202, i) R 201 and R 202 can be linked to each other via a single bond, and / or ii) R 203 and R 204 can be connected to each other via a single bond.

[0216] In one or more embodiments, from R in Formula 202 201 To R 204 At least one of the selected ones may be selected from:

[0217] carbazolyl; and

[0218] Substitutions include 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, substituted with C 1 -C 10 a carbazolyl group selected from at least one of a phenyl group of an alkyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

[0219] However, the embodiments of the present disclosure are not limited thereto.

[0220] The compound represented by Formula 201 can be represented by Formula 201A:

[0221] Formula 201A

[0222]

[0223] In one embodiment, the compound represented by Formula 201 may be represented by the following Formula 201A(1), but embodiments of the present disclosure are not limited thereto:

[0224] Formula 201A(1)

[0225]

[0226] In one or more embodiments, the compound represented by Formula 201 may be represented by the following Formula 201A-1, but embodiments of the present disclosure are not limited thereto:

[0227] Formula 201A-1

[0228]

[0229] In one embodiment, the compound represented by Formula 202 can be represented by the following Formula 202A:

[0230] Formula 202A

[0231]

[0232] In one or more embodiments, the compound represented by Formula 202 may be represented by the following Formula 202A-1:

[0233] Formula 202A-1

[0234]

[0235] In Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202A, and Formula 202A-1,

[0236] L 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 Same as described above,

[0237] R 211 and R 212 can be independently combined with R 203 are defined the same as

[0238] 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, substituted with C 1 -C 10 Alkyl phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl.

[0239] The hole transport region may include at least one compound selected from Compound HT1 to Compound HT39, but the embodiments of the present disclosure are not limited thereto:

[0240]

[0241]

[0242]

[0243] 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 selected from a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about 1000 Å. to about (For example, about to about ), the thickness of the hole transport layer can be about to about (For example, about to about ) within the range of .

[0244] The emission auxiliary layer can improve light emitting efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer can block the flow of electrons from the electron transport region. The emission auxiliary layer and the electron blocking layer can include the materials as described above.

[0245] p-dopant

[0246] In addition to these materials, the hole transport region may also include 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.

[0247] The charge generating material may be, for example, a p-dopant.

[0248] In one embodiment, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level of -3.5 eV or less.

[0249] The p-dopant may include at least one selected from quinone derivatives, metal oxides, and cyano-containing compounds, but the embodiments of the present disclosure are not limited thereto.

[0250] In one embodiment, the p-dopant may include at least one selected from the following compounds:

[0251] Quinone derivatives, such as tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0252] Metal oxides, such as tungsten oxide or molybdenum oxide;

[0253] 1,4,5,8,9,12-Hexaazatriphenylene-hexanitrile (HAT-CN); and

[0254] The compound represented by formula 221,

[0255] However, the embodiments of the present disclosure are not limited thereto:

[0256]

[0257] Formula 221

[0258]

[0259] In formula 221,

[0260] R 221 To R 223 can 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 1 -C 60 Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, wherein R 221 To R 223 At least one selected from the group consisting of cyano, -F, -Cl, -Br, -I, C substituted with -F 1 -C 20 Alkyl, C substituted with -Cl 1 -C 20 Alkyl, C substituted with -Br 1 -C 20 Alkyl and C substituted with -I 1 -C 20 At least one substituent selected from the group consisting of:

[0261] Emission layer in the organic layer 150

[0262] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, or a blue emission layer according to the sub-pixel. In one or more embodiments, the emission layer may have a stacked structure of two or more layers selected from a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other or separated from each other. In one or more embodiments, the emission layer may include two or more materials selected from a red light-emitting material, a green light-emitting material, and a blue light-emitting material, wherein the two or more materials are mixed with each other in a single layer to be constructed to emit white light.

[0263] The emission layer may include the compound represented by Formula 1 according to an embodiment.

[0264] In one embodiment, the compound represented by Formula 1 may be used as a host or a dopant.

[0265] The emission layer may further include a host and a dopant in addition to the compound represented by Formula 1. The dopant may include at least one selected from a phosphorescent dopant and a fluorescent dopant.

[0266] In the emission 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, but embodiments of the present disclosure are not limited thereto.

[0267] The thickness of the emission layer can be about to about (For example, about to about When the thickness of the emission layer is within this range, excellent light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0268] Subject in the emission layer

[0269] The host may include the compound represented by Formula 1 according to the embodiment.

[0270] In addition to the compound represented by Formula 1 according to the embodiment, the emission layer may include a compound represented by the following Formula 301:

[0271] Formula 301

[0272] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0273] In formula 301,

[0274] Ar 301 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0275] xb11 can be 1, 2 or 3,

[0276] L 301 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0277] xb1 can be an integer from 0 to 5.

[0278] R 301 It can be selected from 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, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) and -P(=O)(Q 301)(Q 302 ),

[0279] xb21 can be an integer from 1 to 5, and

[0280] Q 301 To Q 303 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, but the embodiments of the present disclosure are not limited thereto.

[0281] In one embodiment, Ar in Formula 301 301 Can be selected from:

[0282] naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, phenanthrenyl, indenoanthryl, dibenzofuranyl, and dibenzothiophenyl; and

[0283] are substituted with 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 ) is at least one of naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl, and

[0284] Q 31 To Q 33 can be independently selected from C 1 -C 10 Alkyl, C 1 -C10 An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, but the embodiments of the present disclosure are not limited thereto.

[0285] When xb11 in Formula 301 is 2 or greater, two or more Ar 301 can be connected to each other via a single bond.

[0286] In one or more embodiments, the compound represented by Formula 301 may be represented by Formula 301-1 or Formula 301-2:

[0287] Formula 301-1

[0288]

[0289] Formula 301-2

[0290]

[0291] In Formula 301-1 and Formula 301-2,

[0292] A 301 To A 304 can be independently selected from a benzene ring, a naphthalene ring, a phenanthrene ring, a fluoranthene ring, a benzo[9,10]phenanthrene ring, a pyrene ring, ring, a pyridine ring, a pyrimidine ring, an indene ring, a fluorene ring, a spirobifluorene ring, a benzofluorene ring, a dibenzofluorene ring, an indole ring, a carbazole ring, a benzocarbazole ring, a dibenzocarbazole ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a naphthofuran ring, a benzonaphthofuran ring, a dinaphthofuran ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a naphthothiophene ring, a benzonaphthothiophene ring and a dinaphthothiophene ring,

[0293] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0294] 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 ),

[0295] xb22 and xb23 can each independently be 0, 1 or 2,

[0296] L 301 、xb1、R 301 and Q 31 To Q 33 Same as described above,

[0297] L 302 To L 304 can be independently combined with L 301 The same definition,

[0298] xb2 to xb4 may each independently be the same as defined in conjunction with xb1, and

[0299] R 302 To R 304 can be independently combined with R 301 The definition is the same.

[0300] For example, in Formula 301, Formula 301-1, and Formula 301-2, L 301 To L 304 Can be independently selected from:

[0301] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, 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, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene, and azacarbazolylene; and

[0302] The substitutions are from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridyl azine, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one of phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene, yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, 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, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene and azacarbazolylene, and

[0303] Q 31 To Q 33 Same as described above.

[0304] In one embodiment, R in Formula 301, Formula 301-1, and Formula 301-2 301 To R 304 Can be independently selected from:

[0305] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, 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, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0306] are substituted with 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridyl azine, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, 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, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl, and

[0307] Q 31 To Q 33 Same as described above.

[0308] In one embodiment, 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.

[0309] In one or more embodiments, 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, but embodiments of the present disclosure are not limited thereto:

[0310]

[0311]

[0312]

[0313] The phosphorescent dopant included in the emission layer of the organic layer 150

[0314] The phosphorescent dopant may include an organic metal complex represented by the following Formula 401:

[0315] Formula 401

[0316] M(L 401 ) xc1 (L 402 ) xc2

[0317] Formula 402

[0318]

[0319] In equations 401 and 402,

[0320] 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),

[0321] L 401 may be a ligand represented by formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 can be the same or different from each other,

[0322] 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 can be the same or different from each other,

[0323] X 401 To X 404may each independently be nitrogen or carbon,

[0324] X 401 and X 403 can be connected to each other via single bonds or double bonds, X 402 and X 404 can be linked to each other via single or double bonds,

[0325] A 401 and A 402 can be independently C 5 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0326] X 405 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*', where Q 411 and Q 412 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,

[0327] X 406 Can be a single bond, O or S,

[0328] 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 -C60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ), where Q 401 To Q 403 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,

[0329] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0330] The * and *' in formula 402 both represent the binding site with M in formula 401.

[0331] In one embodiment, A in equation 402 401 and A 402 They can all be independently selected from benzene, naphthalene, fluorene, spirobifluorene, indene, pyrrole, thiophene, furan, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, quinoline, isoquinoline, benzoquinoline, quinoxaline, quinazoline, carbazole, benzimidazole, benzofuran, benzothiophene, isobenzothiophene, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, dibenzofuran and dibenzothiophene.

[0332] In one or more embodiments, in Formula 402, i) X 401 Can be nitrogen, X 402 It can be carbon, or ii) X 401 and X 402Both may be nitrogen simultaneously (eg, at the same time).

[0333] In one or more embodiments, R in equation 402 401 and R 402 Can be independently selected from:

[0334] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0335] The C groups are substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, naphthyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl and norbornenyl. 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0336] Cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl;

[0337] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 at least one selected from the group consisting of an alkoxy group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

[0338] -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ),and

[0339] Q 401 To Q 403 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, and naphthyl, but the embodiments of the present disclosure are not limited thereto.

[0340] In one or more embodiments, in Formula 401, when xc1 is 2 or greater, two or more L 401 Two A's 401 It can be connected via X 407 Optionally connected, or when xc1 is 2 or greater, two or more L 401 Two A's 402 It can be connected via X 408 Optionally linked (see Compound PD1 to Compound PD4 and Compound PD7). 407 and X 408 can be independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*'、*-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(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), but the embodiments of the present disclosure are not limited thereto.

[0341] L in Formula 401 402 It can be a monovalent organic ligand, a divalent organic ligand or a trivalent organic ligand. 402 It may be halogen, diketone (e.g., acetylacetone), carboxylic acid (e.g., picolinic acid), -C(=O), isonitrile, -CN, and phosphorus-containing substances (e.g., phosphine or phosphite), but the embodiments of the present disclosure are not limited thereto.

[0342] In one embodiment, the phosphorescent dopant may be, for example, selected from compound PD1 to compound PD25, but the embodiments of the present disclosure are not limited thereto:

[0343]

[0344]

[0345] Fluorescent dopants in the emitting layer

[0346] The fluorescent dopant may include a compound represented by Formula 1 according to an embodiment of the present disclosure.

[0347] The fluorescent dopant may further include an arylamine compound or a styrylamine compound in addition to the compound represented by Formula 1 according to an embodiment of the present disclosure.

[0348] The fluorescent dopant may include a compound represented by the following Formula 501:

[0349] Formula 501

[0350]

[0351] In formula 501,

[0352] Ar 501 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0353] L 501 To L 503 can 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, substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0354] xd1 to xd3 may each independently be an integer from 0 to 3,

[0355] R501 and R 502 can 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, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and

[0356] xd4 can be an integer from 1 to 6.

[0357] In one embodiment, Ar in Formula 501 501 Can be selected from:

[0358] naphthyl, heptathenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, phenanthrenyl, perylenyl, pentaphenanthrenyl, indenoanthryl, and indenophenanthrenyl; and

[0359] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 at least one selected from the group consisting of alkoxy, phenyl, biphenyl, terphenyl and naphthyl, naphthyl, heptalenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, The following examples include 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33,

[0360] In one or more embodiments, L in Formula 501 501 To L 503 Can be independently selected from:

[0361] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, ...

[0362] are substituted with 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, a phenylene group, a naphthylene group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracene group, an anthracene group, an fluoranthenyl group, a benzo[9,10]phenanthrenyl group, a pyrenyl group, a fluorenyl group, a phenanthrenyl group, a phenanthrenyl group, a fluoranthrenyl group, a benzo[9,10]phenanthrenyl group, a py ... phenylene, phenylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, and pyridylene.

[0363] In one or more embodiments, R in Formula 501 501 and R 502 Can be independently selected from:

[0364] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridyl; and

[0365] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl and -Si(Q 31 )(Q 32 )(Q 33 ) is at least one selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophene, and pyridyl, and

[0366] 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.

[0367] In one or more embodiments, xd4 in equation 501 may be 2, but the embodiments of the present disclosure are not limited thereto.

[0368] For example, the fluorescent dopant may be selected from Compound FD1 to Compound FD22:

[0369]

[0370]

[0371]

[0372] In one or more embodiments, the fluorescent dopant may be selected from the following compounds, but the embodiments of the present disclosure are not limited thereto:

[0373]

[0374] Electron transport region in organic layer 150

[0375] The electron transport region may have: i) a single layer structure including a single layer including a single material; ii) a single layer structure including a single layer including a plurality of different materials; or iii) a multilayer structure having a plurality of layers including a plurality of different materials.

[0376] The electron transport region may include at least one selected from a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, and an electron injection layer, but the embodiments of the present disclosure are not limited thereto.

[0377] For example, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein for each structure, the constituent layers are sequentially stacked from the emission layer in the order stated. However, embodiments of the structure of the electron transport region are not limited thereto.

[0378] The electron transport region (e.g., 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.

[0379] As used herein, the term "π-electron-poor nitrogen-containing ring" refers to a C-type ring having at least one *-N=*' moiety as a ring-forming part. 1 -C 60 Heterocyclic group.

[0380] For example, the "π-electron-poor nitrogen-containing ring" can be: i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' portion; ii) a heteropolycyclic group in which two or more 5- to 7-membered heteromonocyclic groups each having at least one *-N=*' portion are condensed with each other (e.g., combined together); or iii) a heteropolycyclic group in which at least one of the 5- to 7-membered heteromonocyclic groups each having at least one *-N=*' portion is condensed with at least one C 5 -C 60 Carbocyclic groups are condensed (e.g., with at least one C 5 -C 60 A heteropolycyclic group (combined with a carbocyclic group).

[0381] Examples of π-electron-poor nitrogen-containing rings include, but are not limited to, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole.

[0382] For example, the electron transport region may include a compound represented by Formula 601 below:

[0383] Formula 601

[0384] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0385] In formula 601,

[0386] Ar 601 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0387] xe11 can be 1, 2 or 3,

[0388] L 601 Can be 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, substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0389] xe1 can be an integer from 0 to 5,

[0390] R 601 Can be selected from 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, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed 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 ),

[0391] Q 601 To Q 603 can be independently C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl, and

[0392] xe21 can be an integer from 1 to 5.

[0393] In one embodiment, xe11 number of Ar 601 and xe21 number of R 601 At least one of the may include a π-electron-poor nitrogen-containing ring.

[0394] In one embodiment, Ar in Formula 601 601 Can be selected from:

[0395] Phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, phenanthrenyl, phenanthrenyl, phenanthrenyl, phenanthryl, phenanthroline, phenazinyl, phenanthryl ...

[0396] are substituted with 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 ) is at least one selected from phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, naphthyl, phenanthrenyl, peryl, pentaphenanthrenyl, 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, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl, and

[0397] 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.

[0398] When xe11 in Formula 601 is 2 or greater, two or more Ar 601 Can connect via one-touch.

[0399] In one or more embodiments, Ar in Formula 601 601 It may be anthracene.

[0400] In one or more embodiments, the compound represented by Formula 601 may be represented by the following Formula 601-1:

[0401] Formula 601-1

[0402]

[0403] In formula 601-1,

[0404] 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 ), where, from X 614 To X 616 At least one of the selected ones may be N,

[0405] L 611 To L 613 can be independently combined with L 601 The same definition,

[0406] x 611 To xe 613 can all independently be the same as defined in conjunction with xe1,

[0407] R 611 To R 613 can be independently combined with R 601 are defined identically, and

[0408] 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.

[0409] In one embodiment, L in equation 601 601 and L in formula 601-1 611 To L 613 Can be independently selected from:

[0410] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, 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, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene, and azacarbazolylene; and

[0411] are substituted with 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazine at least one selected from the group consisting of phenylene, naphthylene, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthrylenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, 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, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene and azacarbazolylene,

[0412] However, the embodiments of the present disclosure are not limited thereto.

[0413] In one or more embodiments, xe1 in Formula 601 and xe611 to xe613 in Formula 601-1 may each independently be 0, 1, or 2.

[0414] In one or more embodiments, R in Formula 601 601 and R in formula 601-1 611 To R 613 Can be independently selected from:

[0415] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, 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, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl;

[0416] are substituted with 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalide a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[9,10]phenanthrenyl group, a pyrenyl group, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, 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, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0417] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),and

[0418] Q 601 and Q 602 Same as described above.

[0419] The electron transport region may include at least one compound selected from compound ET1 to compound ET36, but embodiments of the present disclosure are not limited thereto:

[0420]

[0421]

[0422]

[0423]

[0424] In one or more embodiments, the electron transport region may include 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 At least one selected from the group consisting of BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ) and NTAZ:

[0425]

[0426] In one embodiment, the electron transport region may include a phosphine oxide-containing compound (e.g., TSPO1 used in the following example, etc.), but the embodiments of the present disclosure are not limited thereto. In one embodiment, a phosphine oxide-containing compound may be used in a hole blocking layer in the electron transport region, but the embodiments of the present disclosure are not limited thereto.

[0427] The thickness of the buffer layer, the thickness of the hole blocking layer and the thickness of the electron control layer can be about to about (For example, about to about ). When the thickness of the buffer layer, the thickness of the hole blocking layer, and the thickness of the electron control layer are within these ranges, the hole blocking layer or the electron control layer can have excellent hole blocking properties or electron control properties without significantly increasing the driving voltage.

[0428] 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 can have suitable or satisfactory electron transport characteristics without significantly increasing the driving voltage.

[0429] In addition to the above materials, the electron transport region (eg, the electron transport layer in the electron transport region) may further include a metal-containing material.

[0430] 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 Li ions, Na ions, K ions, Rb ions, and Cs ions, and the alkaline earth metal complex may include a metal ion selected from Be ions, Mg ions, Ca ions, Sr ions, and Ba ions. 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, but the embodiments of the present disclosure are not limited thereto.

[0431] 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 compound ET-D2:

[0432]

[0433] The electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 190. The electron injection layer may directly contact the second electrode 190.

[0434] The electron injection layer may have: i) a single layer structure including a single layer including a single material; ii) a single layer structure including a single layer including a plurality of different materials; or iii) a multilayer structure having a plurality of layers including a plurality of different materials.

[0435] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0436] The alkali metal may be selected from Li, Na, K, Rb and Cs. In one embodiment, the alkali metal may be Li, Na or Cs. In one or more embodiments, the alkali metal may be Li or Cs, but the embodiments of the present disclosure are not limited thereto.

[0437] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.

[0438] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0439] 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.

[0440] The alkali metal compound may be selected from alkali metal oxides such as Li 2 O, Cs 2 O or K 2 O, and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI or KI. In one embodiment, the alkali metal compound may be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI and KI, but the embodiments of the present disclosure are not limited thereto.

[0441] The alkaline earth metal compound may be selected from alkaline earth metal oxides such as BaO, SrO, CaO, Ba x Sr 1-x O (where 0 < x < 1) or Ba x Ca 1-x O (where 0 < x < 1). In one embodiment, the alkaline earth metal compound may be selected from BaO, SrO and CaO, but the embodiments of the present disclosure are not limited thereto.

[0442] 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 和TbF 3 。 In one embodiment, the rare earth metal compound may be selected from YbF 3 、ScF 3 、TbF 3 、YbI 3 、ScI 3 和TbI 3 , but the embodiments of the present disclosure are not limited thereto.

[0443] 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, but the embodiments of the present disclosure are not limited thereto.

[0444] The electron injection layer can be composed of or include alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex or any combination thereof as described above. In one or more embodiments, the electron injection layer can also include organic material. When the electron injection layer also includes organic material, alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex or any combination thereof can be uniformly or non-uniformly dispersed in the matrix including the organic material.

[0445] 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 can have suitable or satisfactory electron injection characteristics without significantly increasing the driving voltage.

[0446] The second electrode 190

[0447] The second electrode 190 may be located on the organic layer 150 having such a structure. The second electrode 190 may be a cathode as 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 relatively low work functions.

[0448] 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, IZO, ytterbium (Yb), and silver-ytterbium (Ag-Yb), 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.

[0449] The second electrode 190 may have a single-layer structure or a multi-layer structure including two or more layers.

[0450] Figures 2 to 4 Description

[0451] Figure 2 2 is a schematic diagram of an organic light emitting device 20 according to an embodiment. 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 of this statement. Figure 3is a schematic diagram of an organic light emitting device 30 according to an embodiment. 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 the order of this statement. Figure 4 is a schematic diagram of an organic light emitting device 40 according to an embodiment. The 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 which are sequentially stacked in the order of this statement.

[0452] Reference Figures 2 to 4 , can be combined by reference Figure 1 The description is given to understand the first electrode 110 , the organic layer 150 , and the second electrode 190 .

[0453] In the organic layer 150 of each of the organic light-emitting devices 20 and 40, light generated in the emission layer may pass through the first electrode 110 and the first cover layer 210 toward the outside, wherein the first electrode 110 may be a semi-transmissive electrode or a transmissive electrode. In the organic layer 150 of each of the organic light-emitting devices 30 and 40, light generated in the emission layer may pass through the second electrode 190 and the second cover layer 220 toward the outside, wherein the second electrode 190 may be a semi-transmissive electrode or a transmissive electrode.

[0454] The first capping layer 210 and the second capping layer 220 may improve external light emitting efficiency according to the principle of constructive interference.

[0455] The first capping layer 210 and the second capping layer 220 may be independently 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, acryl resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.) or any combination thereof.

[0456] 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. The carbocyclic compounds, heterocyclic compounds, and amine compounds may be selectively substituted with a substituent containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In one embodiment, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include an amine compound.

[0457] In one embodiment, 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.

[0458] In one or more embodiments, at least one selected from the first cap layer 210 and the second cap layer 220 may each independently include a compound selected from compounds HT28 to HT33 and compounds CP1 to CP5, but the embodiments of the present disclosure are not limited thereto:

[0459]

[0460] In the above, it has been combined Figures 1 to 4 The organic light emitting device according to the embodiment is described, but the embodiments of the present disclosure are not limited thereto.

[0461] A layer constituting a hole transport region, an emission layer, and a layer constituting an electron transport region may be formed in a specific region by using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett deposition, inkjet printing, laser printing, and laser induced thermal imaging.

[0462] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by vacuum deposition, the deposition temperature may be about 100° C. to about 500° C., about 10 -8 About 10 -3 Torr vacuum and approx. to about The vacuum deposition was performed at a deposition rate of .

[0463] When a layer constituting a hole transport region, an emission layer, and a layer constituting an electron transport region are formed by spin coating, spin coating can be performed at a coating speed of about 2,000 rpm to about 5,000 rpm and at a heat treatment temperature of about 80°C to about 200°C by considering the materials to be included in the layer to be formed and the structure of the layer to be formed.

[0464] equipment

[0465] The organic light emitting device may be included in various suitable devices. For example, a light emitting device, an authentication device, or an electronic device including the organic light emitting device may be provided.

[0466] In addition to the organic light emitting device, the light emitting device may also 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 coupled to one of the first electrode and the second electrode of the organic light emitting device. The light emitting device may be used as various suitable displays, light sources, etc.

[0467] The authentication device may be, for example, a biometric authentication device for authenticating an individual by using biometric information of a biometric body (eg, fingertip, pupil, etc.).

[0468] In addition to the organic light emitting device, the authentication device may also include a biometric information collector.

[0469] 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 instruments (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 suitable measuring instruments, meters (e.g., meters for vehicles, aircraft, and ships), projectors, etc., but the embodiments of the present disclosure are not limited thereto.

[0470] General definitions of at least some of the substituents

[0471] As used herein, the term "C 1 -C 60 "Alkyl" refers to a linear or branched aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, examples of which include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl and hexyl. As used herein, the term "C 1 -C 60 "Alkylene" refers to C 1 -C 60 The alkyl group has a divalent group having substantially the same structure.

[0472] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 The alkyl group is a hydrocarbon group having at least one carbon-carbon double bond in the main chain (e.g., in the middle) or at the end (e.g., at the terminal), examples of which include ethenyl, propenyl, and butenyl. As used herein, the term “C 2 -C 60 "Alkenylene" refers to C 2 -C 60 An alkenyl group is a divalent group having substantially the same structure.

[0473] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 The alkyl group is a hydrocarbon group having at least one carbon-carbon triple bond in the main chain (e.g., in the middle) or at the end (e.g., at the terminal), examples of which include ethynyl and propynyl. As used herein, the term “C 2-C 60 "Alkynylidene" refers to a C 2 -C 60 Alkynyl groups are divalent groups having substantially the same structure.

[0474] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (Among them, A 101 C 1 -C 60 An alkyl group is a monovalent group represented by an alkyl group, examples of which include a methoxy group, an ethoxy group and an isopropoxy group.

[0475] As used herein, the term "C 3 -C 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, examples of which include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl. As used herein, the term "Cycloalkyl" refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, examples of which include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl. 3 -C 10 "Cycloalkylene" refers to 3 -C 10 The cycloalkyl group has a divalent group having substantially the same structure.

[0476] As used herein, the term "C 1 -C 10 "Heterocycloalkyl" refers to a monovalent saturated monocyclic group having at least one hetero atom selected from N, O, Si, P and S as a ring atom and 1 to 10 carbon atoms, examples of which 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 having substantially the same structure.

[0477] As used herein, the term "C 3 -C 10 "Cycloalkenyl" refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and not having aromaticity (e.g., the group is not aromatic), examples of which include cyclopentenyl, cyclohexenyl, and cycloheptenyl. As used herein, the term "C 3 -C 10 "Cycloalkenylene" refers to 3 -C 10 The cycloalkenyl group is a divalent group having substantially the same structure.

[0478] As used herein, the term "C 1 -C 10The term "heterocycloalkenyl group" refers to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as ring atoms, 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 a C 1 -C 10 The heterocycloalkenyl group has a divalent group having substantially the same structure.

[0479] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms, such as C 6 -C 60 The arylene group refers to a divalent group having a carbocyclic aromatic system including 6 to 60 carbon atoms. 6 -C 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, and When C 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, the rings may be fused to each other (eg, bonded together).

[0480] 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 hetero atom selected from N, O, Si, P and S as a ring-forming atom in addition to 1 to 60 carbon atoms. 1 -C 60 Non-limiting examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene group includes two or more rings, the rings may be condensed with each other (eg, bonded together).

[0481] As used herein, the term "C 6 -C 60 "Aryloxy" refers to -OA 102 (Among them, A 102 C 6 -C 60 Aryl), as used herein, 6 -C 60 "Arylthio" means -SA 103 (Among them, A 103 C 6 -C 60 aryl).

[0482] As used herein, the term "monovalent non-aromatic condensed polycyclic group" refers to a monovalent group having two or more rings condensed with each other (e.g., bound together), having only carbon atoms (e.g., having 8 to 60 carbon atoms) as ring atoms, and having no aromaticity in its entire molecular structure (e.g., the entire group is not aromatic). An example of a monovalent non-aromatic condensed polycyclic group is a fluorenyl group. As used herein, the term "divalent non-aromatic condensed polycyclic group" refers to a divalent group having substantially the same structure as a monovalent non-aromatic condensed polycyclic group.

[0483] As used herein, the term "monovalent non-aromatic condensed heteropolycyclic group" refers to a monovalent group having two or more rings condensed with each other (e.g., bound together), at least one heteroatom selected from N, O, Si, P, and S as ring-forming atoms other than carbon atoms (e.g., having 1 to 60 carbon atoms), and not having aromaticity in its entire molecular structure (e.g., the entire group is not aromatic). An example of a monovalent non-aromatic condensed heteropolycyclic group is a carbazolyl group. As used herein, the term "divalent non-aromatic condensed heteropolycyclic group" refers to a divalent group having substantially the same structure as a monovalent non-aromatic condensed heteropolycyclic group.

[0484] As used herein, the term "C 5 -C 60 "Carbocyclic group" refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms in which the ring atoms are only carbon atoms. As used herein, the term "C 5 -C 60 "Carbocyclic group" refers to aromatic carbocyclic group or non-aromatic carbocyclic group. 5 -C 60 The carbocyclic group can be a ring (such as benzene), a monovalent group (such as phenyl) or a divalent group (such as phenylene). In one or more embodiments, the carbonyl group is connected to the carbonyl group. 5 -C 60 The number of substituents of the carbocyclic group, C 5 -C 60 The carbocyclic group may be a trivalent group or a tetravalent group.

[0485] As used herein, the term "C 1 -C 60 The term "heterocyclic group" refers to a group consisting of at least one heteroatom selected from N, O, Si, P and S other than carbon (the number of carbon atoms may be in the range of 1 to 60) as a ring-forming atom. 5 -C 60 The carbocyclic group has a group having substantially the same structure.

[0486] In the present disclosure, substituted C 5 -C 60 Carbocyclic, substituted C 1 -C 60 Heterocyclic, substituted C 1 -C 20 Alkylene, substituted C 2 -C 20 Alkenylene, substituted C 3 -C 10 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:

[0487] 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;

[0488] are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) selected from at least one of the C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0489] C 3-C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups;

[0490] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of the C 3 -C10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0491] -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

[0492] 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 -C60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, C substituted with at least one selected from deuterium, -F and cyano 1 -C 60 alkyl, C substituted with at least one selected from deuterium, -F and cyano 6 -C 60 Aryl, biphenyl and terphenyl.

[0493] As used herein, the term "Ph" refers to phenyl, as used herein, the term "Me" refers to methyl, as used herein, the term "Et" refers to ethyl, as used herein, the term "ter-Bu" or "Bu" refers to ethyl. t ” refers to tert-butyl, and the term “OMe” as used herein refers to methoxy.

[0494] As used herein, the term "biphenyl" refers to a "phenyl group substituted with 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.

[0495] As used herein, the term "terphenyl" refers to a "phenyl group substituted with a biphenyl group". In other words, a "terphenyl group" is a group having a C 6 -C 60 Aryl C 6 -C 60 Phenyl with aryl as substituent.

[0496] Unless otherwise defined, * and *' as used herein refer to binding sites with adjacent atoms in the corresponding formula.

[0497] Hereinafter, the compound according to the embodiment and the organic light emitting device according to the embodiment will be described in more detail with reference to Synthesis Examples and Examples. The expression "B is used instead of A" used in describing Synthesis Examples means that B is used instead of A in the same molar equivalent.

[0498] Example

[0499] Synthesis example: Synthesis of compound 1

[0500]

[0501] Synthesis of intermediate 1-3

[0502] 3,5-Dibromo-N,N-diphenylaniline (CAS: 842121-96-4) and 9-phenyl-9,10-dihydropyrido[4',3':4,5]pyrrolo[2,3-b]indole (CAS: 1782995-26-9) were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain Intermediate 1-3. Intermediate 1-3 was identified by LC / MS.

[0503] C 37 H 25 Bn 4 M+1:604.04.

[0504] Synthesis of intermediates 1-5

[0505] Pyridin-2-ylboronic acid (CAS: 197958-29-5) and Intermediate 1-3 were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain Intermediate 1-5. Intermediate 1-5 was identified by LC / MS.

[0506] C 42 H 29 N 5 M+1:604.12.

[0507] Synthesis of compound 1

[0508] 2.4 g of intermediate 1-5 was added to a reaction vessel, and a nitrogen atmosphere was formed therein. Then, 20 mL of o-dichlorobenzene was added dropwise thereto. 1.47 g of boron tribromide was slowly added dropwise thereto at a temperature of 0° C. The reaction temperature was raised to a temperature of 180° C., and the reaction mixture was refluxed overnight. After the reaction was considered complete, an organic layer was extracted from the reaction solution using ethyl acetate. The extracted organic layer was dried using anhydrous magnesium sulfate, and the solvent was evaporated therefrom to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 1.56 g (yield of 64%) of compound 1. The product was purified by LC-MS and 1 Compound 1 was identified by H-NMR.

[0509] Synthesis example: Synthesis of compound 12

[0510]

[0511] Synthesis of intermediate 1-3

[0512] 3,5-Dibromo-N,N-diphenylaniline (CAS: 842121-96-4) and 9-phenyl-9,10-dihydropyrido[4',3':4,5]pyrrolo[2,3-b]indole (CAS: 1782995-26-9) were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain Intermediate 1-3. Intermediate 1-3 was identified by LC / MS.

[0513] C 37 H 25 Bn 4 M+1:604.04.

[0514] Synthesis of intermediate 12-2

[0515] Pyrimidin-2-ylboronic acid (CAS: 851199-85-4) and Intermediate 1-3 were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain Intermediate 12-2. Intermediate 12-2 was identified by LC / MS.

[0516] C 41 H 28 N 6 M+1:605.11.

[0517] Synthesis of compound 12

[0518] 2.2 g of intermediate 12-2 was added to a reaction vessel, and a nitrogen atmosphere was formed therein. Then, 18 mL of o-dichlorobenzene was added dropwise thereto. 0.93 g of boron tribromide was slowly added dropwise thereto at a temperature of 0° C. The reaction temperature was raised to a temperature of 180° C., and the reaction mixture was refluxed overnight. After the reaction was considered complete, an organic layer was extracted from the reaction solution using ethyl acetate. The extracted organic layer was dried using anhydrous magnesium sulfate, and the solvent was evaporated therefrom to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 1.31 g (yield of 59%) of compound 12. By LC-MS and 1 Compound 12 was identified by H-NMR.

[0519] Synthesis example: Synthesis of compound 45

[0520]

[0521] Synthesis of Intermediate 45-3

[0522] 2-(3,5-dibromophenyl)pyridine (CAS: 864377-23-1) and 5-phenyl-5,6-dihydroindole[2,3-b]indole (CAS: 1373266-14-8) were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain Intermediate 45-3. Intermediate 45-3 was identified by LC / MS.

[0523] C 51 H 33 N 5 M+1:715.27.

[0524] Synthesis of compound 45

[0525] 1.8g of intermediate 45-3 was added to a reaction vessel, and a nitrogen atmosphere was formed therein. Then, 12mL of o-dichlorobenzene was added dropwise thereto. 0.93g of boron tribromide was slowly added dropwise thereto at a temperature of 0°C. The reaction temperature was raised to a temperature of 180°C, and the reaction mixture was refluxed overnight. After the reaction was considered complete, an organic layer was extracted from the reaction solution using ethyl acetate. The extracted organic layer was dried using anhydrous magnesium sulfate, and the solvent was evaporated therefrom to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 1.14g (yield of 63%) of compound 45. By LC-MS and 1 Compound 45 was identified by H-NMR.

[0526] Synthesis example: Synthesis of compound 52

[0527]

[0528] Synthesis of Intermediate 52-2

[0529] 2-(3,5-dibromophenyl)pyridine (CAS: 864377-23-1) and 6-phenyl-5,6-dihydropyrido[2',3':4,5]pyrrolo[2,3-b]indole (CAS: 1782995-24-7) were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain Intermediate 52-2. Intermediate 52-2 was identified by LC / MS.

[0530] C 30 H 19 Bn 4 M+1:514.99.

[0531] Synthesis of Intermediate 52-3

[0532] Intermediate 52-2 and 5-phenyl-5,6-dihydroindolo[2,3-b]indole (CAS: 1373266-14-8) were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain Intermediate 52-3. Intermediate 52-3 was identified by LC / MS.

[0533] C 50 H 32 N 6 M+1:717.12.

[0534] Synthesis of compound 52

[0535] 2.1 g of intermediate 52-3 was added to a reaction vessel, and a nitrogen atmosphere was formed therein. Then, 15 mL of o-dichlorobenzene was added dropwise thereto. 1.09 g of boron tribromide was slowly added dropwise thereto at a temperature of 0° C. The reaction temperature was raised to a temperature of 180° C., and the reaction mixture was refluxed overnight. After the reaction was considered complete, an organic layer was extracted from the reaction solution using ethyl acetate. The extracted organic layer was dried using anhydrous magnesium sulfate, and the solvent was evaporated therefrom to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 1.1 g (yield of 51%) of compound 52. By LC-MS and 1 Compound 52 was identified by H-NMR.

[0536] Synthesis example: Synthesis of compound 62

[0537]

[0538] Synthesis of Intermediate 62-1

[0539] 2-(3,5-dibromophenyl)pyridine (CAS: 864377-23-1) and 6-phenyl-5,6-dihydropyrido[2',3':4,5]pyrrolo[2,3-b]indole (CAS: 1782995-24-7) were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain Intermediate 62-1. Intermediate 62-1 was identified by LC / MS.

[0540] C 49 H 31 N 7 M+1:717.26.

[0541] Synthesis of compound 62

[0542] 1.7 g of intermediate 62-1 was added to a reaction vessel, and a nitrogen atmosphere was formed therein. Then, 12 mL of o-dichlorobenzene was added dropwise thereto. 0.93 g of boron tribromide was slowly added dropwise thereto at a temperature of 0° C. The reaction temperature was raised to a temperature of 180° C., and the reaction mixture was refluxed overnight. After the reaction was considered complete, an organic layer was extracted from the reaction solution using ethyl acetate. The extracted organic layer was dried using anhydrous magnesium sulfate, and the solvent was evaporated therefrom to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 0.98 g (yield 57%) of compound 62. By LC-MS and 1 Compound 62 was identified by H-NMR.

[0543] Synthesis example: Synthesis of compound 76

[0544]

[0545] Synthesis of Intermediate 76-2

[0546] 2-(3,5-dibromophenyl)pyrimidine (CAS: 2187363-12-6) and 6-phenyl-5,6-dihydropyrido[2',3':4,5]pyrrolo[2,3-b]indole (CAS: 1782995-24-7) were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain intermediate 76-2. Intermediate 76-2 was identified by LC / MS.

[0547] C 29 H 18 Bn 5 M+1:516.19.

[0548] Synthesis of Intermediate 76-3

[0549] Intermediate 76-2 and 5-phenyl-5,6-dihydroindole[2,3-b]indole (CAS: 1373266-14-8) were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain intermediate 76-3. Intermediate 76-3 was identified by LC / MS.

[0550] C 49 H 31 N 7 M+1:717.26.

[0551] Synthesis of compound 76

[0552] 2.0 g of intermediate 76-3 was added to a reaction vessel, and a nitrogen atmosphere was formed therein. Then, 14 mL of o-dichlorobenzene was added dropwise thereto. 1.03 g of boron tribromide was slowly added dropwise thereto at a temperature of 0° C. The reaction temperature was raised to a temperature of 180° C., and the reaction mixture was refluxed overnight. After the reaction was considered complete, an organic layer was extracted from the reaction solution using ethyl acetate. The extracted organic layer was dried using anhydrous magnesium sulfate, and the solvent was evaporated therefrom to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 0.87 g (yield of 43%) of compound 76. By LC-MS and 1 Compound 76 was identified by H-NMR.

[0553] Synthesis example: Synthesis of compound 86

[0554]

[0555] Synthesis of Intermediate 86-1

[0556] 2-(3,5-dibromophenyl)pyrimidine (CAS: 2187363-12-6) and 6-phenyl-5,6-dihydropyrido[2',3':4,5]pyrrolo[2,3-b]indole (CAS: 1782995-24-7) were reacted with each other in a reaction catalyzed by a Pd catalyst to obtain Intermediate 86-1. Intermediate 86-1 was identified by LC / MS.

[0557] C 48 H 30 N 8 M+1:719.13.

[0558] Synthesis of compound 86

[0559] 2.4 g of intermediate 86-1 was added to a reaction vessel, and a nitrogen atmosphere was formed therein. Then, 16 mL of o-dichlorobenzene was added dropwise thereto. 1.24 g of boron tribromide was slowly added dropwise thereto at a temperature of 0° C. The reaction temperature was raised to a temperature of 180° C., and the reaction mixture was refluxed overnight. After the reaction was considered complete, an organic layer was extracted from the reaction solution using ethyl acetate. The extracted organic layer was dried using anhydrous magnesium sulfate, and the solvent was evaporated therefrom to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 1.43 g (yield of 59%) of compound 86. By LC-MS and 1 Compound 86 was identified by H-NMR.

[0560] Table 1

[0561]

[0562]

[0563] Fabrication of organic light-emitting devices

[0564] Example 1

[0565] Corning 15Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonicated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes. Then, the ITO glass substrate was provided to a vacuum deposition apparatus.

[0566] The existing compound NPD was vacuum deposited on an ITO glass substrate to form a A hole injection layer having a thickness of , and a hole transport compound TCTA is vacuum deposited on the hole injection layer to form a A hole transport layer with a thickness of 1000 Å is formed. A hole transport compound CzSi is vacuum deposited on the hole transport layer. Thickness.

[0567] The mCP and the compound 1 according to one or more embodiments were co-deposited on the hole transport layer at a weight ratio of 99:1 to form a Then, the electron transport compound TSPO1 is deposited to The electron injection layer compound TPBI is deposited to a thickness of Thickness.

[0568] Alkali metal halide LiF is deposited on the electron transport layer to form The electron injection layer is vacuum deposited with Al to A LiF / Al electrode (cathode electrode) is formed with a thickness of , thereby completing the manufacture of the organic light-emitting device.

[0569]

[0570] Examples 2 to 7

[0571] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that Compound 12, Compound 45, Compound 52, Compound 62, Compound 76, and Compound 86 were respectively used instead of Compound 1 in forming a blue emission layer.

[0572] Comparative Example 1

[0573] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that the existing blue dopant DABNA-1 was used in forming the blue emission layer.

[0574]

[0575] Comparative Example 2

[0576] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that the existing compound 100 was used as a blue dopant when forming a blue emission layer.

[0577]

[0578] Comparison Example 3

[0579] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that the existing compound 200 was used as a blue dopant when forming a blue emission layer.

[0580]

[0581] Comparison Example 4

[0582] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that the existing compound 300 was used as a blue dopant when forming a blue emission layer.

[0583]

[0584] Comparative Example 5

[0585] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that the existing compound 400 was used as a blue dopant when forming a blue emission layer.

[0586]

[0587] 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 to 5 were tested, and the results thereof are shown in Table 2.

[0588] Table 2

[0589]

[0590] As can be seen from Table 2, compared with the results of the organic light emitting devices of Comparative Examples 1 to 5, the organic light emitting devices of Examples 1 to 7 exhibited excellent results.

[0591] Since the materials of Comparative Examples 1 to 5 have relatively large ΔE ST , so the triplet exciton lifetime (Tau) of these materials is long. When the device is driven, triplet-triplet annihilation (TTA) is likely to occur under high current density conditions, so the roll-off characteristics are large.

[0592] In the compounds represented by Formula 1 used in the organic light-emitting devices of Examples 1 to 7, an electron-donating portion having a high triplet energy is introduced, and therefore, ΔE ST Reduced and greatly improved efficiency.

[0593] When the compound represented by Formula 1 is used in an emission layer, efficiency may be improved compared to existing compounds.

[0594] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should be considered as available for other similar features or aspects in other embodiments.

[0595] It will be understood that, although the terms "first", "second", "third", etc. may be used herein to describe various elements, components, regions, layers and / or parts, these elements, components, regions, layers and / or parts should not be limited by these terms. These terms are used to distinguish one element, component, region, layer or part from another element, component, region, layer or part. Therefore, without departing from the spirit and scope of the present disclosure, the first element, component, region, layer or part described above may be named as the second element, component, region, layer or part.

[0596] For ease of explanation, spatially relative terms such as "under", "below", "below", "under", "above", "on", etc. may be used herein to describe the relationship of one element or feature to another element or feature as shown in the drawings. It will be understood that, in addition to the orientation depicted in the drawings, the spatially relative terms are intended to encompass different orientations of the device in use or operation. For example, if the device in the drawings is flipped, an element described as "under" or "below" or "under" other elements or features will subsequently be positioned as "above" the other elements or features. Therefore, the example terms "under" and "under" may include both above and below orientations. The device may be otherwise positioned (e.g., rotated 90 degrees or at other orientations), and the spatially relative descriptors used herein should be interpreted accordingly.

[0597] It will be understood that when an element or layer is referred to as being “on,” “connected to,” or “coupled to” another element or layer, it can be directly on, directly connected to, or directly coupled to the other element or layer, or one or more intervening elements or layers may be present. Additionally, it will be understood that when an element or layer is referred to as being “between” two elements or layers, it can be the only element or layer between the two elements or layers, or one or more intervening elements or layers may also be present.

[0598] The terms used herein are only for the purpose of describing specific embodiments and are not intended to be limitations of the present disclosure. As used herein, unless the context clearly indicates otherwise, the singular forms "a", "one", and "the" are also intended to include plural forms. It will also be understood that when the terms "include" and variations thereof and "comprise" and variations thereof are used in this specification, the features, integers, actions, operations, elements, and / or components stated are indicated, but the presence or addition of one or more other features, integers, actions, operations, elements, components, and / or groups thereof are not excluded.

[0599] As used herein, the terms "substantially", "approximately", and similar terms are used as approximate terms rather than terms of degree, and are intended to account for the inherent deviations of measured or calculated values ​​that will be recognized by those of ordinary skill in the art. In addition, when describing embodiments of the present disclosure, the use of "may" refers to "one or more embodiments of the present disclosure". As used herein, the term "using" and variations thereof may be considered synonymous with the term "utilizing" and variations thereof, respectively. In addition, the term "exemplary" is intended to indicate an example or illustration.

[0600] In addition, any numerical range stated herein is intended to include all sub-ranges of the same numerical precision included in the range of the statement. For example, the range of "1.0 to 10.0" is intended to include all sub-ranges between the minimum value 1.0 of the statement and the maximum value 10.0 of the statement (and including the minimum value 1.0 of the statement and the maximum value 10.0 of the statement), that is, with a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as 2.4 to 7.6 as an example. Any maximum numerical value limit stated herein is intended to include all lower numerical limits included therein, and any minimum numerical value limit stated in this specification is intended to include all higher numerical limits included therein. Therefore, the applicant reserves the right to modify this specification (including claims) to explicitly state any sub-range included in the scope explicitly stated here.

[0601] Although one or more embodiments have been described with reference to the drawings, it will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope as defined by the claims and their equivalents.

Claims

1. An organic light-emitting device, comprising: a first electrode; a second electrode, facing the first electrode; as well as an organic layer, located between the first electrode and the second electrode, and including an emission layer, wherein the first electrode comprises indium tin oxide, indium zinc oxide, tin oxide, zinc oxide, magnesium, silver, aluminum, aluminum-lithium, calcium, magnesium-indium or any combination thereof, and The second electrode comprises lithium, silver, magnesium, aluminum, calcium, magnesium-indium, indium tin oxide, indium zinc oxide, ytterbium, or any combination thereof, and The organic layer includes a compound represented by Formula 1, and The emission layer includes a host compound represented by Formula 301 and a host compound represented by Formula 301-1 or Formula 301-2: Formula 1 Among them, in formula 1, Y in Formula 1 is represented by one selected from Formula 1-(a) to Formula 1-(p): Wherein, in Formula 1-(a) to Formula 1-(p), R 30 To R 45 are independently selected from 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, a31 is an integer from 1 to 4, a32 to a35 are each independently an integer from 1 to 3, a36 to a41 are each independently an integer from 1 to 2, and * and *' each represent a binding site with an adjacent atom, X1 is N or CR1, X2 is N or CR2, X3 is N or CR3, X4 is N or CR4, X5 is N or CR5, X6 is N or CR6, X7 is N or CR7, X8 is N or CR8, and X9 is N or CR9, R1 to R 11 are independently selected from hydrogen, deuterium, 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) and -P(=O)(Q1)(Q2), wherein R1 to R 11 Two adjacent substituents in which are optionally linked to each other to form a ring, 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 in the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is selected from: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 Alkoxy; are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 ) selected from at least one of C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and 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 groups, monovalent non-aromatic condensed polycyclic groups and monovalent non-aromatic condensed heteropolycyclic groups; are substituted with 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 ) and -P(=O)(Q 21 )(Q 22 ) selected from at least one of 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 groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and -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 Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are independently selected from 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 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group, and Formula 301 [On 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 , Wherein, in Formula 301, Ar 301 Selected from: naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, phenanthrenyl, indenoanthryl, dibenzofuranyl, and dibenzothiophenyl; and are substituted with 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 ) is at least one of naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl, and L 301 Selected from: Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, ... are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridyl azine, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one of phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene, phenylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene and dibenzosilylene, and R 301 Selected from: Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, peryl, pentaphenyl, hexaphenyl, pentacephenyl, thienyl, and furanyl; and are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridyl azine, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl and furanyl, and Q 31 To Q 33 are independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl, xb11 is 1, 2, or 3, xb1 is an integer from 0 to 5, xb21 is an integer from 1 to 5, Formula 301-1 Formula 301-2 Among them, in Formula 301-1 and Formula 301-2, A 301 To A 304 are independently selected from benzene ring, naphthalene ring, phenanthrene ring, fluoranthene ring, benzo[9,10]phenanthrene ring, pyrene ring, ring, a pyridine ring, a pyrimidine ring, an indene ring, a fluorene ring, a spirobifluorene ring, a benzofluorene ring, a dibenzofluorene ring, an indole ring, a carbazole ring, a benzocarbazole ring, a dibenzocarbazole ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a naphthofuran ring, a benzonaphthofuran ring, a dinaphthofuran ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a naphthothiophene ring, a benzonaphthothiophene ring and a dinaphthothiophene ring, X 301 O, S or N-[(L 304 ) xb4 -R 304 ], R 311 To R 314 are 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 independently 0, 1 or 2, L 301 To L 304 are 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, substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group, xb1 to xb4 are independently selected from integers from 0 to 5, R 301 To R 304 are independently selected from 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 condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O)2(Q 301 ) and -P(=O)(Q 301 )(Q 302 ),and Q 31 To Q 33 , Q 301 To Q 303 are 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: R in Formula 1 10 and R 11 are independently selected from substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C1-C 60 Heteroaryl and -N(Q1)(Q2).

3. The organic light emitting device according to claim 1, wherein: R in Formula 1 10 Selected from -N(Q1)(Q2) and groups represented by Formula 2a to Formula 2c: Wherein, in Formula 2a to Formula 2c, R 400 To R 402 are independently selected from 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, yl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazine, benzimidazolyl and phenanthrolinyl, a400 is an integer from 1 to 4, a401 is an integer from 1 to 3, and *Indicates the binding site with the adjacent atom.

4. The organic light emitting device according to claim 1, wherein: R in Formula 1 11 It is expressed by formula 3a: Wherein, in Formula 3a, Each R 500 independently selected from 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, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, yl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazine, benzimidazolyl and phenanthrolinyl, a500 is an integer from 1 to 5, and *Indicates the binding site with the adjacent atom.

5. The organic light emitting device according to claim 1, wherein: X1, X2, X5 and X8 in Formula 1 are independently CH or CD.

6. The organic light emitting device according to claim 1, wherein: Formula 1 is represented by one selected from Formula 2-1 to Formula 2-4: Formula 2-1 Formula 2-2 Formula 2-3 Formula 2-4 Among them, in Formula 2-1 to Formula 2-4, R 30 and R 600 To R 603 are independently combined with R in formula 1 10 The same definition, a600 is an integer from 1 to 4, a601 and a602 are each independently an integer from 1 to 3, and a603 is an integer from 1 to 2.

7. The organic light emitting device according to claim 6, wherein: In Formula 2-1 to Formula 2-4, X3 is N, X1 is CR1, X2 is CR2, X4 is CR4, X5 is CR5, X6 is CR6, X7 is CR7, X8 is CR8, and X9 is CR9.

8. The organic light emitting device according to claim 6, wherein: In Formula 2-1 to Formula 2-4, X6 is N, X1 is CR1, X2 is CR2, X3 is CR3, X4 is CR4, X5 is CR5, X7 is CR7, X8 is CR8, and X9 is CR9.

9. The organic light emitting device according to claim 6, wherein: In Formula 2-1 to Formula 2-4, X3 and X6 are each independently N, X1 is CR1, X2 is CR2, X4 is CR4, X5 is CR5, X7 is CR7, X8 is CR8, and X9 is CR9.

10. The organic light emitting device according to claim 6, wherein: In Formula 2-1 to Formula 2-4, X3, X6 and X9 are each independently N, X1 is CR1, X2 is CR2, X4 is CR4, X5 is CR5, X7 is CR7, and X8 is CR8.

11. The organic light emitting device according to claim 6, wherein: In Formula 2-1 to Formula 2-4, X3, X6, X7 and X9 are each independently N, X1 is CR1, X2 is CR2, X4 is CR4, X5 is CR5, and X8 is CR8.

12. The organic light emitting device according to claim 6, wherein: In Formula 2-1 to Formula 2-4, X1 is CR1, X2 is CR2, X3 is CR3, X4 is CR4, X5 is CR5, X6 is CR6, X7 is CR7, X8 is CR8, and X9 is CR9.

13. The organic light emitting device according to claim 1, wherein: R in Formula 1 11 and R3 are connected to each other to form a ring, and Formula 1 is represented by one selected from Formula 3-1 to Formula 3-10: Formula 3-1 Formula 3-2 Formula 3-3 Formula 3-4 Formula 3-5 Formula 3-6 Formula 3-7 Formula 3-8 Formula 3-9 Formula 3-10 Among them, in Formula 3-1 to Formula 3-10, R 30 and R 700 To R 729 are independently combined with R in formula 1 10 The same definition, a700, a702, a705, a708 and a711 are each independently an integer from 1 to 4, a703, a706, a712, a714, a715, a717, a720, a721, a723 and a726 are each independently an integer from 1 to 3, and a709, a718, a724, a727 and a729 are each independently an integer selected from 1 and 2.

14. The organic light emitting device according to claim 13, wherein: In Formula 3-1 to Formula 3-10, X4 is N, X1 is CR1, X2 is CR2, X5 is CR5, X6 is CR6, X7 is CR7, X8 is CR8, and X9 is CR9.

15. The organic light emitting device according to claim 13, wherein: In Formula 3-1 to Formula 3-10, X9 is N, X1 is CR1, X2 is CR2, X4 is CR4, X5 is CR5, X6 is CR6, X7 is CR7, and X8 is CR8.

16. The organic light emitting device according to claim 13, wherein: In Formula 3-1 to Formula 3-10, X4 and X9 are each independently N, X1 is CR1, X2 is CR2, X5 is CR5, X6 is CR6, X7 is CR7, and X8 is CR8.

17. The organic light emitting device according to claim 13, wherein: In Formula 3-1 to Formula 3-10, X1 is CR1, X2 is CR2, X4 is CR4, X5 is CR5, X6 is CR6, X7 is CR7, X8 is CR8, and X9 is CR9.

18. The organic light emitting device according to claim 1, wherein: The compound represented by Formula 1 is selected from Compound 1 to Compound 92:

19. The organic light emitting device according to claim 1, wherein: The compound is a thermally activated delayed fluorescent material.

20. The organic light emitting device according to claim 1, wherein: The first electrode includes magnesium-silver.

21. The organic light emitting device according to claim 1, wherein: The second electrode includes aluminum-lithium, magnesium-silver, or silver-ytterbium.

22. The organic light emitting device according to claim 1, wherein: The emission layer includes a phosphorescent dopant compound represented by Formula 401: Formula 401 M(L 401 ) xc1 (L 402 ) xc2 Formula 402 Among them, in equation 401 and equation 402, M is selected from iridium, platinum, palladium, osmium, titanium, zirconium, hafnium, europium, terbium, rhodium and thulium, L 401 is a ligand represented by formula 402, and xc1 is 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 Same or different from each other, L 402 is an organic ligand, and xc2 is selected from an integer from 0 to 4, wherein when xc2 is 2 or greater, two or more L 402 Same or different from each other, X 401 To X 404 are independently nitrogen or carbon, X 401 and X 403 Connected to each other via single or double bonds, X 402 and X 404 connected to each other via single or double bonds, A 401 and A 402 are independently C5-C 60 Carbocyclic or C1-C 60 Heterocyclic group, X 405 is a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*', where Q 411 and Q 412 are independently hydrogen, deuterium, C1-C 20 Alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl, X 406 is a single bond, O or S, R 401 and R 402 are independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 20 Alkyl, substituted or unsubstituted C1-C 20 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(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O)2(Q 401 ) and -P(=O)(Q 401 )(Q 402 ), where Q 401 To Q 403 are independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, C6-C 20 Aryl and C1-C 20 Heteroaryl, xc11 and xc12 are each independently an integer from 0 to 10, and The * and *' in formula 402 both represent the binding site with M in formula 401.

23. A device comprising the organic light emitting device according to claim 1.

24. The apparatus of claim 23, wherein: The device is at least one selected from 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 instrument, a fish finder, a measuring instrument, a meter, a projector and a combination thereof.

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