Organic light-emitting device and electronic device
The organic light-emitting device addresses low driving voltage and high efficiency challenges by using a host and phosphorescent dopant with specific energy level conditions, optimizing triplet energy utilization for improved performance.
Patent Information
- Application Number
- JP2020055176
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2019-03-26
- Filing Date
- 2020-03-25
- Publication Date
- 2025-12-16
- Estimated Expiration
- 2040-03-25
AI Technical Summary
Existing organic light-emitting devices face challenges in achieving low driving voltage and high external quantum efficiency.
The organic light-emitting device incorporates a host and a phosphorescent dopant, where the host satisfies specific energy level conditions (S1(H)-T1(H)≦0.3 eV, T1(H)≧2.7eV, and T1(D)≦T1(H), with the host and dopant configured to facilitate triplet energy utilization for light emission, thereby reducing driving voltage and enhancing efficiency.
The device achieves low driving voltage and high external quantum efficiency by leveraging the triplet energy of the host and dopant configuration, enabling efficient light emission.
Smart Images

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Abstract
Description
[Technical Field]
[0001] The present invention relates to an organic light-emitting device and an electronic device including the same. [Background technology]
[0002] Organic light-emitting devices are self-emitting devices that, compared to conventional devices, not only have a wider viewing angle and superior contrast, but also a shorter response time, superior brightness, driving voltage and response speed characteristics, and are capable of multiple colors.
[0003] The organic light-emitting device may have a structure in which a first electrode is disposed on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes injected from the first electrode travel to the emission layer via the hole transport region, and electrons injected from the second electrode travel to the emission layer via the electron transport region. Carriers such as holes and electrons recombine in the emission layer region to generate excitons. Light is generated as the excitons change from an excited state to a ground state. [Prior art documents] [Patent documents]
[0004] [Patent Document 1] US Patent Application Publication No. 2005 / 0260452 Summary of the Invention [Problem to be solved by the invention]
[0005] The problem to be solved by the present invention is to provide an organic light emitting device having a low driving voltage and excellent external quantum efficiency, and an electronic device including the same. [Means for solving the problem]
[0006] According to one embodiment, there is provided an organic light emitting device comprising: a first electrode; a second electrode facing the first electrode; and an organic layer including an emitting layer disposed between the first electrode and the second electrode, wherein the emitting layer comprises a host and a phosphorescent dopant, the host satisfies the following Formulas 1 and 2, and the host and the phosphorescent dopant satisfy the following Formula 3: [Formula 1] S1(H)-T1(H)≦0.3 eV [Formula 2] T1(H)≧2.7eV [Formula 3] T1(D)≦T1(H) In formulas 1 to 3, T1(H) is the triplet energy of the host; S1(H) is the singlet energy of the host; T1(D) is the triplet energy of the phosphorescent dopant.
[0007] According to another embodiment, there is provided an electronic device including an organic light emitting device and a thin film transistor, wherein a first electrode of the organic light emitting device and one of a source electrode and a drain electrode of the thin film transistor are electrically connected. [Effects of the Invention]
[0008] The organic light-emitting device of the present invention has a low driving voltage and a high external quantum efficiency. [Brief explanation of the drawings]
[0009] [Figure 1] 1 is a diagram schematically illustrating a structure of an organic light emitting device according to an embodiment. [Figure 2] 1 is a diagram schematically illustrating a structure of an organic light emitting device according to an embodiment. [Figure 3] 1 is a diagram schematically illustrating a structure of an organic light emitting device according to an embodiment. [Figure 4] 1 is a diagram schematically illustrating a structure of an organic light emitting device according to an embodiment. DETAILED DESCRIPTION OF THE INVENTION
[0010] The present invention can be modified in various ways and can have various embodiments, and specific embodiments are illustrated in the drawings and will be described in detail in the detailed description. The advantages, features, and methods of achieving the same of the present invention will become clearer with reference to the embodiments described in detail below together with the drawings. However, the present invention is not limited to the embodiments disclosed below, and may be embodied in various forms.
[0011] Hereinafter, an embodiment of the present invention will be described in detail with reference to the accompanying drawings. When describing with reference to the drawings, identical or corresponding components will be designated by the same reference numerals, and duplicate descriptions thereof will be omitted.
[0012] In the following embodiments, the singular expression includes the plural expression unless the context clearly indicates otherwise.
[0013] In the following examples, the terms "comprise" or "have" mean that the features or components described in the specification are present, but do not preclude the possibility that one or more other features or components may be added.
[0014] In the following embodiments, when a part such as a film, region, or component is said to be on or above another part, this does not only include the case where it is directly on top of the other part, but also the case where another film, region, component, etc. is interposed between them.
[0015] In the drawings, the size of components may be exaggerated or reduced for the sake of convenience of explanation. For example, the size and thickness of each component shown in the drawings are arbitrarily shown for the sake of convenience of explanation, and the present invention is not necessarily limited to what is shown in the drawings.
[0016] The organic light-emitting element includes a first electrode, a second electrode facing the first electrode, and an organic layer including a light-emitting layer disposed between the first electrode and the second electrode, the light-emitting layer comprises a host and a phosphorescent dopant; The host satisfies the following formulas 1 and 2: The host and the phosphorescent dopant satisfy the following formula 3: [Formula 1] S1(H)-T1(H)≦0.3 eV [Formula 2] T1(H)≧2.7eV [Formula 3] T1(D)≦T1(H) In formulas 1 to 3, T1(H) is the triplet energy of the host; S1(H) is the singlet energy of the host; T1(D) is the triplet energy of the phosphorescent dopant.
[0017] Unless otherwise specified, the triplet energy T1(H) of the host refers to the lowest excited triplet energy of the host. Unless otherwise specified, the singlet energy S1(H) of the host refers to the lowest excited singlet energy of the host. Unless otherwise specified, the triplet energy T1(D) of the phosphorescent dopant refers to the lowest excited triplet energy of the phosphorescent dopant.
[0018] In the organic light-emitting device, the host satisfies the above-mentioned formulas 1 and 2, so that the triplet energy of the host is high and the energy difference ΔEst between the triplet energy and the singlet energy of the host is very low. As a result, reverse intersystem crossing from the triplet excited state to the singlet excited state via thermal activation is possible even at room temperature.
[0019] In addition, since the host and the phosphorescent dopant satisfy the above-mentioned formula 3, the triplet energy of the host is equal to or greater than that of the phosphorescent dopant, and the triplet state excitons are utilized for light emission, thereby reducing the driving voltage of the organic light emitting device, improving the luminous efficiency, and achieving high external quantum efficiency.
[0020] According to one embodiment, the host may comprise a heterocyclic compound represented by Formula 1: (Ar1) n1 -(L1)m1-(Ar2) n2 1 In chemical formula 1, L1 is a single bond, C5-C 60 Carbocyclic group or C1-C 60 is a heterocyclic group, n1 and n2 are each independently an integer selected from 0 to 3, and satisfy n1+n2≧1; m1 is an integer of 0 to 5, Ar1 and Ar2 are each independently a group represented by the following chemical formula 1A or 1B: [Chemical formula 1A] [ka] [Chemical formula 1B] [ka]
[0021] In formulas 1A and 1B, Y1 and Y2 are each independently selected from the group consisting of a single bond, *-O-*', *-S-*', *-C(R1)(R2)-*', *-N(R1)-*', *-Si(R1)(R2)-*', *-C(=O)-*', *-S(=O)2-*', *-B(R1)-*', *-P(R1)-*' and *-P(=O)(R1)-*'; k1 and k2 are each independently 0 or 1, and satisfy k1+k2≧1; CY1 and CY2 are independently C5-C 60 Carbocyclic or C1-C 60 a ring structure selected from heterocycles, X1 to X3 are each independently C or N; If X1 to X3 are all C, then R 30 at least one of the groups is a cyano group; R1, R2, R 10 , R 20 and R 30 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 Alkenyl groups, substituted or unsubstituted C2-C 60 Alkynyl groups, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryloxy groups, substituted or unsubstituted C1-C 60 selected from the group consisting of a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2); a10 and a20 are each independently an integer selected from 1 to 10; a30 is an integer from 1 to 6, R1 and R2 are bonded to each other and are substituted or unsubstituted C5-C 60Carbocyclic groups or substituted or unsubstituted C1-C 60 may or may not form a heterocyclic group, R 10 and R 20 is R 10 and R 20 and at least one of the following, which may or may not be bonded to each other, and which may or may not be substituted or unsubstituted C5-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 may or may not form a heterocyclic group, If a30 is 2 or more, R is 2 or more. 30 are bonded to each other, and substituted or unsubstituted C5-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 may or may not form a heterocyclic group, In Formula 1A, R 10 and R 20 at least one of which is a binding site to L1 or Ar1 or Ar2, In Formula 1B, R 30 at least one of which is a binding site to L1 or Ar1 or Ar2, The aforementioned substituted C5-C 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C1-C 60 Alkyl groups, substituted C2-C 60 Alkenyl groups, substituted C2-C 60 Alkynyl groups, substituted C1-C 60 Alkoxy groups, substituted C3-C 10 Cycloalkyl groups, substituted C1-C 10 Heterocycloalkyl groups, substituted C3-C 10 Cycloalkenyl groups, substituted C1-C 10 Heterocycloalkenyl groups, substituted C6-C 60 Aryl groups, substituted C6-C 60 Aryloxy groups, substituted C6-C 60 Arylthio groups, substituted C1-C 60 Heteroaryl groups, substituted C1-C 60Heteroaryloxy groups, substituted C1-C 60 At least one of the substituents of the heteroarylthio group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused polycyclic group is Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups and C1-C 60 alkoxy groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 ) C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups and C1-C60 alkoxy groups; C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups and monovalent non-aromatic fused heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ) and -P(=O)(Q 21 )(Q 22 ) C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; and -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ); The aforementioned Q1 to Q3, Q 11 ~Q 13 , Q 21 ~Q 23 , and Q 31 ~Q 33 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C1-C 60 It is selected from the group consisting of heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic hetero-fused polycyclic groups, biphenylyl groups, and terphenylyl groups.
[0022] According to one embodiment, in Formula 1A, k1 and k2 may each be 1.
[0023] According to one embodiment, k1 may be 1 and k2 may be 0 in Formula 1A.
[0024] According to one embodiment, k1 may be 0 and k2 may be 1 in Formula 1A. In Formula 1A, when k1 is 0, -(Y1) k1 If - does not exist and k2 is 0, then -(Y2) k2 - does not exist.
[0025] According to one embodiment, in Chemical Formula 1, Ar1 and Ar2 may be, independently of each other, a group represented by at least one of the following Chemical Formulas 1(1) to 1(4): [Chemical formula 1(1)] [ka] [Chemical formula 1(2)] [ka] [Chemical formula 1(3)] [ka] [Chemical formula 1(4)] [ka]
[0026] Chemical formulas 1(1) to 1(4) Y 11 ~Y 14 are, independently of each other, a single bond, -O-, -S-, -C(R 15 )(R 16 )-, -N(R 15 )-, Si(R 15 )(R 16 )-, -C(=O)-, -S(=O)2-, -B(R 15 )-, -P(R 15 )- and -P(=O)(R 15 )(R 16 )-, Y 15 is N, B or P, CY 11 ~CY 14are each independently a ring structure selected from benzene, naphthalene, carbazole, dibenzofuran, dibenzothiophene, and dibenzosilole; R 11 ~R 16 are each independently a bonding site with L1 or Ar1 or Ar2, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 Alkenyl groups, substituted or unsubstituted C2-C 60 Alkynyl groups, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted C1-C 60 Heteroaryloxy groups, substituted or unsubstituted C1-C 60 selected from the group consisting of a heteroarylthio group, 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); R 11 Or R 16 at least one of which is a binding site for L1 or Ar1, Q1 to Q3 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 selected from alkoxy groups, phenyl groups, biphenylyl groups, terphenylyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, pyridinyl groups, pyrazinyl groups, pyrimidinyl groups, quinolinyl groups, isoquinolinyl groups, benzoquinolinyl groups, naphthyridinyl groups, quinoxalinyl groups, quinazolinyl groups, carbazolyl groups, phenanthridinyl groups, acridinyl groups, phenanthrolinyl groups, phenazinyl groups, triazinyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, biphenylyl groups and terphenylyl groups; a 11 ~a 14 may be independently selected from integers of 1 to 6.
[0027] According to one embodiment, in Formula 1, L1 is a single bond, a substituted or unsubstituted C3-C 10 Cycloalkylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene group, substituted or unsubstituted C1-C 10 Heterocycloalkenylene group, substituted or unsubstituted C6-C 60 Arylene groups, substituted or unsubstituted C1-C 60 It may be selected from a heteroarylene group, a substituted or unsubstituted divalent non-aromatic fused polycyclic group, and a substituted or unsubstituted divalent non-aromatic fused polycyclic hetero group.
[0028] According to one embodiment, L1 is Single bond, phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazolylene group, dibenzocarbazolylene group, dibenzosilolylene group, pyridinylene group, imidazolylene group, pyrazolylene group, thiazolylene a benzoquinolinylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a quinolinylene group, an isoquinolinylene group, a benzoquinolinylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cinnolinylene group, a phenanthridinylene group, an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzimidazolylene group, an isobenzothiazolylene group, a benzoxazolylene group, an isobenzoxazolylene group, a triazolylene group, a tetrazolylene group, an imidazopyridinylene group, an imidazopyrimidinylene group, and an azacarbazolylene group; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazo a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, -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 32a phenylene group, a naphthylene group, a fluorenylene group, a spiro-bifluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a perylenylene group, a pentaphenylene group, a hexacenylene group, a pentacenylene group, a thiophenylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilolylene group, a pyridinylene group, an imidazolylene group, or a pyrazolylene group; a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a quinolinylene group, an isoquinolinylene group, a benzoquinolinylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cinnolinylene group, a phenanthridinylene group, an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzimidazolylene group, an isobenzothiazolylene group, a benzoxazolylene group, an isobenzoxazolylene group, a triazolylene group, a tetrazolylene group, an imidazopyridinylene group, an imidazopyrimidinylene group, and an azacarbazolylene group; The aforementioned Q 31 ~Q 33 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 Alkoxy group, phenyl group, C1-C 10 It may be selected from alkyl-substituted phenyl groups, biphenylyl groups, terphenylyl groups, and naphthyl groups.
[0029] According to one embodiment, L1 may be a single bond or a group represented by any one of the following chemical formulas 3-1 to 3-35: [ka] [ka] [ka] [ka] Chemical formulas 3-1 to 3-35: Y 11 is *-O-*', *-S-*' or *-N(Z 15 )-*', Z 11 ~Z 15 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy groups, phenyl groups, biphenylyl groups, terphenylyl groups, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenanthrenyl groups, anthracenyl groups, pyrenyl groups, chrysenyl groups, pyridinyl groups, pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, quinolinyl groups, isoquinolinyl groups, quinoxalinyl groups, quinazolinyl groups, carbazolyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, triazinyl groups, benzimidazolyl groups, phenanthrolinyl groups, and -Si(Q 31 )(Q 32 )(Q 33 ), The aforementioned Q 31 ~Q 33 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl 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 *' are bonding sites with adjacent atoms.
[0030] According to one embodiment, in Chemical Formula 1, at least one of Ar1 and Ar2 may be a group represented by any one of the following Chemical Formulas 4-1 to 4-34: [ka] [ka] [ka] [ka] Chemical formulas 4-1 to 4-34: X 20 is N, B or P, Y 21 and Y 22 are independent of each other, O, S, C(Z 26 )(Z 27 ), N(Z 26 ) or Si(Z 26 )(Z 27 ) and Y 23 ~Y 26 are, independently of each other, a single bond, O, S, C(Z 28 )(Z 29 ), N(Z 28 ) or Si(Z 28 )(Z 29 ) and Z 21 ~Z 29are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy groups, phenyl groups, biphenylyl groups, terphenylyl groups, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenanthrenyl groups, anthracenyl groups, pyrenyl groups, chrysenyl groups, pyridinyl groups, pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, quinolinyl groups, isoquinolinyl groups, quinoxalinyl groups, quinazolinyl groups, carbazolyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, triazinyl groups, benzimidazolyl groups, phenanthrolinyl groups, and -Si(Q 31 )(Q 32 )(Q 33 ), The aforementioned Q 31 ~Q 33 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl; g2 is 1 or 2, g3 is selected from the group consisting of integers 1 to 3; g4 is selected from the group consisting of integers from 1 to 4; g5 is selected from the group consisting of integers from 1 to 5; g7 is selected from the integers 1 to 7; g8 is selected from the group consisting of integers from 1 to 8; * indicates a bonding site with an adjacent atom.
[0031] According to one embodiment, in Chemical Formula 1, at least one of Ar1 and Ar2 may be a group represented by any one of the following Chemical Formulas 10-1 to 10-45: [ka] [ka] [ka] [ka] [ka] [ka] Chemical formulas 10-1 to 10-45 Z 11 and Z 12 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy groups, phenyl groups, biphenylyl groups, terphenylyl groups, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenanthrenyl groups, anthracenyl groups, pyrenyl groups, chrysenyl groups, pyridinyl groups, pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, quinolinyl groups, isoquinolinyl groups, quinoxalinyl groups, quinazolinyl groups, carbazolyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, triazinyl groups, benzimidazolyl groups, phenanthrolinyl groups, and -Si(Q 31 )(Q 32 )(Q 33 ), The aforementioned Q 31 ~Q 33 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl; * indicates a bonding site with an adjacent atom.
[0032] According to one embodiment, the aforementioned R1, R2, R 10 , R 20 and R 30 are independent of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, ethenyl, propenyl, butenyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, isobutoxy, and tert-butoxy; a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, a sec-butoxy group, an isobutoxy group, or a tert-butoxy group, each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, a cyano group, a phenyl group, and a biphenylyl group; Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenylyl, terphenylyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, perylenyl, pentacenyl, pyrolyl, a phenyl group, a thiophenyl group, a furanyl group, a silolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, an isoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanth ... toridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzosilolyl group, benzothiazolyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, triazolyl group, tetrazolyl group, thiadiazolyl group, oxadiazolyl group, triazinyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilolyl group, benzocarbazolyl group, naphthobenzofuranyl group, naphthobenzothiophenyl group nyl group, naphthobenzosilolyl group, dibenzocarbazolyl group, dinaphthofuranyl group, dinaphthothiophenyl group, dinaphthosilolyl group, imidazopyridinyl group, imidazopyrimidinyl group, oxazolopyridinyl group, thiazolopyridinyl group, benzonaphthyridinyl group, azafluorenyl group, azaspiro-bifluorenyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzosilolyl group, indenopyrrolyl group, indolopyrrolyl group, indenocarbazolyl group and indolocarbazolyl group; Deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, isobutyl group, tert-butyl group, methoxy group, ethoxy group, n-propoxy group, isopropoxy group, n-butoxy group, sec-butoxy group, isobutoxy group, tert-butoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, pentalenyl group, indenyl group, naphthyl group, Azulenyl, indacenyl, acenaphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, perylenyl, pentacenyl, pyrrolyl, thiophenyl, furanyl, silolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isothiophene, isothiophene, thiazolyl ... Indolyl group, isoindolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, isoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, benzoquinoxalinyl group, quinazolinyl group, benzoquinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzosilolyl group, benzothiazolyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, a zolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazinyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilolyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphthosilolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinyl group, a benzonaphthyridinyl group, an azafluorenyl group,Azaspiro-bifluorenyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzosilolyl group, indenopyrrolyl group, indolopyrrolyl group, indenocarbazolyl group, indolocarbazolyl group, -Si(Q, 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)(Q 31 ), -S(=O)2(Q 31 ), -P(=O)(Q 31 )(Q 32 ) and -P(=S)(Q 31 )(Q 32a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, or a chrysenyl group, Perylenyl group, pentacenyl group, pyrrolyl group, thiophenyl group, furanyl group, silolyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, indolyl group, isoindolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, isoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, benzoquinoxalinyl group, quinazolinyl group, benzoquinazolinyl group, silyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzosilolyl group, benzothiazolyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, triazolyl group, tetrazolyl group, thiadiazolyl group, oxadiazolyl group, triazinyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilolyl group, benzocarbazolyl group, naphthobenzofuranyl group, naphthobenzo thiophenyl, naphthobenzosilolyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthosilolyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspiro-bifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzosilolyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, and indolocarbazolyl groups; and -N(Q 11)(Q 12 ); may be selected from:
[0033] According to one embodiment, the aforementioned R1, R2, R 10 , R 20 and R 30 are independent of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, ethenyl, propenyl, butenyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, isobutoxy, and tert-butoxy; and A group represented by any one selected from the following chemical formulas 5-1 to 5-26 and 6-1 to 6-55: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] Chemical formulas 5-1 to 5-26 and chemical formulas 6-1 to 6-55: Y 31 and Y 32 are independent of each other, O, S, C(Z 34 )(Z 35 ), N(Z 34 ) or Si(Z 34 )(Z 35 ) and Z 31 ~Z 35 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkenyl groups, C1-C 20 Alkynyl groups, C1-C 20 selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthrenyl, anthracenyl, triphenylenyl, pyridinyl, pyrimidinyl, carbazolyl and triazinyl; e2 is 1 or 2, e3 is selected from the group consisting of integers 1 to 3; e4 is selected from the group consisting of integers 1 to 4; e5 is selected from the integers 1 to 5; e6 is selected from the integers 1 to 6; e7 is selected from the integers 1 to 7; e9 is selected from the integers 1 to 9; * indicates a bonding site with an adjacent atom.
[0034] According to one embodiment, the host may include one or more selected from the following compounds 1-1 to 1-17: <Compound 1-1> [ka] <Compound 1-2> [ka] <Compounds 1-3>
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[0035] The heterocyclic compound represented by Chemical Formula 1, in which Ar1 and Ar2 have the structures described above, may contain substituents with electron-accepting group (EWG) and electron-donating group (EDG) properties, respectively. By introducing such substituents at appropriate positions, the energy difference between the singlet state and triplet state of the overall compound can be appropriately adjusted. This allows the compound to exhibit thermally activated delayed fluorescence (TADF).
[0036] The singlet energy (S1) and triplet energy (T1) of a heterocyclic compound satisfy the following mathematical formula: △E st =|T1-S1|≦0.3 eV
[0037] That is, heterocyclic compounds can effectively block intramolecular orbital overlap by separating the electron-donating moiety and the electron-accepting moiety, thereby preventing the overlap of the molecular singlet and triplet states and achieving a very low ΔEst. Therefore, even at room temperature, reverse intersystem crossing from the triplet excited state to the singlet excited state via thermal activation is possible, and the compound can exhibit thermally activated delayed fluorescence (TADF), thereby utilizing the triplet state excitons for light emission, improving luminous efficiency.
[0038] Furthermore, heterocyclic compounds have a relatively high charge (hole or electron) transport ability, and therefore the exciton formation rate in the light-emitting layer of an organic light-emitting device employing the heterocyclic compound represented by Chemical Formula 1 is improved, and the organic light-emitting device can have a low driving voltage, high efficiency, long life, and high maximum quantum efficiency.
[0039] A person skilled in the art would be able to easily recognize a method for synthesizing the heterocyclic compound represented by Chemical Formula 1 based on knowledge known in the art. For example, references to documents such as Nature Materials 14, 330-336 (2015), Adv. Mater. (2015), 27(15), 2515-2520, Chem. Sci., 2017, 8, 953-960, ACS Appl. Mater. Interfaces 2017, 9, 24035-24042, and Adv. Mater. (2016), 28, 2777-2781 may be referred to for methods for synthesizing heterocyclic compounds. In this specification, the phrase "(the organic layer) contains (one or more) heterocyclic compounds" may also be interpreted as "(the organic layer) may contain one heterocyclic compound within the scope of Chemical Formula 1, or two or more different heterocyclic compounds within the scope of Chemical Formula 1."
[0040] For example, the organic layer may contain only compound 1-1 as the heterocyclic compound. In this case, compound 1-1 may be present in the light-emitting layer of the organic light-emitting device. Alternatively, the organic layer may contain compound 1-1 and compound 1-2 as the heterocyclic compounds. In this case, compound 1-1 and compound 1-2 may be present in the same layer (e.g., compound 1-1 and compound 1-2 are both present in the light-emitting layer) or in different layers (e.g., compound 1-1 is present in the light-emitting layer and compound 1-2 is present in the electron-transporting layer).
[0041] According to one embodiment, the host may consist of one heterocyclic compound.
[0042] According to one embodiment, the phosphorescent dopant may include an organometallic compound represented by any one of Formulas 4 and 5: [Chemical formula 4] [ka] [Chemical formula 5] [ka]
[0043] In chemical formulas 4 and 5, M4 and M5 are independently selected from platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) and thulium (Tm); n51 is selected from integers of 1 to 3; Ln 52 is an organic ligand, and n52 is selected from the group consisting of integers of 0 to 2; Y 41 ~Y 44 , Y 51 and Y 52 are, independently of each other, N or C, A41 ~A 44 , A 51 and A 52 are independent of each other, C5-C 60 Carbocyclic groups and C1-C 60 heterocyclic groups, T 41 ~T 44 , T 51 and T 52 are independently selected from a single bond, *-O-*' and *-S-*', L 41 ~L 44 , and L 51 are, independently of each other, a single bond, *-O-*', *-S-*', *-C(R 45 )(R 46 )-*', *-C(R 45 )=*', *=C(R 45 )-*', *-C(R 45 )=C(R 45 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 45 )-*', *-N(R 45 )-*', *-P(R 45 )-*', *-Si(R 45 )(R 46 )-*', *-P(R 45 )(R 46 )-*' and *-Ge(R 45 )(R 46 )-*', m41 to m44 and m51 are selected from integers of 0 to 3; R 41 ~R 46 , R 51 and R 52 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C1-C 20 Alkyl groups, substituted or unsubstituted C1-C 20 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 41 )(Q 42 )(Q 43 ), -N(Q 41 )(Q 42 ), -B(Q 41 )(Q 42 ), -C(=O)(Q 41 ), -S(=O)2(Q 41 ), and -P(=O)(Q 41 )(Q 42 ), R 45 and R 41 , R 45 and R 42 , R 45 and R 43 , or R 45 and R 44 are selectively bonded to each other and are substituted or unsubstituted C5-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 can form a heterocyclic group, b41, b42, b43, b44, b51, and b52 are each independently selected from integers of 1 to 8; * and *' are bonding sites with adjacent atoms, The aforementioned substituted C5-C 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C1-C 20 Alkyl groups, substituted C1-C 20 Alkoxy groups, substituted C3-C 10 Cycloalkyl groups, substituted C1-C10 Heterocycloalkyl groups, substituted C3-C 10 Cycloalkenyl groups, substituted C1-C 10 Heterocycloalkenyl groups, substituted C6-C 60 Aryl groups, substituted C6-C 60 Aryloxy groups, substituted C6-C 60 Arylthio groups, substituted C1-C 60 At least one substituent selected from the group consisting of a heteroaryl group, a substituted monovalent non-aromatic fused polycyclic group, and a substituent of a substituted monovalent non-aromatic fused polycyclic heterocyclic group is Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups and C1-C 60 alkoxy groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 51 )(Q 52 )(Q 53 ), -N(Q 51 )(Q 52 ), -B(Q 51 )(Q 52 ), -C(=O)(Q 51 ), -S(=O)2(Q 51 ) and -P(=O)(Q 51 )(Q 52 ) C1-C 60Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups and C1-C 60 alkoxy groups; C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups and monovalent non-aromatic fused heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 61 )(Q 62 )(Q 63 ), -N(Q 61 )(Q 62 ), -B(Q 61 )(Q 62 ), -C(=O)(Q 61 ), -S(=O)2(Q 61 ) and -P(=O)(Q 61 )(Q 62 ) C3-C 10 Cycloalkyl groups, C1-C10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; and -Si(Q 71 )(Q 72 )(Q 73 ), -N(Q 71 )(Q 72 ), -B(Q 71 )(Q 72 ), -C(=O)(Q 71 ), -S(=O)2(Q 71 ) and -P(=O)(Q 71 )(Q 72 ); The aforementioned Q 41 ~Q 43 , Q 51 ~Q 53 , Q 61 ~Q 63 , and Q 71 ~Q 73 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, C1-C 60 Heteroaryloxy groups, C1-C 60Heteroarylthio groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed heterocyclic polycyclic groups; C1-C substituted with at least one selected from the group consisting of deuterium, -F, and cyano groups. 60 Alkyl groups; C6-C substituted with at least one selected from deuterium, -F and cyano groups 60 Aryl groups are selected from biphenylyl and terphenylyl groups.
[0044] According to one embodiment, in Formulas 4 and 5, the aforementioned M4 and M5 may be independently selected from Pt, Pd, Cu, Ag, Au, Ir, and Os.
[0045] According to one embodiment, in Formulas 4 and 5, the aforementioned M4 and M5 may be, independently of each other, Pt or Ir.
[0046] According to one embodiment, M4 may be Pt and M5 may be Ir.
[0047] According to one embodiment, in Formula 4: Y 41 , Y 42 and Y 43 are C and Y respectively 41 is N or Y 41 , Y 42 and Y 44 are C and Y respectively 43 is N or Y 41 , Y 43 and Y 44 are C and Y respectively 42 is N or Y 42 , Y 43 and Y 44 are C and Y respectively 41 is N or Y 41 and Y 44 are C and Y respectively 42 and Y 43 are N or Y 41and Y 44 are N and Y respectively. 42 and Y 43 are either C or Y 41 and Y 42 are C and Y respectively 43 and Y 44 are N or Y 41 and Y 42 are N and Y respectively. 43 and Y 44 are either C or Y 41 and Y 43 are C and Y respectively 42 and Y 44 are N, or Y 41 and Y 43 are N and Y respectively. 42 and Y 44 may each be C.
[0048] According to one embodiment, in Formula 5: Y 51 and Y 52 are either C or Y 51 is N and Y 52 is C or Y 51 is C and Y 52 is N or Y 51 and Y 52 may be N, respectively.
[0049] According to one embodiment, in Formulas 4 and 5, A 41 ~A 44 , A 51 and A 52are each independently a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a furan group, a thiophene group, a silole group, an indene group, a fluorene group, an indole group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an indenopyridine group, an indolopyridine group, a benzofuropyridine group, a benzothienopyridine group, a benzosilolopyridine group, an indenopyrimidine group, an indolopyrimidine group, a benzofuropyrimidine group, a benzothienopyrimidine group, a benzosilolopyrimidine group, a dihydropyridine group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, The alkyl group may be selected from a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a 2,3-dihydroimidazole group, a triazole group, a 2,3-dihydrotriazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a 2,3-dihydrobenzimidazole group, an imidazopyridine group, a 2,3-dihydroimidazopyridine group, an imidazopyrimidine group, a 2,3-dihydroimidazopyrimidine group, an imidazopyrazine group, a 2,3-dihydroimidazopyrazine group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a 5,6,7,8-tetrahydroisoquinoline group, and a 5,6,7,8-tetrahydroquinoline group.
[0050] According to one embodiment, in Formulas 4 and 5, A 41 ~A 44 , A 51 and A 52 may each independently be a group represented by any one of the following chemical formulas 2-1 to 2-43: [ka] [ka] [ka] [ka] [ka] Chemical formulas 2-1 to 2-43: X 21 ~X 23 are independent of each other, C(R 24 ) and C-*, but X 21 ~X 23 At least two of the above are C-*. X 24 is N-* and X 25 and X 26 are independent of each other, C(R 24 ) and C-*, but X 25 and X 26 At least one of the above is C-*, X 27 and X 28 are independent of each other, N,N(R 25 ) and N-*, and X 29 is C(R 24 ) and C-*, where i) X 27 and X 28 At least one of them is N-*, and X 29 is C-* or ii) X 27 and X 28 is N-* and X 29 is C(R 24 ) and R 21 ~R 25 are, independently of each other, as used herein, R 10 See the explanation about b21 is selected from 1, 2 and 3; b22 is selected from 1, 2, 3, 4 and 5; b23 is selected from 1, 2, 3 and 4; b24 is selected from 1 and 2; * indicates a bonding site with an adjacent atom.
[0051] According to one embodiment, in Formula 4, T 41 ~T 44 are both single bonds, or T 41 is selected from O and S, and T 42 ~T 44 is a single bond or T 42 is selected from O and S, and T 41 , T 43 and T 44 is a single bond or T 43 is selected from O and S, and T 41 , T 42 and T 44 is a single bond, or T 44 is selected from O and S, and T 41 , T 42 and T 43 may be a single bond.
[0052] According to one embodiment, in Formula 4, T 41 ~T 44 may each be a single bond.
[0053] According to one embodiment, in Formula 5, T 51 and T 52 may each be a single bond.
[0054] According to one embodiment, Y 41 and T 41 Bond with or Y 41 The bond between M and M4 is a covalent bond or a coordinate bond.
[0055] According to one embodiment, Y 42 and T42 Bond with or Y 42 The bond between M and M4 is a covalent bond or a coordinate bond.
[0056] According to one embodiment, Y 43 and T 43 Bond with or Y 43 The bond between M and M4 is a covalent bond or a coordinate bond.
[0057] According to one embodiment, Y 44 and T 44 Bond with or Y 44 The bond between M and M4 is a covalent bond or a coordinate bond.
[0058] According to one embodiment, Y 51 and T 51 Bond with or Y 51 and M5 are bonded by a covalent bond or a coordinate bond.
[0059] According to one embodiment, Y 52 and T 52 Bond with or Y 52 and M5 are bonded by a covalent bond or a coordinate bond.
[0060] According to one embodiment, L 41 ~L 44 , and L 51 are, independently of each other, a single bond, *-O-*', *-S-*', *-C(R 45 )(R 46 )-*', *-C(R 45 )=*', *=C(R 45 )-*', *-C(R 45 )=C(R 45 )-*', *-C(=O)-*' and *-N(R 45 )-*' may be selected.
[0061] According to one embodiment, in Formulas 4 and 5, R 41 ~R 46 , R 51 and R 52 are independent of each other, Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, C1-C 20 Alkyl groups and C1-C20 alkoxy groups; a C1-C20 alkyl group and a C1-C20 alkoxy group substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, a cyano group, a phenyl group, and a biphenylyl group; Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenylyl, terphenylyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, perylenyl, pentacenyl, pyrolyl, a phenyl group, a thiophenyl group, a furanyl group, a silolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, an isoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanth ... toridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzosilolyl group, benzothiazolyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, triazolyl group, tetrazolyl group, thiadiazolyl group, oxadiazolyl group, triazinyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilolyl group, benzocarbazolyl group, naphthobenzofuranyl group, naphthobenzothiophenyl group nyl group, naphthobenzosilolyl group, dibenzocarbazolyl group, dinaphthofuranyl group, dinaphthothiophenyl group, dinaphthosilolyl group, imidazopyridinyl group, imidazopyrimidinyl group, oxazolopyridinyl group, thiazolopyridinyl group, benzonaphthyridinyl group, azafluorenyl group, azaspiro-bifluorenyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, azadibenzosilolyl group, indenopyrrolyl group, indolopyrrolyl group, indenocarbazolyl group and indolocarbazolyl group; Deuterium, -F, -Cl, -Br, -I, cyano group, C1-C 20Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentacenyl group, pyrrolyl group, thiophenyl group, furanyl group, silolyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, indolyl group, isoindolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, isoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, benzoquinoxalinyl group, quinazolinyl group, benzoquinazolinyl group, cinnolinyl group, phenanthrin group, anthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzosilolyl group, benzothiazolyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, triazolyl group, tetrazolyl group, thiadiazolyl group, oxadiazolyl group, triazinyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilolyl group, benzocarbazolyl group, naphthobenzofuranyl group, naphthobenzothiophenyl group a naphthobenzosilolyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphthosilolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinyl group, a benzonaphthyridinyl group, an azafluorenyl group, an azaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azadibenzosilolyl group, an indenopyrrolyl group, an indolopyrrolyl group, an indenocarbazolyl group, an indolocarbazolyl group, -Si(Q 31 )(Q32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O)2(Q 31 )、-P(=O)(Q 31 )(Q 32 ) and -P(=S)(Q 31 )(Q 32a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, or a chrysenyl group, Perylenyl group, pentacenyl group, pyrrolyl group, thiophenyl group, furanyl group, silolyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, indolyl group, isoindolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, isoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, benzoquinoxalinyl group, quinazolinyl group, benzoquinazolinyl group, silyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, benzosilolyl group, benzothiazolyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, triazolyl group, tetrazolyl group, thiadiazolyl group, oxadiazolyl group, triazinyl group, carbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilolyl group, benzocarbazolyl group, naphthobenzofuranyl group, naphthobenzo thiophenyl, naphthobenzosilolyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthosilolyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthyridinyl, azafluorenyl, azaspiro-bifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzosilolyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, and indolocarbazolyl groups; and selected from the group consisting of -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) and -P(=S)(Q1)(Q2); Q1 to Q3, and Q 31 ~Q 33 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, C1-C 60 Heteroaryloxy groups, C1-C 60 C1-C substituted with at least one selected from the group consisting of heteroarylthio groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused polycyclic groups, deuterium, -F, and cyano groups 60 It may be selected from a C6-C60 aryl group substituted with at least one selected from an alkyl group, deuterium, -F and a cyano group, a biphenylyl group and a terphenylyl group.
[0062] According to one embodiment, R 41 ~R 46 , R 51 and R 52 are independent of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, ethenyl, propenyl, butenyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, isobutoxy, and tert-butoxy; and It may be selected from the groups represented by any one selected from the aforementioned Chemical Formulae 5-1 to 5-26 and Chemical Formulae 6-1 to 6-55. According to one embodiment, in Formulas 4 and 5, R 41 ~R 46 , R 51 and R 52 are independent of each other, Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, C1-C 20 Alkyl groups and C1-C 20 alkoxy groups; C1-C substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, a cyano group, a phenyl group, and a biphenylyl group. 20 Alkyl groups and C1-C 20 Alkoxy groups; and phenyl, biphenylyl, terphenylyl, naphthyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, and dibenzosilole groups; and Deuterium, -F, -Cl, -Br, -I, cyano group, C1-C 20 Alkyl groups, C1-C 20 It may be selected from the group consisting of a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and a dibenzosilole group, each substituted with at least one selected from an alkoxy group, a phenyl group, and a biphenylyl group.
[0063] According to one embodiment, (i) a compound of formula 4: Y 41 and Y42 are N and Y 43 and Y 44 are C and m43 is 0, A 43 may be a six-membered heterocyclic structure.
[0064] The six-membered heterocyclic structure may be, for example, a ring structure selected from benzene, pyridine, pyrimidine, pyrazine, pyridazine, and triazine.
[0065] According to one embodiment, (ii) a compound of formula 5: A 51 is the structure of pyridine, and A 52 is the structure of benzene, R 51 and R 52 At least one of them may not be hydrogen.
[0066] According to one embodiment, the phosphorescent dopant may include one or more selected from the following compounds 2-1 to 2-45. <Compound 2-1> [ka] <Compound 2-2> [ka] <Compound 2-3> [ka] <Compound 2-4> [ka] <Compound 2-5> [ka] <Compound 2-6>
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[0067] In the organic light emitting device, since the host and the phosphorescent dopant satisfy the above-mentioned formula 3, the triplet energy of the host is equal to or greater than the triplet energy of the phosphorescent dopant, and triplet-state excitons are utilized for light emission. Therefore, the driving voltage of the organic light emitting device can be reduced, the luminous efficiency can be improved, and high external quantum efficiency can be realized.
[0068] According to one embodiment, in the light-emitting layer, the content of the host is greater than the content of the phosphorescent dopant.
[0069] According to one embodiment, the light-emitting layer can emit blue light having a maximum emission wavelength of 420 nm or more and 475 nm or less.
[0070] According to one embodiment, the first electrode is an anode, the second electrode is a cathode, and the organic layer further includes a hole transport region disposed between the first electrode and the light-emitting layer, and an electron transport region disposed between the light-emitting layer and the second electrode, wherein the hole transport region includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof; The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.
[0071] According to one embodiment, the hole transport region of the organic light emitting device comprises a p-dopant, and the LUMO (lowest unoccupied molecular orbital) of the p-dopant may be less than or equal to −3.5 eV.
[0072] According to one embodiment, the hole transport region includes an electron blocking layer, and the electron blocking layer may include a carbazole-containing compound. According to one embodiment, the electron blocking layer may be in direct contact with the light-emitting layer.
[0073] According to one embodiment, the electron transport region of the organic light emitting device may further include a metal-containing material, for example, 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.
[0074] According to one embodiment, the electron transport region comprises a hole blocking layer, which may comprise a dibenzothiophene-containing compound. According to one embodiment, the hole blocking layer may be in direct contact with the light-emitting layer.
[0075] In this specification, the term "organic layer" refers to a single and / or multiple layers interposed between a first electrode and a second electrode in an organic light-emitting device. The material contained in the "organic layer" is not limited to an organic material.
[0076] [Explanation of Figure 1] 1 is a schematic cross-sectional view of an organic light emitting device 10 according to one embodiment of the present invention. The organic light emitting device 10 includes a first electrode 110, an organic layer 150, and a second electrode 190.
[0077] Hereinafter, the structure and manufacturing method of an organic light emitting device 10 according to an embodiment of the present invention will be described with reference to FIG.
[0078] [First electrode 110] 1, a substrate may be additionally disposed below the first electrode 110 or above the second electrode 190. As the substrate, a glass substrate or a plastic substrate having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and waterproofness may be used.
[0079] The first electrode 110 may be formed by providing a first electrode material on the substrate using, for example, a deposition method or a sputtering method. When the first electrode 110 is an anode, the first electrode material may be selected from materials having a high work function to facilitate hole injection.
[0080] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. To form the first electrode 110 as a transmissive electrode, the first electrode material may be selected from, but is not limited to, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO), zinc oxide (ZnO), and any combination thereof. Alternatively, to form the first electrode 110 as a semi-transmissive electrode or a reflective electrode, the first electrode material may be selected from, but is not limited to, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof.
[0081] The first electrode 110 may have a single-layer structure or a multi-layer structure, for example, a three-layer structure of ITO / Ag / ITO, but is not limited thereto.
[0082] [Organic layer 150] The organic layer 150 is disposed on the first electrode 110. The organic layer 150 includes a light-emitting layer.
[0083] The organic layer 150 may further include a hole transport region interposed between the first electrode 110 and the light emitting layer, and an electron transport region interposed between the light emitting layer and the second electrode 190.
[0084] [Hole transport region in organic layer 150] The hole transport region can have i) a single layer structure consisting of a single layer made of a single material, ii) a single layer structure consisting of single layers made of multiple different materials, or iii) a multilayer structure having multiple layers made of multiple different materials.
[0085] The hole transport region 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).
[0086] For example, the hole transport region may have a single layer structure consisting of a plurality of single layers made of different materials, or may have a multilayer structure of a hole injection layer / hole transport layer, a hole injection layer / hole transport layer / light emitting auxiliary layer, a hole injection layer / light emitting auxiliary layer, a hole transport layer / light emitting auxiliary layer, or a hole injection layer / hole transport layer / electron blocking layer, which are stacked in this order from the first electrode 110, but is not limited to these.
[0087] The hole transport region may include at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), a compound represented by the following formula 201, and a compound represented by the following formula 202: [ka] [ka] [Chemical formula 201] [ka] [Chemical formula 202] [ka]
[0088] In chemical formulas 201 and 202, L 201 ~L 204 are, independently of each other, substituted or unsubstituted C3-C 10 Cycloalkylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene group, substituted or unsubstituted C1-C 10 Heterocycloalkenylene group, substituted or unsubstituted C6-C 60 Arylene groups, substituted or unsubstituted C1-C 60selected from the group consisting of heteroarylene groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused polycyclic heterocyclic groups; L 205 *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C1-C 20 Alkylene group, substituted or unsubstituted C2-C 20 Alkenylene group, substituted or unsubstituted C3-C 10 Cycloalkylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene group, substituted or unsubstituted C1-C 10 Heterocycloalkenylene group, substituted or unsubstituted C6-C 60 Arylene groups, substituted or unsubstituted C1-C 60 selected from the group consisting of heteroarylene groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused polycyclic heterocyclic groups; xa1 to xa4 are each independently selected from integers of 0 to 3; xa5 is selected from integers from 1 to 10; R 201 ~R 204 , and Q 201 are, independently of each other, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 It may be selected from a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and a substituted or unsubstituted monovalent non-aromatic fused polycyclic hetero group.
[0089] For example, in formula 202, R 201 and R 202 are optionally linked to each other via a single bond, a dimethyl-methylene group, or a diphenyl-methylene group, and R 203 and R 204 are optionally linked to each other via a single bond, a dimethyl-methylene group or a diphenyl-methylene group.
[0090] According to one embodiment, in formulas 201 and 202: L 201 ~L 205 are independent of each other, a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro-bifluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenalenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, a picenylene group, perylenylene groups, pentaphenylene groups, hexacenylene groups, pentacenylene groups, rubicenylene groups, coronenylene groups, ovalenylene groups, thiophenylene groups, furanylene groups, carbazolylene groups, indolylene groups, isoindolylene groups, benzofuranylene groups, benzothiophenylene groups, dibenzofuranylene groups, dibenzothiophenylene groups, benzocarbazolylene groups, dibenzocarbazolylene groups, dibenzosilolylene groups, and pyridinylene groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C1-C 10Phenyl groups substituted with alkyl groups, phenyl groups substituted with -F, pentalenyl groups, indenyl groups, naphthyl groups, azulenyl groups, heptalenyl groups, indacenyl groups, acenaphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, chrysenyl groups, naphthyl groups, Tacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, -Si(Q 31 )(Q 32 )(Q 33 ), and -N(Q 31 )(Q 32 a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro-bifluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenalenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, or a naphthacenylene group, each of which is substituted with at least one selected from the group consisting of groups, picenylene groups, perylenylene groups, pentaphenylene groups, hexacenylene groups, pentacenylene groups, rubicenylene groups, coronenylene groups, ovalenylene groups, thiophenylene groups, furanylene groups, carbazolylene groups, indolylene groups, isoindolylene groups, benzofuranylene groups, benzothiophenylene groups, dibenzofuranylene groups, dibenzothiophenylene groups, benzocarbazolylene groups, dibenzocarbazolylene groups, dibenzosilolylene groups, and pyridinylene groups; The aforementioned Q 31 ~Q 33 are independent of each other, C1-C 10 Alkyl groups, C1-C 10It may be selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl groups.
[0091] According to another embodiment, xa1 to xa4 may be 0, 1, or 2, independently of each other.
[0092] According to yet another embodiment, xa5 may be 1, 2, 3, or 4.
[0093] According to yet another embodiment, R 201 ~R 204 , and Q 201 are each independently a phenyl group, a biphenylyl group, a terphenylyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthalenyl group, phthalocenyl, picenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, thiophenyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilolyl, and pyridinyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C1-C 10Phenyl groups substituted with alkyl groups, phenyl groups substituted with -F, pentalenyl groups, indenyl groups, naphthyl groups, azulenyl groups, heptalenyl groups, indacenyl groups, acenaphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, chrysenyl groups, naphthyl groups, Tacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, -Si(Q 31 )(Q 32 )(Q 33 ), and -N(Q 31 )(Q 32 a phenyl group, a biphenylyl group, a terphenylyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, and a pyridinyl group; The aforementioned Q 31 ~Q 33 For the explanation of the above, please refer to the description in this specification.
[0094] According to yet another embodiment, in formula 201, R201 ~R 203 At least one of the fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C1-C 10 The alkyl group may be selected from the group consisting of phenyl groups substituted with alkyl groups, phenyl groups substituted with -F, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, carbazolyl groups, dibenzofuranyl groups, and dibenzothiophenyl groups, each substituted with at least one selected from the group consisting of naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, carbazolyl groups, dibenzofuranyl groups, and dibenzothiophenyl groups, but is not limited thereto.
[0095] According to yet another embodiment, in Formula 202, i) R 201 and R 202 are linked to each other via a single bond, or / and ii) R 203 and R 204 are linked to each other via a single bond.
[0096] According to yet another embodiment, in formula 202, R 201 ~R 204 At least one of the a carbazolyl group; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C1-C10 The alkyl group may be selected from the group consisting of a phenyl group substituted with an alkyl group, a phenyl group substituted with -F, a carbazolyl group substituted with at least one selected from a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, but is not limited thereto.
[0097] The compound of formula 201 may be represented by formula 201A: [Chemical formula 201A] [ka] For example, the compound represented by formula 201 may be represented by the following formula 201A(1), but is not limited thereto: [Chemical formula 201A(1)] [ka] As yet another example, the compound represented by formula 201 may be represented by, but is not limited to, formula 201A-1: [Chemical formula 201A-1] [ka] On the other hand, the compound represented by chemical formula 202 may be represented by the following chemical formula 202A: [Chemical formula 202A] [ka] According to yet another embodiment, the compound represented by formula 202 may be represented by formula 202A-1: [Chemical formula 202A-1] [ka]
[0098] Chemical formulas 201A, 201A(1), 201A-1, 202A and 202A-1, L 201 ~L 203 , xa1 to xa3, xa5, and R 202 ~R 204 For a description of R 211 and R 212 The description of R 203 See the explanation about R 213 ~R 217 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenylyl group, terphenylyl group, C1-C 10 Phenyl groups substituted with alkyl groups, phenyl groups substituted with -F, pentalenyl groups, indenyl groups, naphthyl groups, azulenyl groups, heptalenyl groups, indacenyl groups, acenaphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, chrysenyl groups, and naphthacenyl groups , picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, and pyridinyl group.
[0099] The hole transport region may include at least one compound selected from the following compounds HT1 to HT39, but is not limited thereto: [ka] [ka] [ka] [ka] [ka] [ka] [ka]
[0100] The thickness of the hole transport region may be about 10 nm to about 1,000 nm, for example, about 10 nm to about 100 nm. When the hole transport region includes at least one layer selected from a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about 10 nm to about 900 nm, for example, about 10 nm to about 100 nm, and the thickness of the hole transport layer may be about 5 nm to about 200 nm, for example, about 10 nm to about 150 nm. When the thicknesses of the hole transport region, hole injection layer, and hole transport layer satisfy the above-mentioned ranges, satisfactory hole transport properties can be obtained without a substantial increase in driving voltage.
[0101] The light-emitting auxiliary layer compensates for the optical resonance distance depending on the wavelength of light emitted from the light-emitting layer, thereby increasing light emission efficiency, and the electron-blocking layer prevents electron injection from the electron-transporting region. The light-emitting auxiliary layer and the electron-blocking layer may contain the materials described above.
[0102] [p-dopant] In addition to the materials described above, the hole transport region may further include a charge generating material to enhance conductivity. The charge generating material may be dispersed uniformly or non-uniformly within the hole transport region.
[0103] The charge generating material can be, for example, a p-dopant.
[0104] According to one embodiment, the LUMO (lowest unoccupied molecular orbital) of the p-dopant may be less than or equal to -3.5 eV.
[0105] The p-dopant may include at least one selected from the group consisting of quinone derivatives, metal oxides, and cyano group-containing compounds, but is not limited thereto.
[0106] For example, a p-dopant quinone derivatives such as tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ); metal oxides such as tungsten oxide and molybdenum oxide; 1,4,5,8,9,12-Hexaazatriphenylene-hexacarbonitrile (HAT-CN); and The compound may include, but is not limited to, at least one selected from the following compounds represented by the following chemical formula 221: <hat-cn>
change
[0107] In chemical formula 221, R 221 ~R 223 are, independently of each other, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C1-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, but 221 ~R 223 At least one of the C1-C substituted with cyano group, -F, -Cl, -Br, -I, or -F 20 Alkyl groups, C1-C substituted with -Cl 20 Alkyl groups, C1-C substituted with -Br 20 C1-C substituted with alkyl groups and -I 20 It has at least one substituent selected from alkyl groups.
[0108] [Light-emitting layer in organic layer 150] When the organic light emitting device 10 is a full-color organic light emitting device, the light emitting layer may be patterned into red, green, and blue light emitting layers for each subpixel. Alternatively, the light emitting layer may have a structure in which two or more layers selected from red, green, and blue light emitting layers are stacked in contact with or spaced apart from each other, or a structure in which two or more materials selected from red, green, and blue light emitting materials are mixed without layer division, thereby emitting white light.
[0109] The light-emitting layer may include a host and a phosphorescent dopant.
[0110] In the light-emitting layer, the content of the dopant is generally selected from the range of about 0.01 to about 40 parts by weight, for example, about 0.01 to about 15 parts by weight, relative to about 100 parts by weight of the host, but is not limited thereto.
[0111] The thickness of the light-emitting layer may be about 10 nm to about 100 nm, for example, about 20 nm to about 60 nm. When the thickness of the light-emitting layer satisfies the above-mentioned range, excellent light-emitting properties can be exhibited without a substantial increase in driving voltage.
[0112] [Host in the light-emitting layer] The host may include the heterocyclic compounds described above.
[0113] According to one embodiment, the host may further include a compound represented by the following formula 301: [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 301
[0114] In chemical formula 301, Ar 301 is a substituted or unsubstituted C5-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 is a heterocyclic group, xb11 is 1, 2, or 3, L 301 is a substituted or unsubstituted C3-C 10 Cycloalkylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene group, substituted or unsubstituted C1-C 10 Heterocycloalkenylene group, substituted or unsubstituted C6-C 60 Arylene groups, substituted or unsubstituted C1-C 60 selected from the group consisting of heteroarylene groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused polycyclic heterocyclic groups; xb1 is selected from integers from 0 to 5; R 301 is deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 Alkenyl groups, substituted or unsubstituted C2-C 60 Alkynyl groups, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 301 )(Q 302 )(Q 303 ), -N(Q 301 )(Q 302 ), -B(Q 301 )(Q 302 ), -C(=O)(Q 301 ), -S(=O)2(Q 301 ), and -P(=O)(Q 301 )(Q 302 ), xb21 is selected from integers from 1 to 5; Q 301 ~Q 303 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 It may be selected from, but is not limited to, an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, and a naphthyl group.
[0115] According to one embodiment, in formula 301, Ar 301 teeth, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, pentaphenyl, indenoanthracenyl, dibenzofuranyl, and dibenzothiophenyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, -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 naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, pentaphenyl, indenoanthracenyl, dibenzofuranyl and dibenzothiophenyl groups, substituted with at least one selected from the group consisting of Q 31 ~Q 33 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 It may be selected from, but is not limited to, an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, and a naphthyl group.
[0116] In chemical formula 301, if xb11 is 2 or more, 2 or more Ar 301 are also linked to each other via a single bond.
[0117] According to other embodiments, the compound represented by formula 301 may be represented by formula 301-1 or 301-2: [Chemical formula 301-1] [ka] [Chemical formula 301-2] [ka]
[0118] Chemical formulas 301-1 to 301-2: A 301 ~A 304 are, independently of one another, ring structures selected from benzene, naphthalene, phenanthrene, fluoranthene, triphenylene, pyrene, chrysene, pyridine, pyrimidine, indene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, indole, carbazole, benzocarbazole, dibenzocarbazole, furan, benzofuran, dibenzofuran, naphthofuran, benzonaphthofuran, dinaphthofuran, thiophene, benzothiophene, dibenzothiophene, naphthothiophene, benzonaphthothiophene and dinaphthothiophene, X 301 is O, S or N-[(L 304 ) xb4 -R 304 ] and R 311 ~R 314 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ), xb22 and xb23 are independently 0, 1 or 2; L 301 , xb1, R 301 , and Q 31 ~Q 33 For a description of L 302 ~L 304 The explanations for L 301 See the explanation about For the explanation of Xb2 to Xb4, refer to the explanation of Xb1 independently. R 302 ~R 304 The explanations for R 301 See the explanation about.
[0119] For example, in formulas 301, 301-1 and 301-2, L 301 ~L 304 are independent of each other, Phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazolylene group, dibenzocarbazolylene group, dibenzosilolylene group, pyridinylene group, imidazolylene group, pyrazolylene group, thiazolylene group , isothiazolylene groups, oxazolylene groups, isoxazolylene groups, thiadiazolylene groups, oxadiazolylene groups, pyrazinylene groups, pyrimidinylene groups, pyridazinylene groups, triazinylene groups, quinolinylene groups, isoquinolinylene groups, benzoquinolinylene groups, phthalazinylene groups, naphthyridinylene groups, quinoxalinylene groups, quinazolinylene groups, cinnolinylene groups, phenanthridinylene groups, acridinylene groups, phenanthrolinylene groups, phenazinylene groups, benzimidazolylene groups, isobenzothiazolylene groups, benzoxazolylene groups, isobenzoxazolylene groups, triazolylene groups, tetrazolylene groups, imidazopyridinylene groups, imidazopyrimidinylene groups, and azacarbazolylene groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazo a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, -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 a phenylene group, a naphthylene group, a fluorenylene group, a spiro-bifluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a perylenylene group, a pentaphenylene group, a hexacenylene group, a pentacenylene group, a thiophenylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilolylene group, a pyridinylene group, an imidazolylene group, or a pyrazolylene group; a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a quinolinylene group, an isoquinolinylene group, a benzoquinolinylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cinnolinylene group, a phenanthridinylene group, an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzimidazolylene group, an isobenzothiazolylene group, a benzoxazolylene group, an isobenzoxazolylene group, a triazolylene group, a tetrazolylene group, an imidazopyridinylene group, an imidazopyrimidinylene group, and an azacarbazolylene group; The aforementioned Q 31 ~Q 33 For an explanation of this, please refer to the description in this specification.
[0120] As another example, in formulas 301, 301-1 and 301-2, R 301 ~R 304 are independent of each other, Phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazolyl group , thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazo a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, -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 a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group; The aforementioned Q 31 ~Q 33 For an explanation of this, please refer to the description in this specification.
[0121] In yet another example, the host may further include an alkaline earth metal complex, for example, the host may be selected from the group consisting of a Be complex (e.g., the following compound H55), a Mg complex, and a Zn complex.
[0122] The host may further include at least one selected from the group consisting of 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-t-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), and 1,3,5-tri(carbazol-9-yl)benzene (TCP), but is not limited thereto.
[0123] [Phosphorescent dopant included in the light-emitting layer of organic layer 150] Phosphorescent dopants may include the organometallic compounds described above.
[0124] According to one embodiment, the phosphorescent dopant may further include a compound represented by the following Formula 401: M(L 401 ) xc1 (L 402 ) xc2 401 [Chemical formula 402] [ka]
[0125] In chemical formulas 401 and 402, M is selected from the group consisting of iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), and thulium (Tm); L 401 is selected from the ligands represented by formula 402, xc1 is 1, 2, or 3, and when xc1 is 2 or more, two or more L 401 may be the same or different from each other, L 402 is an organic ligand, xc2 is selected from integers of 0 to 4, and when xc2 is 2 or more, two or more L 402 may be the same or different from each other, X 401 ~X 404 are, independently of each other, nitrogen or carbon, X 401 and X 403 are linked via a single or double bond, and X 402 and X 404 are linked via a single or double bond, A 401 and A 402 are independent of each other, C5-C 60 Carbocyclic group or C1-C 60 is a heterocyclic group, X 405 is a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*', *-C(Q 411 )(Q 412 )-*', *-C(Q 411 )=C(Q 412 )-*', *-C(Q 411 )=*' or *=C=*', and the above Q 411 and Q 412 are hydrogen, deuterium, C1-C 20 Alkyl groups, C1-C 20 an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, or a naphthyl group; X 406 is a single bond, O or S, R 401 and R 402 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C1-C 20 Alkyl groups, substituted or unsubstituted C1-C 20 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 401 )(Q 402 )(Q 403 ), -N(Q 401 )(Q 402 ), -B(Q 401 )(Q 402 ), -C(=O)(Q 401 ), -S(=O)2(Q 401 ), and -P(=O)(Q 401 )(Q 402 ) and the aforementioned Q 401 ~Q 403 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 Alkoxy groups, C6-C 20 Aryl groups and C1-C 20 heteroaryl groups, xc11 and xc12 are each independently selected from integers of 0 to 10; In chemical formula 402, * and *' are binding sites with M in chemical formula 401.
[0126] According to one embodiment, in formula 402, A 401 and A 402 may each independently be a ring structure selected from benzene, naphthalene, fluorene, spiro-bifluorene, indene, pyrrole, thiophene, furan, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, quinoline, isoquinoline, benzoquinoline, quinoxaline, quinazoline, carbazole, benzimidazole, benzofuran, benzothiophene, isobenzothiophene, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, dibenzofuran, and dibenzothiophene.
[0127] According to another embodiment, in Formula 402, i) X 401 is nitrogen and X 402 is carbon, or ii) X 401 and X 402 and may both be nitrogen.
[0128] According to yet another embodiment, in formula 402, R 401 and R 402 are independent of each other, Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups and C1-C 20 alkoxy groups; C1-C substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a phenyl group, a naphthyl group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornanyl group, and a norbornenyl group; 20 Alkyl groups and C1-C 20 alkoxy groups; cyclopentyl group, cyclohexyl group, adamantyl group, norbornanyl group, norbornenyl group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, dibenzofuranyl group and dibenzothiophenyl group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 selected from the group consisting of an alkoxy group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornanyl group, a norbornenyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a fluorenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group cyclopentyl, cyclohexyl, adamantyl, norbornanyl, norbornenyl, phenyl, biphenylyl, terphenylyl, naphthyl, fluorenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl groups, each substituted with at least one of the following: -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 ); The aforementioned Q 401 ~Q 403 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 It may be selected from, but is not limited to, an alkoxy group, a phenyl group, a biphenylyl group, and a naphthyl group.
[0129] According to yet another embodiment, in Formula 401, when xc1 is 2 or more, two or more L 401 So, two A's 401 optionally, a linking group, X 407 or two A 402 optionally, a linking group, X 408 (See compounds PD1 to PD4 and PD7 below.) 407 and X 408 are, independently of each other, a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*', *-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(Q 414 )-*'(where Q 413 and Q 414 are, independently of each other, hydrogen, deuterium, C1-C 20 Alkyl groups, C1-C 20 The alkyl group may be, but is not limited to, an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, or a naphthyl group.
[0130] Chemical Formula 401 L 402 may be any monovalent, divalent or trivalent organic ligand. For example, L 402 may be selected from, but is not limited to, halogens, diketones (e.g., acetylacetonates), carboxylic acids (e.g., picolinates), —C(═O), isonitriles, —CN, and phosphorous (e.g., phosphines, phosphites).
[0131] Alternatively, the phosphorescent dopant may further include, for example, any one selected from the following compounds PD1 to PD25, but is not limited thereto: [ka] [ka] [ka]
[0132] [Electron transport region in organic layer 150] The electron transport region can have i) a single layer structure consisting of a single layer of a single material, ii) a single layer structure consisting of a plurality of single layers of different materials, or iii) a multilayer structure having multiple layers consisting of a plurality of different materials.
[0133] The electron transport region may include, but is not limited to, at least one layer selected from a buffer layer, a hole blocking layer, an electron modulating layer, an electron transport layer (ETL), and an electron injection layer.
[0134] For example, the electron transport region may have a structure such as, but not limited to, an electron transport layer / electron injection layer, a hole blocking layer / electron transport layer / electron injection layer, an electron modulation layer / electron transport layer / electron injection layer, or a buffer layer / electron transport layer / electron injection layer, which are stacked in this order from the light emitting layer.
[0135] The electron transport region (eg, a buffer layer, a hole blocking layer, an electron modulating layer, or an electron transport layer in an electron transport region) may include a non-metal-containing compound that includes at least one π-electron deficient nitrogen-containing ring.
[0136] The "π-electron deficient nitrogen-containing ring" is a C1-C ring having at least one *-N=*' moiety as a ring-forming moiety. 60 It means a heterocyclic group.
[0137] For example, the "π-electron deficient nitrogen-containing ring" is i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' moiety, ii) a heteropolycyclic group in which two or more of the 5- to 7-membered heteromonocyclic groups having at least one *-N=*' moiety are fused to each other, or iii) a heteropolycyclic group in which at least one of the 5- to 7-membered heteromonocyclic groups having at least one *-N=*' moiety and at least one C5-C 60 A heteropolycyclic group in which carbocyclic groups are condensed with each other may also be used.
[0138] Specific examples of the π-electron deficient nitrogen-containing ring include, but are not limited to, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole.
[0139] For example, the electron transport region may include a compound represented by formula 601 below. [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 601
[0140] In chemical formula 601, Ar 601 is a substituted or unsubstituted C5-C 60 Carbocyclic groups or substituted or unsubstituted C1-C 60 is a heterocyclic group, xe11 is 1, 2 or 3, L 601 is a substituted or unsubstituted C3-C 10 Cycloalkylene groups, substituted or unsubstituted C1-C 10 Heterocycloalkylene groups, substituted or unsubstituted C3-C 10 Cycloalkenylene group, substituted or unsubstituted C1-C 10 Heterocycloalkenylene group, substituted or unsubstituted C6-C 60 Arylene groups, substituted or unsubstituted C1-C 60 selected from the group consisting of heteroarylene groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused polycyclic heterocyclic groups; xe1 is selected from integers 0 to 5, R 601 is a substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 ), -C(=O)(Q 601 ), -S(=O)2(Q 601 ), and -P(=O)(Q 601 )(Q 602 ), The aforementioned Q 601 ~Q 603 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 an alkoxy group, a phenyl group, a biphenylyl group, a terphenylyl group, or a naphthyl group; xe21 is selected from integers from 1 to 5.
[0141] According to one embodiment, xe11 Ar 601 , and xe21 R 601 At least one of the groups may contain a π-electron deficient nitrogen-containing ring as described above.
[0142] According to one embodiment, the ring Ar in formula 601 601 teeth, benzene, naphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene, dibenzofuran, dibenzothiophene, carbazole, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine and azacarbazole; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 benzene, naphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene, dibenzofuran, dibenzothiophene, carbazole, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidin, a ring structure selected from the group consisting of azine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole; The aforementioned Q 31 ~Q 33 are independent of each other, C1-C 10 Alkyl groups, C1-C 10 It may be selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl groups.
[0143] In chemical formula 601, if xe11 is 2 or more, 2 or more Ar 601 are also linked to each other via a single bond.
[0144] According to another embodiment, Ar 601 may be an anthracene group. According to yet another embodiment, the compound represented by 601 may be represented by the following chemical formula 601-1: [Chemical formula 601-1] [ka]
[0145] Chemical formula 601-1: X 614 is N or C(R 614 ) and X 615 is N or C(R 615 ) and X 616 is N or C(R 616 ) and X 614 ~X 616 At least one of is N, L 611 ~L 613 are, independently of each other, L 601 See the explanation about xe611~xe613 are independent of each other, refer to the explanation for xe1, R 611 ~R 613 are, independently of each other, R 601 See the explanation about R 614 ~R 616 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 It may be selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl groups.
[0146] According to one embodiment, in formulas 601 and 601-1, L 601 , and L 611 ~L 613 are independent of each other, Phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazolylene group, dibenzocarbazolylene group, dibenzosilolylene group, pyridinylene group, imidazolylene group, pyrazolylene group, thiazolylene group , isothiazolylene groups, oxazolylene groups, isoxazolylene groups, thiadiazolylene groups, oxadiazolylene groups, pyrazinylene groups, pyrimidinylene groups, pyridazinylene groups, triazinylene groups, quinolinylene groups, isoquinolinylene groups, benzoquinolinylene groups, phthalazinylene groups, naphthyridinylene groups, quinoxalinylene groups, quinazolinylene groups, cinnolinylene groups, phenanthridinylene groups, acridinylene groups, phenanthrolinylene groups, phenazinylene groups, benzimidazolylene groups, isobenzothiazolylene groups, benzoxazolylene groups, isobenzoxazolylene groups, triazolylene groups, tetrazolylene groups, imidazopyridinylene groups, imidazopyrimidinylene groups, and azacarbazolylene groups; and Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarboxyl group, benzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, thiadiazolyl group, oxadiazolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group a phenylene group, a naphthylene group, a fluorenylene group, a spiro-bifluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a perylenylene group, a pentaphenylene group, a hexa ... a saccenylene group, a pentacenylene group, a thiophenylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzosilolylene group, a pyridinylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a thiadiazolylene group, an oxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group,The alkyl group may be selected from, but is not limited to, a triazinylene group, a quinolinylene group, an isoquinolinylene group, a benzoquinolinylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cinnolinylene group, a phenanthridinylene group, an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzimidazolylene group, an isobenzothiazolylene group, a benzoxazolylene group, an isobenzoxazolylene group, a triazolylene group, a tetrazolylene group, an imidazopyridinylene group, an imidazopyrimidinylene group, and an azacarbazolylene group.
[0147] According to another embodiment, in formulas 601 and 601-1, xe1 and xe611 to xe613 may be 0, 1, or 2, independently of each other.
[0148] According to still other embodiments, in formulas 601 and 601-1, R 601 , and R 611 ~R 613 are independent of each other, Phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridinyl group, imidazolyl group, pyrazolyl group a thiazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenylyl group, terphenylyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group a zolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenyl group, or a pentaphenyl group, each substituted with at least one group selected from an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group; a hexacenyl group, a pentacenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group,benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl groups; and -S(=O)2(Q 601 ) and -P(=O)(Q 601 )(Q 602 ); The aforementioned Q 601 and Q 602 For the explanation of the above, please refer to the description in this specification.
[0149] The electron transport region may include at least one compound selected from the following compounds ET1 to ET36, but is not limited to these: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]
[0150] Alternatively, the electron transport region may include at least one compound selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq, BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), and NTAZ. [ka]
[0151] The thickness of the buffer layer, hole blocking layer, or electron control layer may be, independently of one another, about 2 nm to about 100 nm, for example, about 3 nm to about 30 nm. When the thickness of the buffer layer, hole blocking layer, or electron control layer satisfies the above-mentioned range, excellent hole blocking properties or electron control properties can be obtained without a substantial increase in driving voltage.
[0152] The thickness of the electron transport layer may be about 10 nm to about 100 nm, for example, about 15 nm to about 50 nm. When the thickness of the electron transport layer satisfies the above-mentioned range, satisfactory electron transport properties can be obtained without a substantial increase in driving voltage.
[0153] The electron transport region (for example, the electron transport layer of the electron transport region) may further contain a metal-containing substance in addition to the substances described above.
[0154] The metal-containing substance may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The metal ion of the alkali metal complex may be selected from Li ion, Na ion, K ion, Rb ion, and Cs ion, and the metal ion of the alkaline earth metal complex may be selected from Be ion, Mg ion, Ca ion, Sr ion, and Ba ion. The ligands coordinated to the metal ions of the alkali metal complex and the alkaline earth metal complex may be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but are not limited thereto.
[0155] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, the following compound ET-D1 (lithium quinolate (LiQ)) or ET-D2. [ka]
[0156] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190. The electron injection layer may be in direct contact with the second electrode 190.
[0157] The electron injection layer may have i) a single layer structure consisting of a single layer made of a single material, ii) a single layer structure consisting of a plurality of single layers made of different materials, or iii) a multilayer structure having a plurality of layers made of a plurality of different materials.
[0158] The electron injection layer may comprise 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.
[0159] The alkali metal may be selected from the group consisting of Li, Na, K, Rb, and Cs. According to one embodiment, the alkali metal may be Li, Na, or Cs. According to other embodiments, the alkali metal may be, but is not limited to, Li or Cs.
[0160] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.
[0161] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.
[0162] The alkali metal compounds, alkaline earth metal compounds and rare earth metal compounds may be selected from oxides and halides (e.g., fluorides, chlorides, bromides, iodides, etc.) of alkali metals, alkaline earth metals and rare earth metals.
[0163] The alkali metal compound may be selected from alkali metal oxides such as LiO, CsO, and KO, and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and KI. According to one embodiment, the alkali metal compound may be selected from, but is not limited to, LiF, LiO, NaF, LiI, NaI, CsI, and KI.
[0164] Alkaline earth metal compounds include BaO, SrO, CaO, and BaxSr 1-x O(0 <x<1)、Ba x Ca 1-x It may be selected from alkaline earth metal compounds such as O(0 < x < 1). According to one embodiment, the alkaline earth metal compound may be selected from, but not limited to, BaO, SrO, and CaO.
[0165] The rare earth metal compound may be selected from YbF3, ScF3, ScO3, Y2O3, Ce2O3, GdF3, and TbF3. According to one embodiment, the rare earth metal compound may be selected from, but not limited to, YbF3, ScF3, TbF3, YbI3, ScI3, and TbI3.
[0166] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex contain ions of the alkali metal, alkaline earth metal, and rare earth metal as described above. The ligands coordinated to the metal ions of the alkali metal complex, alkaline earth metal complex, and rare earth metal complex may be independently selected from, but not limited to, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxydiphenyloxadiazole, hydroxydiphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene.
[0167] The electron injection layer may consist solely of the aforementioned 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, or may further contain an organic substance. When the electron injection layer further contains an organic substance, the aforementioned 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 is dispersed uniformly or non-uniformly in a matrix composed of the organic substance.
[0168] The thickness of the electron injection layer may be about 0.1 nm to about 10 nm, or about 0.3 nm to about 9 nm. When the thickness of the electron injection layer satisfies the above-mentioned range, satisfactory electron injection characteristics can be obtained without a substantial increase in driving voltage.
[0169] [Second electrode 190] A second electrode 190 is disposed on the organic layer 150. The second electrode 190 may be a cathode, which is an electron injection electrode, and materials for the second electrode 190 may be metals, alloys, electrically conductive compounds, or combinations thereof, each having a low work function.
[0170] The second electrode 190 may include at least one selected from the group consisting of lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO, but is not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode. The second electrode 190 may have a single layer structure, which is a single layer, or a multi-layer structure having multiple layers.
[0171] [Explanation of Figures 2 to 4] The organic light-emitting element 20 of FIG. 2 has a structure in which a first capping layer 210, a first electrode 110, an organic layer 150, and a second electrode 190 are stacked in this order, the organic light-emitting element 30 of FIG. 3 has a structure in which a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220 are stacked in this order, and the organic light-emitting element 40 of FIG. 4 has a structure in which a first capping layer 210, a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220 are stacked in this order.
[0172] 2 to 4, the description of the first electrode 110, the organic layer 150, and the second electrode 190 refer to the description of FIG.
[0173] In the organic layer 150 of the organic light-emitting element 20, 40, light generated in the light-emitting layer is extracted to the outside through the first electrode 110, which is a semi-transparent electrode or a transparent electrode, and the first capping layer 210, and in the organic layer 150 of the organic light-emitting element 30, 40, light generated in the light-emitting layer is extracted to the outside through the second electrode 190, which is a semi-transparent electrode or a transparent electrode, and the second capping layer 220.
[0174] The first capping layer 210 and the second capping layer 220 improve external light emitting efficiency according to the principle of constructive interference.
[0175] The first capping layer 210 and the second capping layer 220 may be, independently of each other, an organic capping layer made of an organic material, an inorganic capping layer made of an inorganic material, or a composite capping layer containing an organic material and an inorganic material.
[0176] At least one of the first capping layer 210 and the second capping layer 220 may independently include at least one material selected from the group consisting of carbocyclic compounds, heterocyclic compounds, amine-based compounds, porphine derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. The carbocyclic compounds, heterocyclic compounds, and amine-based compounds may optionally be substituted with a substituent containing at least one element selected from the group consisting of O, N, S, Se, Si, F, Cl, Br, and I. According to an embodiment, at least one of the first capping layer 210 and the second capping layer 220 may independently include an amine-based compound.
[0177] According to another embodiment, at least one of the first capping layer 210 and the second capping layer 220 may independently include a compound represented by Formula 201 or a compound represented by Formula 202.
[0178] According to yet another embodiment, at least one of the first capping layer 210 and the second capping layer 220 may independently contain a compound selected from the group consisting of compounds HT28 to HT33 and compounds CP1 to CP5 below, but is not limited thereto. [ka]
[0179] The organic light-emitting device has been described above with reference to FIGS. 1 to 4, but is not limited thereto.
[0180] Each layer included in the hole transport region, the light emitting layer, and the electron transport region is formed in a predetermined region using various methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) method, ink jet printing, laser printing, and laser induced thermal imaging (LITI).
[0181] When each layer included in the hole transport region, the light emitting layer, and the electron transport region is formed by vacuum deposition, the deposition conditions are, for example, a deposition temperature of about 100 to about 500° C., a deposition temperature of about 10 -8 ~about 10 -3 The vacuum level of torr and the deposition rate range of about 0.001 nm / sec to about 10 nm / sec may be selected taking into consideration the material contained in the layer to be formed and the structure of the layer to be formed.
[0182] When each layer included in the hole transport region, the light-emitting layer, and each layer included in the electron transport region are formed by spin coating, the coating conditions may be selected, for example, within a coating speed of about 2,000 rpm to about 5,000 rpm and a heat treatment temperature range of about 80°C to 200°C, taking into consideration the materials included in the layers to be formed and the structure of the layers to be formed.
[0183] [General definition of substituents] As used herein, C1-C 60 The alkyl group means a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples include a methyl group, an ethyl group, a propyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an iso-amyl group, a hexyl group, etc. In this specification, C1-C 60 The alkylene group is C1-C 60 It means a divalent group having the same structure as an alkyl group.
[0184] As used herein, C2-C 60 Alkenyl groups are C2-C 60 It means a hydrocarbon group containing one or more carbon-carbon double bonds in the middle or at the end of the alkyl group, and specific examples thereof include ethenyl, propenyl, and butenyl groups. 60 The alkenylene group is C2-C 60 It means a divalent group having the same structure as an alkenyl group.
[0185] As used herein, C2-C 60 Alkynyl groups are C2-C 60 It means a hydrocarbon group containing one or more carbon-carbon triple bonds in the middle or at the end of the alkyl group, and specific examples thereof include an ethynyl group, a propynyl group, etc. In this specification, C2-C 60 The alkynylene group is C2-C 60 It means a divalent group having the same structure as an alkynyl group.
[0186] As used herein, C1-C 60 The alkoxy group is -O A101 (where A 101 is C1-C 60 Specific examples of the alkoxy group include methoxy, ethoxy, and isopropyloxy groups.
[0187] As used herein, C3-C 10 Cycloalkyl groups are C3-C 10 It means a monovalent saturated hydrocarbon monocyclic group, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, etc. 10 The cycloalkylene group is C3-C 10 It means a divalent group having the same structure as a cycloalkyl group.
[0188] As used herein, C1-C 10 Heterocycloalkyl groups are C1-C1 alkyl groups containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom. 10 It means a monovalent monocyclic group, and specific examples thereof include a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, etc. 10 The heterocycloalkylene group is C1-C 10 It means a divalent group having the same structure as a heterocycloalkyl group.
[0189] As used herein, C3-C 10 The cycloalkenyl group is C3-C 10 The monovalent monocyclic group means a group having at least one double bond in the ring but not having aromaticity, and specific examples thereof include a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, etc. 10 The cycloalkenylene group is C3-C 10 It means a divalent group having the same structure as a cycloalkenyl group.
[0190] As used herein, C1-C 10 The heterocycloalkenyl group is a C1-C6 alkyl group containing at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom. 10 As a monovalent monocyclic group, it has at least one double bond in the ring. 10 Specific examples of heterocycloalkenyl groups include a 4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl group, a 2,3-dihydrothiophenyl group, and the like. 10 The heterocycloalkenylene group is a C1-C 10 It means a divalent group having the same structure as a heterocycloalkenyl group.
[0191] As used herein, C6-C 60 The aryl group is C6-C 60 means a monovalent group having a carbocyclic aromatic system, C6-C 60 The arylene group is C6-C 60 means a divalent group having a carbocyclic aromatic system. C6-C 60 Specific examples of the aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, and a chrysenyl group. 60 Aryl groups and C6-C 60 When the arylene group contains more than one ring, the two or more rings are fused together.
[0192] As used herein, C1-C 60 The heteroaryl group contains at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom, and is C1-C 60 means a monovalent group having a heterocyclic aromatic system, C1-C 60 The heteroarylene group contains at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom, and is C1-C 60 means a divalent group having a heterocyclic aromatic system. C1-C 60 Specific examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl groups. 60 Heteroaryl groups and C1-C 60 When the heteroarylene group contains more than one ring, the two or more rings are fused together.
[0193] As used herein, C6-C 60 An aryloxy group is -O A102 (where A 102 is C6-C 60 aryl group), and C6-C 60 The arylthio group is -S A103 (where A 103 is C6-C 60 aryl group).
[0194] As used herein, C1-C 60 The heteroaryloxy group is -OA. 104 (where A 10 4 is C1-C 60 heteroaryl group), and C1-C 60 The heteroarylthio group is -S A105 (where A 105 is C1-C 60 Heteroaryl groups are shown.
[0195] As used herein, a monovalent non-aromatic fused polycyclic group refers to a monovalent group (e.g., having 8 to 60 carbon atoms) in which two or more rings are fused together, the ring atoms are carbon, and the entire molecule is non-aromatic. Specific examples of monovalent non-aromatic fused polycyclic groups include a fluorenyl group. As used herein, a divalent non-aromatic fused polycyclic group refers to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.
[0196] In this specification, a monovalent non-aromatic hetero-fused polycyclic group refers to a monovalent group (e.g., having 1 to 60 carbon atoms) in which two or more rings are fused together and which contains, in addition to carbon, at least one heteroatom selected from N, O, Si, P, and S as ring-forming atoms, and the entire molecule is non-aromatic. Specific examples of monovalent non-aromatic hetero-fused polycyclic groups include a carbazolyl group. In this specification, a divalent non-aromatic hetero-fused polycyclic group refers to a divalent group having the same structure as a monovalent non-aromatic hetero-fused polycyclic group.
[0197] As used herein, C5-C 60 A carbocyclic group is a C5-C ring containing only carbon atoms. 60 Monocyclic group or C5-C 60 means a polycyclic group. C5-C 60 A carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. 60 A carbocyclic group may be a ring such as benzene, a monovalent group such as phenyl, or a divalent group such as phenylene. 60 Depending on the number of substituents attached to the carbocyclic group, C5-C 60 The carbocyclic group may be a trivalent or tetravalent group and may be variously modified.
[0198] As used herein, C1-C 60 Heterocyclic groups are C5-C 60 It means a group that has the same structure as a carbocyclic group, but contains at least one heteroatom selected from N, O, Si, P, and S in addition to carbon (which may have 1 to 60 carbon atoms) as ring-forming atoms.
[0199] As used herein, the aforementioned substituted C5-C 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C3-C 10 Cycloalkylene groups, substituted C1-C 10 Heterocycloalkylene groups, substituted C3-C 10 Cycloalkenylene groups, substituted C1-C 10 Heterocycloalkenylene groups, substituted C6-C 60 Arylene groups, substituted C1-C 60 Heteroarylene group, substituted divalent non-aromatic fused polycyclic group, substituted divalent non-aromatic fused polycyclic heterocyclic group, substituted C1-C 60 Alkyl groups, substituted C2-C 60 Alkenyl groups, substituted C2-C 60 Alkynyl groups, substituted C1-C 60 Alkoxy groups, substituted C3-C 10 Cycloalkyl groups, substituted C1-C 10 Heterocycloalkyl groups, substituted C3-C 10 Cycloalkenyl groups, substituted C1-C 10 Heterocycloalkenyl groups, substituted C6-C 60 Aryl groups, substituted C6-C 60 Aryloxy groups, substituted C6-C 60 Arylthio groups, substituted C1-C 60 Heteroaryl groups, substituted C1-C 60 Heteroaryloxy groups, substituted C1-C 60 At least one of the substituents of the heteroarylthio group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused polycyclic group is Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups and C1-C 60 alkoxy groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 ) C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups and C1-C 60 alkoxy groups; C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups and monovalent non-aromatic fused heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 ), -N(Q 21 )(Q 22 ), -B(Q 21 )(Q 22 ), -C(=O)(Q 21 ), -S(=O)2(Q 21 ) and -P(=O)(Q 21 )(Q 22 ) C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; and -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ); The aforementioned Q 11 ~Q 13 , Q 21 ~Q 23 , and Q 31 ~Q 33 are, independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C1-C 60 It may be selected from heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic hetero-fused polycyclic groups, biphenylyl groups, and terphenylyl groups.
[0200] As used herein, "Ph" means a phenyl group, "Me" means a methyl group, "Et" means an ethyl group, "ter-Bu" or "But" means a tert-butyl group, and "OMe" means a methoxy group. As used herein, the term "biphenylyl group" refers to a "phenyl group substituted with a phenyl group." The "biphenylyl group" belongs to the "substituted phenyl group" category, where the substituent is a "C6-C60 aryl group."
[0201] As used herein, the term "terphenylyl group" refers to a "phenyl group substituted with a biphenylyl group." The "terphenylyl group" belongs to the "substituted phenyl group" category, where the substituent is a "C6-C60 aryl group substituted with a C6-C60 aryl group."
[0202] In this specification, unless otherwise defined, * and *' refer to bonding sites between adjacent atoms in the chemical formula.
[0203] The compound and organic light-emitting device according to one embodiment of the present invention will be described in more detail below with reference to evaluation examples, examples, and comparative examples. In the synthesis examples below, when the expression "B was used instead of A," the molar equivalents of A and B are the same. [Example]
[0204] Evaluation example 1: Energy level measurement For the host compounds 1-1 and 1-6, and the comparative compounds A to C, CBP, mCP, and ADN, a mixture of toluene and each compound (1 mg of each compound was dissolved in 3 mL of toluene) was placed in a quartz cell, which was then placed in liquid nitrogen (77 K). The photoluminescence spectrum was measured using a photoluminescence measurement device, and compared with a general photoluminescence spectrum at room temperature. Only peaks observed only at low temperatures were analyzed, and the singlet (S1) energy level, triplet (T1) energy level, and ΔEst value were measured from the spectrum, and the results are shown in Table 1 below.
[0205] The triplet (T1) energy levels of phosphorescent dopant compounds 2-5, 2-7, 2-10, 2-11 and 2-12 were also measured by the same method and are shown in Table 1 below. [Table 1]
[0206] <Compound 1-1> [ka] <Compounds 1-6>
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[0207] Example 1 An ITO glass substrate (2,525 mm, 15 Ω / sq) for OLEDs (manufactured by Samsung Corning) was ultrasonically cleaned using distilled water and isopropanol, followed by 30 minutes of UV ozone cleaning. After cleaning, the glass substrate with transparent electrode lines attached was placed in a vacuum deposition system's substrate holder, and 1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile (HATCN) was evaporated onto the ITO electrode (anode) to form a 10 nm-thick hole injection layer. N,N'-di-1-naphthyl-N,N'-diphenylbenzidine (NPB) was then evaporated onto the hole injection layer to form a 40 nm-thick hole transport layer.
[0208] TrisPCz (9,9',9"-triphenyl-9H,9'H,9"H-3,3':6'3"-tercarbazole) was evaporated on top of the hole-transporting layer to form a 10 nm thick electron-blocking layer, and compound 1-1 and compound 2-5 were co-evaporated on the electron-blocking layer in a weight ratio of 9:1 to form a 25 nm thick light-emitting layer.
[0209] A 10-nm-thick hole-blocking layer was formed on the light-emitting layer by vapor deposition of mCBT (9,9'-(2,8-dibenzothiophenediyl)bis-9H-carbazole), and a 40-nm-thick electron-transporting layer was formed on the hole-blocking layer by vapor deposition of BByTP (2,7-di(2,2'-bipyridin-5-yl)triphenylene).
[0210] An organic light-emitting device was fabricated by depositing LiF on the electron transport layer to form a 1 nm thick electron injection layer, followed by depositing Al on the electron injection layer to form a 100 nm thick cathode. The deposition equipment used was a Suicel Plus 200 deposition machine manufactured by Sunic Systems.
[0211] <hat-cn>
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[0212] In Examples 2 to 6 and Comparative Examples 1 to 6, organic light-emitting devices were prepared in the same manner as in Example 1, except that the compounds listed in Table 2 were used instead of Compound 1-1 and Compound 2-5, respectively, when forming the light-emitting layer.
[0213] Evaluation example 2 For the organic light-emitting devices fabricated in Examples 1 to 6 and Comparative Examples 1 to 6, a current density of 10 mA / cm 2 The driving voltage, efficiency and color purity at 1000 kJ / s were measured using the following methods, and the results are shown in Table 2: - Color coordinates: Powered by a current-voltage meter (Kethley SMU 236) and measured using a luminance meter PR650 - Brightness: Powered by a current / voltage meter (Kethley SMU 236) and measured using a brightness meter PR650 - Efficiency: Powered by a current / voltage meter (Kethley SMU 236) and measured using a luminance meter PR650 [Table 2]
[0214] <Compound A> [ka] <Compound B> [ka] <Compound C> [ka]
[0215] Referring to Tables 1 and 2, it was confirmed that the organic light-emitting device according to one embodiment of the present invention satisfies the above-mentioned formulas 1 to 3 and has a lower driving voltage and a higher external quantum efficiency than the organic light-emitting device using compounds A to C which do not satisfy formulas 1 to 3.
[0216] It was also confirmed that the organic light emitting device of the present invention emits blue light.
[0217] That is, it can be seen that the organic light emitting device according to an embodiment of the present invention has a low driving voltage, excellent external quantum efficiency, and is suitable for blue light emission.
[0218] Although the present invention has been described with reference to the above evaluation examples, examples, and comparative examples, these are merely illustrative, and a person skilled in the art of the present invention will understand that various modifications and equivalent embodiments are possible therefrom. Therefore, the true technical scope of protection of the present invention is determined by the technical spirit of the claims. [Explanation of symbols]
[0219] 10,20,30,40 Organic light-emitting devices 110 1st electrode 150 Organic layer 190 2nd electrode 210 First capping layer 220 Second Capping Layer< / bbytp> < / mcbt> < / trispcz> < / npb>
Claims
1. A first electrode; a second electrode facing the first electrode; an organic layer including a light-emitting layer disposed between the first electrode and the second electrode; the light-emitting layer comprises a host and a phosphorescent dopant; The host satisfies the following formulas 1 and 2: The organic light-emitting device, wherein the host and the phosphorescent dopant satisfy the following formula 3: [Formula 1] S1(H)-T1(H)≦0.3eV [Formula 2] T1(H)≧2.7eV [Formula 3] T1(D)≦T1(H) In the above formulas 1 to 3, T1(H) is the triplet energy of the host; S1(H) is the singlet energy of the host; T1(D) is the triplet energy of the phosphorescent dopant; The phosphorescent dopant includes an organometallic compound represented by the following Chemical Formula 4: [Chemical formula 4] 【Chemistry 40】 In the above Chemical Formula 4, M 4 are each independently selected from platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), and thulium (Tm); Y 41 ~Y 44 are, independently of each other, N or C, A 41 ~A 44 are, independently of each other, C 5 -C 60 Carbocyclic groups and C 1 -C 60 Heterocycle is selected from the group T 41 ~T 44 are each independently a single bond, *-O-*', or *-S-*'. are selected from L 41 ~L 44 are each independently a single bond, *-O-*', *-S-*', *-C(R 45 ) (R 46 )-*', *-C(R 45 ) = C(R 45 )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R 45 )-*', *-N(R 45 )-*', *-P(R 45 )-*', *-Si(R 45 ) (R 46 )-*', *-P(R 45 ) (R 46 )-*' and *-Ge(R 45 ) (R 46 )-*', m41 to m44 are selected from integers of 0 to 3, and at least three of m41 to m44 are selected from integers of 1 to 3; R 41 ~R 46 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 20 alkyl group, substituted or unsubstituted C 1 -C 20 Alkoxy group, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 aryl group, substituted or unsubstituted C 6 -C 60 aryloxy group, substituted or unsubstituted C 6 -C 60 arylthio group, substituted or unsubstituted C 1 -C 60 a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 41 ) (Q 42 ) (Q 43 ), -N(Q 41 ) (Q 42 ), -B(Q 41 ) (Q 42 ), -C(=O)(Q 41 ), -S(=O) 2 (Q 41 ), and -P(=O)(Q 41 ) (Q 42 ) and R 45 and R 41 , R 45 and R 42 , R 45 and R 43 , or R 45 and R 44 are selectively bonded to each other, and substituted or unsubstituted C 5 -C 60 a carbocyclic group or a substituted or unsubstituted C 1 -C 60 can form a heterocyclic group, b41, b42, b43, and b44 are each independently selected from integers of 1 to 8; * and *' are bonding sites with adjacent atoms, The aforementioned substituted C 5 -C 60 Carbocyclic groups, substituted C 1 -C 60 Heterocyclic groups, substituted C 1 -C 20 Alkyl groups, substituted C 1 -C 20 Alkoxy groups, substituted C 3 -C 10 Cycloalkyl groups, substituted C 1 -C 10 Heterocycloalkyl groups, substituted C 3 -C 10 Cycloalkenyl group, substituted C 1 -C 10 Heterocycloalkenyl groups, substituted C 6 -C 60 Aryl groups, substituted C 6 -C 60 Aryloxy groups, substituted C 6 -C 60 Arylthio groups, substituted C 1 -C 60 At least one substituent selected from the group consisting of a heteroaryl group, a substituted monovalent non-aromatic fused polycyclic group, and a substituent of a substituted monovalent non-aromatic fused polycyclic heterocyclic group is Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group and C 1 -C 60 an alkoxy group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 51 ) (Q 52 ) (Q 53 ), -N(Q 51 ) (Q 52 ), -B(Q 51 ) (Q 52 ), -C(=O)(Q 51 ), -S(=O) 2 (Q 51 ) and -P(=O)(Q 51 ) (Q 52 C) 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group and C 1 -C 60 an alkoxy group; C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 61 ) (Q 62 ) (Q 63 ), -N(Q 61 ) (Q 62 ), -B(Q 61 ) (Q 62 ), -C(=O)(Q 61 ), -S(=O) 2 (Q 61 ) and -P(=O)(Q 61 ) (Q 62 C) 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; and -Si(Q 71 ) (Q 72 ) (Q 73 ), -N(Q 71 ) (Q 72 ), -B(Q 71 ) (Q 72 ), -C(=O)(Q 71 ), -S(=O) 2 (Q 71 ) and -P(=O)(Q 71 ) (Q 72 ); The aforementioned Q 41 ~Q 43 , Q 51 ~Q 53 , Q 61 ~Q 63 , and Q 71 ~Q 73 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group; a C substituted with at least one selected from deuterium, —F, and a cyano group; 1 -C 60 an alkyl group; a C substituted with at least one selected from deuterium, —F, and a cyano group; 6 -C 60 Aryl groups are selected from biphenylyl and terphenylyl groups.
2. 2. The organic light emitting device according to claim 1, wherein the host comprises a heterocyclic compound represented by the following Chemical Formula 1: (Ar 1 ) n1 -(L 1 ) m1 -(Ar 2 ) n2 ・・・1 In the above Chemical Formula 1, L 1 is a single bond, C 5 -C 60 Carbocyclic group or C 1 -C 60 is a heterocyclic group, n1 and n2 are each independently an integer selected from 0 to 3, and satisfy n1+n2≧1; m1 is an integer from 0 to 5, Ar 1 and Ar 2 are each independently a group represented by the following chemical formula 1A or 1B: [Chemical formula 1A] 【Chemistry 1】 [Chemical formula 1B] 【Chemistry 2】 In Formulas 1A and 1B, Y 1 and Y 2 are each independently a single bond, *-O-*', *-S-*', *-C(R 1 ) (R 2 )-*', *-N(R 1 )-*', *-Si(R 1 ) (R 2 )-*', *-C(=O)-*', *-S(=O) 2 -*', *-B(R 1 )-*', *-P(R 1 )-*' and *-P(=O)(R 1 ) (R 2 )-*', k1 and k2 are each independently 0 or 1, and satisfy k1 + k2 ≧ 1; CY 1 and C.Y. 2 are, independently of each other, C 5 -C 60 Carbocyclic or C 1 -C 60 a ring structure selected from heterocycles, X 1 ~X 3 are, independently of each other, C or N, X 1 ~X 3 If both are C, then R 30 at least one of the groups is a cyano group; R 1 , R 2 , R 10 , R 20 and R 30 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 60 alkyl group, substituted or unsubstituted C 2 -C 60 Alkenyl group, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy group, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 aryl group, substituted or unsubstituted C 6 -C 60 aryloxy group, substituted or unsubstituted C 6 -C 60 arylthio group, substituted or unsubstituted C 1 -C 60 Heteroaryl group, substituted or unsubstituted C 1 -C 60 Heteroaryloxy group, substituted or unsubstituted C 1 -C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 ) (Q 2 ) (Q 3 ), -N(Q 1 ) (Q 2 ), -B(Q 1 ) (Q 2 ), -C(=O)(Q 1 ), -S(=O) 2 (Q 1 ), and -P(=O)(Q 1 ) (Q 2 ) and a10 and a20 are each independently an integer selected from 1 to 10; a30 is an integer from 1 to 6, R 1 and R 2 are bonded to each other and are substituted or unsubstituted C 5 -C 60 a carbocyclic group or a substituted or unsubstituted C 1 -C 60 may or may not form a heterocyclic group, R 10 and R 20 is R 10 and R 20 and substituted or unsubstituted C 5 -C 60 a carbocyclic group or a substituted or unsubstituted C 1 -C 60 may or may not form a heterocyclic group, When a30 is 2 or more, R is 2 or more 30 are bonded to each other, and substituted or unsubstituted C 5 -C 60 a carbocyclic group or a substituted or unsubstituted C 1 -C 60 may or may not form a heterocyclic group, In Formula 1A, R 10 and R 20 At least one of the 1 or Ar 1 Or Ar 2 is the binding site for In Formula 1B, R 30 At least one of the 1 or Ar 1 Or Ar 2 is the binding site for The aforementioned substituted C 5 -C 60 Carbocyclic groups, substituted C 1 -C 60 Heterocyclic groups, substituted C 1 -C 60 Alkyl groups, substituted C 2 -C 60 Alkenyl groups, substituted C 2 -C 60 Alkynyl group, substituted C 1 -C 60 Alkoxy groups, substituted C 3 -C 10 Cycloalkyl groups, substituted C 1 -C 10 Heterocycloalkyl groups, substituted C 3 -C 10 Cycloalkenyl group, substituted C 1 -C 10 Heterocycloalkenyl groups, substituted C 6 -C 60 Aryl groups, substituted C 6 -C 60 Aryloxy groups, substituted C 6 -C 60 Arylthio groups, substituted C 1 -C 60 Heteroaryl groups, substituted C 1 -C 60 Heteroaryloxy groups, substituted C 1 -C 60 At least one of the substituents of the heteroarylthio group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused polycyclic group is Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group and C 1 -C 60 an alkoxy group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 ) (Q 12 ) (Q 13 ), -N(Q 11 ) (Q 12 ), -B(Q 11 ) (Q 12 ), -C(=O)(Q 11 ), -S(=O) 2 (Q 11 ) and -P(=O)(Q 11 ) (Q 12 C) 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group and C 1 -C 60 an alkoxy group; C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 ) (Q 22 ) (Q 23 ), -N(Q 21 ) (Q 22 ), -B(Q 21 ) (Q 22 ), -C(=O)(Q 21 ), -S(=O) 2 (Q 21 ) and -P(=O)(Q 21 ) (Q 22 C) 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; and -Si(Q 31 ) (Q 32 ) (Q 33 ), -N(Q 31 ) (Q 32 ), -B(Q 31 ) (Q 32 ), -C(=O)(Q 31 ), -S(=O) 2 (Q 31 ) and -P(=O)(Q 31 ) (Q 32 ); The aforementioned Q 1 ~Q 3 , Q 11 ~Q 13 , Q 21 ~Q 23 , and Q 31 ~Q 33 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60 It is selected from the group consisting of heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic hetero-fused polycyclic groups, biphenylyl groups, and terphenylyl groups.
3. Ar 1 and Ar 2 are each independently a group represented by at least one of the following chemical formulas 1(1) to 1(4): [Chemical formula 1 (1)] 【Transformation 3】 [Chemical formula 1 (2)] 【Chemistry 4】 [Chemical formula 1 (3)] 【Transformation 5】 [Chemical formula 1 (4)] 【Transformation 6】 In the chemical formulas 1(1) to 1(4), Y 11 ~Y 14 are each independently a single bond, —O—, —S—, —C(R 15 ) (R 16 ) -, -N(R 15 ) -, Si(R 15 ) (R 16 )-, -C(=O)-, -S(=O) 2 -, -B(R 15 ) -, -P(R 15 )- and -P(=O)(R 15 ) (R 16 ) - is selected from Y 15 is N, B or P, CY 11 ~CY 14 are each independently a ring structure selected from benzene, naphthalene, carbazole, dibenzofuran, dibenzothiophene, and dibenzosilole; R 11 ~R 16 are, independently of each other, L 1 or Ar 1 Or Ar 2 bonding site with hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, substituted or unsubstituted C 1 -C 60 alkyl group, substituted or unsubstituted C 2 -C 60 Alkenyl group, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy group, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 aryl group, substituted or unsubstituted C 6 -C 60 aryloxy group, substituted or unsubstituted C 6 -C 60 arylthio group, substituted or unsubstituted C 1 -C 60 Heteroaryl group, substituted or unsubstituted C 1 -C 60 Heteroaryloxy group, substituted or unsubstituted C 1 -C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 ) (Q 2 ) (Q 3 ), -N(Q 1 ) (Q 2 ), -B(Q 1 ) (Q 2 ), -C(=O)(Q 1 ), -S(=O) 2 (Q 1 ), and -P(=O)(Q 1 ) (Q 2 ) and R 11 ~R 16 At least one of the 1 or Ar 1 is the binding site for Q 1 ~Q 3 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 selected from alkoxy groups, phenyl groups, biphenylyl groups, terphenylyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, triphenylenyl groups, pyrenyl groups, pyridinyl groups, pyrazinyl groups, pyrimidinyl groups, quinolinyl groups, isoquinolinyl groups, benzoquinolinyl groups, naphthyridinyl groups, quinoxalinyl groups, quinazolinyl groups, carbazolyl groups, phenanthridinyl groups, acridinyl groups, phenanthrolinyl groups, phenazinyl groups, triazinyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, biphenylyl groups and terphenylyl groups; a11 to a14 are each independently selected from integers of 1 to 6.
4. L 1 is a single bond or a group represented by any one of the following chemical formulas 3-1 to 3-35: 【Transformation 7】 【Transformation 8】 【Chemistry 9】 【Chemistry 10】 In the chemical formulas 3-1 to 3-35, Y 11 is *-O-*', *-S-*' or *-N(Z 15 )-*', Z 11 ~Z 15 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy groups, phenyl groups, biphenylyl groups, terphenylyl groups, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenanthrenyl groups, anthracenyl groups, pyrenyl groups, chrysenyl groups, pyridinyl groups, pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, quinolinyl groups, isoquinolinyl groups, quinoxalinyl groups, quinazolinyl groups, carbazolyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, triazinyl groups, benzimidazolyl groups, phenanthrolinyl groups, and —Si(Q 31 ) (Q 32 ) (Q 33 ) and The aforementioned Q 31 ~Q 33 are, independently of each other, C 1 -C 10 Alkyl group, C 1 -C 10 selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl 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 *' are bonding sites with adjacent atoms.
5. Ar 1 and Ar 2 The organic light-emitting device according to claim 2, wherein at least one of the groups is a group represented by any one of the following chemical formulas 4-1 to 4-34: 【Chemistry 11】 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 In the chemical formulas 4-1 to 4-34, X 20 is N, B or P, Y 21 and Y 22 are independently O, S, C(Z 26 ) (Z 27 ), N(Z 26 ) or Si(Z 26 ) (Z 27 ) and Y 23 ~Y 26 are each independently a single bond, O, S, C(Z 28 ) (Z 29 ), N(Z 28 ) or Si(Z 28 ) (Z 29 ) and Z 21 ~Z 29 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkoxy groups, phenyl groups, biphenylyl groups, terphenylyl groups, naphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenanthrenyl groups, anthracenyl groups, pyrenyl groups, chrysenyl groups, pyridinyl groups, pyrazinyl groups, pyrimidinyl groups, pyridazinyl groups, quinolinyl groups, isoquinolinyl groups, quinoxalinyl groups, quinazolinyl groups, carbazolyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, triazinyl groups, benzimidazolyl groups, phenanthrolinyl groups, and —Si(Q 31 ) (Q 32 ) (Q 33 ) and The aforementioned Q 31 ~Q 33 are, independently of each other, C 1 -C 10 Alkyl group, C 1 -C 10 selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl and naphthyl; g2 is 1 or 2; g3 is selected from the group consisting of integers 1 to 3; g4 is selected from the group consisting of integers from 1 to 4; g5 is selected from the group consisting of integers from 1 to 5; g7 is selected from the group consisting of integers from 1 to 7; g8 is selected from the group consisting of integers from 1 to 8; * indicates a bonding site with an adjacent atom.
6. R 1 , R 2 , R 10 , R 20 and R 30 are independent of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, ethenyl, propenyl, butenyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, isobutoxy, and tert-butoxy; and The organic light-emitting device according to claim 2, wherein the organic light-emitting element is selected from the group consisting of a group represented by any one of the following formulas 5-1 to 5-26 and 6-1 to 6-55: 【Chemistry 15】 【Chemistry 16】 【Chemistry 17】 [Chemistry 18] 【Chemistry 19】 【Chemistry 20】 【Chemistry 21】 【Chemistry 22】 In the chemical formulae 5-1 to 5-26 and 6-1 to 6-55, Y 31 and Y 32 are independently O, S, C(Z 34 ) (Z 35 ), N(Z 34 ) or Si(Z 34 ) (Z 35 ) and Z 31 ~Z 35 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 Alkyl group, C 1 -C 20 Alkenyl group, C 1 -C 20 Alkynyl group, C 1 -C 20 selected from the group consisting of alkoxy, phenyl, biphenylyl, terphenylyl, naphthyl, fluorenyl, spiro-bifluorenyl, phenanthrenyl, anthracenyl, triphenylenyl, pyridinyl, pyrimidinyl, carbazolyl and triazinyl; e2 is 1 or 2; e3 is selected from the group consisting of integers 1 to 3; e4 is selected from the group consisting of integers 1 to 4; e5 is selected from the group consisting of integers from 1 to 5; e6 is selected from the group consisting of integers from 1 to 6; e7 is selected from the integers 1 to 7; e9 is selected from the group consisting of integers from 1 to 9; * indicates a bonding site with an adjacent atom.
7. The organic light-emitting device according to claim 1, wherein the host comprises at least one selected from the following compounds 1-1 to 1-17: <Compound 1-1> 【Chemistry 23】 <Compound 1-2> 【Chemistry 24】 <Compound 1-3> 【Chemistry 25】 <Compound 1-4> 【Chemistry 26】 <Compound 1-5> 【Chemistry 27】 <Compound 1-6> 【Chemistry 28】 <Compound 1-7> 【Chemistry 29】 <Compound 1-8> 【Transformation 30】 <Compound 1-9> 【Chemistry 31】 <Compound 1-10> 【Chemistry 32】 <Compound 1-11> 【Transformation 33】 <Compound 1-12> 【Transformation 34】 <Compound 1-13> 【Chemistry 35】 <Compound 1-14> 【Transformation 36】 <Compound 1-15> 【Chemistry 37】 <Compound 1-16> 【Transformation 38】 <Compound 1-17> 【Chemistry 39】 In the compounds 1-1 to 1-17, Ph represents a phenyl group.
8. The organic light-emitting device according to claim 2 , wherein the host comprises one of the heterocyclic compounds.
9. A 41 ~A 44 are each independently selected from any one of groups represented by the following formulas 2-1 to 2-43: 【Chemistry 42】 【Chemistry 43】 【Chemistry 44】 【Chemistry 45】 【Chemistry 46】 In the chemical formulas 2-1 to 2-43, X 21 ~X 23 are, independently of each other, C(R 24 ) and C-*, but X 21 ~X 23 At least two of the above are C-*, X 24 is N-*, and X 25 and X 26 are, independently of each other, C(R 24 ) and C-*, but X 25 and X 26 At least one of the groups is C-*, X 27 and X 28 are, independently of each other, N, N(R 25 ) and N-*, and X 29 is C(R 24 ) and C-*, wherein i) X 27 and X 28 At least one of the groups is N-*, and X 29 is C-* or ii) X 27 and X 28 is N-*, and X 29 is C(R 24 ) and R 21 ~R 25 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 60 alkyl group, substituted or unsubstituted C 2 -C 60 Alkenyl group, substituted or unsubstituted C 2 -C 60 Alkynyl group, substituted or unsubstituted C 1 -C 60 Alkoxy group, substituted or unsubstituted C 3 -C 10 Cycloalkyl groups, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 Cycloalkenyl group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 aryl group, substituted or unsubstituted C 6 -C 60 aryloxy group, substituted or unsubstituted C 6 -C 60 arylthio group, substituted or unsubstituted C 1 -C 60 Heteroaryl group, substituted or unsubstituted C 1 -C 60 Heteroaryloxy group, substituted or unsubstituted C 1 -C 60 a heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 ) (Q 2 ) (Q 3 ), -N(Q 1 ) (Q 2 ), -B(Q 1 ) (Q 2 ), -C(=O)(Q 1 ), -S(=O) 2 (Q 1 ), and -P(=O)(Q 1 ) (Q 2 ) and Q 1 ~Q 3 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60 selected from the group consisting of heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenylyl groups, and terphenylyl groups; b21 is selected from 1, 2 and 3; b22 is selected from 1, 2, 3, 4 and 5; b23 is selected from 1, 2, 3 and 4; b24 is selected from 1 and 2; * indicates a bonding site with an adjacent atom.
10. M 4 is Pt, T 41 ~T 44 are each single bonds, L 41 ~L 44 are each independently a single bond, *-O-*', *-S-*', *-C(R 45 ) (R 46 )-*', *-C(R 45 ) = C(R 45 )-*', *-C(=O)-*' and *-N(R 45 2. The organic light emitting device according to claim 1, wherein the group is selected from the group consisting of )-*'.
11. R 41 ~R 46 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, C 1 -C 20 Alkyl group and C 1 -C 20 an alkoxy group; C substituted with at least one selected from the group consisting of deuterium, —F, —Cl, —Br, —I, a cyano group, a phenyl group, and a biphenylyl group; 1 -C 20 Alkyl group and C 1 -C 20 alkoxy groups; and Phenyl, biphenylyl, terphenylyl, naphthyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, and dibenzosilole groups; and Deuterium, -F, -Cl, -Br, -I, cyano group, C 1 -C 20 Alkyl group, C 1 -C 20 2. The organic light-emitting device according to claim 1, wherein the substituted group is selected from the group consisting of a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and a dibenzosilole group, each substituted with at least one selected from the group consisting of an alkoxy group, a phenyl group, and a biphenylyl group.
12. A first electrode; a second electrode facing the first electrode; an organic layer including a light-emitting layer disposed between the first electrode and the second electrode; the light-emitting layer comprises a host and a phosphorescent dopant; The host satisfies the following formulas 1 and 2: The organic light-emitting device, wherein the host and the phosphorescent dopant satisfy the following formula 3: [Formula 1] S1(H)-T1(H)≦0.3eV [Formula 2] T1(H)≧2.7eV [Formula 3] T1(D)≦T1(H) In the above formulas 1 to 3, T1(H) is the triplet energy of the host; S1(H) is the singlet energy of the host; T1(D) is the triplet energy of the phosphorescent dopant; The phosphorescent dopant includes one or more selected from the following compounds 2-1, 2-3, 2-5 to 2-15, 2-19, 2-21 to 2-28, 2-31, 2-33, 2-35 to 2-36, 2-38, and 2-41 to 2-45: <Compound 2-1> 【Chemistry 47】 <Compound 2-3> 【Chemistry 49】 <Compound 2-5> 【Chemistry 51】 <Compound 2-6> 【Chemistry 52】 <Compound 2-7> 【Chemistry 53】 <Compound 2-8> 【Chemistry 54】 <Compound 2-9> 【Transformation 55】 <Compound 2-10> 【Transformation 56】 <Compound 2-11> 【Chemistry 57】 <Compound 2-12> 【Chemistry 58】 <Compound 2-13> 【Chemistry 59】 <Compound 2-14> 【Transformation 60】 <Compound 2-15> 【Chemistry 61】 <Compound 2-19> 【Transformation 65】 <Compound 2-21> 【Transformation 67】 <Compound 2-22> 【Transformation 68】 <Compound 2-23> 【Transformation 69】 <Compound 2-24> 【Transformation 70】 <Compound 2-25> 【Chemistry 71】 <Compound 2-26> 【Chemistry 72】 <Compound 2-27> 【Transformation 73】 <Compound 2-28> 【Chemistry 74】 <Compound 2-31> 【Chemical 77】 <Compound 2-33> 【Transformation 79】 <Compound 2-35> 【Chemistry 81】 <Compound 2-36> 【Chemistry 82】 <Compound 2-38> 【Chemical 84】 <Compound 2-41> 【Transformation 87】 <Compound 2-42> 【Chemical 88】 <Compound 2-43> 【Chemical 89】 <Compound 2-44> 【Chemistry 90】 <Compound 2-45> 【Chemistry 91】 。
13. 13. The organic light emitting device according to claim 1, wherein the content of the host in the light emitting layer is higher than the content of the phosphorescent dopant.
14. The organic light-emitting device according to claim 1 or 12, wherein the light-emitting layer emits blue light having a maximum emission wavelength of 420 nm or more and 475 nm or less.
15. the first electrode is an anode; the second electrode is a cathode; the organic layer further includes a hole transport region disposed between the first electrode and the light-emitting layer, and an electron transport region disposed between the light-emitting layer and the second electrode; the hole transport region includes one or more layers selected from a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, and an electron blocking layer; The organic light-emitting device according to claim 1 or 12, wherein the electron transport region includes at least one layer selected from the group consisting of a hole blocking layer, an electron transport layer, and an electron injection layer.
16. the hole transport region comprises a p-dopant; The organic light emitting device according to claim 15, wherein the LUMO of the p-dopant is −3.5 eV or less.
17. The organic light emitting device of claim 15 , wherein the electron transport region comprises a metal-containing material.
18. The organic light-emitting device according to any one of claims 1 to 17, and a thin film transistor, The electronic device comprises a first electrode of the organic light emitting device electrically contacting one of a source electrode and a drain electrode of the thin film transistor.
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