Organic light-emitting device

Abstract

The organic light-emitting device includes a first electrode and a second electrode facing the first electrode. An organic layer is between the first electrode and the second electrode. The organic layer includes a light-emitting layer. A hole transport region is between the first electrode and the light-emitting layer. A first auxiliary layer is between the hole transport region and the light-emitting layer. The first auxiliary layer includes a first compound represented by Formula 1. <Formula 1> #imgabs0#

Description

[0001] Description of the case

[0002] This application is a divisional application of the invention patent application with the application date of July 28, 2017, the national application number of 201710632350.3, and the invention name of "Organic Light-Emitting Device".

[0003] CROSS-REFERENCE TO RELATED APPLICATIONS

[0004] This application claims the benefit of Korean Patent Application No. 10-2016-0096120 filed on Jul. 28, 2016, in the Korean Intellectual Property Office, the disclosure of which is incorporated herein by reference in its entirety. Technical Field

[0005] Exemplary embodiments of the present invention relate to a light emitting device, and more particularly, to an organic light emitting device. Background Art

[0006] The organic light-emitting device may be a self-luminous device that produces a full-color image and also has a relatively wide viewing angle, a relatively high contrast ratio, and a relatively short response time.

[0007] The organic light-emitting device may include a first electrode disposed on a substrate, and a hole transport region, a light-emitting layer, an electron transport region, and a second electrode sequentially disposed on the first electrode. Holes provided by the first electrode may move toward the light-emitting layer through the hole transport region, and electrons provided by the second electrode may move toward the light-emitting layer through the electron transport region. Carriers (such as holes and electrons) may recombine in the light-emitting layer to generate excitons. These excitons may transition from an excited state to a ground state, thereby generating light. Summary of the invention

[0008] One or more exemplary embodiments of the present invention include an organic light emitting device having a relatively low driving voltage, a relatively high efficiency, and a relatively long lifespan.

[0009] According to one or more exemplary embodiments of the present invention, an organic light-emitting device includes a first electrode, a second electrode facing the first electrode, and an organic layer between the first electrode and the second electrode. The organic layer includes a light-emitting layer. A hole transport region is between the first electrode and the light-emitting layer. A first auxiliary layer is between the hole transport region and the light-emitting layer. The first auxiliary layer includes a first compound represented by Formula 1 and a second compound represented by Formula 201 or 202.

[0010] <Formula 1>

[0011]

[0012] <Formula 201>

[0013]

[0014] <Formula 202>

[0015]

[0016] In equations 1, 201 and 202:

[0017] X 1 It can be C(R 21 )(R 22 )、Si(R 21 )(R 22 )、N(R 21 ), O, S, S(=O) or S(=O) 2 , where R 21 and R 22 optionally linked to form a saturated or unsaturated ring,

[0018] L 1 To L 4 and L 201 To L 205 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, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0019] a1 to a4 may each independently be 0, 1, 2 or 3. When a1 is 2 or more, two or more L 1 may be the same as or different from each other. When a2 is 2 or more, two or more L 2 may be the same as or different from each other. When a3 is 2 or more, two or more L 3 may be the same as or different from each other, and when a4 is 2 or more, two or more L 4 can be the same or different from each other,

[0020] xa1 to xa4 can each independently be 0, 1 or 2. When xa1 is 2, the two L 201can be the same or different from each other. When xa2 is 2, the two L 202 can be the same or different from each other. When xa3 is 2, the two L 203 can be the same or different from each other, and when xa4 is 2, the two L 204 can be the same or different from each other,

[0021] xa5 can be 1, 2 or 3, wherein when xa5 is 2 or more, two or more L 205 can be the same or different from each other,

[0022] R 1 To R 12 , R 21 , R 22 and R 201 To R 204 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2)、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2 ), and R 1 To R 12 Two or more of are optionally linked to form a saturated or unsaturated ring,

[0023] R 1 To R 4 At least one of may be selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,

[0024] b1 to b4 may each independently be 1, 2 or 3. When b1 is 2 or more, two or more R 1 may be the same or different from each other. When b2 is 2 or more, two or more R 2 may be the same as or different from each other. When b3 is 2 or more, two or more R 3 may be the same as or different from each other, and when b4 is 2 or more, two or more R 4 can be the same or different from each other,

[0025] The 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 C1 -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 heteroaryl, substituted monovalent non-aromatic fused polycyclic group, substituted monovalent non-aromatic fused heteropolycyclic group, 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 At least one substituent of the heteroarylene group, the substituted divalent non-aromatic fused polycyclic group, and the substituted divalent non-aromatic fused heteropolycyclic group may be selected from:

[0026] 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;

[0027] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 3 -C 10 Cycloalkyl, C 1 -C10 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, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 );

[0028] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;

[0029] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6-C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group: 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, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) or -P(=O)(Q 21 )(Q 22 );as well as

[0030] -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 ).

[0031] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, biphenyl, terphenyl, C 1 -C 60 heteroaryl group, a monovalent non-aromatic fused polycyclic group, and a monovalent non-aromatic fused heteropolycyclic group. BRIEF DESCRIPTION OF THE DRAWINGS

[0032] The above and other features of the present invention will become more apparent by describing in detail exemplary embodiments of the present invention with reference to the accompanying drawings, in which:

[0033] Figure 1 is a schematic diagram of an organic light-emitting device according to an exemplary embodiment of the present invention;

[0034] Figure 2 is a schematic diagram of an organic light-emitting device according to an exemplary embodiment of the present invention;

[0035] Figure 3 is a schematic diagram of an organic light-emitting device according to an exemplary embodiment of the present invention; and

[0036] Figure 4 is a graph showing exemplary room temperature lifespans of organic light emitting devices according to Examples 1 and 2 and Comparative Examples 1, 2, and 4. DETAILED DESCRIPTION

[0037] The organic light-emitting device according to an exemplary embodiment of the present invention may include a first electrode, a second electrode facing the first electrode, and an organic layer between the first electrode and the second electrode. The organic layer may include a light-emitting layer, a hole transport region between the first electrode and the light-emitting layer, and a first auxiliary layer between the hole transport region and the light-emitting layer.

[0038] The first electrode may be an anode and the second electrode may be a cathode. The first electrode and the second electrode are described in more detail below.

[0039] The first auxiliary layer may include a first compound represented by Formula 1 and a second compound represented by Formula 201 or 202:

[0040] <Formula 1>

[0041]

[0042] <Formula 201>

[0043]

[0044] <Formula 202>

[0045]

[0046] In formula 1,

[0047] X 1 It can be C(R 21 )(R 22 )、Si(R 21 )(R 22 )、N(R 21 ), O, S, S(=O) or S(=O) 2 . R 21 and R 22 May be linked to form a saturated or unsaturated ring.

[0048] In an exemplary embodiment of the present invention, X in Formula 1 1 It can be C(R 21 )(R 22 ) or Si(R 21 )(R 22 ); however, exemplary embodiments of the present invention are not limited thereto.

[0049] In an exemplary embodiment of the present invention, R 21 and R 22 You can connect via:

[0050] a single key; or

[0051] Each is selected from C 1 -C 10Alkyl, C 1 -C 10 C substituted by at least one of alkoxy, phenyl, biphenyl, terphenyl and naphthyl 1 -C 5 Alkylene or C 2 -C 5 however, exemplary embodiments of the present invention are not limited thereto.

[0052] L in formula 1, 201 and 202 1 To L 4 and L 201 To L 205 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 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group.

[0053] For example, L in equations 1, 201, and 202 1 To L 4 and L 201 To L 205 Can be independently selected from:

[0054] Phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, phenanthrenylene ylene, pyridylene, pyrazylene, pyrimidylene, pyridazinylene, quinolylene, isoquinolylene, quinoxalylene, quinazolinylene, carbazolylene, and triazinylene; and

[0055] each substituted by at least one of the following: phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrene, pyrene yl, perylene, pyridinylene, pyrazinylene, pyrimidinylene, pyridazinylene, quinolylene, isoquinolylene, quinoxalylene, quinazolinylene, carbazolylene and triazinylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazinyl, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, 1-Butyl, ...

[0056] In an exemplary embodiment of the present invention, in Formulas 1, 201 and 202,

[0057] L 1 To L 4 and L 201 To L 205 Each may be independently selected from the groups represented by the formulae 3-1 to 3-46:

[0058]

[0059]

[0060] In formulas 3-1 to 3-46,

[0061] Y 1 Can be O, S, C (Z 3 )(Z 4 )、N(Z 5 ) or Si(Z 6 )(Z 7 ),

[0062] Z 1 To Z 7 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, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, , pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazine, benzimidazolyl, phenanthrolinyl and -Si(Q 31 )(Q 32 )(Q 33 ),

[0063] 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,

[0064] d2 may be an integer selected from 0 to 2,

[0065] d3 may be an integer selected from 0 to 3,

[0066] d4 may be an integer selected from 0 to 4,

[0067] d5 may be an integer selected from 0 to 5,

[0068] d6 may be an integer selected from 0 to 6,

[0069] d8 may be an integer selected from 0 to 8, and

[0070] * and *' each represent a binding site with an adjacent atom.

[0071] In an exemplary embodiment of the present invention, L in Formula 1 1 To L 4 Can be independently selected from:

[0072] Phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, phenanthrenylene yl and perylene; and

[0073] each substituted by at least one of the following: phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrene, pyrene and perylene: 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, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, The cyclopentyl and peryl groups.

[0074] In an exemplary embodiment of the present invention, L in Formula 1 1 To L 4 can be each independently selected from the groups represented by the formulae 3-1 to 3-9, 3-25 to 3-27, and 3-31 to 3-43, and

[0075] Z in Formulas 3-1 to 3-9, 3-25 to 3-27, and 3-31 to 3-43 1 To Z 7 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, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, however, exemplary embodiments of the present invention are not limited thereto.

[0076] a1 in formula 1 represents L 1 The number of and can be 0, 1, 2 or 3. When a1 is 0, *-(L 1 ) a1 -*' can be a single bond. When a1 is 2 or more, two or more L 1 a2 to a4 may be the same as a1.

[0077] In an exemplary embodiment of the present invention, a1 to a4 in Formula 1 may be 0, 1 or 2.

[0078] In the exemplary embodiment of the present invention, a1 to a4 in Formula 1 may be 0 or 1; however, the exemplary embodiment of the present invention is not limited thereto.

[0079] In formulas 201 and 202, xa1 represents L 201 The number of and can be 0, 1 or 2. When xa1 is 0, *-(L 201 ) xa1 -*' can be a single bond. When xa1 is 2 or more, two or more L 201 xa2 to xa4 may be the same as xa1.

[0080] xa5 in formula 202 represents L 205 The number of L can be 1, 2 or 3. When xa5 is 2 or more, two or more L 205 May be the same as or different from each other.

[0081] R in formula 1, 201 and 202 1 To R 12 , R 21 , R 22 and R 201 To R 204 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2). Two or more R 1 To R 12 may be linked to form a saturated or unsaturated ring, and

[0082] R 1 To R 4 At least one of may be selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0083] In an exemplary embodiment of the present invention, R in Formulas 1, 201 and 202 1 To R 4 , R 21 , R 22 and R 201 To R 204 Can be independently selected from:

[0084] Hydrogen, deuterium, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0085] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, biphenyl and terphenyl;

[0086] Phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrene, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, coryl, ovaphenyl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acryl pyridyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothiophenyl, dinaphthofuranyl, dinaphthothiophenyl, thiadiazolyl, imidazopyridinyl, and imidazopyrimidinyl; and

[0087] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, coryl, ovaphenyl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazole yl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothiophenyl, dinaphthofuranyl, dinaphthothiophenyl, thiadiazolyl, imidazopyridyl and imidazopyrimidyl: 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, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, coryl, ovaphenyl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridine phenyl, phenanthroline, phenazine, benzimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothiophenyl, dinaphthofuranyl, dinaphthothiophenyl, thiadiazolyl, imidazopyridyl, imidazopyrimidyl and -Si(Q) 31 )(Q 32 )(Q 33 ).

[0088] 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.

[0089] In an exemplary embodiment of the present invention, R in Formulas 1, 201 and 202 1 To R 4 , R 21 , R 22 and R 201 To R 204 Can be independently selected from:

[0090] Hydrogen, deuterium, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0091] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, biphenyl and terphenyl;

[0092] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrene, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl, and dinaphthothienyl; and

[0093] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl and dinaphthothienyl: 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, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl, dinaphthothienyl and -Si(Q 31 )(Q 32 )(Q 33 ).

[0094] 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.

[0095] In an exemplary embodiment of the present invention, R in Formulas 1, 201 and 202 1 To R 4 , R 21 , R 22 and R 201 To R 204 can be independently selected from: hydrogen, deuterium, C 1 -C 20 An alkyl group and a group represented by formulae 5-1 to 5-46:

[0096]

[0097]

[0098] In formulas 5-1 to 5-46:

[0099] Y 31 Can be O, S, C (Z 33 )(Z 34 )、N(Z 35 ) or Si(Z 36 )(Z 37 ),

[0100] Z 31 To Z 37 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, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl, dinaphthothienyl and -Si(Q 31 )(Q 32 )(Q 33 ),

[0101] 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,

[0102] e2 may be an integer selected from 0 to 2,

[0103] e3 may be an integer selected from 0 to 3,

[0104] e4 may be an integer selected from 0 to 4,

[0105] e5 may be an integer selected from 0 to 5,

[0106] e6 may be an integer selected from 0 to 6,

[0107] e7 may be an integer selected from 0 to 7,

[0108] e9 may be an integer selected from 0 to 9, and

[0109] * indicates the binding site with the adjacent atom.

[0110] As an example, R in Formula 1 1 To R 4 At least one of the following may be selected from C 1 -C 20 an alkyl group and a group represented by formulae 5-1 to 5-46, and

[0111] R 21 and R 22 Can be independently selected from C 1 -C 20 The alkyl group and the groups represented by Formulae 5-1 to 5-46; however, exemplary embodiments of the present invention are not limited thereto.

[0112] b1 in Formula 1 represents R 1 The number of R 1 b2 to b4 may be understood by referring to the structure of Formula 1 and the description provided herein in conjunction with b1.

[0113] In an exemplary embodiment of the present invention, in Formula 1:

[0114] X 1 It can be C(R 21 )(R 22 ) or Si(R 21 )(R 22 ),

[0115] R 21 and R 22 Can be independently selected from:

[0116] C 1 -C 10 Alkyl, phenyl, biphenyl, terphenyl, naphthyl, and anthracenyl; and

[0117] Phenyl, biphenyl, terphenyl, naphthyl and anthracenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl and anthracenyl, and

[0118] R 21 and R 22 Optionally connect via:

[0119] a single key; or

[0120] Selected from C 1 -C 10 Alkyl, C 1 -C 10 C substituted by at least one of alkoxy, phenyl, biphenyl, terphenyl and naphthyl 1 -C 3 an alkylene group; however, exemplary embodiments of the present invention are not limited thereto.

[0121] In an exemplary embodiment of the present invention, R in Formula 1 5 To R 12 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 or -Si(Q 1 )(Q 2 )(Q 3 ). Q 1 To Q 3 Can be independently selected from C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0122] As an example, the first compound may be represented by one of Formulas 1-1 to 1-10:

[0123]

[0124]

[0125] In formulas 1-1 to 1-10:

[0126] X 1 , L 1 To L 4 and a1 to a4 may be the same as described herein.

[0127] X 2 Can be carbon or silicon,

[0128] R 1 To R 4 Can be independently selected from:

[0129] C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0130] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, biphenyl and terphenyl;

[0131] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrene, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl, and dinaphthothienyl; and

[0132] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl and dinaphthothienyl: 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, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl, dinaphthothienyl and -Si(Q 31 )(Q 32 )(Q 33 ),

[0133] Q 31To Q 33 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl, and

[0134] b1 to b4 may each independently be 1 or 2.

[0135] In an exemplary embodiment of the present invention, R in Formulas 1-1 to 1-10 1 To R 4 Can be independently selected from:

[0136] C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy; and

[0137] Groups represented by formulae 5-1 to 5-46.

[0138] The first compound may be selected from compounds A1 to A60, B1 to B48, C1 to C30, D1 to D30, E1 to E60, and F1 to F48; however, exemplary embodiments of the present invention are not limited thereto:

[0139]

[0140]

[0141]

[0142]

[0143]

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154] The second compound may include at least one carbazole group or fluorene group.

[0155] Regarding X in Formula 1 1 , L 1 To L 4 、a1 to a4、R 1 To R 12 , R 21 , R 22 and b1 to b4, any combination thereof may be made within the scope of the present invention.

[0156] About L in Equations 201 and 202 201 To L 205 , xa1 to xa5 and R 201 To R 204 , any combination of them can be made within the scope of the present invention.

[0157] In the organic light-emitting device according to the exemplary embodiment of the present invention, the first auxiliary layer may include at least one first compound and at least one second compound.

[0158] The expression "at least one (kind)" used herein means "one (kind) or more (kinds)", and may mean, for example, two or more. In an exemplary embodiment of the present invention, when two or more first compounds are included in the first auxiliary layer, the two or more first compounds may be the same as or different from each other, and when two or more second compounds are included in the first auxiliary layer, the two or more second compounds may be the same as or different from each other.

[0159] In an exemplary embodiment of the present invention, the weight ratio of the first compound to the second compound in the first auxiliary layer may be in the range of about 4:6 to about 6:4. For example, the weight ratio of the first compound to the second compound in the first auxiliary layer may be in the range of about 4.5:5.5 to about 5.5:4.5; however, the exemplary embodiment of the present invention is not limited thereto. For example, the weight ratio of the first compound to the second compound in the first auxiliary layer may be about 5:5; however, the exemplary embodiment of the present invention is not limited thereto.

[0160] The first auxiliary layer according to an exemplary embodiment of the present invention may include the first compound and the second compound as described herein, so the organic light-emitting device may have a relatively high hole transport capability. The first compound having electron transport properties may reduce leakage current moving toward the first auxiliary layer beyond the light-emitting layer, thereby increasing the efficiency and lifespan of the organic light-emitting device according to an exemplary embodiment of the present invention.

[0161] As an example, the lifespan increase effect and low driving voltage can be achieved by limiting the weight ratio of the first compound to the second compound. As an example, if an excessive amount of the first compound outside the above range is included, a driving voltage increase (e.g., about 0.6V or more) may occur, and if an excessive amount of the first compound outside the above range is included, the lifespan increase may be relatively small or may not be achieved.

[0162] The organic light-emitting device may further include a second auxiliary layer between the hole transport region and the light-emitting layer, and

[0163] The second auxiliary layer may include a second compound.

[0164] In an exemplary embodiment of the present invention, the second auxiliary layer may be disposed between the hole transport region and the first auxiliary layer.

[0165] In an exemplary embodiment of the present invention, the second auxiliary layer may be disposed between the first auxiliary layer and the light emitting layer.

[0166] In an exemplary embodiment of the present invention, the sum of the thickness of the first auxiliary layer and the thickness of the second auxiliary layer may be about to about For example, the sum of the thickness of the first auxiliary layer and the thickness of the second auxiliary layer can be about to however, exemplary embodiments of the present invention are not limited thereto.

[0167] For example, the thickness of the first auxiliary layer may be about to about however, exemplary embodiments of the present invention are not limited thereto.

[0168] The light emitting layer may include the third compound represented by Formula 301.

[0169] <Formula 301>

[0170] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0171] In formula 301:

[0172] Ar 301 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0173] xb11 can be 1, 2 or 3,

[0174] 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, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0175] xb1 can be an integer from 0 to 5.

[0176] R 301 It can be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6-C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -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 ),

[0177] xb21 may be an integer selected from 1 to 5, and

[0178] Q 301 To Q 303 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0179] In an exemplary embodiment of the present invention, Ar 301 Can be selected from:

[0180] Naphthyl, fluorenyl, spiro-difluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, tetraphenyl, peryl, perylenyl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl;

[0181] each substituted by at least one of the following: naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, naphthyl, peryl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl: 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 )(Q32 )(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

[0182] 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; however, exemplary embodiments of the present invention are not limited thereto.

[0183] In the organic light emitting device according to the exemplary embodiment of the present invention:

[0184] The light-emitting layer may further include a dopant,

[0185] The amount of the third compound in the light-emitting layer may be greater than the amount of the dopant,

[0186] The third compound in the light-emitting layer may function as a host, and

[0187] The dopant may be a phosphorescent dopant.

[0188] In an exemplary embodiment of the present invention, the dopant may be an organic metal complex represented by Formula 401:

[0189] <Formula 401>

[0190] M(L 401 ) xc1 (L 402 ) xc2 .

[0191] In formula 401:

[0192] 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),

[0193] L 401 may be a ligand represented by formula 402,

[0194] <Formula 402>

[0195]

[0196] And xc1 can be 1, 2 or 3. When xc1 is 2 or more, two or more L 401 can be the same or different from each other,

[0197] L 402 may be an organic ligand, and xc2 may be an integer selected from 0 to 4. When xc2 is 2 or more, two or more L 402 can be the same or different from each other,

[0198] L 402 It can be a monovalent, divalent or trivalent organic ligand. For example, L 402 It may be selected from halogen, diketone (eg, acetylacetonate), carboxylic acid (eg, picolinate), -C(=O), isonitrile, -CN, and phosphorus-containing materials (eg, phosphine or phosphite); however, exemplary embodiments of the present invention are not limited thereto.

[0199] In formula 402:

[0200] X 401 To X 404 may each independently be nitrogen or carbon,

[0201] X 401 and X 403 can be connected to each other by single or double bonds, and X 402 and X 404 can be connected to each other by single or double bonds,

[0202] A 401 and A 402 Can be independently C 5 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0203] 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=*'. 411 To Q 412 It can be hydrogen, deuterium, C 1 -C 20 Alkyl, C 1-C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,

[0204] X 406 Can be a single bond, O or S,

[0205] 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, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ), where Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, C 6 -C 20 Aryl and C 1 -C20 Heteroaryl,

[0206] xc11 and xc12 may each independently be an integer selected from 0 to 10, and

[0207] * and *' in Formula 402 each represent a binding site with M in Formula 401.

[0208] In an exemplary embodiment of the present invention, the light emitting layer may be a green light emitting layer.

[0209] The organic light-emitting device may further include an electron transport region between the light-emitting layer and the second electrode.

[0210] In an exemplary embodiment of the present invention, the hole transport region may include at least one selected from a hole injection layer, a hole transport layer, a buffer layer or an electron blocking layer, and the electron transport region may include at least one selected from a hole blocking layer, an electron transport layer and an electron injection layer.

[0211] As an example, the electron injection layer may include Li, Na, K, Rb, Cs, Mg, Ca, Er, Tm, Yb, or any combination thereof; however, exemplary embodiments of the present invention are not limited thereto.

[0212] In an exemplary embodiment of the present invention, the hole transport region may include a p-dopant, and

[0213] The lowest unoccupied molecular orbital (LUMO) energy level of the p-dopant may be -3.5 eV or less.

[0214] For example, the p-dopant may include a compound including a cyano group; however, exemplary embodiments of the present invention are not limited thereto.

[0215] In an exemplary embodiment of the present invention, in an organic light emitting device according to an exemplary embodiment of the present invention:

[0216] The light-emitting layer may be a first light-emitting layer for emitting light of a first color,

[0217] The organic light-emitting device may further include, between the first electrode and the second electrode: i) at least one second light-emitting layer for emitting second color light or ii) at least one second light-emitting layer for emitting second color light and at least one third light-emitting layer for emitting third color light.

[0218] The maximum emission wavelength of the first color light, the maximum emission wavelength of the second color light, and the maximum emission wavelength of the third color light may be substantially the same as or different from each other, and

[0219] The first color light and the second color light may be emitted in the form of mixed light, or the first color light, the second color light, and the third color light may be emitted in the form of mixed light.

[0220] For example, the first color light may be green light; however, exemplary embodiments of the present invention are not limited thereto.

[0221] Figure 1 Schematic diagram of an organic light-emitting device according to an exemplary embodiment of the present invention. The organic light-emitting device 10 may include a first electrode 110, a hole transport region 130, a first auxiliary layer 141, a light-emitting layer 150, an electron transport region 170, and a second electrode 190, which may be sequentially stacked (e.g., in the order stated).

[0222] Figure 2 Schematic diagram of an organic light-emitting device according to an exemplary embodiment of the present invention. The organic light-emitting device 20 may include a first electrode 110, a hole transport region 130, a second auxiliary layer 142, a first auxiliary layer 141, a light-emitting layer 150, an electron transport region 170, and a second electrode 190, which may be sequentially stacked (e.g., in the order stated).

[0223] Figure 3 Schematic diagram of an organic light-emitting device according to an exemplary embodiment of the present invention. The organic light-emitting device 30 may include a first electrode 110, a hole transport region 130, a first auxiliary layer 141, a second auxiliary layer 142, a light-emitting layer 150, an electron transport region 170, and a second electrode 190, which may be sequentially stacked (e.g., in the order of the statements).

[0224] refer to Figure 1-3 The described first auxiliary layer 141 and the second auxiliary layer 142 may be substantially the same as the first auxiliary layer and the second auxiliary layer described herein, and thus a repeated description may be omitted.

[0225] The following will refer to Figures 1 to 3 The structures of the organic light-emitting devices 10 to 30 according to the exemplary embodiments of the present invention and the methods of manufacturing the organic light-emitting devices 10 to 30 according to the exemplary embodiments of the present invention are described in more detail.

[0226] refer to Figure 1 , a substrate may be additionally disposed under the first electrode 110 or on the second electrode 190. The substrate may be a glass substrate or a plastic substrate. The substrate may have relatively high mechanical strength, relatively high thermal stability, relatively high transparency, relatively high surface smoothness, relatively high ease of handling, and relatively high water resistance.

[0227] 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 the first electrode may be selected from materials having a relatively high work function to facilitate hole injection.

[0228] 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 included in the first electrode 110 may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), or any combination thereof; however, exemplary embodiments of the present invention are not limited thereto. In exemplary embodiments of the present invention, when the first electrode 110 is a semi-transmissive electrode and a reflective electrode, the material included in the first electrode may be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof; however, exemplary embodiments of the present invention are not limited thereto.

[0229] 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.

[0230] The organic layer may be disposed on the first electrode 110. The organic layer may include a light emitting layer 150.

[0231] The organic layer may further include a hole transport region between the first electrode 110 and the light emitting layer 150 and an electron transport region between the light emitting layer 150 and the second electrode 190 .

[0232] The hole transport zone 130 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 multi-layer structure having a plurality of layers including a plurality of different materials.

[0233] The hole transport region 130 may include at least one layer selected from a hole injection layer (HIL), a hole transport layer (HTL), a light emitting auxiliary layer, and an electron blocking layer (EBL).

[0234] As an example, the hole transport region 130 may have a single-layer structure including a single layer (including a plurality of different materials) or a multi-layer structure having a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / luminescence auxiliary layer structure, a hole injection layer / luminescence auxiliary layer structure, a hole transport layer / luminescence auxiliary layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure. The layers included in each structure may be stacked sequentially from the first electrode 110 (e.g., in the order stated); however, the structure of the hole transport region is not limited thereto.

[0235] The hole transport region 130 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 801, and a compound represented by Formula 802:

[0236]

[0237]

[0238] <Formula 801>

[0239]

[0240] <Formula 802>

[0241]

[0242] In equations 801 and 802:

[0243] L 801 To L 805 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 C1 -C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0244] L 805 Can be selected from *-O-*', *-S-*', *-N(Q 801 )-*', 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, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0245] Xa81 to Xa84 may each independently be an integer selected from 0 to 3,

[0246] Xa85 may be an integer selected from 1 to 10, and

[0247] R 801 To R 804 and Q 801 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 -C60 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0248] As an example, in equation 802, R 801 and R 802 can be connected to each other by a single bond, a dimethyl-methylene group or a diphenyl-methylene group, and R 803 and R 804 The groups may be linked to each other via a single bond, a dimethyl-methylene group or a diphenyl-methylene group.

[0249] In an exemplary embodiment of the present invention, in equations 801 and 802:

[0250] L 801 To L 805 Can be independently selected from:

[0251] Phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenylphenanthrenylene, pyrenylene, chrysene, tetraphenylene, phrenylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubenylene, coronenylene, ovophenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene and pyridylene;

[0252] phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrenylene, chrysene, tetraphenylene, pyrenylene, perylene, pentaphenenylene, hexaphenylene, pentacene yl, rubidinyl, coronetyl, oxadienyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilylene and pyridinylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C10 Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q) 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 );and

[0253] 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.

[0254] In an exemplary embodiment of the present invention, xa81 to xa84 may each independently be 0, 1 or 2.

[0255] In an exemplary embodiment of the present invention, xa85 may be 1, 2, 3 or 4.

[0256] In an exemplary embodiment of the present invention, R 801 To R 804 and Q 801 The phenyl group may be independently selected from phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, pyrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl;

[0257] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenanthrenyl, hexacenyl, pentacene, each substituted with at least one selected from the following 1-Hydroxy, ... 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, peryl, pentaphenyl, hexacenyl, pentacecenyl, rubenyl, coronenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q) 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 );and

[0258] Q 31 To Q 33 Can be the same as described herein.

[0259] In an exemplary embodiment of the present invention, R selected from Formula 801 801 To R 803 At least one of can be independently selected from:

[0260] fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl; and

[0261] Fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 an alkyl-substituted phenyl group, a -F-substituted phenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothienyl group; however, exemplary embodiments of the present invention are not limited thereto.

[0262] In an exemplary embodiment of the present invention, in Formula 802, i) R 801 and R 802 can be connected to each other via a single bond and / or ii) R 803 and R 804 Can be connected to each other by a single key.

[0263] In an exemplary embodiment of the present invention, R selected from Formula 802 801 To R 804 At least one of may be selected from:

[0264] carbazolyl; and

[0265] A carbazolyl group substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 an alkyl-substituted phenyl group, a -F-substituted phenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothienyl group; however, exemplary embodiments of the present invention are not limited thereto.

[0266] The compound represented by Formula 201 can be represented by Formula 201A:

[0267] <Formula 201A>

[0268]

[0269] In an exemplary embodiment of the present invention, the compound represented by Formula 201 may be represented by Formula 201A(1); however, exemplary embodiments of the present invention are not limited thereto.

[0270] <Formula 201A(1)>

[0271]

[0272] In an exemplary embodiment of the present invention, the compound represented by Formula 201 may be represented by Formula 201A-1; however, exemplary embodiments of the present invention are not limited thereto.

[0273] <Formula 201A-1>

[0274]

[0275] In an exemplary embodiment of the present invention, the compound represented by Formula 202 may be represented by Formula 202A:

[0276] <Formula 202A>

[0277]

[0278] In an exemplary embodiment of the present invention, the compound represented by Formula 202 may be represented by Formula 202A-1:

[0279] <Formula 202A-1>

[0280]

[0281] In Formulas 201A, 201A(1), 201A-1, 202A and 202A-1:

[0282] L 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 can be the same as described in this article,

[0283] R 211 and R 212 Can be respectively with R 203 same.

[0284] R 213 To R 217 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, corynyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl.

[0285] The hole transport region 130 may include at least one compound selected from compounds HT1 to HT39; however, exemplary embodiments of the present invention are not limited thereto.

[0286]

[0287]

[0288]

[0289]

[0290] The thickness of the hole transport region 130 may be about to about For example, about to about When the hole transport region 130 includes at least one selected from a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about 1000 Å. to about For example, about to about and the thickness of the hole transport layer can be in the range of about to about For example, about to about When the thicknesses of the hole transport region 130, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics may be obtained without a significant increase in driving voltage.

[0291] The light emitting auxiliary layer may increase light emitting efficiency by compensating for an optical resonance distance according to the wavelength of light emitted by the light emitting layer 150, and the electron blocking layer may block the flow of electrons from the electron transport region 170. The light emitting auxiliary layer and the electron blocking layer may include materials described herein.

[0292] In addition to these materials, the hole transport region 130 may further include a charge generation material that may increase the conductive properties of the hole transport region 130. The charge generation material may be dispersed in the hole transport region 130 substantially uniformly or non-uniformly.

[0293] The charge generating material may be, for example, a p-dopant.

[0294] In an exemplary embodiment of the present invention, the lowest unoccupied molecular orbital (LUMO) energy level of the p-dopant may be −3.5 eV or less.

[0295] The p-dopant may include at least one selected from a quinone derivative, a metal oxide, and a cyano group-containing compound; however, exemplary embodiments of the present invention are not limited thereto.

[0296] As an example, the p-dopant may include at least one selected from the following:

[0297] Quinone derivatives (such as tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ));

[0298] Metal oxides (such as tungsten oxide or molybdenum oxide);

[0299] 1,4,5,8,9,12-Hexaazatriphenylene-hexanitrile (HAT-CN); or

[0300] The compound represented by Formula 221; however, exemplary embodiments of the present invention are not limited thereto.

[0301]

[0302] <Formula 221>

[0303]

[0304] In formula 221:

[0305] R 221 To R 223 can be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group and a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, and is selected from R 221 To R 223At least one of the following may have at least one substituent selected from the group consisting of cyano, -F, -Cl, -Br, -I, C substituted with -F 1 -C 20 Alkyl, C substituted by -Cl 1 -C 20 Alkyl, C substituted by -Br 1 -C 20 Alkyl and C substituted by -I 1 -C 20 alkyl.

[0306] When the organic light-emitting device 10 is included in a full-color organic light-emitting device, the light-emitting layer 150 may be patterned into a red light-emitting layer, a green light-emitting layer, or a blue light-emitting layer according to sub-pixels. In an exemplary embodiment of the present invention, the light-emitting layer 150 may have a stacked structure of two or more layers selected from a red light-emitting layer, a green light-emitting layer, and a blue light-emitting layer, wherein the two or more layers are in direct contact with each other or separated from each other. In an exemplary embodiment of the present invention, the light-emitting layer 150 may include two or more materials selected from a red light-emitting material, a green light-emitting material, and a blue light-emitting material, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0307] The light emitting layer 150 may include a host and a dopant. The dopant may include at least one selected from a phosphorescent dopant and a fluorescent dopant.

[0308] The amount of the dopant in the light emitting layer 150 may be, for example, 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; however, exemplary embodiments of the present invention are not limited thereto.

[0309] The thickness of the light emitting layer 150 may be about to about , for example, about to about When the thickness of the light emitting layer 150 is within this range, relatively high light emitting characteristics can be obtained without a significant increase in driving voltage.

[0310] In an exemplary embodiment of the present invention, the host may include a compound represented by Formula 301.

[0311] <Formula 301>

[0312] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0313] In formula 301:

[0314] Ar 301 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0315] xb11 can be 1, 2 or 3,

[0316] 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 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group;

[0317] xb1 may be an integer selected from 0 to 5,

[0318] R 301 It can be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -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 ),

[0319] xb21 may be an integer selected from 1 to 5, and

[0320] 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; however, exemplary embodiments of the present invention are not limited thereto.

[0321] In an exemplary embodiment of the present invention, Ar 301 Can be selected from:

[0322] Naphthyl, fluorenyl, spiro-difluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, tetraphenyl, peryl, perylenyl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl;

[0323] each substituted by at least one of the following: naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, naphthyl, peryl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl and dibenzothiophenyl: 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(Q31 )(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

[0324] 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; however, exemplary embodiments of the present invention are not limited thereto.

[0325] When xb11 in Formula 301 is 2 or more, two or more Ar 301 Can be connected to each other by a single key.

[0326] In an exemplary embodiment of the present invention, the compound represented by Formula 301 may be represented by Formula 301-1 or Formula 301-2:

[0327] <Formula 301-1>

[0328]

[0329] <Formula 301-2>

[0330]

[0331] In formulas 301-1 to 301-2:

[0332] A 301 To A 304 The phenyl group may be independently selected from phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylenyl, pyrenyl, chrysene, pyridyl, pyrimidyl, indenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl and dinaphthothienyl,

[0333] X 301 Can be O, S or N-[(L 304 )xb4 -R 304 ],

[0334] 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 ),

[0335] xb22 and xb23 can each independently be 0, 1 or 2,

[0336] L 301 、xb1、R 301 and Q 31 To Q 33 can be the same as described in this article,

[0337] L 302 To L 304 Can be independently connected with L 301 same,

[0338] xb2 to xb4 can each independently be the same as xb1, and

[0339] R 302 To R 304 Can be independently connected with R 301 same.

[0340] As an example, L in Formulas 301, 301-1, and 301-2 301 To L 304 Can be independently selected from:

[0341] Phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, phenanthrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene oxazolyl, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene and azacarbazolylene;

[0342] each substituted by at least one of the following: phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrene, pyrene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene , triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, 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, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 );and

[0343] Q 31 To Q 33 Can be the same as described herein.

[0344] In an exemplary embodiment of the present invention, R in Formulas 301, 301-1, and 301-2 301 To R 304 Can be independently selected from:

[0345] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrene, phenyl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl oxazolyl, 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;

[0346] Each of which is substituted by at least one of the following: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazine , quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, 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, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 );and

[0347] Q 31 To Q 33 Can be the same as described herein.

[0348] In an exemplary embodiment of the present invention, 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, or a Zn complex.

[0349] The host may include at least one selected from 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), and compounds H1 to H56; however, exemplary embodiments of the present invention are not limited thereto.

[0350]

[0351]

[0352]

[0353]

[0354] The phosphorescent dopant may include an organic metal complex represented by the following Formula 401:

[0355] <Formula 401>

[0356] M(L 401 ) xc1 (L 402 ) xc2 .

[0357] In formula 401:

[0358] 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),

[0359] L 401 A ligand represented by the formula 402 may be selected.

[0360] <Formula 402>

[0361]

[0362] And xc1 can be 1, 2 or 3. When xc1 is 2 or more, two or more L401 can be the same or different from each other,

[0363] L 402 may be an organic ligand, and xc2 may be an integer selected from 0 to 4. When xc2 is 2 or more, two or more L 402 can be the same or different from each other,

[0364] L 402 It can be a monovalent, divalent or trivalent organic ligand. For example, L 402 It may be selected from halogen, diketone (eg, acetylacetonate), carboxylic acid (eg, picolinate), -C(=O), isonitrile, -CN, and phosphorus-containing materials (eg, phosphine or phosphite); however, exemplary embodiments of the present invention are not limited thereto.

[0365] In formula 402:

[0366] X 401 To X 404 may each independently be nitrogen or carbon,

[0367] X 401 and X 403 can be connected to each other by single or double bonds, and X 402 and X 404 can be connected to each other by single or double bonds,

[0368] A 401 and A 402 Can be independently selected from C 5 -C 60 Carbocyclic and C 1 -C 60 Heterocyclic group,

[0369] 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=*'. 411 To Q 412 can be hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,

[0370] X 406Can be a single bond, O or S,

[0371] R 401 and R 402 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 20 Alkyl, substituted or unsubstituted C 1 -C 20 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ), where Q 401 To Q 403 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,

[0372] xc11 and xc12 may each independently be an integer selected from 0 to 10, and

[0373] * and *' in Formula 402 each represent a binding site with M in Formula 401.

[0374] In an exemplary embodiment of the present invention, A in Formula 402 401 and A 402 The benzofuranyl, benzothiophene, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, and dibenzothiophene may be independently selected from the group consisting of phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, indenyl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiophene, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, and dibenzothiophene.

[0375] In an exemplary embodiment of the present invention, in Formula 402, i) X 401 may be nitrogen, and X 402 It can be carbon, or ii) X 401 and X 402 They may each be nitrogen at the same time.

[0376] In an exemplary embodiment of the present invention, R in Formula 402 401 and R 402 Can be independently selected from:

[0377] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0378] Each of the following C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, naphthyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl and norbornenyl;

[0379] cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl;

[0380] cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl, each substituted by at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl;

[0381] -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

[0382] Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, and a naphthyl group; however, exemplary embodiments of the present invention are not limited thereto.

[0383] In an exemplary embodiment of the present invention, when xc1 in Formula 401 is 2 or more, in two or more L 401 Two A's 401 The linker group X 407 Connect, or between two or more L 401 Two A's 402 The linker group X 408 Connect (see, for example, compounds PD1 to PD4 and PD7). 407 and X 408 can be each independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q413 )-*'、*-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(Q 414 )-*'(For example, 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); however, exemplary embodiments of the present invention are not limited thereto.

[0384] L in Formula 401 402 It can be a monovalent, divalent or trivalent organic ligand. For example, L 402 It may be selected from halogen, diketone (eg, acetylacetonate), carboxylic acid (eg, picolinate), -C(=O), isonitrile, -CN, and phosphorus-containing materials (eg, phosphine or phosphite); however, exemplary embodiments of the present invention are not limited thereto.

[0385] In an exemplary embodiment of the present invention, the phosphorescent dopant may be selected from, for example, compounds PD1 to PD26; however, exemplary embodiments of the present invention are not limited thereto.

[0386]

[0387] The fluorescent dopant may include an arylamine compound or a styrylamine compound.

[0388] The fluorescent dopant may include a compound represented by Formula 501 below.

[0389] <Formula 501>

[0390]

[0391] In formula 501:

[0392] Ar 501 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0393] L 501 To L 503 can be independently 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, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0394] xd1 to xd3 may each independently be an integer selected from 0 to 3;

[0395] 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, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and

[0396] xd4 may be an integer selected from 1 to 6.

[0397] In an exemplary embodiment of the present invention, Ar in Formula 501 501 Can be selected from:

[0398] naphthyl, heptathenyl, fluorenyl, spiro-difluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrene, phenyl, naphthacene, phenanthrenyl, perylenyl, pentaphenanthrenyl, indenoanthryl, and indenophenanthrenyl; and

[0399] each substituted by at least one of the following: naphthyl, heptalenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, naphthyl, phenanthrenyl, peryl, pentaphenanthrenyl, indenoanthryl and indenophenanthrenyl: 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.

[0400] In an exemplary embodiment of the present invention, L in Formula 501 501 To L 503 Can be independently selected from:

[0401] Phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, phenanthrenylene phenylene, ...

[0402] each substituted by at least one of the following: phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrene, pyrene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene and pyridylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl.

[0403] In an exemplary embodiment of the present invention, R in Formula 501 501 and R 502 Can be independently selected from:

[0404] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrene, phenyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridyl;

[0405] Each of which is substituted by at least one of the following: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl and -Si(Q 31 )(Q 32 )(Q 33 ),and

[0406] Q 31 To Q 33 Can be selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0407] In an exemplary embodiment of the present invention, xd4 in Formula 501 may be 2; however, exemplary embodiments of the present invention are not limited thereto.

[0408] As an example, the fluorescent dopant may be selected from compounds FD1 to FD22:

[0409]

[0410]

[0411]

[0412] In the exemplary embodiment of the present invention, the fluorescent dopant may be selected from the following compounds; however, the exemplary embodiment of the present invention is not limited thereto.

[0413]

[0414] The electron transport region 170 may be in an organic layer. The electron (e.g., hole->electron) transport region 170 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 multiple different materials), or iii) a multi-layer structure having multiple layers including multiple different materials.

[0415] The electron transport region 170 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; however, exemplary embodiments of the present invention are not limited thereto.

[0416] For example, the electron transport region 170 may have a structure of an electron transport layer / electron injection layer, a structure of a hole blocking layer / electron transport layer / electron injection layer, a structure of an electron control layer / electron transport layer / electron injection layer, or a structure of a buffer layer / electron transport layer / electron injection layer, wherein for each structure, each of the described layers may be sequentially stacked from the light emitting layer 150. However, the embodiment of the structure of the electron transport region is not limited thereto.

[0417] The electron transport region 170 (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region 170 ) may include a metal-free compound containing at least one π-electron-depleted nitrogen-containing ring.

[0418] "π-electron-depleted nitrogen-containing ring" means a C-containing ring having at least one *-N=*' moiety as a ring-forming part. 1 -C 60 Heterocyclic group.

[0419] For example, the “π-electron-depleted nitrogen-containing ring” may be i) a five- to seven-membered heteromonocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group in which two or more five- to seven-membered heteromonocyclic groups each having at least one *-N=*' moiety are fused to each other, or iii) a heteropolycyclic group in which at least one five- to seven-membered heteromonocyclic group each having at least one *-N=*' moiety is fused to at least one C 5 -C 60 The carbocyclic group is fused.

[0420] Examples of the π-electron-depleted nitrogen-containing ring include imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine or azacarbazole; however, exemplary embodiments of the present invention are not limited thereto.

[0421] As an example, the electron transport region 170 may include a compound represented by Formula 601:

[0422] <Formula 601>

[0423] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0424] In formula 601:

[0425] Ar 601 It can be substituted or unsubstituted C 5 -C 60 Carbocyclic or substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0426] xe11 can be 1, 2 or 3,

[0427] L 601 Can be selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 a heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group;

[0428] xe1 may be an integer selected from 0 to 5,

[0429] 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, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),

[0430] Q 601 To Q 603 Can be independently C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl, and

[0431] xe21 may be an integer selected from 1 to 5.

[0432] In an exemplary embodiment of the present invention, the amount of Ar is xe11 601 and the number of R is xe21 601At least one of the may include a π-electron-depleted nitrogen-containing ring.

[0433] In an exemplary embodiment of the present invention, the ring Ar in Formula 601 601 Can be selected from:

[0434] Phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, phenanthrenyl, phenanthrenyl, phenanthrenyl, phenanthryl, phenanthroline, phenazinyl, phenanthryl ...

[0435] phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, each substituted by at least one selected from the following yl, naphthacene, peryl, peryl, pentaphenyl, indenoanthryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, Cinoline, phenanthridinyl, acridinyl, phenanthroline, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ).

[0436] Q 31 To Q 33Can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0437] When xe11 in Formula 601 is 2 or more, two or more Ar 601 Can be connected to each other by a single key.

[0438] In an exemplary embodiment of the present invention, Ar in Formula 601 601 It may be anthracene.

[0439] In an exemplary embodiment of the present invention, the compound represented by Formula 601 may be represented by Formula 601-1:

[0440] <Formula 601-1>

[0441]

[0442] In formula 601-1:

[0443] X 614 Can be N or C (R 614 ), X 615 Can be N or C (R 615 ), X 616 Can be N or C (R 616 ), and selected from X 614 To X 616 At least one of may be N,

[0444] L 611 To L 613 Can be independently connected with L 601 same,

[0445] xe611 to xe613 can each be independently identical to xe1.

[0446] R 611 To R 613 Can be independently connected with R 601 same,

[0447] 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.

[0448] In an exemplary embodiment of the present invention, L in Formulas 601 and 601-1 601 and L 611 To L 613 Can be independently selected from:

[0449] Phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, phenanthrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazole ylene, 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

[0450] each substituted by at least one of the following: phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrene, pyrene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene , triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidine The invention also includes 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, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 51, 52, 53, 54, 55, 56, 57, 58, 59, 61, 62, 63, 64, 65, 66, 67, 68, 69, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92

[0451] In an exemplary embodiment of the present invention, xe1 and xe611 to xe613 in Formulae 601 and 601-1 may each independently be 0, 1 or 2.

[0452] In an exemplary embodiment of the present invention, R in Formula 601 and 601-1 601 and R 611 To R 613 Can be independently selected from:

[0453] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrene, phenyl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl oxazolyl, 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;

[0454] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazine , quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, oxazolyl, 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;

[0455] -S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 );and

[0456] Q 601 and Q 602 Can be the same as described herein.

[0457] The electron transport region 170 may include at least one compound selected from compounds ET1 to ET36; however, exemplary embodiments of the present invention are not limited thereto.

[0458]

[0459]

[0460]

[0461]

[0462] In an exemplary embodiment of the present invention, the electron transport region 170 may include at least one selected from the group consisting of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (BPhen), Alq 3 , BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ) and NTAZ.

[0463]

[0464] The thickness of the buffer layer, the hole blocking layer, and the electron control layer may each be about to about For example, about to about When the thicknesses of the buffer layer, the hole blocking layer, and the electron control layer are within these ranges, the electron blocking layer may have relatively high electron blocking properties or electron control properties without a significant increase in driving voltage.

[0465] The thickness of the electron transport layer can be about to about For example, about to about When the thickness of the electron transport layer is within the above range, the electron transport layer may have satisfactory electron transport characteristics without a significant increase in driving voltage.

[0466] The electron transport region 170 (eg, an electron transport layer in the electron transport region 170 ) may also include a metal-containing material.

[0467] The metal-containing material may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The alkali metal complex may include a metal ion selected from the following: Li ion, Na ion, K ion, Rb ion and Cs ion, and the alkaline earth metal complex may include a metal ion selected from the following: Be ion, Mg ion, Ca ion, Sr ion and Ba ion. The ligand coordinated with the metal ion of the alkali metal complex or the alkaline earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline and cyclopentadiene; however, exemplary embodiments of the present invention are not limited thereto.

[0468] As an example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (8-hydroxyquinoline lithium, LiQ) or ET-D2.

[0469]

[0470] The electron transport region 170 may include an electron injection layer that facilitates injection of electrons from the second electrode 190. The electron injection layer may directly contact the second electrode 190.

[0471] The electron injection layer may have i) a single-layer structure including a single layer including a single material, ii) a single-layer structure including a single layer including a plurality of different materials, or iii) a multi-layer structure having a plurality of layers including a plurality of different materials.

[0472] 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.

[0473] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In an exemplary embodiment of the present invention, the alkali metal may be Li, Na, or Cs. In an exemplary embodiment of the present invention, the alkali metal may be Li or Cs; however, the exemplary embodiment of the present invention is not limited thereto.

[0474] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.

[0475] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0476] The alkali metal compound, alkaline earth metal compound and rare earth metal compound may be selected from oxides and halides (eg, fluorides, chlorides, bromides or iodides) of alkali metals, alkaline earth metals and rare earth metals.

[0477] 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 an exemplary embodiment of the present invention, the alkali metal compound may be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI, and KI; however, exemplary embodiments of the present invention are not limited thereto.

[0478] 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 an exemplary embodiment of the present invention, the alkaline earth metal compound may be selected from BaO, SrO, and CaO; however, the exemplary embodiments of the present invention are not limited thereto.

[0479] The rare earth metal compound may be selected from YbF 3 , ScF 3 , ScO 3 , Y 2 O 3 , Ce 2 O 3 , GdF 3 and TbF 3 . In an exemplary embodiment of the present invention, the rare earth metal compound may be selected from YbF 3 , ScF 3 , TbF 3 , YbI 3 , ScI 3 and TbI 3 ; however, the exemplary embodiments of the present invention are not limited thereto.

[0480] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex may include the above alkali metal ions, alkaline earth metal ions, and rare earth metal ions, and the ligands coordinated with the metal ions of the alkali metal complex, alkaline earth metal complex, or rare earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, and cyclopentadiene; however, the exemplary embodiments of the present invention are not limited thereto.

[0481] The electron injection layer may include an 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 herein. In an exemplary embodiment of the present invention, the electron injection layer may further include an organic material. When the electron injection layer includes an organic material, an 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, the material may be dispersed in a matrix including the organic material substantially uniformly or non-uniformly.

[0482] The thickness of the electron injection layer can be about to about , for example, about to about When the thickness of the electron injection layer is within the above range, the electron injection layer may have satisfactory electron injection characteristics without a significant increase in driving voltage.

[0483] The second electrode 190 may be disposed on the organic layer. The second electrode 190 may be a cathode as an electron injection electrode. The material included in the second electrode 190 may be selected from metals, alloys, conductive compounds, or combinations thereof having a relatively low work function.

[0484] 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; however, the exemplary embodiment of the present invention is not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0485] The second electrode 190 may have a single-layer structure or a multi-layer structure including two or more layers.

[0486] The layer included in the hole transport region, the light emitting layer and the layer included in the electron transport region can be formed using one or more methods. For example, the method can be selected from vacuum deposition, spin coating, casting, Langmuir-Brockett (LB) deposition, inkjet printing, laser printing and laser induced thermal imaging.

[0487] When the layer included in the hole transport region, the light emitting layer, and the layer included in the electron transport region are formed by vacuum deposition, the vacuum deposition may be performed at a deposition temperature of, for example, about 100° C. to about 500° C., a temperature of ... -8 To about 10 -3 Torr vacuum and approx. / second to about The deposition was carried out at a deposition rate of 2.5 h / s.

[0488] When the layer included in the hole transport region, the light emitting layer, and the layer included in the electron transport region are formed by spin coating, the spin coating may be performed at a coating speed of about 2,000 rpm to about 5,000 rpm and a heat treatment temperature of about 80°C to 200°C, taking into account the material to be included in the layer to be formed and the structure of the layer to be formed.

[0489] The term "C 1 -C 60The term "alkyl" as used herein refers to a linear or branched aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, and examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl or hexyl. 1 -C 60 "Alkylene" refers to C 1 -C 60 An alkyl group is a divalent group having the same structure.

[0490] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 The term "C" as used herein refers to a hydrocarbon group having at least one carbon-carbon double bond in the middle or at the end of the alkyl group, and examples thereof include vinyl, propenyl or butenyl. 2 -C 60 "Alkenylene" refers to C 2 -C 60 Alkenyl groups have divalent groups of the same structure.

[0491] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 The term "C" as used herein refers to a hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the end of the alkyl group, and examples thereof include ethynyl or propynyl. 2 -C 60 "Alkynylidene" refers to C 2 -C 60 Alkynyl groups are divalent groups with the same structure.

[0492] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (For example, A 101 C 1 -C 60 An alkyl group is a monovalent group represented by an alkyl group, and examples thereof include a methoxy group, an ethoxy group or an isopropoxy group.

[0493] As used herein, the term "C 3 -C 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or cycloheptyl. As used herein, the term "Cycloalkyl" refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or cycloheptyl. 3 -C 10 "Cycloalkylene" refers to 3 -C 10 The cycloalkyl group has a divalent group of the same structure.

[0494] The term "C 1 -C 10 The term "heterocycloalkyl" as used herein refers to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as a ring atom and 1 to 10 carbon atoms, and examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl or tetrahydrothienyl. 1 -C 10 "Heterocycloalkylene" refers to a C 1 -C 10 The heterocycloalkyl group has a divalent group of the same structure.

[0495] 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, and examples thereof include cyclopentenyl, cyclohexenyl or cycloheptenyl. As used herein, the term "C 3 -C 10 "Cycloalkenylene" refers to 3 -C 10 The cycloalkenyl group has a divalent group of the same structure.

[0496] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as a ring atom, 1 to 10 carbon atoms and at least one double bond in its ring. 1 -C 10 Non-limiting examples of heterocycloalkenyl include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl or 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 of the same structure.

[0497] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic system (having 6 to 60 carbon atoms), and the term "C 6 -C 60 "Arylene" refers to a divalent group having a carbocyclic aromatic system (having 6 to 60 carbon atoms). 6 -C 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl or When C 6 -C60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, the rings may be fused to each other.

[0498] As used herein, the term "C 1 -C 60 "Heteroaryl" refers to a monovalent group having a carbocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P and S as a ring atom in addition to 1 to 60 carbon atoms). As used herein, the term "C 1 -C 60 The term "heteroarylene group" refers to a divalent group having a carbocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P and S as a ring atom in addition to 1 to 60 carbon atoms). 1 -C 60 Non-limiting examples of heteroaryl include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl or isoquinolyl. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each include two or more rings, these rings may be bonded to each other.

[0499] As used herein, the term "C 6 -C 60 "Aryloxy" refers to -OA 102 (For example, A 102 C 6 -C 60 aryl), and the term "C 6 -C 60 "Arylthio" means -SA 103 (For example, A 103 C 6 -C 60 aryl).

[0500] As used herein, the term "monovalent non-aromatic fused polycyclic group" refers to a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings bonded to each other, only carbon atoms as ring atoms, and its entire molecular structure does not have aromaticity. An example of a monovalent non-aromatic fused polycyclic group is a fluorenyl group. As used herein, the term "divalent non-aromatic fused polycyclic group" refers to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.

[0501] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" refers to a monovalent group (e.g., having 1 to 60 carbon atoms) having two or more rings bonded to each other, having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom in addition to carbon atoms, and its entire molecular structure does not have aromaticity. An example of a monovalent non-aromatic fused heteropolycyclic group is a carbazolyl group. As used herein, the term "divalent non-aromatic fused heteropolycyclic group" refers to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0502] As used herein, the term "C 5 -C 60 "Carbocyclic group" refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms in which the ring atoms are only carbon atoms. 5 -C 60 The carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. 5 -C 60 The carbocyclic group may be a ring (such as benzene), a monovalent group (such as phenyl) or a divalent group (such as phenylene). 5 -C 60 The number of substituents of the carbocyclic group, C 5 -C 60 The carbocyclic group may be a trivalent group or a tetravalent group.

[0503] As used herein, the term "C 1 -C 60 "Heterocyclic group" refers to a C 1 -C 60 The carbocyclic group has the same structural group except that at least one heteroatom selected from N, O, Si, P and S is used as a ring-constituting atom in addition to carbon (for example, the number of carbon atoms may range from 1 to 60).

[0504] The substituted C 5 -C 60 Carbocyclic, substituted C 1 -C 60 Heterocyclic, 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 60Heteroarylene, 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 of the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heteropolycyclic group may be selected from:

[0505] Deuterium (-D), -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;

[0506] Each of the following C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 );

[0507] C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;

[0508] Each of the following C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6-C 60 Arylthio, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group: 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, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) or -P(=O)(Q 21 )(Q 22 );

[0509] -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

[0510] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heteropolycyclic groups, biphenyl groups, and terphenyl groups.

[0511] The term "Ph" as used herein refers to a phenyl group, the term "Me" as used herein refers to a methyl group, the term "Et" as used herein refers to an ethyl group, and the term "ter-Bu" or "Bu" as used herein refers to an ethyl group. t ” refers to a tert-butyl group, and the term “OMe” used herein refers to a methoxy group.

[0512] As used herein, the term "biphenyl" refers to a "phenyl group substituted by a phenyl group". As an example, a "biphenyl group" is a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0513] As used herein, the term "terphenyl" refers to a "phenyl group substituted with a biphenyl group". As an example, a "terphenyl group" is a group having a C 6 -C 60 Aryl substituted C 6 -C 60 Phenyl with aryl as substituent.

[0514] Unless otherwise defined, * and *' used herein each refer to a binding site to an adjacent atom in the corresponding formula.

[0515] The compound according to the exemplary embodiment of the present invention and the organic light-emitting device according to the exemplary embodiment of the present invention will be described in more detail below with reference to Synthesis Examples and Examples. The expression "using B instead of A" used in describing Synthesis Examples means using B instead of A in substantially the same molar equivalent.

[0516] Figure 4 is a graph showing exemplary room temperature lifespans of organic light emitting devices according to Examples 1 and 2 and Comparative Examples 1, 2, and 4.

[0517] Example 1

[0518] As an anode, a glass substrate having an aluminum (Al) film having a thickness of about 100 nm thereon can be cut into a size of about 50 mm×50 mm×0.7 mm, and then cleaned by ultrasonication using isopropyl alcohol and pure water for about 5 minutes respectively, and by exposure to ultraviolet rays for about 30 minutes and then exposure to ozone, and the glass substrate can be mounted on a vacuum deposition device.

[0519] m-MTDATA can be deposited on the Al anode to form a layer with a thickness of about hole transport region.

[0520] Then, compound A may be deposited on the hole transport region to form a layer having a thickness of about The second auxiliary layer of the present invention can be co-deposited on the second auxiliary layer at a weight ratio of 5:5 to form a second auxiliary layer with a thickness of about A first auxiliary layer of about 1:10 is prepared, and compound H56 (host) and compound PD26 (dopant) (as shown below) can be co-deposited on the first auxiliary layer at a weight ratio of 1:0.15 to form a first auxiliary layer having a thickness of about 1:10. Green light-emitting layer.

[0521] Then, Alq 3 Deposited on the green light emitting layer to form a thickness of about The electron transport layer may be formed by depositing LiQ on the electron transport layer to form a layer having a thickness of about The electron injection layer may be formed by depositing MgAg on the electron injection layer to form a layer having a thickness of about A second electrode (eg, a cathode) is formed to form an organic light-emitting device.

[0522]

[0523] Example 2

[0524] The organic light-emitting device of Example 2 may be manufactured in substantially the same manner as Example 1, except that the first auxiliary layer may be disposed on the hole transport region, and the second auxiliary layer may be disposed on the first auxiliary layer.

[0525] Comparative Example 1

[0526] The organic light-emitting device of Comparative Example 1 may be manufactured in substantially the same manner as Example 1, except that the organic light-emitting device may not include the first auxiliary layer.

[0527] Comparative Example 2

[0528] The organic light-emitting device of Comparative Example 2 may be manufactured in substantially the same manner as Example 1, except that Compound A and Compound B1 may be co-deposited at a weight ratio of 3:1 to form the first auxiliary layer.

[0529] Comparative Example 3

[0530] The organic light-emitting device of Comparative Example 3 may be manufactured in substantially the same manner as Example 1, except that Compound A and Compound B1 may be co-deposited in a weight ratio of 3:7 to form the first auxiliary layer.

[0531] Comparative Example 4

[0532] The organic light-emitting device of Comparative Example 4 may be manufactured in substantially the same manner as Example 2, except that Compound A and Compound B1 may be co-deposited at a weight ratio of 3:1 to form the first auxiliary layer.

[0533] Comparative Example 5

[0534] The organic light-emitting device of Comparative Example 5 may be manufactured in substantially the same manner as Example 2, except that Compound A and Compound B1 may be co-deposited in a weight ratio of 3:7 to form the first auxiliary layer.

[0535] Comparative Example 6

[0536] The organic light-emitting device of Comparative Example 6 may be manufactured in substantially the same manner as Example 1, except that ADN may be used instead of Compound B1 when forming the first auxiliary layer.

[0537]

[0538] Evaluation Example 1

[0539] The driving voltage, efficiency, color coordinates, and lifespan (T) of the organic light-emitting devices manufactured according to Examples 1 and 2 and Comparative Examples 1 to 6 can be measured by using a Keithley SMU 236 and a luminance meter PR650. 98 ) were evaluated. Exemplary evaluation results are shown in Table 1. Lifespan (T 98 ) represents the amount of time that has passed after the organic light-emitting device is driven when the brightness is 98% of the initial brightness (100%). Figure 4 middle.

[0540] [Table 1]

[0541]

[0542]

[0543] Refer to Table 1 and Figure 4 , compared with the organic light-emitting devices of Comparative Examples 1 to 6, the organic light-emitting devices of Examples 1 and 2 may have a relatively low driving voltage, a relatively high efficiency, and a relatively long lifespan.

[0544] According to the exemplary embodiments of the present invention, the organic light emitting device may have a relatively low driving voltage, a relatively high efficiency, and a relatively long lifespan.

[0545] While the invention has been shown and described with reference to exemplary embodiments thereof, it will be apparent to those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the invention.

Claims

1. An organic light-emitting device, comprising: a first electrode; a second electrode facing the first electrode; an organic layer between the first electrode and the second electrode, the organic layer comprising a light-emitting layer; a hole transport region between the first electrode and the light emitting layer; as well as a first auxiliary layer and a second auxiliary layer between the hole transport zone and the light emitting layer, wherein the second auxiliary layer is disposed between the hole transport zone and the first auxiliary layer, or between the first auxiliary layer and the light emitting layer, and wherein the first auxiliary layer includes a first compound represented by Formula 1 and a second compound represented by Formula 201 or Formula 202, and The second auxiliary layer includes a second compound represented by Formula 201 or Formula 202: <Formula 1> <Formula 201> <Formula 202> Among them, in Formula 1, Formula 201 and Formula 202, X1 is C(R 21 )(R 22 )、Si(R 21 )(R 22 )、N(R 21 ), O, S, S(=O) or S(=O)2, wherein R 21 and R 22 optionally linked to form a saturated or unsaturated ring, L1 to L4 and L 201 To L 205 are each independently selected from substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocycloalkylene, substituted or unsubstituted C3-C 10 Cycloalkenylene, substituted or unsubstituted C1-C 10 Heterocycloalkenylene, substituted or unsubstituted C6-C 60 Arylene, substituted or unsubstituted C1-C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group, a1 to a4 are each independently 0, 1, 2 or 3, wherein when a1 is 2 or more, two or more L1 are the same or different from each other, when a2 is 2 or more, two or more L2 are the same or different from each other, when a3 is 2 or more, two or more L3 are the same or different from each other, and when a4 is 2 or more, two or more L4 are the same or different from each other, xa1 to xa4 are each independently 0, 1 or 2, wherein when xa1 is 2, the two L 201 The same or different from each other, when xa2 is 2, the two L 202 The same or different from each other, when xa3 is 2, the two L 203 are the same or different from each other, and when xa4 is 2, the two L 204 Same or different from each other, xa5 is 1, 2 or 3, wherein when xa5 is 2 or more, two or more L 205 Same or different from each other, R1 to R 12 , R 21 , R 22 and R 201 To R 204 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2), and R1 to R 12 Two or more of are optionally linked to form a saturated or unsaturated ring, At least one of R1 to R4 is selected from substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, b1 to b4 are each independently 1, 2 or 3, wherein when b1 is 2 or more, two or more R1s are the same or different from each other, when b2 is 2 or more, two or more R2s are the same or different from each other, when b3 is 2 or more, two or more R3s are the same or different from each other, and when b4 is 2 or more, two or more R4s are the same or different from each other, and The substituted C1-C 60 Alkyl, the substituted C2-C 60 Alkenyl, the substituted C2-C 60 Alkynyl, the substituted C1-C 60 Alkoxy, the substituted C3-C 10 Cycloalkyl, the substituted C1-C 10 Heterocycloalkyl, the substituted C3-C 10 Cycloalkenyl, the substituted C1-C 10 Heterocycloalkenyl, the substituted C6-C 60 Aryl, the substituted C6-C 60 Aryloxy, the substituted C6-C 60 Arylthio, the substituted C1-C 60 heteroaryl, the substituted monovalent non-aromatic fused polycyclic group, the substituted monovalent non-aromatic fused heteropolycyclic group, the substituted C3-C 10 Cycloalkylene, substituted C1-C 10 Heterocycloalkylene, substituted C3-C 10 Cycloalkenylene, substituted C1-C 10 Heterocycloalkenylene, substituted C6-C 60 Arylene, substituted C1-C 60 At least one substituent of the heteroarylene group, the substituted divalent non-aromatic fused polycyclic group, and the substituted divalent non-aromatic fused heteropolycyclic group is selected from: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 Alkoxy; Each of the following C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 ); C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; Each of the following C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 ) and -P(=O)(Q 21 )(Q 22 ); as well as -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 ), Among them, Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, biphenyl, terphenyl, C1-C 60 heteroaryl group, a monovalent non-aromatic fused polycyclic group, and a monovalent non-aromatic fused heteropolycyclic group.

2. The organic light-emitting device according to claim 1, wherein: In formula 1, X1 is C(R 21 )(R 22 ) or Si(R 21 )(R 22 ).

3. The organic light-emitting device according to claim 1, wherein: In equations 1, 201 and 202, L1 to L4 and L 201 To L 205 Each independently selected from: Phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, phenanthrenylene, pyrenylene, phenanthrenylene ylene, pyridylene, pyrazylene, pyrimidylene, pyridazinylene, quinolylene, isoquinolylene, quinoxalylene, quinazolinylene, carbazolylene, and triazinylene; and each substituted by at least one of the following: phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrene, pyrene yl, perylene, pyridinylene, pyrazinylene, pyrimidinylene, pyridazinylene, quinolylene, isoquinolylene, quinoxalylene, quinazolinylene, carbazolylene and triazinylene: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, 1-4-[0-1-4-1]-1, 1-4-[0-1 ...

4. The organic light-emitting device according to claim 1, wherein: In equations 1, 201 and 202, L1 to L4 and L 201 To L 205 Each independently selected from the groups represented by formulae 3-1 to 3-46: Among them, in formulas 3-1 to 3-46, Y1 is O, S, C(Z3)(Z4), N(Z5) or Si(Z6)(Z7), Z1 to Z7 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, , pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, triazine, benzimidazolyl, phenanthrolinyl and -Si(Q 31 )(Q 32 )(Q 33 ), Q 31 To Q 33 Each independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl, d2 is an integer selected from 0 to 2, d3 is an integer selected from 0 to 3, d4 is an integer selected from 0 to 4, d5 is an integer selected from 0 to 5, d6 is an integer selected from 0 to 6, d8 is an integer selected from 0 to 8, and * and *' each represent a binding site with an adjacent atom.

5. The organic light-emitting device according to claim 1, wherein: In formula 1, a1 to a4 are each independently 0, 1 or 2.

6. The organic light-emitting device according to claim 1, wherein: In equations 1, 201 and 202, R1 to R4, R 21 , R 22 and R 201 To R 204 Each independently selected from: Hydrogen, Deuterium, C1-C 20 Alkyl or C1-C 20 Alkoxy; Each of the following C1-C 20 Alkyl and C1-C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, biphenyl and terphenyl; Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrene, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl, and dinaphthothienyl; and phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl and dinaphthothienyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl, dinaphthothienyl and -Si(Q 31 )(Q 32 )(Q 33 ), Where Q 31 To Q 33 Each independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

7. The organic light-emitting device according to claim 1, wherein: In equations 1, 201 and 202, R1 to R4, R 21 , R 22 and R 201 To R 204 Each independently selected from: hydrogen, deuterium, C1-C 20 An alkyl group and a group represented by formulae 5-1 to 5-46: Among them, in formulas 5-1 to 5-46, Y 31 is O, S, C(Z 33 )(Z 34 ), N(Z 35 ) or Si(Z 36 )(Z 37 ), Z 31 To Z 37 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl, dinaphthothienyl and -Si(Q 31 )(Q 32 )(Q 33 ), Q 31 To Q 33 Each independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl, e2 is an integer selected from 0 to 2, e3 is an integer selected from 0 to 3, e4 is an integer selected from 0 to 4, e5 is an integer selected from 0 to 5, e6 is an integer selected from 0 to 6, e7 is an integer selected from 0 to 7, e9 is an integer selected from 0 to 9, and *Indicates the binding site with the adjacent atom.

8. The organic light emitting device according to claim 1, wherein The first compound is represented by one of Formulas 1-1 to 1-10: in, In formulas 1-1 to 1-10, X1, L1 to L4 and a1 to a4 are the same as those described in claim 1, X2 is carbon or silicon, R1 to R4 are each independently selected from: C1-C 20 Alkyl and C1-C 20 Alkoxy; Each of the following C1-C 20 Alkyl and C1-C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, biphenyl and terphenyl; Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrene, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl, and dinaphthothienyl; and phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl and dinaphthothienyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, peryl, thienyl, furyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, naphthobenzofuranyl, naphthobenzothienyl, dinaphthofuranyl, dinaphthothienyl and -Si(Q 31 )(Q 32 )(Q 33 ), Q 31 To Q 33 Each independently selected from C1-C 10 Alkyl, C1-C 10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl, and b1 to b4 are each independently 1 or 2.

9. The organic light emitting device according to claim 1, wherein: The first compound is selected from compounds A1 to A60, B1 to B48, C1 to C30, D1 to D30, E1 to E60 and F1 to F48:

10. The organic light emitting device according to claim 1, wherein: A weight ratio of the first compound to the second compound in the first auxiliary layer is in a range of 4:6 to 6:4.

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