Compound, and organic light-emitting device and electronic device comprising the compound

Abstract

Provided are a compound represented by Formula 1, an organic light-emitting device including the compound, and an electronic device including the organic light-emitting device. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer located between the first electrode and the second electrode, the organic layer including an emission layer and a compound represented by Formula 1. For the structure of Formula 1, refer to the description in the specification.

Description

[0001] This application claims priority to and the benefit of Korean Patent Application No. 10-2019-0023293 filed on February 27, 2019, in the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. Technical Field

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

[0003] Compared with other devices in the art, the organic light emitting device is a self-emitting device having a wide viewing angle, a high contrast ratio, a short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed.

[0004] An example of such an 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. Excitons transition (e.g., transition or relaxation) from an excited state to a ground state, thereby generating light. Summary of the invention

[0005] Aspects of embodiments of the present disclosure provide an emitting layer compound having high efficiency compared to the prior art and a device including the emitting 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] One aspect of an embodiment of the present disclosure provides a compound represented by Formula 1:

[0008] Formula 1

[0009]

[0010] In formula 1,

[0011] X 1 and X 2 can be independently selected from single bonds, O, S, NR 11 , CR 13 R 14 and SiR 15 R 16 ,

[0012] R 1 To R9 and R 11 To R 16 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 ),

[0013] L 1 To L 4 can be independently selected from single bonds, substituted or unsubstituted C 4 -C 60 Carbocyclic group and substituted or unsubstituted C 1 -C 60 Heterocyclic group, excluding L 2 To L4 When both are single bonds,

[0014] n can be 0 or 1,

[0015] a1 and a2 can be independently 0 or 1,

[0016] When a2 is 0, n can be 0.

[0017] b3, b4 and b6 to b9 may each independently be an integer from 1 to 4,

[0018] b5 can be an integer from 1 to 5,

[0019] Optionally, when b3 to b9 are independently two or more, from R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 Two or more adjacent substituents selected from may combine to form a ring,

[0020] 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 Arylene, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 Heteroaryl, substituted C 1 -C 60 Heteroarylene, substituted monovalent non-aromatic condensed polycyclic group, substituted monovalent non-aromatic condensed heteropolycyclic group, substituted C 4 -C 60Carbocyclic and substituted C 1 -C 60 At least one substituent in the heterocyclic group may be selected from:

[0021] 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;

[0022] 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;

[0023] 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;

[0024] 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

[0025] -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

[0026] Q 1 To Q 3 , 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, 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 60Aryl, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenyl groups and terphenyl groups.

[0027] Another aspect of an embodiment of the present disclosure provides an organic light-emitting device, comprising: a first electrode; a second electrode facing the first electrode; and an organic layer located between the first electrode and the second electrode and including an emission layer, wherein the organic layer includes a compound represented by Formula 1.

[0028] Another aspect of an embodiment of the present disclosure provides an electronic device, which includes a thin film transistor and an organic light-emitting device, wherein the thin film transistor includes a source electrode, a drain electrode, an activation layer (e.g., 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 more easily understood 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 be more detailed with reference to embodiment, the example of embodiment is shown in the accompanying drawings, wherein the same reference numerals represent the same element from time to time. In this regard, the embodiment provided may have different forms, and should not be construed as being limited to the description set forth herein. Therefore, hereinafter only the embodiment is described with reference to the accompanying drawings to explain the various aspects of the embodiment of this description. As used herein, the term "and / or" includes any combination and all combinations of one or more related listed items. When a statement 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] One aspect of an embodiment of the present disclosure provides a compound represented by Formula 1:

[0036] Formula 1

[0037]

[0038] In formula 1,

[0039] X 1 and X 2 can be independently selected from single bonds, O, S, NR 11 , CR 13 R 14 and SiR 15 R 16 ,

[0040] R 1 To R 9 and R 11 To R 16 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 ),

[0041] L 1 To L 4 can be independently selected from single bonds, substituted or unsubstituted C 4 -C 60 Carbocyclic group and substituted or unsubstituted C 1 -C 60 Heterocyclic group, excluding L 2 To L 4 When both are single bonds,

[0042] n can be 0 or 1,

[0043] a1 and a2 can be independently 0 or 1,

[0044] When a2 is 0, n can be 0.

[0045] b3, b4 and b6 to b9 may each independently be an integer from 1 to 4,

[0046] b5 can be an integer from 1 to 5,

[0047] When b3 to b9 are independently two or more, 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 Two or more adjacent substituents selected from may optionally (optionally) combine to form a ring,

[0048] 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 C6 -C 60 Aryl, substituted C 6 -C 60 Arylene, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 Heteroaryl, substituted C 1 -C 60 Heteroarylene, substituted monovalent non-aromatic condensed polycyclic group, substituted monovalent non-aromatic condensed heteropolycyclic group, substituted C 4 -C 60 Carbocyclic and substituted C 1 -C 60 At least one substituent in the heterocyclic group may be selected from:

[0049] 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;

[0050] 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)(Q11 )、-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;

[0051] 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;

[0052] 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 60Heteroaryl, 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

[0053] -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

[0054] 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 -C60 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.

[0055] The compound according to the embodiment of the present disclosure is different from an existing Si compound in which the compound includes one or more carbazole groups connected to Si or an existing Si compound in which the compound includes a fluorene group and a carbazole group substituted on one side of Si.

[0056] For example, the compound represented by Formula 1 according to one or more embodiments is not a compound in which both the heterocyclic group and the fluorenyl group are present on one side of Si. Instead, the compound represented by Formula 1 is a compound in which the heterocyclic group and the fluorenyl group are each connected to Si. In other words, in the compound represented by Formula 1 according to one or more embodiments, the central Si atom has four substituents, two of which are general substituents. For example, one substituent is a substituent in which the heterocyclic group is directly or indirectly connected to Si, and another substituent is a substituent in which the fluorenyl group is directly or indirectly connected to Si. The term "indirect connection" as used herein refers to "connection via a connecting group". For example, the connecting group in the compound represented by Formula 1 according to one or more embodiments refers to L 1 To L 4 .

[0057] Since the compound represented by Formula 1 according to one or more embodiments has a structure including a fluorenyl group, the glass transition temperature and thermal stability of the compound are high, and the energy level and steric hindrance effect of the compound may be appropriately or suitably adjusted by introducing various suitable substituents.

[0058] In addition, since the silicon atom acts as a bridge in the compound represented by Formula 1, the intramolecular steric effect increases, the dihedral angle between atoms increases, and the intermolecular interaction decreases. Therefore, the compound represented by Formula 1 may have a relatively high triplet energy level.

[0059] Since Si in the compound represented by Formula 1 has four substituents, L in Formula 1 is not included. 2 To L 4 In addition, since Si in the compound represented by Formula 1 has four substituents, when a2 is 0, n is 0, and when L is 2 When it is a single bond, n is 0.

[0060] In Formula 1, when b3 to b9 are each independently two or greater, from R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 Two or more adjacent substituents selected from may combine to form a ring. For example, when b5 is 2, one R 5 is phenyl, and the other R 5 In the case of a phenylamine group, adjacent phenyl groups and phenylamine groups may be bonded to form a ring. For example, compound 10 shown below corresponds to this case.

[0061] In one embodiment, X 1 and X 2 can be independently selected from a single bond, O, S, CR 13 R 14 and SiR 15 R 16 For example, X 1 and X 2 can be independently selected from a single bond, O, S, C(CH 3 ) 2 and Si(CH 3 ) 2 .

[0062] In one embodiment, L 1 To L 4 can be independently selected from single bonds, phenylene, naphthylene, phenanthrenyl, anthrylene, pyrenyl, The expression "L" refers to a pyridylene, pyridinylene, pyrazinylene, pyrimidinylene, pyridazinylene, quinolylene, isoquinolylene, quinoxalylene, quinazolinylene, carbazolylene and triazinylene. 2 It can be selected from phenylene, naphthylene, phenanthrylene, anthracenylene, pyrenylene, The group "alkylene, pyridylene, pyrazinylene, pyrimidylene, pyridazinylene, quinolylene, isoquinolylene, quinoxalylene, quinazolinylene, carbazolylene and triazinylene" may also include groups wherein L 2 is selected from the corresponding trivalent groups. 1 To L4 may be independently selected from a single bond and a phenylene group. 2 can be selected from phenylene" and can also include L 2 Selected from the case of trivalent phenylene.

[0063] In one embodiment, L 1 and L 2 can be independently phenylene at the same time, L 3 and L 4 Each of L and L may independently be a single bond or a phenylene group. 2 It may be a phenylene group" or may include 2 This is the case of a trivalent phenylene group.

[0064] For example, Formula 1 can be expressed by Formula 2:

[0065] Formula 2

[0066]

[0067] The definition of the substituent in Formula 2 is the same as that of the substituent in Formula 1.

[0068] In one embodiment, R 1 and R 2 can be independently selected from phenyl, biphenyl, terphenyl, naphthyl, phenanthryl, anthracenyl, pyrenyl, yl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazinyl, benzimidazolyl and phenanthrolinyl. For example, R 1 and R 2 Each may independently be a phenyl group.

[0069] In one embodiment, R 1 and R 2 Can be independently represented by formula 2a:

[0070]

[0071] In formula 2a,

[0072] R 21 It can be 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, phenanthryl, anthracenyl, pyrenyl, yl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazine, benzimidazolyl and phenanthrolinyl,

[0073] a21 can be an integer from 0 to 4, and

[0074] *Indicates the binding site with the adjacent atom.

[0075] In one embodiment, R 11 To R 16 can be independently selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl. 11 To R 16 Each may independently be a methyl group.

[0076] In one embodiment, R 3 , R 4 and R 5 can be independently composed of hydrogen, deuterium, -N(Q 1 )(Q 2 ) and formula 3a represent:

[0077]

[0078] In formula 3a,

[0079] R 31 It can be 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, phenanthryl, anthracenyl, pyrenyl, yl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazine, benzimidazolyl and phenanthrolinyl,

[0080] a31 can be an integer from 0 to 4, and

[0081] *Indicates the binding site with the adjacent atom.

[0082] In one embodiment, R 6 To R 9 can be independently selected from hydrogen, deuterium, -Si(Q 1 )(Q 2 )(Q 3), methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl. For example, R 6 To R 9 can be independently selected from hydrogen, deuterium, -Si(Ph) 3 and tert-butyl.

[0083] In one embodiment, the compound represented by Formula 1 may be selected from Compound 1 to Compound 33:

[0084]

[0085]

[0086]

[0087]

[0088]

[0089]

[0090] The expression “(organic layer) includes at least one of the compounds” 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”.

[0091] For example, the organic layer may include only compound 1 as a compound represented by Formula 1. 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 compounds represented by Formula 1. In this case, compound 1 and compound 2 may be present in the same layer (for example, compound 1 and compound 2 may both be present in the emission layer), or in different layers (for example, compound 1 may be present in the emission layer, and compound 2 may be present in the electron transport region).

[0092] Another aspect of an embodiment of the present disclosure provides an organic light-emitting device including: a first electrode; a second electrode facing the first electrode; and an organic layer located between the first electrode and the second electrode, the organic layer including an emission layer and a compound represented by Formula 1.

[0093] In one embodiment,

[0094] The first electrode of the organic light emitting device may be an anode,

[0095] The second electrode of the organic light emitting device may be a cathode,

[0096] 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.

[0097] The hole transport region may include a hole injection layer, a hole transport layer, a buffer layer, an electron blocking layer, or any combination thereof, and

[0098] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0099] In one embodiment, the emission layer may be a phosphorescent emission layer, and may include the compound of Formula 1 as a host. In one embodiment, the emission layer may include an iridium complex as a phosphorescent dopant.

[0100] In one or more embodiments, the emission layer may be a phosphorescent emission layer, and may include the compound of Formula 1 as a dopant or a host.

[0101] In one embodiment, the compound of Formula 1 may be a thermally activated delayed fluorescent material. For example, the compound of Formula 1 may be a compound configured to emit light by means of thermally activated delayed fluorescence.

[0102] Another aspect of an embodiment of the present disclosure provides an electronic device, which includes a thin film transistor and the organic light-emitting device, wherein the thin film transistor includes a source electrode, a drain electrode, an activation layer (e.g., an active layer) and a gate electrode, and the first electrode of the organic light-emitting device can be electrically coupled to one of the source electrode and the drain electrode of the thin film transistor.

[0103] 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.

[0104] Figure 1 Description

[0105] 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 .

[0106] In the following, we will combine Figure 1 A structure of an organic light emitting device 10 according to an embodiment and a method of manufacturing the organic light emitting device 10 according to an embodiment are described.

[0107] First electrode 110

[0108] exist Figure 1In the embodiment, a substrate may be additionally disposed below the first electrode 110 or above the second electrode 190. To be used as a substrate, the substrate may be a glass substrate or a plastic substrate, each of which has excellent mechanical strength, thermal stability, transparency, surface flatness, ease of handling, and waterproofness.

[0109] 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.

[0110] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may be 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.

[0111] 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.

[0112] Organic layer 150

[0113] The organic layer 150 is located on the first electrode 110. The organic layer 150 may include an emission layer.

[0114] 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 .

[0115] Hole transport region in the organic layer 150

[0116] 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.

[0117] 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.

[0118] For example, the hole transport region may have a single-layer structure or a multi-layer structure, wherein the single-layer structure includes a single layer comprising a plurality of different materials, and the multi-layer structure has a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure or a hole injection layer / hole transport layer / emission auxiliary 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.

[0119] 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:

[0120]

[0121] Formula 201

[0122]

[0123] Formula 202

[0124]

[0125] In equation 201 and equation 202,

[0126] 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 60heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0127] 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 60 heteroarylene, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0128] xa1 to xa4 may each independently be an integer from 0 to 3,

[0129] xa5 can be an integer from 1 to 10,

[0130] 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 60heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0131] For example, in Equation 202, R 201 and R 202 can be optionally linked via a single bond, a dimethyl-methylene or a diphenyl-methylene, R 203 and R 204 Attachment may alternatively be via a single bond, a dimethyl-methylene or a diphenyl-methylene.

[0132] In one embodiment, in equation 201 and equation 202,

[0133] L 201 To L 205 Can be independently selected from:

[0134] 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

[0135] 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(Q31 )(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

[0136] 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.

[0137] In one or more embodiments, xa1 to xa4 may each independently be 0, 1 or 2.

[0138] In one or more embodiments, xa5 can be 1, 2, 3 or 4.

[0139] In one or more embodiments, R 201 To R 204 and Q 201 Can be independently selected from:

[0140] Phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthenyl, 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

[0141] 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

[0142] Q 31 To Q 33 Same as described above.

[0143] 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:

[0144] fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and

[0145] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, 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,

[0146] However, the embodiments of the present disclosure are not limited thereto.

[0147] In one or more embodiments, in Formula 202, i) R 201 and R 202 can be connected via a single bond, and / or ii) R 203 and R 204 Can connect via one-touch.

[0148] 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:

[0149] carbazolyl; and

[0150] 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 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,

[0151] However, the embodiments of the present disclosure are not limited thereto.

[0152] In one embodiment, the compound represented by Formula 201 can be represented by Formula 201A:

[0153] Formula 201A

[0154]

[0155] In one or more embodiments, the compound represented by Formula 201 may be represented by Formula 201A(1), but the embodiments of the present disclosure are not limited thereto:

[0156] Formula 201A(1)

[0157]

[0158] In one or more embodiments, the compound represented by Formula 201 may be represented by Formula 201A-1, but embodiments of the present disclosure are not limited thereto:

[0159] Formula 201A-1

[0160]

[0161] In one embodiment, the compound represented by Formula 202 can be represented by Formula 202A:

[0162] Formula 202A

[0163]

[0164] In one or more embodiments, the compound represented by Formula 202 can be represented by Formula 202A-1:

[0165] Formula 202A-1

[0166]

[0167] In Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202A, and Formula 202A-1,

[0168] L 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 Same as described above,

[0169] R 211 and R 212 can be independently combined with R 203 are defined the same as

[0170] 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 10Alkyl 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.

[0171] The hole transport region may include at least one selected from compound HT1 to compound HT39, but the embodiments of the present disclosure are not limited thereto:

[0172]

[0173]

[0174]

[0175] The thickness of the hole transport region may be approximately To about For example, approximately 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 To about In the range of, for example, about To about In the range of To about In the range of, for example, about To about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, suitable or satisfactory hole transport characteristics may be obtained without significantly increasing the driving voltage.

[0176] The emission assisting layer can improve luminous 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 or reduce the flow of electrons from the electron transport region. The emission assisting layer and the electron blocking layer can include materials as described above.

[0177] p-dopant

[0178] 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.

[0179] The charge generating material may be, for example, a p-dopant.

[0180] In one embodiment, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level of approximately -3.5 eV or less.

[0181] The p-dopant may include at least one selected from quinone derivatives, metal oxides, and cyano-containing compounds, but embodiments of the present disclosure are not limited thereto.

[0182] In one embodiment, the p-dopant may include at least one selected from the following compounds:

[0183] Quinone derivatives, such as tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

[0184] Metal oxides, such as tungsten oxide or molybdenum oxide;

[0185] 1,4,5,8,9,12-Hexaazatriphenylene-hexanitrile (HAT-CN); and

[0186] The compound represented by formula 221:

[0187]

[0188] Formula 221

[0189]

[0190] However, the embodiments of the present disclosure are not limited thereto.

[0191] In formula 221,

[0192] 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 -C60 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:

[0193] Emission layer in the organic layer 150

[0194] 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, and a blue emission layer. In one or more embodiments, the emission layer may have a stacked structure of two or more layers selected from the red emission layer, the green emission layer, and the 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 red light-emitting materials, green light-emitting materials, and blue light-emitting materials, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0195] The emission layer may include the compound of Formula 1 according to the embodiment.

[0196] In one embodiment, the compound represented by Formula 1 may be a host or a dopant.

[0197] In one embodiment, 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.

[0198] 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.

[0199] The thickness of the emitter layer can be approximately To about In the range of, 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.

[0200] Subject in the emission layer

[0201] The host may include the compound represented by Formula 1 according to the embodiment.

[0202] In addition to the compound represented by Formula 1 according to the embodiment, the host may further include a compound represented by Formula 301:

[0203] Formula 301

[0204] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0205] In formula 301,

[0206] Ar 301 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0207] xb11 can be 1, 2 or 3,

[0208] 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 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,

[0209] xb1 can be an integer from 0 to 5.

[0210] 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 C2 -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 ),

[0211] xb21 can be an integer from 1 to 5, and

[0212] 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.

[0213] In one embodiment, Ar in Formula 301 301 Can be selected from:

[0214] naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, peryl, phenanthrenyl, indenoanthryl, dibenzofuranyl, and dibenzothiophenyl; and

[0215] 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

[0216] Q 31 To Q 33 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.

[0217] When xb11 in Formula 301 is two or more, two or more Ar 301 Can connect via one-touch.

[0218] In one or more embodiments, the compound represented by Formula 301 may be represented by Formula 301-1 or Formula 301-2:

[0219] Formula 301-1

[0220]

[0221] Formula 301-2

[0222]

[0223] In Formula 301-1 and Formula 301-2,

[0224] 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,

[0225] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],

[0226] 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 ),

[0227] xb22 and xb23 can each independently be 0, 1 or 2,

[0228] L 301 、xb1、R 301 and Q 31 To Q 33 Same as described above,

[0229] L 302 To L 304 can be independently combined with L 301 The same definition,

[0230] xb2 to xb4 may each independently be the same as defined in conjunction with xb1, and

[0231] R 302 To R 304 can be independently combined with R 301 The definition is the same.

[0232] For example, in Formula 301, Formula 301-1, and Formula 301-2, L 301 To L 304 Can be independently selected from:

[0233] 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

[0234] 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 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

[0235] Q 31 To Q 33 Same as described above.

[0236] In one embodiment, R in Formula 301, Formula 301-1, and Formula 301-2 301 To R 304Can be independently selected from:

[0237] 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

[0238] 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)(Q31 )(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

[0239] Q 31 To Q 33 Same as described above.

[0240] In one or more embodiments, the host may include an alkaline earth metal complex. For example, the host may be selected from a Be complex (eg, compound H55), a Mg complex, and a Zn complex.

[0241] The host may be 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 the embodiments of the present disclosure are not limited thereto:

[0242]

[0243]

[0244]

[0245] [Phosphorescent Dopant in Emission Layer of Organic Layer 150]

[0246] The phosphorescent dopant may include an organometallic complex represented by Formula 401:

[0247] Formula 401

[0248] M(L401 ) xc1 (L 402 ) xc2

[0249] Formula 402

[0250]

[0251] In equations 401 and 402,

[0252] 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),

[0253] L 401 can be selected from the ligand represented by formula 402, xc1 can be 1, 2 or 3, wherein when xc1 is two or more, two or more L 401 can be the same or different from each other,

[0254] L 402 It can be an organic ligand, and xc2 can be an integer from 0 to 4, wherein when xc2 is two or more, two or more L 402 can be the same or different from each other,

[0255] X 401 To X 404 may each independently be nitrogen or carbon,

[0256] X 401 and X 403 Can be connected via single or double bonds, X 402 and X 404 Can be connected via single or double bonds,

[0257] A 401 and A 402 can be independently selected from C 5 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0258] 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 411and Q 412 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,

[0259] X 406 Can be a single bond, O or S,

[0260] R 401 and R 402 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 20 Alkyl, substituted or unsubstituted C 1 -C 20 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic 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,

[0261] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0262] The * and *' in formula 402 both represent the binding site with M in formula 401.

[0263] In one embodiment, A in equation 402 401 and A 402 They can all be independently selected from phenyl, naphthyl, fluorenyl, spirobifluorenyl, indenyl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiophenyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl and dibenzothiophenyl.

[0264] 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 402 They may both be nitrogen.

[0265] In one or more embodiments, R in equation 402 401 and R 402 Can be independently selected from:

[0266] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0267] 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;

[0268] Cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl;

[0269] 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

[0270] -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ),and

[0271] 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.

[0272] In one or more embodiments, when xc1 in equation 401 is two or greater, two or more L 401 Two A's 401 It can be optionally connected via X as a linker 407 Connect, or two or more L 401 Two A's402 It can be optionally connected via X as a linker 408 Connection (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 not limited thereto.

[0273] L in Formula 401 402 It can be a monovalent organic ligand, a divalent organic ligand or a trivalent organic ligand. 402 It can be selected from halogen, diketone (e.g., acetylacetone), carboxylic acid (e.g., picolinic acid), -C(=O), isonitrile, -CN and phosphorus (e.g., phosphine or phosphite), but the embodiments of the present disclosure are not limited thereto.

[0274] In one or more embodiments, the phosphorescent dopant may be selected from, for example, compound PD1 to compound PD25, but the embodiments of the present disclosure are not limited thereto:

[0275]

[0276]

[0277] Fluorescent dopants in the emitting layer

[0278] The fluorescent dopant may include an arylamine compound or a styrylamine compound.

[0279] The fluorescent dopant may include a compound represented by Formula 501:

[0280] Formula 501

[0281]

[0282] In formula 501,

[0283] Ar 501 It can be substituted or unsubstituted C 5 -C60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0284] 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,

[0285] xd1 to xd3 may each independently be an integer from 0 to 3,

[0286] R 501 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

[0287] xd4 can be an integer from 1 to 6.

[0288] In one embodiment, Ar in Formula 501 501 Can be selected from:

[0289] naphthyl, heptathenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, naphthacene, phenanthrenyl, perylenyl, pentaphenanthrenyl, indenoanthryl, and indenophenanthrenyl; and

[0290] 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,

[0291] In one or more embodiments, L in Formula 501 501 To L 503 Can be independently selected from:

[0292] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, ...

[0293] 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 ... The compounds include phenylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothiophenylene, and pyridylene.

[0294] In one or more embodiments, R in Formula 501 501 and R 502 Can be independently selected from:

[0295] 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

[0296] 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, 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

[0297] Q 31 To Q 33 can be independently selected from C 1 -C 10 Alkyl, C1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0298] In one or more embodiments, xd4 in equation 501 may be 2, but the embodiments of the present disclosure are not limited thereto.

[0299] For example, the fluorescent dopant may be selected from Compound FD1 to Compound FD22:

[0300]

[0301]

[0302]

[0303] 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:

[0304]

[0305] Electron transport region in organic layer 150

[0306] 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.

[0307] 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.

[0308] 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.

[0309] 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.

[0310] As used herein, the term "π-electron-poor nitrogen-containing ring" refers to a C-containing ring having at least one *-N=*' moiety as a ring-forming part. 1 -C 60 Heterocyclic group.

[0311] 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 A carbocyclic condensed heteropolycyclic group.

[0312] 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.

[0313] For example, the electron transport region may include a compound represented by Formula 601:

[0314] Formula 601

[0315] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0316] In formula 601,

[0317] Ar 601 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0318] xe11 can be 1, 2 or 3,

[0319] L 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10Heterocycloalkylene, 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,

[0320] xe1 can be an integer from 0 to 5,

[0321] R 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic 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 ),

[0322] Q 601 To Q 603 can be independently C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl, and

[0323] xe21 can be an integer from 1 to 5.

[0324] 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.

[0325] In one embodiment, Ar in Formula 601 601 Can be selected from:

[0326] Phenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, phenanthrenyl, phenanthrenyl, phenanthrenyl, phenanthryl, phenanthroline, phenazinyl, phenanthryl ...

[0327] 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

[0328] 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.

[0329] When xe11 in Formula 601 is two or greater, two or more Ar 601 Can connect via one-touch.

[0330] In one or more embodiments, Ar in Formula 601 601 It may be anthracene.

[0331] In one or more embodiments, the compound represented by Formula 601 can be represented by Formula 601-1:

[0332] Formula 601-1

[0333]

[0334] In formula 601-1,

[0335] 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,

[0336] L 611 To L 613 can be independently combined with L 601 The same definition,

[0337] xe611 to xe613 can all independently be the same as defined in conjunction with xe1,

[0338] R 611 To R 613 can be independently combined with R 601 are defined the same as

[0339] 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.

[0340] In one embodiment, L in equation 601 601 and L in formula 601-1 611 To L 613 Can be independently selected from:

[0341] 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

[0342] 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,

[0343] However, the embodiments of the present disclosure are not limited thereto.

[0344] 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.

[0345] 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:

[0346] 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;

[0347] 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, 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

[0348] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),and

[0349] Q 601 and Q 602 Same as described above.

[0350] The electron transport region may include at least one compound selected from compound ET1 to compound ET36, but the embodiments of the present disclosure are not limited thereto:

[0351]

[0352]

[0353]

[0354]

[0355] 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:

[0356]

[0357] In one embodiment, the electron transport region may include a phosphine oxide compound (e.g., TSPO1 used in the following examples, etc.), but the embodiments of the present disclosure are not limited thereto. In one embodiment, a phosphine oxide 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.

[0358] The thickness of the buffer layer, the hole blocking layer and the electron control layer can all be about To about In the range of, for example, about To about When the thicknesses of the buffer layer, the hole blocking layer, and the electron control layer are within these ranges, the electron transport region may have excellent hole blocking characteristics or electron control characteristics without significantly increasing the driving voltage.

[0359] The thickness of the electron transport layer can be about To about In the range of, for example, about To about When the thickness of the electron transport layer is within the range described above, suitable or satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0360] In addition to the materials described above, the electron transport region (eg, the electron transport layer in the electron transport region) may further include a metal-containing material.

[0361] 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.

[0362] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compounds ET-D1 (lithium hydroxyquinoline, LiQ) or ET-D2:

[0363]

[0364] 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 be in direct contact with the second electrode 190.

[0365] The electron injection layer may have: i) a single-layer structure including a single layer containing a single material; ii) a single-layer structure including a single layer containing a plurality of different materials; or iii) a multi-layer structure having a plurality of layers including a plurality of different materials.

[0366] 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.

[0367] 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.

[0368] The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.

[0369] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb, and Gd.

[0370] The alkali metal compounds, alkaline earth metal compounds, and rare earth metal compounds may be selected from oxides and halides (e.g., fluorides, chlorides, bromides, or iodides) of alkali metals, alkaline earth metals, and rare earth metals.

[0371] 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.

[0372] The alkaline earth metal compound may be selected from alkaline earth metal oxides (such as BaO, SrO, CaO, Ba x Sr 1-x O (0 < x < 1) or Ba x Ca 1-x O (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.

[0373] The rare earth metal compound may be selected from YbF 3 ScF 3 Sc 2 O 3 , Y 2 O 3 、Ce 2 O 3 , GdF 3 and TbF 3 In one embodiment, the rare earth metal compound may be selected from YbF 3 ScF 3 , TbF 3 ,YbI 3 ScI 3 and TbI 3 , but the embodiments of the present disclosure are not limited thereto.

[0374] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include ions of alkali metal, alkaline earth metal and rare earth metal as described above, and the ligand coordinated to the metal ion of the alkali metal complex, alkaline earth metal complex or rare 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.

[0375] The electron injection layer may 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 may 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 may be uniformly or non-uniformly dispersed in the matrix including the organic material.

[0376] The thickness of the electron injection layer can be about To about In the range of, for example, about To about When the thickness of the electron injection layer is within the range described above, suitable or satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0377] The second electrode 190

[0378] The second electrode 190 is 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 a relatively low work function.

[0379] The second electrode 190 may include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO, but the embodiments of the present disclosure are not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0380] The second electrode 190 may have a single-layer structure or a multi-layer structure including two or more layers.

[0381] Figures 2 to 4 Description

[0382] 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 3 is 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.

[0383] 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 .

[0384] 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.

[0385] The first capping layer 210 and the second capping layer 220 may improve external light emitting efficiency according to the principle of constructive interference.

[0386] The first capping layer 210 and the second capping layer 220 may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or a composite capping layer including an organic material and an inorganic material.

[0387] 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 optionally 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.

[0388] 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.

[0389] In one or more embodiments, at least one selected from the first capping layer 210 and the second capping layer 220 may each independently include a compound selected from compounds HT28 to HT33 and compounds CP1 to CP5, but the embodiments of the present disclosure are not limited thereto.

[0390]

[0391] 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.

[0392] A layer constituting a hole transport region, an emission layer, and a layer constituting an electron transport region can be formed in a specific region by using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and laser induced thermal imaging.

[0393] 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 Up to about 10 -3 Torr vacuum and approx. To about The vacuum deposition was performed at a deposition rate of .

[0394] 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 2000 rpm to about 5000 rpm and at a heat treatment temperature of about 80°C to about 200°C by taking into account the materials to be included in the layer to be formed and the structure of the layer to be formed.

[0395] equipment

[0396] 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.

[0397] 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.

[0398] 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.).

[0399] In addition to the organic light emitting device, the authentication device may also include a biometric information collector.

[0400] The electronic device can be applied to personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notepads, electronic dictionaries, electronic game consoles, medical equipment (e.g., electronic thermometers, sphygmomanometers, 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.

[0401] General definitions of at least some of the substituents

[0402] 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 60The alkyl group has a divalent group having substantially the same structure.

[0403] 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.

[0404] 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 C 2 -C 60 Alkynyl groups are divalent groups having substantially the same structure.

[0405] 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.

[0406] 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.

[0407] As used herein, the term "C 1 -C 10The term "heterocycloalkyl" as used herein refers to a monovalent saturated monocyclic group having at least one heteroatom selected from N, O, Si, P and S as ring atoms and 1 to 10 carbon atoms, and examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and tetrahydrothienyl. 1 -C 10 "Heterocycloalkylene" refers to a C 1 -C 10 The heterocycloalkyl group has a divalent group having substantially the same structure.

[0408] 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 ring and / or the group have no aromaticity), examples of which include cyclopentenyl, cyclohexenyl, and cycloheptenyl. As used herein, the term "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 ring and / or the group have no aromaticity). Examples thereof include cyclopentenyl, cyclohexenyl, and cycloheptenyl. 3 -C 10 "Cycloalkenylene" refers to 3 -C 10 The cycloalkenyl group is a divalent group having substantially the same structure.

[0409] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as 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.

[0410] 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. 6 -C 60 The arylene group refers to a divalent or higher valent 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 C6 -C 60 When the arylene groups each include two or more rings, the rings may be fused to each other (eg, bonded together).

[0411] 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 or higher valent 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).

[0412] 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" refers to -SA 103 (Among them, A 103 C 6 -C 60 aryl).

[0413] 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), 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 molecular structure has no aromaticity). 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.

[0414] The term "monovalent non-aromatic condensed heteropolycyclic group" as used herein 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 having no aromaticity in its entire molecular structure (e.g., the entire molecular structure has no aromaticity). An example of a monovalent non-aromatic condensed heteropolycyclic group is a carbazolyl group. The term "divalent non-aromatic condensed heteropolycyclic group" as used herein refers to a divalent group having substantially the same structure as a monovalent non-aromatic condensed heteropolycyclic group.

[0415] As used herein, the term "C 4 -C 60 "Carbocyclic group" refers to a monocyclic or polycyclic group having 4 to 60 carbon atoms, wherein the ring atoms are only carbon atoms. As used herein, the term "C 4 -C 60 "Carbocyclic group" refers to aromatic carbocyclic group or non-aromatic carbocyclic group. 4 -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 preferably a ring (such as benzene), a monovalent group (such as phenyl) or a divalent group (such as phenylene). 4 -C 60 The number of substituents of the carbocyclic group, C 4 -C 60 The carbocyclic group may be a trivalent group or a tetravalent group.

[0416] 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. 4 -C 60 Carbocyclic groups have groups with substantially the same structure. In one or more embodiments, according to the combination to C 1 -C 60 The number of substituents of the heterocyclic group, C 1 -C 60 The heterocyclic group may be a monovalent group, a divalent group, a trivalent group, a tetravalent group or a higher-valent group.

[0417] In this specification, substituted C 4 -C 60 Carbocyclic, substituted C 1 -C 60 Heterocyclic, substituted C 1 -C 20 Alkylene, substituted C 2 -C 20Alkenylene, 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:

[0418] 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;

[0419] are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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, 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;

[0420] 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;

[0421] 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, 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

[0422] -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

[0423] 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, 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.

[0424] The term "Ph" as used herein refers to phenyl, the term "Me" as used herein refers to methyl, the term "Et" as used herein refers to ethyl, the term "ter-Bu" or "Bu" as used herein refers to ethyl. t ” refers to tert-butyl, and the term “OMe” as used herein refers to methoxy.

[0425] 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.

[0426] As used herein, the term "terphenyl" refers to a "phenyl group substituted with a biphenyl group". In other words, a "terphenyl group" is a phenyl group substituted with a C 6 -C 60 Aryl C 6 -C 60 Phenyl with aryl as substituent.

[0427] Unless otherwise defined, * and *' as used herein refer to the binding sites to adjacent atoms in the corresponding formula.

[0428] 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.

[0429] Example

[0430] Synthesis Example 1: Synthesis of Compound 1

[0431]

[0432] Synthesis of intermediate 1-1

[0433] Dichlorodiphenylsilane (CAS#=80-10-4) was reacted with nBuLi and then with 9-(3-bromophenyl)-9H-carbazole (CAS#=185112-61-2) to obtain Intermediate 1-1. Intermediate 1-1 was identified by liquid chromatography-mass spectrometry (LC-MS).

[0434] C 30 H 22 ClNSi:M +1 456.34.

[0435] Synthesis of compound 1

[0436] The reaction vessel in which 3.5 g of intermediate 1-1 was dissolved in 50 mL of tetrahydrofuran (THF) was cooled to a temperature of -78 ° C, and 3 mL of nBuLi was added dropwise thereto. After the reaction mixture was kept at a temperature of -78 ° C for 1 hour, 9-(4-bromophenyl)-9-phenyl-9H-fluorene (CAS#=937082-81-0) was added thereto and stirred at room temperature for 24 hours. After the reaction was completed, the reaction solution was extracted with ethyl acetate. The organic layer collected therefrom was dried using anhydrous magnesium sulfate, and the residue obtained by evaporating the solvent therefrom was separated and purified by silica gel column chromatography to obtain 4 g of compound 1 (yield: 70%). By LC-MS and proton nuclear magnetic resonance spectroscopy ( 1 H-NMR) confirmed compound 1.

[0437] Synthesis Example 2: Synthesis of Compound 2

[0438]

[0439] Synthesis of intermediate 2-1

[0440] Dichlorodiphenylsilane (CAS#=80-10-4) was reacted with nBuLi and then with 9,9′-(5-bromo-1,3-phenylene)bis(9H-carbazole) (CAS#=750573-24-1) to obtain Intermediate 2-1. Intermediate 2-1 was identified by LC-MS.

[0441] C 42 H 29 C1N 2 Si:M +1 625.21.

[0442] Synthesis of compound 2

[0443] 2.8 g of Compound 2 (yield: 48%) was synthesized in substantially the same manner as Compound 1, except that 9,9′-(5-(chlorodiphenylsilyl)-1,3-phenylene)bis(9H-carbazole) (Intermediate 2-1) was used instead of 9-(3-(chlorodiphenylsilyl)phenyl)-9H-carbazole (Intermediate 1-1). The results were analyzed by LC-MS and 1 H-NMR confirmed compound 2.

[0444] Synthesis Example 3: Synthesis of Compound 5

[0445]

[0446] Synthesis of intermediate 5-1

[0447] 1,4-Dibromobenzene (CAS#=106-37-6) was reacted with nBuLi and then with chlorotriphenylsilane (CAS#=76-86-8) to obtain Intermediate 5-1. Intermediate 5-1 was identified by LC-MS.

[0448] C 24 H 19 BrSi:M +1 415.01.

[0449] Synthesis of intermediate 5-2

[0450] Intermediate 5-1 was reacted with nBuLi and then with bis(pinacolato)diboron (CAS#=73183-34-3) to obtain Intermediate 5-2. Intermediate 5-2 was identified by LC-MS.

[0451] C 30 H 31 BO 2 Si:M +1 463.21.

[0452] Synthesis of intermediate 5-3

[0453] Intermediate 5-2 was reacted with 1-bromo-2-nitrobenzene (CAS#=577-19-5) under Pd catalyst conditions to obtain Intermediate 5-3. Intermediate 5-3 was identified by LC-MS.

[0454] C 30 H 23 NO 2 Si:M +1 458.18.

[0455] Synthesis of intermediate 5-4

[0456] Intermediate 5-3 was reacted with triphenylphosphine to obtain intermediate 5-4. Intermediate 5-4 was confirmed by LC-MS.

[0457] C 30 H 23 NSi:M +1 429.29.

[0458] Synthesis of intermediate 5-5

[0459] Intermediate 5-4 was reacted with 1-bromo-3-fluorobenzene (CAS#=1073-06-9) under Pd catalyst conditions to obtain Intermediate 5-5. Intermediate 5-5 was identified by LC-MS.

[0460] C 36 H 26 BrNSi:M+1 580.30.

[0461] Synthesis of intermediate 5-6

[0462] Dichlorodiphenylsilane (CAS#=80-10-4) was reacted with nBuLi and then reacted with Intermediate 5-5 to obtain Intermediate 5-6. Intermediate 5-6 was identified by LC-MS.

[0463] C 48 H 36 CnS 2 :M +1 718.25.

[0464] Synthesis of compound 5

[0465] The reaction vessel in which 4 g of intermediate 5-6 was dissolved in 50 mL of THF was cooled to a temperature of -78°C, and 2.3 mL of nBuLi was added dropwise thereto. After the reaction mixture was kept at a temperature of -78°C for 1 hour, 9-(3-bromophenyl)-9-phenyl-9H-fluorene (CAS#=1257251-75-4) was added and stirred at room temperature for 24 hours. After the reaction was completed, the reaction solution was extracted with ethyl acetate. The organic layer collected therefrom was dried by using anhydrous magnesium sulfate, and the residue obtained by evaporating the solvent therefrom was separated and purified by silica gel column chromatography to obtain 3.7 g of compound 5 (yield: 66%). By LC-MS and 1 H-NMR confirmed compound 5.

[0466] Synthesis Example 4: Synthesis of Compound 6

[0467]

[0468] Synthesis of intermediate 6-1

[0469] 1,4-Dibromo-2-fluorobenzene (CAS#=1435-52-5) was reacted with carbazole under Pd catalyst conditions to obtain Intermediate 6-1. Intermediate 6-1 was identified by LC-MS.

[0470] C 18 H 11 Br 2 N:M +1 399.89.

[0471] Synthesis of intermediate 6-2

[0472] Intermediate 6-1 was reacted with 2-(9-carbazolyl)phenylboronic acid (CAS#=1189047-28-6) under Pd catalyst conditions to obtain Intermediate 6-2. Intermediate 6-2 was identified by LC-MS.

[0473] C 36 H 23 Bn 2 :M +1 563.24.

[0474] Synthesis of intermediate 6-3

[0475] Dichlorodiphenylsilane (CAS#=80-10-4) was reacted with nBuLi and then with Intermediate 6-2 to obtain Intermediate 6-3. Intermediate 6-3 was identified by LC-MS.

[0476] C 48 H 33 C1N 2 Si:M +1 701.38.

[0477] Synthesis of compound 6

[0478] 5 g of Compound 6 (yield: 70%) was synthesized in substantially the same manner as Compound 2, except that 9,9'-(4-(chlorodiphenylsilyl)-[1,1'-biphenyl]-2,2'-diyl)bis(9H-carbazole) (Intermediate 6-3) was used instead of 9,9'-(5-(chlorodiphenylsilyl)-1,3-phenylene)bis(9H-carbazole) (Intermediate 2-1), and 9-(3-bromophenyl)-9-phenyl-9H-fluorene was used instead of 9-(4-bromophenyl)-9-phenyl-9H-fluorene. The results were analyzed by LC-MS and 1 H-NMR confirmed compound 6.

[0479] Synthesis Example 5: Synthesis of Compound 7

[0480]

[0481] Synthesis of intermediate 7-1

[0482] 1-Bromo-3,5-difluorobenzene (CAS#=461-96-1) was reacted with 10H-phenoxazine (CAS#=135-67-1) under Pd catalyst conditions to obtain Intermediate 7-1. Intermediate 7-1 was identified by LC-MS.

[0483] C 30 H 19 Bn 2 O 2 :M +1519.18.

[0484] Synthesis of intermediate 7-2

[0485] Dichlorodiphenylsilane (CAS#=80-10-4) was reacted with nBuLi and then reacted with Intermediate 7-1 to obtain Intermediate 7-2. Intermediate 7-2 was identified by LC-MS.

[0486] C 42 H 29 C1N 2 O 2 Si:M +1 657.23.

[0487] Synthesis of compound 7

[0488] 4.5 g of Compound 7 (yield: 80%) was synthesized in substantially the same manner as Compound 2, except that 10,10′-(5-(chlorodiphenylsilyl)-1,3-phenylene)bis(10H-phenoxazine) (Intermediate 7-2) was used instead of 9,9′-(5-(chlorodiphenylsilyl)-1,3-phenylene)bis(9H-carbazole) (Intermediate 2-1), and 9-(3-bromophenyl)-9-phenyl-9H-fluorene was used instead of 9-(4-bromophenyl)-9-phenyl-9H-fluorene. The results were analyzed by LC-MS and 1 H-NMR confirmed compound 7.

[0489] Synthesis Example 6: Synthesis of Compound 13

[0490]

[0491] Synthesis of intermediate 13-1

[0492] 1,3-Dibromo-5-fluorobenzene (CAS#=1435-51-4) was reacted with 9,9-dimethylacridine (CAS#=6267-02-3) under Pd catalyst conditions to obtain Intermediate 13-1. Intermediate 13-1 was identified by LC-MS.

[0493] C 21 H 17 Br 2 N:M +1 441.97.

[0494] Synthesis of intermediate 13-2

[0495] Intermediate 13-1 was reacted with 3-(9-carbazolyl)phenylboronic acid (CAS#=864377-33-3) under Pd catalyst conditions to obtain Intermediate 13-2. Intermediate 13-2 was identified by LC-MS.

[0496] C 39 H 29 Bn 2 :M +1 605.31.

[0497] Synthesis of intermediate 13-3

[0498] Dichlorodiphenylsilane (CAS#=80-10-4) was reacted with nBuLi and then with Intermediate 13-2 to obtain Intermediate 13-3. Intermediate 13-3 was identified by LC-MS.

[0499] C 51 H 39 C1N 2 Si:M +1 743.31.

[0500] Synthesis of compound 13

[0501] 4.3 g of Compound 13 (yield: 70%) was synthesized in substantially the same manner as Compound 2, except that 10-(3'-(9H-carbazole-9-yl)-5-(chlorodiphenylsilyl)-[1,1'-biphenyl]-3-yl)-9,9-dimethyl-9,10-dihydroacridine (Intermediate 13-3) was used instead of 9,9'-(5-(chlorodiphenylsilyl)-1,3-phenylene)bis(9H-carbazole) (Intermediate 2-1), and 9-(3-bromophenyl)-9-phenyl-9H-fluorene was used instead of 9-(4-bromophenyl)-9-phenyl-9H-fluorene. The results were analyzed by LC-MS and 1 Compound 13 was identified by H-NMR.

[0502] Synthesis Example 7: Synthesis of Compound 26

[0503]

[0504] Synthesis of compound 26

[0505] 5.4 g of Compound 26 (yield: 75%) was synthesized in substantially the same manner as Compound 2, except that 9-(3-bromophenyl)-9-phenyl-9H-fluorene was used instead of 9-(4-bromophenyl)-9-phenyl-9H-fluorene. 1 Compound 26 was identified by H-NMR.

[0506] Synthesis Example 8: Synthesis of Compound 31

[0507]

[0508] Synthesis of Intermediate 31-1

[0509] 3-(9-carbazolyl)phenylboronic acid (CAS#=864377-33-3) was reacted with 1,3-dibromobenzene (CAS#=108-36-1) under Pd catalyst conditions to obtain Intermediate 31-1. Intermediate 31-1 was identified by LC-MS.

[0510] C 24 H 16 BrN:M +1 398.11.

[0511] Synthesis of intermediate 31-2

[0512] Dichlorodiphenylsilane (CAS#=80-10-4) was reacted with nBuLi and then with Intermediate 31-1 to obtain Intermediate 31-2. Intermediate 31-2 was identified by LC-MS.

[0513] C 36 H 26 ClNSi:M +1 536.21.

[0514] Synthesis of compound 31

[0515] 7.2 g of Compound 31 (yield: 78%) was synthesized in substantially the same manner as Compound 2, except that 9-(3'-(chlorodiphenylsilyl)-[1,1'-biphenyl]-3-yl)-9H-carbazole (Intermediate 31-2) was used instead of 9,9'-(5-(chlorodiphenylsilyl)-1,3-phenylene)bis(9H-carbazole) (Intermediate 2-1), and 9-(3-bromophenyl)-9-phenyl-9H-fluorene was used instead of 9-(4-bromophenyl)-9-phenyl-9H-fluorene. The results were analyzed by LC-MS and 1 H-NMR confirmed compound 31.

[0516] Synthesis of Example Compounds 1 H-NMR and MS / FAB are shown in Table 1.

[0517] By referring to the synthesis mechanism and source materials described above, those skilled in the art can also easily recognize the synthesis methods of compounds other than the compounds shown in Table 1.

[0518] [Table 1]

[0519]

[0520]

[0521] Fabrication of organic light-emitting devices

[0522] Example 1

[0523] As the anode, Corning 15Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonicated for 5 minutes each using isopropyl alcohol and pure water, and then cleaned by exposure to ultraviolet rays and ozone. Then, the ITO glass substrate was provided to a vacuum deposition apparatus.

[0524] 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 The hole transport layer is formed by vacuum depositing a hole transport layer compound CzSi to a thickness of

[0525] The emission layer host compound 1 and the dopant Ir(pmp) were co-deposited on the hole transport layer in a weight ratio of 92:8. 3 , to form a The electron transport layer compound TSPO1 is formed to a thickness of The electron injection layer compound TPBI is deposited to a thickness of

[0526] Alkali metal halide LiF is deposited on the electron transport layer to form An electron injection layer with a thickness of , and Al is vacuum deposited to form a A cathode electrode with a thickness of 1000 Å was formed to form a LiF / Al electrode. In this way, an organic light emitting device was manufactured.

[0527]

[0528] Example 2 to Example 8

[0529] An organic light-emitting device was manufactured in substantially the same manner as in Example 1, except that Compound 2, Compound 5, Compound 6, Compound 7, Compound 13, Compound 26 and Compound 31 were respectively used instead of Compound 1 in Examples 2 to 8 in forming a blue emission layer.

[0530] Comparative Example 1

[0531] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that an existing blue host mCP was used in forming a blue emission layer.

[0532]

[0533] Comparative Example 2

[0534] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that the existing blue host compound 100 was used in forming the blue emission layer.

[0535]

[0536] Comparison Example 3

[0537] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that the existing blue host compound 200 was used in forming the blue emission layer.

[0538]

[0539] The driving voltage and the maximum quantum efficiency of the organic light emitting devices manufactured according to Examples 1 to 8 and Comparative Examples 1 to 3 were measured, and their results are shown in Table 2.

[0540] [Table 2]

[0541]

[0542] From Table 2, it was confirmed that the organic light emitting devices of Examples 1 to 8 showed excellent results compared with the results of the organic light emitting devices of Comparative Examples 1 to 3.

[0543] When the compound represented by Formula 1 according to one or more embodiments is used in an emission layer, efficiency may be improved compared to other existing compounds.

[0544] 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.

[0545] 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.

[0546] 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 figures. It will be understood that the spatially relative terms are intended to include different orientations of the device in use or operation in addition to the orientation depicted in the figures. For example, if the device in the figure is turned over, the element described as "below" or "below" or "below" other elements or features will then be positioned as "above" the other elements or features. Therefore, the example terms "below" and "under" can include both above and below orientations. The device can be positioned otherwise (e.g., rotated 90 degrees or at other orientations), and the spatially relative descriptors used herein should be interpreted accordingly.

[0547] 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.

[0548] The terms used herein are only for the purpose of describing specific embodiments and are not intended to limit the present disclosure. As used herein, unless the context clearly indicates otherwise, the singular forms "one" and "a (kind / person)" are also intended to include plural forms. It will also be understood that when the terms "comprise", "include" and their variations are used in this specification, the stated features, wholes, effects, operations, elements and / or components are indicated, but the presence or addition of one or more other features, wholes, effects, operations, elements, components and / or their groups are not excluded.

[0549] As used herein, the terms "substantially," "approximately," and similar terms are used as terms of approximation and not as terms of degree, and are intended to account for the inherent deviations in measurements or calculations that would be recognized by one 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.

[0550] In addition, any numerical range stated herein is intended to include all subranges of the same numerical precision contained in the stated range. For example, the range "1.0 to 10.0" is intended to include all subranges between the stated minimum value 1.0 and the stated maximum value 10.0 (and including the stated minimum value 1.0 and the stated maximum value 10.0), that is, having 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. Any maximum numerical limit stated herein is intended to include all lower numerical limits contained therein, and any minimum numerical limit stated in this specification is intended to include all higher numerical limits contained therein. Therefore, the applicant reserves the right to modify this specification (including claims) to explicitly state any subrange contained in the scope explicitly stated herein.

[0551] 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. A compound represented by Formula 2: Formula 2 in, In formula 2, X1 and X2 are independently selected from a single bond, O, and CR 13 R 14 , R1 and R2 are independently selected from the group represented by formula 2a, Wherein, in Formula 2a, R 21 is selected from hydrogen and deuterium, a21 is an integer from 0 to 4, and * indicates the binding site with the adjacent atom. R 13 and R 14 are independently selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl, R3, R4 and R5 are independently selected from hydrogen and deuterium, R6 to R9 are independently selected from hydrogen, deuterium, -Si(Ph)3, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl, L3 and L4 are independently selected from a single bond and a phenylene group, n is 0 or 1, b3, b4 and b6 to b9 are each independently an integer from 1 to 4, b5 is an integer from 1 to 5.

2. The compound according to claim 1, wherein: R 13 and R 14 are independently selected from methyl.

3. The compound according to claim 1, wherein: R3, R4 and R5 are each independently selected from hydrogen.

4. The compound according to claim 1, wherein: R6 to R9 are independently selected from hydrogen, deuterium, -Si(Ph)3 and tert-butyl.

5. The compound according to claim 1, wherein: The compound represented by Formula 2 is selected from the following compounds:

6. 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 emission layer comprises the compound according to claim 1.

7. The organic light emitting device according to claim 6, wherein: The first electrode is an anode, The second electrode is a cathode, and The organic layer located between the first electrode and the second electrode and including the emission layer includes: i) a hole transport region located between the first electrode and the emission layer and including a hole injection layer, a hole transport layer, a buffer layer, an electron blocking layer or any combination thereof; and ii) an electron transport region located between the emission layer and the second electrode and including a hole blocking layer, an electron transport layer, an electron injection layer or any combination thereof.

8. The organic light emitting device according to claim 6, wherein: The emission layer is a phosphorescent emission layer.

9. The organic light emitting device according to claim 6, wherein: The emission layer is a fluorescent emission layer.

10. The organic light emitting device according to claim 6, wherein: The emissive layer is a phosphorescent emissive layer, and the compound is a host.

11. The organic light emitting device according to claim 6, wherein: The emissive layer includes an iridium complex as a phosphorescent dopant.

12. The organic light emitting device according to claim 6, wherein: The emission layer includes Ir(pmp)3 as a phosphorescent dopant.

13. The organic light emitting device according to claim 7, wherein: The electron transport region includes a metal-containing material.

14. The organic light emitting device according to claim 7, wherein: The electron injection layer includes an alkali metal halide.

15. An electronic device, comprising: Thin film transistors; as well as The organic light-emitting device according to claim 6, The thin film transistor includes a source electrode, a drain electrode, an activation layer and a gate electrode, and The 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.

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