Heterocyclic compound, organic light-emitting device including heterocyclic compound, and consumer product including organic light-emitting device

Abstract

The present application provides a heterocyclic compound represented by Formula 1, an organic light-emitting device including the heterocyclic compound, and a consumer product including the organic light-emitting device: Formula 1

Description

[0001] Cross-reference to related applications

[0002] This application claims priority to Korean Patent Application No. 10-2024-0108498, filed on August 13, 2024, with the Korean Intellectual Property Office, the entire disclosure of which is incorporated herein by reference. Technical Field

[0003] One or more embodiments of this disclosure relate to heterocyclic compounds, organic light-emitting devices including heterocyclic compounds, and electronic devices and consumer products including organic light-emitting devices. Background Technology

[0004] Organic light-emitting devices are self-emitting devices that, compared with other light-emitting devices in the relevant field, have a relatively wide viewing angle, high contrast, short response time, and enhanced (e.g., superior or appropriate) characteristics in terms of brightness, driving voltage, and response speed, and produce full-color images.

[0005] In the example, the organic light-emitting device may have a structure in which a first electrode is disposed on a substrate, followed by a hole transport region, an emitter layer, an electron transport region, and a second electrode in sequence. Holes supplied by the first electrode move toward the emitter layer through the hole transport region, while electrons supplied by the second electrode move toward the emitter layer through the electron transport region. These charge carriers (i.e., holes and electrons) recombine in the emitter layer to generate excitons. When the excitons transition from the excited state and decay to the ground state, light is emitted. Summary of the Invention

[0006] One or more aspects of embodiments of this disclosure relate to heterocyclic compounds, organic light-emitting devices including heterocyclic compounds, and electronic devices and consumer products including organic light-emitting devices.

[0007] Other aspects will be set forth in part in the description which follows, and in part will be apparent from the description or may be learned by practice of the embodiments presented in this disclosure.

[0008] According to one or more embodiments of this disclosure, a heterocyclic compound represented by Formula 1 is provided:

[0009] Formula 1

[0010]

[0011] In Equation 1,

[0012] X1 can be O, S, Se, or N(R1).

[0013] X2 can be O, S, Se, or N(R2).

[0014] A1 to A3 can each be independently classified as C5-C. 30 Carbocyclic or C1-C 30 Heterocyclic group,

[0015] L1 to L3 can each be independently a single bond, unsubstituted, or bonded by at least one R. 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0016] a1 to a3 can each be independently 1, 2, 3, 4, or 5, and

[0017] Ar1 can be a group represented by formula 2:

[0018] Formula 2

[0019]

[0020] In Equation 2,

[0021] A4 can be C3-C 10 Non-aromatic carbon cyclogroups or C1-C 10 Non-aromatic heterocyclic groups, and

[0022] * Indicates the bonding site with adjacent atoms.

[0023] In Equations 1 and 2,

[0024] R1 to R3, R 10 R 20 R 30 R 40 and R 50 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl, unsubstituted, or with at least one R 10a Replacement C3-C10 Cycloalkenyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl, unsubstituted, or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl, unsubstituted or with at least one R 10a Replacement C1-C 60 Heteroaryl groups, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl thiols, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -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) or -P(=S)(Q1)(Q2),

[0025] Selected from R1 to R3, R 10 R 20 R 30 R 40 and R 50 At least two adjacent groups may optionally be bonded together to form an unsubstituted or R-shaped compound. 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0026] b10, b20, b30, and b40 can each independently be 1, 2, 3, 4, 5, 6, 7, or 8.

[0027] b50 can be 1, 2, or 3.

[0028] R 10a Possible forms:

[0029] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, or hydrazone;

[0030] each unsubstituted or substituted by deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 alkoxy: deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl, C2-C 60 heteroaralkyl, -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 ), -P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0031] each unsubstituted or substituted by deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl or C2-C 60 heteroaralkyl: deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl, C2-C 60 heteroaralkyl, -Si(Q21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof; or

[0032] -Si(Q 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) or -P(=O)(Q 31 (Q) 32 ),and

[0033] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of these can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidine; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkyne group; C1-C 60 Alkyl groups; each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted with alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group; C7-C 60 Aryl alkyl group; or C2-C 60 Heteroaryl alkyl groups.

[0034] According to one or more embodiments of the present disclosure, an organic light-emitting device includes a first electrode, a second electrode, an interlayer between the first and second electrodes and including an emission layer, and a heterocyclic compound represented by Formula 1.

[0035] According to one or more embodiments of this disclosure, the electronic device includes an organic light-emitting device.

[0036] According to one or more embodiments of the present disclosure, a consumer product includes an organic light emitting device. BRIEF DESCRIPTION OF DRAWINGS

[0037] The accompanying drawings are included to provide a further understanding of the present disclosure, and are incorporated in and constitute a part of this disclosure. The drawings illustrate embodiments of the present disclosure and, together with the description, serve to explain the principles of the present disclosure. The above and other aspects, features, and advantages of certain embodiments of the present disclosure will become more apparent from the following description, taken in conjunction with the accompanying drawings, in which:

[0038] Figures 1 to 4 each is a schematic view of a structure of an organic light emitting device according to one or more embodiments of the present disclosure;

[0039] Figure 5 is a schematic view of a structure of a light emitting apparatus according to one or more embodiments of the present disclosure;

[0040] Figure 6 is a schematic view of a structure of a light emitting apparatus according to one or more embodiments of the present disclosure;

[0041] Figure 7 is a schematic perspective view of an electronic appliance including an organic light emitting device according to one or more embodiments of the present disclosure;

[0042] Figure 8 is a schematic view of an exterior of a vehicle as an electronic appliance including an organic light emitting device according to one or more embodiments of the present disclosure; and

[0043] Figures 9A to 9C each is a schematic view of an interior of a vehicle according to one or more embodiments of the present disclosure. DETAILED DESCRIPTION

[0044] Reference will now be made in detail to the embodiments, examples of which are illustrated in the accompanying drawings, wherein like reference numerals refer to like elements throughout and the various illustrative embodiments can not be necessarily drawn to scale. To the extent that the present disclosure presents any embodiments, it should not be interpreted as being limited to the descriptions set forth therein as these descriptions are presented for illustrative purposes only. Accordingly, the embodiments of the present disclosure are described in detail, by reference only, with the drawings, to explain aspects of the present disclosure. As used in this document, the terms "and / or" or "or" include any and all combinations of one or more of the associated listed items. Throughout this disclosure, the expressions such as "at least one of", "one of", and "selected from" when preceding a list of elements modify the entire list of elements and do not modify the individual elements of the list. For example, "at least one of a, b, and c", "selected from a, b, and c", and "selected from at least one of a to c" and the like can indicate only a, only b, only c, both a and b (e.g., at the same time), both a and c (e.g., at the same time), both b and c (e.g., at the same time), all of a, b, and c, or variations thereof.

[0045] According to one or more embodiments of the present disclosure, a heterocyclic compound represented by Formula 1 is provided:

[0046] Formula 1

[0047]

[0048] In Formula 1, X1may be O, S, Se, or N(R1).

[0049] In Formula 1, X2may be O, S, Se, or N(R2).

[0050] In one or more embodiments, X1and X2may be the same as each other.

[0051] In one or more embodiments, X1and X2may be different from each other.

[0052] In Formula 1, A1to A3may each independently be C5-C 60 carbocyclyl, or C1-C 60 heterocyclyl.

[0053] In one or more embodiments, A1to A3may each independently be phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2-benzoanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl, or dinaphthothienyl.

[0054] In Formula 1, Ar1may be a group represented by Formula 2:

[0055] Formula 2

[0056]

[0057] In Formula 2,

[0058] A4may be C3-C 10 non-aromatic carbocyclyl, or C1-C 10 non-aromatic heterocyclyl, and

[0059] * indicates a bonding site to an adjacent atom.

[0060] In one or more embodiments, A4may be a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclopentene group, a cyclohexene group, or a cycloheptene group.

[0061] In one or more embodiments, Ar1may be a group represented by Formula 2A or Formula 2B:

[0062] Formula 2A

[0063]

[0064] Formula 2B

[0065]

[0066] In Formula 2A and Formula 2B,

[0067] A4, R 40 , R 50 , b40, and b50may each be the same as described elsewhere herein, and

[0068] * indicates a bonding site to an adjacent atom.

[0069] In one or more embodiments, Ar1may be a group represented by any one selected from Formula 3A to Formula 3D:

[0070] Formula 3A

[0071]

[0072] Formula 3B

[0073]

[0074] Formula 3C

[0075]

[0076] Formula 3D

[0077]

[0078] wherein, in formula 3A to formula 3D,

[0079] R 41 to R 48 may each independently be the same as described with reference to R 40 ,

[0080] R 51 to R 53 may each independently be the same as described with reference to R 50 , and

[0081] * indicates a bonding site to an adjacent atom.

[0082] In one or more embodiments, Ar1may be a group represented by any one selected from the group consisting of formula 3-1 to formula 3-16:

[0083]

[0084] wherein, in formula 3-1 to formula 3-16,

[0085] * indicates a bonding site to an adjacent atom.

[0086] In formula 1, L1to L3may each independently be a single bond, or may each independently be C5-C 10a carbocyclyl unsubstituted or substituted with at least one R 60 , or C1-C 10a heterocyclyl unsubstituted or substituted with at least one R 60 .

[0087] In one or more embodiments, L1to L3may each independently be a single bond, or may each independently be C5-C 10aSubstituted phenyl, naphthyl, anthraceneyl, phenanthrene, triphenylene, pyrene, 1,2-benzophenanthrene, cyclopentadienyl, furanyl, thiopheneyl, thiopheneyl, indoleyl, fluorenyl, indoleyl, carbazoleyl, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, benzothiopheneyl, dibenzothiopheneyl, azafluorenyl, azacarbazoyl, azadibenzofuranyl, azadibenzothiopheneyl, azadibenzothiopheneyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, phthalazinyl, phenanthrene-rheinyl, pyrroleyl, pyrazolyl, imidazoleyl, triazolyl, oxazinyl Azolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzothiazolyl, benzooxadiazolyl, benzothiazolyl, dibenzooxasiloxane, dibenzothiosiloxane, dibenzodihydroazinesane, dibenzodihydrodisiloxane, dibenzodihydrosiloxane, dibenzodioxinyl, dibenzothiazinyl, dibenzooxazinyl, dibenzopyranyl, dibenzodithiophenyl, dibenzothiazinyl, dibenzothiaranyl, dibenzocyclohexadienyl, dibenzodihydropyridyl or dibenzodihydropyrazinyl.

[0088] In one or more embodiments, L1 to L3 may each be a single bond or a group represented by any one of Formulas 4-1 to 4-25:

[0089]

[0090]

[0091] Among them, in equations 4-1 to 4-25,

[0092] R 11a To R 16a Each can be independently compared with reference R. 10a The descriptions are the same, and

[0093] * and *' each indicate the bonding site with the adjacent atom.

[0094] In Equation 1, a1 to a3 can each be 1, 2, 3, 4 or 5 independently.

[0095] In one or more embodiments, a1 to a3 may each be 1, 2 or 3 independently.

[0096] In one or more embodiments, R1 to R3, R 10 R 20 R 30 R 40 and R 50 They can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C20 alkyl or C1-C 20 alkoxy; or a group represented by any one of formulae 5-1 to

[0097] formulae 5-26 and any one of formulae 6-1 to 6-55:

[0098]

[0099]

[0100]

[0101]

[0102] wherein, in formulae 5-1 to 5-26 and 6-1 to 6-55,

[0103] Y 31 and Y 32 may each independently be O, S, C(Z 33 )(Z 34 ), N(Z 33 ) or Si(Z 33 )(Z 34 ),

[0104] Z 31 to Z 34 may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, C1-C 20 alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, phenanthryl, anthryl, triphenylenyl, pyridyl, pyrimidyl, carbazolyl and triazinyl,

[0105] e2may be 1 or 2,

[0106] e3may be an integer selected from 1 to 3,

[0107] e4may be an integer selected from 1 to 4,

[0108] e5may be an integer selected from 1 to 5,

[0109] e6may be an integer selected from 1 to 6,

[0110] e7may be an integer selected from 1 to 7,

[0111] e9may be an integer selected from 1 to 9, and

[0112] * indicates a bonding site with an adjacent atom.

[0113] In Equations 1 and 2, R1 to R3, R 10 R 20 R 30 R 40 and R 50 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkenyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl, unsubstituted, or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl, unsubstituted or with at least one R 10a Replacement C1-C 60 Heteroaryl groups, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl thiols, unsubstituted or with at least one R 10a Substituted monovalent nonaromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10aa substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=0)(Q1), -S(=0)(Q1), -S(=0)2(Q1), -P(=0)(Q1)(Q2), or -P(=S)(Q1)(Q2).

[0114] In one or more embodiments, R1to R3, R 10 , R 20 , R 30 , R 40 , and R 50 may each independently be: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 alkyl, or C1-C 20 alkoxy;

[0115] C1-C 20 alkyl, C1-C 20 alkoxy, or C3-C 10 cycloalkyl, each substituted with deuterium, -F, -Cl, -Br, -I, -CDH2, -CD2H, -CD3, cyano, phenyl, biphenyl, or any combination thereof.

[0116] cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentacenyl, indenyl, naphthyl, azulenyi, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2- benzophenanthryl, perylenyl, pentacenyl, pyrrolyl, thiophenyl, furanyl, silolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, isoquinolyl, phthalazinyl, naphthyridinyl, quinoxalyl, benzoquinoxalyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenoxazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzosilolyl, benzothiazolyl, benzoisothiazolyl, benzoxazolyl, benzoisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilolyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzosilolyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthosilolyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthridinyl, azafluorenyl, azaspirofluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzosilolyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, or indolocarbazolyl;

[0117] cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentacenyl, indenyl, naphthyl, azulenyi, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2- benzophenanthryl, perylenyl, pentacenyl, pyrrolyl, thiophenyl, furanyl, thiopyranyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzquinolinyl, isoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenoxazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothiopyranyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothiopyranyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiopyranyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiopyranyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthridinyl, azaf luorenyl, azaspirobi fluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiopyranyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, or indolocarbazolyl: deuterium, -F, -Cl, -Br, -I, -CDH2, -CD2H, -CD3, cyano, C1-C 20 alkyl, C1-C 20 alkoxy, C3-C 10cycloalkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentacenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2- benzophenanthryl, perylenyl, pentacenyl, pyrrolyl, thiophenyl, furanyl, silolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, isoquinolinyl, phthalazinyl, naphthpyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenoxazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilolyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzosilolyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthosilolyl, imidazopyridinyl, imidazopyrimidinyl, oxazolopyridinyl, thiazolopyridinyl, benzonaphthridinyl, azafuorenyl, azaspirobi(fluorenyl), azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzosilolyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl, indolocarbazolyl, -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 ), -P(=S)(Q 31 )(Q 32 ), or any combination thereof; or

[0118] -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), or -P(=S)(Q1)(Q2).

[0119] In one or more embodiments, R1to R3, R 10R 20 R 30 R 40 and R 50 may each independently be: hydrogen, deuterium, -F, -CI, -Br, -I, cyano, C1-C 20 alkyl, or C1-C 20 alkoxy;

[0120] C1-C 20 alkyl or C1-C 20 alkoxy each substituted with deuterium, -F, -CI, -Br, -I, cyano, phenyl, biphenyl, or any combination thereof;

[0121] phenyl, biphenyl, terphenyl, pentacenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, carbazolyl, acridinyl, diphenylene-furanyl, diphenylene-thiophenyl, benzocarbazolyl, or dibenzocarbazolyl; or

[0122] phenyl, biphenyl, terphenyl, pentacenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, carbazolyl, acridinyl, diphenylene-furanyl, diphenylene-thiophenyl, benzocarbazolyl, or dibenzocarbazolyl each substituted with deuterium, -F, -CI, -Br, -I, cyano, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl, or any combination thereof.

[0123] In Formula 1 and Formula 2, at least two adjacent groups selected from R1to R3, R 10 , R 20 , R 30 , R 40 and R 50 may optionally be bonded together to form a C5-C 10a carbocyclyl unsubstituted or substituted with at least one R 60 , or a C1-C 10a heterocyclyl unsubstituted or substituted with at least one R 60 .

[0124] In one or more embodiments, at least two adjacent groups selected from R1to R3, R 10 , R 20 , R 30 , R 40 and R 50 may optionally be bonded together to form a cyclopentyl, cyclohexyl, cycloheptyl, fluorenyl, or carbazolyl each unsubstituted or substituted with at least one R 10a .

[0125] In Formula 1 and Formula 2, b10, b20, b30, and b40 can each independently be 1, 2, 3, 4, 5, 6, 7, or 8.

[0126] In Formula 2, b50 can be 1, 2, or 3.

[0127] In one or more embodiments, R3may be: methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, n-pentyl, t-pentyl, neopentyl, i-pentyl, s-pentyl, 3-pentyl, s-i-pentyl, n-hexyl, i-hexyl, s-hexyl, t-hexyl, n-heptyl, i-heptyl, s-heptyl, t-heptyl, n-octyl, i-octyl, s-octyl, t-octyl, n-nonyl, i-nonyl, s-nonyl, t-nonyl, n-decyl, i-decyl, s-decyl, t-decyl, cyclohexyl, phenyl, or naphthyl; or

[0128] methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, n-pentyl, t-pentyl, neopentyl, i-pentyl, s-pentyl, 3-pentyl, s-i-pentyl, n-hexyl, i-hexyl, s-hexyl, t-hexyl, n-heptyl, i-heptyl, s-heptyl, t-heptyl, n-octyl, i-octyl, s-octyl, t-octyl, n-nonyl, i-nonyl, s-nonyl, t-nonyl, n-decyl, i-decyl, s-decyl, t-decyl, cyclohexyl, phenyl, or naphthyl, each substituted with: deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl, or any combination thereof.

[0129] R 10a may be:

[0130] deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, or hydrazono;

[0131] C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, or C1-C 60 alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 aralkyl, C2-C 60 heteroaralkyl, -Si(Q 60 heteroarylthio, C7-C 60 aralkyl, C2-C 60 heteroaralkyl, -Si(Q 11 )(Q 12 )(Q13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ), -P(=O)(Q 11 )(Q 12 ), or any combination thereof;

[0132] each unsubstituted or substituted C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl, or C2-C 60 heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl, C2-C 60 heteroaralkyl, -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 ), -P(=O)(Q 21 )(Q 22 ), or any combination thereof; or

[0133] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q31 32 31 31 31 32

[0134] Q1to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazino; hydrazono; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl, or any combination thereof; C3-C 60 carbocyclyl or C1-C 60 heterocyclyl; C7-C 60 aralkyl; or C2-C 60 heteroaralkyl.

[0135] In one or more embodiments, the heterocyclic compound represented by Formula 1 can be a heterocyclic compound represented by Formula 11 or Formula 12:

[0136] Formula 11

[0137]

[0138] Formula 12

[0139]

[0140] wherein, in Formula 11 and Formula 12,

[0141] X1, X2, A1, A2, L1 to L3, a1 to a3, Ar1, R3, b10, b20, R 10 and R 20 may each be the same as described elsewhere herein, and

[0142] R 31 to R 33 may each independently be the same as described with reference to R 30 .

[0143] ​​​​​​In one or more embodiments, the heterocyclic compound represented by Formula 1 can be a heterocyclic compound represented by Formula 21 or Formula 22:

[0144] Formula 21

[0145]

[0146] Formula 22

[0147]

[0148] wherein, in Formula 21 and Formula 22,

[0149] X1, X2, L1 to L3, a1 to a3, Ar1, and R3 can each be the same as described elsewhere herein,

[0150] R 11 to R 14 may each independently be the same as described with reference to R 10 described elsewhere herein,

[0151] R 21 to R 24 may each independently be the same as described with reference to R 20 described elsewhere herein, and

[0152] R 31 to R 33 may each independently be the same as described with reference to R 30 described elsewhere herein.

[0153] In one or more embodiments, the heterocyclic compound represented by Formula 1 can be any one selected from the group consisting of Compound 1 to Compound 316, but embodiments of the present disclosure are not limited thereto:

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162]

[0163]

[0164]

[0165]

[0166]

[0167]

[0168]

[0169]

[0170] The heterocyclic compound represented by Formula 1 satisfies a structure in which a triazine is substituted with (i) a heterocycle including a boron atom (boron-containing heterocycle) and (ii) Ar1 as a group represented by Formula 2. Due to this structure, the heterocyclic compound represented by Formula 1 can have excellent or appropriate charge transport property, narrow emission full width at half maximum, high color purity, and high luminous efficiency.

[0171] Accordingly, if (for example, when) the heterocyclic compound represented by Formula 1 is applied to an organic light-emitting device, the organic light-emitting device can have a reduced driving voltage and improved characteristics in terms of color purity, luminous efficiency, and lifespan. For example, if (for example, when) an emission layer of an organic light-emitting device includes the heterocyclic compound represented by Formula 1, an organic light-emitting device having a low driving voltage, high color purity, high luminous efficiency, and long lifespan can be implemented.

[0172] For example, the heterocyclic compound represented by Formula 1 including a triazine group substituted with a boron-containing heterocycle and Ar1 exhibits excellent charge transport property, narrow emission full width at half maximum, high color purity, and high luminous efficiency. When applied to an organic light-emitting device, the heterocyclic compound represented by Formula 1 can reduce a driving voltage and enhance color purity, luminous efficiency, and lifespan. In particular, an emission layer containing the heterocyclic compound represented by Formula 1 can implement an organic light-emitting device having a low driving voltage, high color purity, high luminous efficiency, and long lifespan.

[0173] By referring to the examples provided herein, a synthetic method of the heterocyclic compound represented by Formula 1 can be identified by one of ordinary skill in the art.

[0174] According to one or more embodiments of the present disclosure, an organic light-emitting device includes a first electrode, a second electrode opposite to the first electrode, a layer interposed between the first electrode and the second electrode and including an emission layer, and a heterocyclic compound represented by Formula 1.

[0175] In one or more embodiments,

[0176] The first electrode of the organic light emitting device can be an anode,

[0177] The second electrode of the organic light emitting device can be a cathode, and

[0178] The interlayer can further include a hole transport zone between the first electrode and the emission layer and an electron transport zone between the emission layer and the second electrode,

[0179] wherein the hole transport zone can include a hole injection layer, a hole transport layer, a buffer layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof, and

[0180] The electron transport zone can include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0181] In one or more embodiments, the electron transport zone can include a heterocyclic compound represented by Formula 1.

[0182] For example, the hole blocking layer, the electron transport layer, the electron injection layer, or any combination thereof included in the electron transport zone can include a heterocyclic compound represented by Formula 1.

[0183] In one or more embodiments, the emission layer can include a boron-containing compound. In one or more embodiments, the emission layer can include a heterocyclic compound represented by Formula 1.

[0184] In one or more embodiments, the emission layer of the organic light emitting device can include a dopant and a host, and the dopant can include a heterocyclic compound represented by Formula 1. For example, the heterocyclic compound represented by Formula 1 can act as a dopant. In one or more embodiments, the emission layer can emit blue light. The blue light can have a maximum emission wavelength (e.g., a wavelength of maximum emission intensity) in a range of about 400 nanometers (nm) to about 490 nm, for example. In one or more embodiments, the emission layer can emit green light. The green light can have a maximum emission wavelength in a range of about 490 nm to about 570 nm, for example. In one or more embodiments, the emission layer can emit red light. The red light can have a maximum emission wavelength in a range of about 600 nm to about 780 nm, for example.

[0185] In one or more embodiments, the emission layer can emit deep blue light having a maximum emission wavelength in a range of about 410 nm to about 465 nm.

[0186] In one or more embodiments, the host can include a first host and a second host.

[0187] In one or more embodiments, the first host can be a hole transport compound.

[0188] In one or more embodiments, the second host can be an electron transport compound.

[0189] In one or more embodiments, the host can be understood by reference to the description of the hosts described herein.

[0190] In one or more embodiments, the dopant can be understood by reference to the description of the dopants described herein.

[0191] In one or more embodiments, the dopant can be a boron-containing compound. In one or more embodiments, the boron-containing compound can be a heterocyclic compound represented by Formula 1, or can be a compound represented by Formula 511 (where Y is B), which will be described later. 53 is B) to be described later.

[0192] In one or more embodiments, the emission layer can further include a sensitizer. The emission layer can include a host, a sensitizer, and a dopant. The sensitizer can include an organometallic compound. In one or more embodiments, at least one of the host, the sensitizer, and the dopant can be a boron-containing compound. In one or more embodiments, at least one of the host, the sensitizer, and the dopant can be a heterocyclic compound represented by Formula 1.

[0193] The organic light-emitting device including the heterocyclic compound represented by Formula 1 can have high color purity, high luminous efficiency, low driving voltage, and long lifespan characteristics.

[0194] In one or more embodiments, the emission layer can emit blue light. In one or more embodiments, the emission layer can emit blue light having a maximum emission wavelength in a range of about 390 nm to about 500 nm, about 410 nm to about 500 nm, about 400 nm to about 490 nm, about 410 nm to about 490 nm, about 430 nm to about 480 nm, about 440 nm to about 475 nm, or about 455 nm to about 470 nm.

[0195] In one or more embodiments, the emission layer can have a color purity having CIEx coordinates in a range of about 0.12 to about 0.15 or about 0.13 to about 0.14 for bottom emission, and CIEy coordinates in a range of about 0.06 to about 0.25, about 0.10 to about 0.20, or about 0.13 to about 0.20 for bottom emission.

[0196] The term "interlayer" as used herein refers to a single layer and / or multiple layers disposed between the first electrode and the second electrode of the organic light-emitting device.

[0197] According to one or more embodiments of the present disclosure, an electronic device includes an organic light emitting device. The electronic device can further include a thin film transistor. For example, in one or more embodiments, the electronic device can further include a thin film transistor including a source electrode and a drain electrode, wherein the first electrode of the organic light emitting device can be electrically connected to the source electrode or the drain electrode of the thin film transistor. In one or more embodiments, the electronic device can further include a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof. Further details regarding the electronic device can be found in the description provided herein.

[0198] According to one or more embodiments of the present disclosure, an electronic device (e.g., a consumer product) includes an organic light emitting device.

[0199] For example, the electronic device (e.g., a consumer product) can be at least one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television (TV), a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a full transparent display, a partial transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a cellular phone, a tablet, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a micro display, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall including a plurality of displays spliced together, a theater screen, a stadium screen, a light therapy device, and a sign.

[0200] Figures 1 to 4 Description

[0201] Figures 1 to 4 is a schematic view of a structure of an organic light emitting device 10 according to one or more embodiments of the present disclosure. The organic light emitting device 10 includes a first electrode 110, a layer 130, and a second electrode 150.

[0202] Reference Figure 2 In one or more embodiments, the organic light emitting device 10 can include the first electrode 110, the layer 130, and the second electrode 150, wherein the layer 130 includes: m emission units; and (m-1) charge generation units between adjacent emission units of the m emission units, m can be an integer of 2 or more. At least one of the m emission units can include an electron transport zone. For example, in one or more embodiments, the m emission units can include a first emission unit 141 and a second emission unit 142, and the (m-1) charge generation units can include a first charge generation unit 121.

[0203] Reference Figure 3 and Figure 4In one or more embodiments, in the organic light-emitting device 10, the first emitting unit 141 may include: a first red sub-pixel 141-P1 including a first red emitting layer 141R; a first green sub-pixel 141-P2 including a green emitting layer 141G; and a first blue sub-pixel 141-P3 including a first blue emitting layer 141B; and the second emitting unit 142 may include: a second red sub-pixel 142-P1 including a second red emitting layer 142R; a second green sub-pixel 142-P2 including a second green emitting layer 142G; and a second blue sub-pixel 142-P3 including a second blue emitting layer 142B. At least one of the first emitting unit 141 and the second emitting unit 142 includes an electron transport region.

[0204] Additionally, additional layers can be placed on each sub-pixel. For example, refer to Figure 4 In one or more embodiments, a red emission auxiliary layer 142R' may be arranged in the second red sub-pixel region, a green emission auxiliary layer 142G' may be arranged in the second green sub-pixel region, and a blue emission auxiliary layer 142B' may be arranged in the second blue sub-pixel region.

[0205] In one or more embodiments, a first charge generation unit may be arranged between a first emission unit 141 and a second emission unit 142, wherein the first charge generation unit may include a first p-type charge (e.g., P-charge) generation layer 121P and a first n-type charge (e.g., N-charge) generation layer 121N.

[0206] Here, the positions and arrangements of the first transmitting unit 141, the second transmitting unit 142, and the first charge generating unit 121 are not limited to... Figures 1 to 4 Those shown in the diagram. For example, the positions and arrangements of the first transmitting unit 141 and the second transmitting unit 142 are switchable.

[0207] Apart from Figures 1 to 4 In addition to one or more embodiments shown, other layers may be additionally arranged between the aforementioned layers. For example, in one or more embodiments, a red emission auxiliary layer 141R' (not shown) may be arranged on the first red sub-pixel 141-P1, a green emission auxiliary layer 141G' (not shown) may be arranged on the first green sub-pixel 141-P2, and a blue emission auxiliary layer 141B' (not shown) may be arranged on the first blue sub-pixel 141-P3.

[0208] In one or more embodiments, a first hole transport region may be additionally provided between the first electrode 110 and the first emitter unit 141, wherein the first hole transport region may include a hole injection layer, a hole transport layer, a buffer layer, an emitter assistance layer, an electron blocking layer, or any combination thereof.

[0209] In one or more embodiments, a first electron transport zone can be additionally provided between the first emission unit 141 and the first charge generation unit 121, wherein the first electron transport zone can include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0210] In one or more embodiments, a second hole transport zone can be additionally provided between the first charge generation unit 121 and the second emission unit 142, wherein the second hole transport zone can include a hole injection layer, a hole transport layer, a buffer layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof.

[0211] In one or more embodiments, a second electron transport zone can be additionally provided between the second emission unit 142 and the second electrode 150, wherein the second electron transport zone can include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0212] In one or more embodiments, at least one of the first electron transport zone and the second electron transport zone can include a heterocyclic compound represented by Formula 1. In one or more embodiments, at least three layers included in the interlayer 130 of the organic light emitting device 10 can each include a boron-containing compound represented by Formula 1. The boron-containing compound can be a heterocyclic compound represented by Formula 1, or the boron-containing compound can also be a compound other than the heterocyclic compound represented by Formula 1.

[0213] For example, in one or more embodiments, in an organic light emitting device, at least one of the first electron transport zone and the second electron transport zone can include a heterocyclic compound represented by Formula 1, and at least one of the first blue emission layer and the second blue emission layer can include a boron-containing compound, for example, a heterocyclic compound represented by Formula 1.

[0214] Hereinafter, reference can be made to Figures 1 to 4 The structure of the organic light emitting device 10 according to one or more embodiments and a method of manufacturing the light emitting device 10 are described in more detail.

[0215] The first electrode 110

[0216] In Figures 1 to 4 In the above, according to one or more embodiments, a substrate can be additionally provided and disposed under the first electrode 110 and / or on the second electrode 150. As the substrate, a glass substrate or a plastic substrate can be used. In one or more embodiments, the substrate can be a flexible substrate, and can include a plastic material (such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyaromatic ester (PAR), polyetherimide, or any combination thereof) having excellent or appropriate heat resistance and durability.

[0217] The first electrode 110 can be formed by, for example, depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 can be a high work function material that facilitates injection of holes.

[0218] The first electrode 110 can be a reflective electrode, a transreflective electrode, or a transmissive electrode. In one or more embodiments, if (for example, when) the first electrode 110 is a transmissive electrode, the material for forming the first electrode 110 can include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In one or more embodiments, if (for example, when) the first electrode 110 is a transreflective electrode or a reflective electrode, the material for forming the first electrode 110 can include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

[0219] The first electrode 110 can have a single-layer structure including (for example, consisting of) a single layer or a multi-layer structure including multiple layers. In one or more embodiments, the first electrode 110 can have a three-layer structure of ITO / Ag / ITO.

[0220] The interlayer 130

[0221] The interlayer 130 can be disposed (for example, on) the first electrode 110. The interlayer 130 includes an emission layer.

[0222] The interlayer 130 can further include a hole transport zone provided between the first electrode 110 and the emission layer and an electron transport zone provided between the emission layer and the second electrode 150.

[0223] In one or more embodiments, the interlayer 130 can further include a metal-containing compound (such as an organometallic compound) and / or an inorganic material (such as a quantum dot), etc., in addition to one or more appropriate organic materials.

[0224] In one or more embodiments, the interlayer 130 can include: i) two or more emission units stacked in sequence between the first electrode 110 and the second electrode 150; and ii) a charge generation layer between adjacent emission units of the two or more emission units. When the interlayer 130 includes two or more emission units and a charge generation layer as described herein, the organic light emitting device 10 can be a tandem organic light emitting device.

[0225] The hole transport zone in the interlayer 130

[0226] The hole transport region may have: i) a single-layer structure comprising a single layer (e.g., composed of a single layer) of a single material (e.g., composed of a single material), ii) a single-layer structure comprising a single layer (e.g., composed of a single layer) of multiple materials that are different from each other (e.g., composed of multiple materials that are different from each other), or iii) a multi-layer structure comprising multiple layers of multiple materials that are different from each other.

[0227] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof.

[0228] For example, in one or more embodiments, the hole transport region may have a multilayer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, wherein the constituent layers in each structure are stacked sequentially from the first electrode 110 in the order described.

[0229] In one or more embodiments, the hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0230] Formula 201

[0231]

[0232] Among them, in equations 201 and 202,

[0233] L 201 To L 204 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0234] L 205 It can be *-O-*', *-S-*', or *-N(Q) 201 )-*', unsubstituted or by at least one R 10a Replacement C1-C 20 Alkylene, unsubstituted, or with at least one R 10a Replacement C2-C 20 alkenyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0235] xa1to xa4may each independently be an integer selected from 0 to 5,

[0236] xa5may be an integer selected from 1 to 10,

[0237] R 201 to R 204 and Q 201 may each independently be unsubstituted or substituted with at least one R 10a substituted C3-C 60 carbocyclyl or unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl,

[0238] R 201 and R 202 may optionally be connected to each other via a single bond, unsubstituted or substituted with at least one R 10a substituted C1-C5alkylene or unsubstituted or substituted with at least one R 10a substituted C2-C5alkenylene to form an unsubstituted or substituted with at least one R 10a substituted C8-C 60 polycyclic group (e.g., carbazolyl) (e.g., see compound HT16),

[0239] R 203 and R 204 may optionally be connected to each other via a single bond, unsubstituted or substituted with at least one R 10a substituted C1-C5alkylene or unsubstituted or substituted with at least one R 10a substituted C2-C5alkenylene to form an unsubstituted or substituted with at least one R 10a substituted C8-C 60 polycyclic group, and

[0240] na1may be an integer selected from 1 to 4.

[0241] In one or more embodiments, each of Formula 201 and Formula 202 can include at least one of the groups represented by Formula CY201 to Formula CY217:

[0242]

[0243] wherein, in Formula CY201 to Formula CY217, R 10b and R 10c may each be the same as described with reference to R 10a rings CY 201 to CY 204 may each independently be C3-C 20 carbocyclyl or C1-C20 heterocyclyl, and at least one hydrogen in Formula CY201 through Formula CY217 can be unsubstituted or substituted with R 10a substituted.

[0244] In one or more embodiments, in Formula CY201 through Formula CY217, ring CY 201 through ring CY 204 may each independently be phenyl, naphthyl, phenanthryl, or anthryl.

[0245] In one or more embodiments, each of Formula 201 and Formula 202 can include at least one of the groups represented by Formula CY201 through Formula CY203.

[0246] In one or more embodiments, Formula 201 can include at least one of the groups represented by Formula CY201 through Formula CY203 and at least one of the groups represented by Formula CY204 through Formula CY217.

[0247] In one or more embodiments, in Formula 201, xa1may be 1, R 201 may be a group represented by any one selected from Formula CY201 through Formula CY203, xa2may be 0, and R 202 may be a group represented by any one selected from Formula CY204 through Formula CY207.

[0248] In one or more embodiments, each of Formula 201 and Formula 202 can not include (e.g., can exclude) any of the groups represented by Formula CY201 through Formula CY203.

[0249] In one or more embodiments, each of Formula 201 and Formula 202 can not include (e.g., can exclude) any of the groups represented by Formula CY201 through Formula CY203 and can include at least one of the groups represented by Formula CY204 through Formula CY217.

[0250] In one or more embodiments, each of Formula 201 and Formula 202 can not include (e.g., can exclude) any of the groups represented by Formula CY201 through Formula CY217.

[0251] In one or more embodiments, the hole transport zone can include one or more (e.g., one of Compound HT1 to Compound HT46), 4,4',4"-[tris(3-methylphenyl)phenylamino]triphenylamine (m-MTDATA), 4,4',4"-tris(N,N-diphenylamino)triphenylamine (TDATA), 4,4',4"-tris[N-(2-naphthyl)-N-phenylamino]triphenylamine (2-TNATA), N,N'-di(naphthalen-1-yl)-N,N'-diphenyl-benzidine (NPB (NPD)), β-NPB, N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD), Spiro-TPD, Spiro-NPB, methylated NPB, 4,4'-cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] (TAPC), 4,4'-bis[N,N'-(3-methylphenyl)amino]-3,3'-dimethylbiphenyl (HMTPD), 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphor sulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), or any combination thereof:

[0252]

[0253]

[0254]

[0255]

[0256]

[0257] The thickness of the hole transport zone can be in a range from about 50 angstroms to about For example, in a range from about to about When the hole transport zone includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer can be in a range from about to about For example, in a range from about to about and the thickness of the hole transport layer can be in a range from about to about For example, in a range from about to about Within the above range, when the thicknesses of the hole transport region, hole injection layer, and hole transport layer are within the above range, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0258] The emission assist layer can increase luminous efficiency by compensating for the optical resonant distance according to the wavelength of the light emitted from the emission layer, and the electron blocking layer can prevent electrons from leaking from the emission layer to the hole transport region. Materials that may be included in the hole transport region can be included in both the emission assist layer and the electron blocking layer. The thickness of the emission assist layer can be approximately... to approximately For example, about to approximately or about to approximately or about to approximately Within the range.

[0259] p-dopants

[0260] In one or more embodiments, in addition to one or more of the aforementioned materials, the hole transport region may further include a charge-generating material for improving conductivity. The charge-generating material may be uniformly (e.g., substantially uniformly) or non-uniformly dispersed in the hole transport region (e.g., in the form of a single layer comprising the charge-generating material (e.g., composed of the charge-generating material)).

[0261] The charge-generating material can be, for example, a p-doped agent.

[0262] For example, p-doped agents can have a lowest unoccupied molecular orbital (LUMO) energy level of -3.5 eV or less.

[0263] In one or more embodiments, the p-doper may include quinone derivatives, cyano-containing compounds, compounds comprising elements EL1 and EL2, or any combination thereof.

[0264] Non-limiting examples of quinone derivatives may include tetracyanoquinone dimethyl (TCNQ) and 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanoquinone dimethyl (F4-TCNQ).

[0265] Examples of cyano-containing compounds may include dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarboxynitrile (HAT-CN) and compounds represented by formula 221:

[0266]

[0267] Equation 221

[0268]

[0269] wherein, in formula 221,

[0270] R 221 to R 223 may each independently be unsubstituted or substituted with at least one R 10a substituted C3-C 60 carbocyclyl or unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl, and

[0271] selected from at least one of R 221 to R 223 At least one of R 60 may each independently be C3-C 60 carbocyclyl or C1-C 20 heterocyclyl substituted with: cyano; -F; -Cl; -Br; -I; C1-C

[0272] In a compound comprising an element EL1 and an element EL2, the element EL1 can be a metal, a metalloid, or any combination thereof, and the element EL2 can be a non-metal, a metalloid, or any combination thereof.

[0273] Non-limiting examples of metals can include: alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), and / or cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), and / or barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), and / or gold (Au), etc.); post-transition metals (e.g., zinc (Zn), indium (In), and / or tin (Sn), etc.); and / or lanthanides (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), and / or lutetium (Lu), etc.); etc.

[0274] Non-limiting examples of metalloids can include silicon (Si), antimony (Sb), and / or tellurium (Te), etc.

[0275] Non-limiting examples of non-metals can include oxygen (O) and / or halogens (e.g., F, Cl, Br, and / or I, etc.), etc.

[0276] For example, a compound including element EL1 and element EL2 can include a metal oxide, a metal halide (e.g., a metal fluoride, a metal chloride, a metal bromide, and / or a metal iodide, etc.), a metalloid halide (e.g., a metalloid fluoride, a metalloid chloride, a metalloid bromide, and / or a metalloid iodide, etc.), a metal telluride, or any combination thereof.

[0277] Non-limiting examples of metal oxides can include tungsten oxides (e.g., WO, W2O3, WO2, WO3, and / or W2O5, etc.), vanadium oxides (e.g., VO, V2O3, VO2, and / or V2O5, etc.), molybdenum oxides (e.g., MoO, Mo2O3, MoO2, MoO3, and / or Mo2O5, etc.), and / or rhenium oxides (e.g., ReO3, etc.), etc.

[0278] Non-limiting examples of metal halides can include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and / or lanthanide metal halides, etc.

[0279] Non-limiting examples of alkali metal halides can include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and / or CsI, etc.

[0280] Non-limiting examples of alkaline earth metal halides can include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, and / or BaI2, etc.

[0281] Non-limiting examples of transition metal halides can include titanium halides (e.g., TiF4, TiCl4, TiBr4, and / or TiI4, etc.), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, and / or ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4, and / or HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3, and / or VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3, and / or NbI3, etc.), tantalum halides (e.g., TaF3, TaCl3, TaBr3, and / or TaI3, etc.), chromium halides (e.g., CrF3, CrCl3, CrBr3, and / or CrI3, etc.), molybdenum halides (e.g., MoF3, MoCl3, MoBr3, and / or MoI3, etc.), tungsten halides (e.g., WF3, WCl3, WBr3, and / or WI3, etc.), manganese halides (e.g., MnF2, MnCl2, MnBr2, and / or MnI2, etc.), technetium halides (e.g., TcF2, TcCl2, TcBr2, and / or TcI2, etc.), rhenium halides (e.g., ReF2, ReCl2, ReBr2, and / or ReI2, etc.), iron(II) halides (e.g., FeF2, FeCl2, FeBr2, and / or FeI2, etc.), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, and / or RuI2, etc.), osmium halides (e.g., OsF2, OsCl2, OsBr2, and / or OsI2, etc.), cobalt halides (e.g., CoF2, CoCl2, CoBr2, and / or CoI2, etc.), rhodium halides (e.g., RhF2, RhCl2, RhBr2, and / or RhI2, etc.), iridium halides (e.g., IrF2, IrCl2, IrBr2, and / or IrI2, etc.), nickel halides (e.g., NiF2, NiCl2, NiBr2, and / or NiI2, etc.), palladium halides (e.g., PdF2, PdCl2, PdBr2, and / or PdI2, etc.), platinum halides (e.g., PtF2, PtCl2, PtBr2, and / or PtI2, etc.), copper(I) halides (e.g., CuF, CuCl, CuBr, and / or CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, and / or AgI, etc.), and / or gold halides (e.g., AuF, AuCl, AuBr, and / or AuI, etc.), etc.

[0282] Non-limiting examples of post-transition metal halides can include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, and / or ZnI2, etc.), indium halides (e.g., InI3, etc.), and / or tin halides (e.g., SnI2, etc.), etc.

[0283] Non-limiting examples of lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3 and / or SmI3, etc.

[0284] Non-limiting examples of quasi-metal halides may include antimony halides (e.g., SbCl5, etc.).

[0285] Non-limiting examples of metal tellurides may include alkali metal tellurides (e.g., Li₂Te, Na₂Te, K₂Te, Rb₂Te and / or Cs₂Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe and / or BaTe, etc.), and transition metal tellurides (e.g., TiTe₂, ZrTe₂, HfTe₂, V₂Te₃, Nb₂Te₃, Ta₂Te₃, Cr₂Te₃, Mo₂Te₃, W₂Te₃, MnTe, TcTe, ReTe, F₂Te, etc.). (eTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe and / or Au2Te, etc.), post-transition metal tellurides (e.g., ZnTe, etc.) and / or lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe and / or LuTe, etc.).

[0286] emission layer in interlayer 130

[0287] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emitting layer can be patterned as a red emitting layer, a green emitting layer, and / or a blue emitting layer, depending on the sub-pixel. In one or more embodiments, the emitting layer may have a stacked structure of two or more layers selected from red, green, and blue emitting layers, wherein the two or more layers are in contact with or separated from each other to emit white light (e.g., combined white light). In one or more embodiments, the emitting layer may include two or more materials selected from red, green, and blue emitting materials, wherein the two or more materials are mixed with each other in a single layer to emit white light (e.g., combined white light).

[0288] The emitting layer may include a host and a dopant. The dopant may include phosphorescent dopant, fluorescent dopant, delayed fluorescence material, or any combination thereof.

[0289] Based on 100 parts by weight of the host, the amount of dopant in the emitter layer can range from about 0.01 parts by weight to about 15 parts by weight.

[0290] In one or more embodiments, the emission layer may include quantum dots.

[0291] In one or more embodiments, the emission layer may include a delayed fluorescence material. The delayed fluorescence material may be used as a host or dopant in the emission layer.

[0292] In one or more embodiments, in addition to the heterocyclic compound represented by Formula 1 described above, the emitting layer may further include a host, an auxiliary dopant, a sensitizer, a delayed fluorescence material, or any combination thereof. Each of the host, auxiliary dopant, sensitizer, delayed fluorescence material, or any combination thereof may include at least one deuterium.

[0293] For example, in one or more embodiments, the emitter layer may include a heterocyclic compound represented by Formula 1 and a host. The host may be different from the heterocyclic compound represented by Formula 1, and the host may include an electron transport compound, a hole transport compound, a bipolar compound, or any combination thereof. The host may not include (e.g., may exclude) metals (e.g., any metal). The electron transport compound, hole transport compound, and bipolar compound may be different from each other.

[0294] In one or more embodiments, the emitter layer may include a heterocyclic compound represented by Formula 1 and a host, and the host may include an electron transport compound and a hole transport compound.

[0295] In one or more embodiments, the electron transport compound and the hole transport compound can form an excited-state complex.

[0296] The thickness of the emission layer can be approximately to approximately For example, about to approximately Within the range described herein, excellent or adequate light-emitting properties can be obtained without significantly increasing the driving voltage when the thickness of the emitting layer is within the range described herein.

[0297] main body

[0298] In one or more embodiments, the body may include a compound represented by formula 301:

[0299] Formula 301

[0300] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,

[0301] In Equation 301,

[0302] Ar301 and L 301 may each independently be unsubstituted or substituted with at least one R 10a substituted C3-C 60 carbocyclyl or unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl,

[0303] xb11may be 1, 2, or 3,

[0304] xb1may be an integer selected from 0 to 5,

[0305] R 301 may be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a substituted C1-C 60 alkyl, unsubstituted or substituted with at least one R 10a substituted C2-C 60 alkenyl, unsubstituted or substituted with at least one R 10a substituted C2-C 60 alkynyl, unsubstituted or substituted with at least one R 10a substituted C1-C 60 alkoxy, unsubstituted or substituted with at least one R 10a substituted C3-C 60 carbocyclyl, unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl, -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 ), or -P(=O)(Q 301 )(Q 302 ),

[0306] xb21may be an integer selected from 1 to 5, and

[0307] Q 301 through Q 303 may each independently be the same as described with reference to Q1.

[0308] For example, if (e.g., when) xb11in Formula 301 is 2 or greater, two or more Ar 301 may be connected to each other via a single bond.

[0309] In one or more embodiments, the host can include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0310] Formula 301-1

[0311]

[0312] Formula 301-2

[0313]

[0314] wherein, in Formula 301-1 and Formula 301-2,

[0315] Ring A 301 to Ring A 304 may each independently be unsubstituted or substituted with at least one R 10a substituted C3-C 60 carbocyclyl or unsubstituted or substituted with at least one R 10a substituted C1-C 60 heterocyclyl,

[0316] X 301 may be O, S, N[(L 304 ) xb4 -R 304 ], C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0317] xb22and xb23may each independently be 0, 1, or 2,

[0318] L 301 , xb1and R 301 may each be the same as described elsewhere herein,

[0319] L 302 to L 304 may each independently be the same as described with reference to L 301 ,

[0320] xb2to xb4may each independently be the same as described with reference to xb1, and

[0321] R 302 to R 305 and R 311 to R 314 may each independently be the same as described with reference to R 301 .

[0322] In one or more embodiments, the host can include an alkaline earth metal complex, a post-transition metal complex, or any combination thereof. In one or more embodiments, the host can include a Be complex (e.g., compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0323] In one or more embodiments, the host can include one or more selected from the group consisting of compound H1 to compound H124 (e.g., any one of compound H1 to compound H124 or one of compound H1 to compound H124).

[0324]

[0325]

[0326]

[0327]

[0328]

[0329]

[0330]

[0331] In one or more embodiments, the host can include a first host and a second host.

[0332] In one or more embodiments, the first host can be a hole transporting compound.

[0333] In one or more embodiments, the second host can be an electron transporting compound.

[0334] In one or more embodiments, the term "hole transporting compound" as used herein can be a compound that includes a hole transporting moiety.

[0335] In one or more embodiments, the term "electron transporting compound" as used herein can be a compound that not only includes an electron transporting moiety but also has ambipolar properties.

[0336] In this context, the terms "hole-transporting compound" and "electron-transporting compound" can each be understood in terms of the relative difference between the hole mobility and the electron mobility in hole-transporting compounds and electron-transporting compounds. For example, even (for example, when) an electron-transporting compound does not include an electron-transporting moiety, a bipolar compound that exhibits a relatively higher electron mobility than a hole-transporting compound can be understood as an electron-transporting compound.

[0337] In one or more embodiments, the hole-transporting compound can be represented by any one selected from the group consisting of Formulae 311-1 to 311-6, and the electron-transporting compound can be represented by any one selected from the group consisting of Formulae 312-1 to 312-4 and 313:

[0338] Formula 311-1

[0339]

[0340] Formula 311-2

[0341]

[0342] Formula 311-3

[0343]

[0344] Formula 311-4

[0345]

[0346] Formula 311-5

[0347]

[0348] Formula 311-6

[0349]

[0350] Formula 312-1

[0351]

[0352] Formula 312-2

[0353]

[0354] Formula 312-3

[0355]

[0356] Formula 312-4

[0357]

[0358] Formula 313

[0359]

[0360] Formula 313A

[0361]

[0362] wherein, in Formulae 311-1 to 311-6, Formulae 312-1 to 312-4, Formula 313 and Formula 313A,

[0363] Ar 301 may be unsubstituted or substituted with at least one R 10a substituted C3-C 60 carbocyclyl or unsubstituted or substituted C1-C 10a heterocyclyl, 60

[0364] A 301 to A 304 may each independently be C3-C 60 carbocyclyl or C1-C 60 heterocyclyl,

[0365] X 301 may be O, S, N[(L 304 ) xb4 -R 304 ] or Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ],

[0366] X 302 , Y 301 and Y 302 may each independently be a single bond, O, S, N[(L 305 ) xb5 -R 305 ], C[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ], Si[(L 304 ) xb4 -R 304 ][(L 305 )​xb5 -R 305 ] or S(=0)2,

[0367] xb1to xb5may each be 0, 1, 2, 3, 4, or 5,

[0368] xb6may be 1, 2, 3, 4, or 5,

[0369] X 321 to X 328 may each independently be N or C[(L 324 ) xb24 -R 324 ],

[0370] Y 321 may be *-0-*, *-S-*, *-N[(L 325 ) xb25 -R 325 ]-*, *-C[(L 325 ) xb25 -R 325 ][(L 326 ) xb26 -R 326 ]-*, *-C[(L 325 ) xb25 -R 325 ]=C[(L 326 ) xb26 -R 326 ]-*, *-C[(L 325 ) xb25 -R 325 ]=N-*, or *-N=C[(L 326 ) xb26 -R 326 ]-*,

[0371] k21may be 0, 1, or 2, wherein if (e.g., when) k21is 0, Y 321 is absent,

[0372] xb21to xb26may each independently be 0, 1, 2, 3, 4, or 5,

[0373] A 31 , A 32 , and A 34 may each independently be C3-C 60 carbocyclyl, or C1-C 30 heterocyclyl,

[0374] A 33 may be a group represented by formula 313A,

[0375] X 31It can be N[(L) 335 ) xb35 -(R 335 )]、O、S、Se、C[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R 336 )] or Si[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R 336 )],

[0376] xb31 to xb36 can each be independently 0, 1, 2, 3, 4 or 5.

[0377] xb42 to xb44 can each independently be 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10.

[0378] L 301 To L 306 L 321 To L 326 and L 331 To L 336 Each can be independently a single bond, unsubstituted, or bonded by at least one R. 10a Replacement C1-C 20 Alkylene, unsubstituted, or with at least one R 10a Replacement C2-C 20 alkenyl, unsubstituted, or with at least one R 10a Replacement C2-C 20 alkyne group, unsubstituted or with at least one R 10a Replacement C3-C 10 Cycloalkylene, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkenyl, unsubstituted or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl, unsubstituted or with at least one R 10a Substituted divalent nonaromatic fused polycyclic groups or unsubstituted groups or groups modified by at least one R 10asubstituted bivalent non-aromatic fused heteropolycyclic radical,

[0379] R 301 to R 305 , R 311 to R 314 , R 321 to R 326 and R 331 to R 336 may each independently be hydrogen, deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 alkenyl, unsubstituted or substituted by at least one R 10a substituted C2-C 60 alkynyl, unsubstituted or substituted by at least one R 10a substituted C1-C 60 alkoxy, unsubstituted or substituted by at least one R 10a substituted C3-C 10 cycloalkyl, unsubstituted or substituted by at least one R 10a substituted C1-C 10 heterocycloalkyl, unsubstituted or substituted by at least one R 10a substituted C3-C 10 cycloalkenyl, unsubstituted or substituted by at least one R 10a substituted C1-C 10 heterocycloalkenyl, unsubstituted or substituted by at least one R 10a substituted C6-C 60 aryl, unsubstituted or substituted by at least one R 10a substituted C6-C 60 aryloxy, unsubstituted or substituted by at least one R 10a substituted C6-C 60 arylthio, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heteroaryl, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heteroaryloxy, unsubstituted or substituted by at least one R 10a substituted C1-C 60 heteroarylthio, unsubstituted or substituted by at least one R 10a substituted monovalent non-aromatic fused polycyclic radical, unsubstituted or substituted by at least one R 10aa substituted monovalent non-aromatic fused heteropolycyclic group, -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), or -P(=S)(Q1)(Q2),

[0380] selected from R 321 to R 326 Two or more adjacent groups among R 10a to R 60 may optionally be bonded to each other to form an unsubstituted or substituted C3-C 10a heterocyclyl group, 60

[0381] R 10a may be:

[0382] deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, or hydrazono;

[0383] each unsubstituted or substituted C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, or C1-C 60 alkoxy: deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl, C2-C 60 heteroaralkyl, -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 ), -P(=O)(Q 11 )(Q 12 ), or any combination thereof;

[0384] each unsubstituted or substituted C3-C 60 ​carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl or C2-C 60 heteroaralkyl: deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl, C2-C 60 heteroaralkyl, -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 ), -P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0385] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and

[0386] Q1to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q33 may each independently be: hydrogen; deuterium; -F; -CI; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazino; hydrazono; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60 alkoxy, phenyl, biphenyl, or any combination thereof; C3-C 60 carbocyclyl, or C1-C 60 heterocyclyl; C7-C 60 aralkyl; or C2-C 60 heteroaralkyl.

[0387] In one or more embodiments, the first host and the second host can form an exciplex.

[0388] In one or more embodiments, the first host can include one or more (e.g., any one of Compounds HTH1-Compound HTH56 or one of Compounds HTH1-Compound HTH56) selected from Compounds HTH1-Compound HTH56 and / or combinations thereof (e.g., any suitable combination):

[0389]

[0390]

[0391]

[0392] In one or more embodiments, the second host can include one or more (e.g., one of Compounds ETH1-Compound ETH86) selected from Compounds ETH1-Compound ETH86 and / or combinations thereof (e.g., any suitable combination):

[0393]

[0394]

[0395]

[0396] phosphorescent dopant

[0397] In one or more embodiments, the emissive layer can further include a phosphorescent dopant.

[0398] For example, in one or more embodiments, the emissive layer can further include a phosphorescent dopant, and the phosphorescent dopant can act as a sensitizer.

[0399] The phosphorescent dopant can include at least one transition metal as a central metal.

[0400] The phosphorescent dopant can include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

[0401] The phosphorescent dopant can be electrically neutral.

[0402] In one or more embodiments, the phosphorescent dopant can be an organometallic compound.

[0403] In one or more embodiments, the phosphorescent dopant can include an organometallic compound represented by Formula 401:

[0404] Formula 401

[0405] M(L 401 ) xc1 (L 402 ) xc2

[0406] Formula 402

[0407]

[0408] wherein, in Formula 401 and Formula 402,

[0409] M can be a transition metal (e.g., Ir, Pt, Pd, Os, Ti, Au, Hf, Eu, Tb, Rh, Re, or Tm),

[0410] L 401 may be a ligand represented by Formula 402, and xc1may be 1, 2, or 3, wherein, if (e.g., when) xc1is 2 or greater, two or more L 401 may be the same as or different from each other,

[0411] L 402 may be an organic ligand, and xc2may be 0, 1, 2, 3, or 4, wherein, if (e.g., when) xc2is 2 or greater, two or more L 402 may be the same as or different from each other,

[0412] X 401 and X 402 may each independently be nitrogen or carbon,

[0413] Ring A 401 and Ring A 402 may each independently be C3-C 60 carbocyclyl, or C1-C 60 heterocyclyl,

[0414] T 401may be a single bond, *-0-*, *-S-*, *-C(=0)-*, *-N(Q 411 )-*, *-C(Q 411 )(Q 412 )-*, *-C(Q 411 )=C(Q 412 )-*, *-C(Q 411 )=* or =C=*, and

[0415] X 403 and X 404 may each independently be a bond (e.g., a covalent or coordinate bond), O, S, N(Q 413 ), B(Q 413 ), P(Q 413 ), C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),

[0416] Q 411 through Q 414 may each independently be the same as described with reference to Q1,

[0417] R 401 and R 402 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C1-C 20 alkyl, unsubstituted or substituted with at least one R 10a C1-C 20 alkoxy, unsubstituted or substituted with at least one R 10a C3-C 60 carbocyclyl, unsubstituted or substituted with at least one R 10a C1-C 60 heterocyclyl, -Si(Q 401 )(Q 402 )(Q 403 ), -N(Q 401 )(Q 402 ), -B(Q 401 )(Q 402 ), -C(=0)(Q 401 ), -S(=0)2(Q 401 ) or -P(=0)(Q 401 )(Q 402 ),

[0418] Q 401 through Q 403 may each independently be the same as described with reference to Q1,

[0419] xc11 and xc12 can each be an integer selected from 0 to 10 independently, and

[0420] In Equation 402, * and *' each indicate the binding site with M in Equation 401.

[0421] In one or more embodiments, in formula 402, i)X 401 It can be nitrogen, and X 402 It can be carbon, or ii)X 401 and X 402 Each of them can be nitrogen.

[0422] In one or more embodiments, if (for example, when) xc1 in equation 401 is 2 or greater, two or more L 401 The two rings A in 401 Optionally via T as a linking group 402 Connected to each other, and / or two or more L 401 The two rings A in 402 Optionally via T as a linking group 403 They are interconnected (see compounds PD1 through PD4 and PD7). T 402 and T 403 Each can be compared with reference T. 401 The descriptions are the same.

[0423] L in Equation 401 402 It can be an organic ligand. In one or more embodiments, L 402 It may include halogens, diketone groups (e.g., acetylacetone groups), carboxylic acid groups (e.g., pyridine carboxyl groups), -C (=O) groups, isonitrile groups, -CN groups, phosphorus-containing groups (e.g., phosphine groups and / or phosphite groups, etc.) or any combination thereof.

[0424] In one or more embodiments, the phosphorescent dopant may include, for example, one or more selected from compounds PD1 to PD41 (e.g., any one or more of compounds PD1 to PD41) or any combination thereof:

[0425]

[0426]

[0427]

[0428] Fluorescent dopants

[0429] In one or more embodiments, the emission layer may further include a fluorescent dopant.

[0430] Fluorescent dopants may include amine-containing compounds, styrene-containing compounds, or any combination thereof.

[0431] For example, in one or more embodiments, the fluorescent dopant may include a compound represented by Formula 501:

[0432] Formula 501

[0433]

[0434] In Equation 501,

[0435] Ar 501 L 501 To L 503 R 501 and R 502 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0436] xd1 to xd3 can each be independently 0, 1, 2, or 3, and

[0437] xd4 can be 1, 2, 3, 4, 5 or 6.

[0438] In one or more embodiments, Ar in Formula 501 501 It can be a fused ring group in which three or more monocyclic groups are fused together (e.g., anthracene, 1,2-benzophenanthrene and / or pyrene, etc.).

[0439] In one or more embodiments, xd4 in Formula 501 may be 2.

[0440] In one or more embodiments, the fluorescent dopant may include: one or more selected from compounds FD1 to FD36 (e.g., any one or one of compounds FD1 to FD36); 4,4'-bis(2,2-diphenylvinyl)-1,1'-biphenyl (DPVBi); 4,4'-bis[4-(N,N-diphenylamino)styryl]biphenyl (DPAVBi); or any combination thereof:

[0441]

[0442]

[0443]

[0444] In one or more embodiments, the emission layer may further include a delayed fluorescence material.

[0445] The delayed fluorescence materials described herein can be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0446] Depending on the type (variety) of other materials included in the emission layer, the delayed fluorescence material included in the emission layer can act as either a host or a dopant.

[0447] In one or more embodiments, the difference (e.g., the absolute value of the difference) between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material can be in the range of about 0 eV to about 0.5 eV. When the difference between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material satisfies the above range, an upconversion from the triplet state to the singlet state of the delayed fluorescent material can occur effectively, and therefore, the organic light-emitting device 10 can have improved luminous efficiency.

[0448] For example, in one or more embodiments, the delayed fluorescence material may include i) at least one electron-donating group (e.g., π-electron-rich C3-C). 60 Cyclic groups, such as carbazole groups, and at least one electron-withdrawing group (e.g., sulfoxide, cyano, and / or π-electron-deficient nitrogen-containing C1-C groups). 60 Materials containing cyclic groups, etc., and / or ii) C8-C alloys in which two or more cyclic groups are fused together while sharing boron (B) atoms. 60 Materials with polycyclic groups.

[0449] In one or more embodiments, the delayed fluorescence compound may be represented by formula 511:

[0450] Formula 511

[0451]

[0452] In Equation 511,

[0453] Y 51 and Y 52 Each can be independently selected from single bonds, -O-, -S-, -C(R) 57 (R) 58 )-、-N(R 57 )-、-Si(R 57 (R) 58 )-, -C(=O)2-, -S(=O)2-, -B(R 57 )-、-P(R 57 )- and -P(=O)(R57

[0454] Y 53 may be N, B, P, P(=O), or P(=S),

[0455] A 51 to A 53 may each independently be C5-C 60 carbocyclyl or C1-C 60 heterocyclyl,

[0456] R 51 to R 53 , R 57 , and R 58 may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, substituted or unsubstituted C1-C 20 alkyl, unsubstituted or substituted with at least one R 10a C1-C 20 alkoxy, unsubstituted or substituted with at least one R 10a C3-C 10 cycloalkyl, unsubstituted or substituted with at least one R 10a C1-C 10 heterocycloalkyl, unsubstituted or substituted with at least one R 10a C3-C 10 cycloalkenyl, unsubstituted or substituted with at least one R 10a C1-C 10 heterocycloalkenyl, unsubstituted or substituted with at least one R 10a C6-C 60 aryl, unsubstituted or substituted with at least one R 10a C6-C 60 aryloxy, unsubstituted or substituted with at least one R 10a C6-C 60 arylthio, unsubstituted or substituted with at least one R 10a C1-C 60 heteroaryl, unsubstituted or substituted with at least one R 10a substituted monovalent non-aromatic fused polycyclic group, unsubstituted or substituted with at least one R 10a substituted monovalent non-aromatic fused 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 ) or -P(=O)(Q 41 )(Q 42 ),

[0457] b51 to b53 can each independently be 1, 2, 3, 4, 5, 6, 7 or 8,

[0458] R 10a may be:

[0459] deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino or hydrazono;

[0460] each unsubstituted or substituted C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 alkoxy: deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 aralkyl, C2-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl, C2-C 60 heteroarylalkyl, -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 ), -P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0461] each unsubstituted or substituted C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 aralkyl, C2-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl or C2-C 60 heteroarylalkyl: deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 alkyl, C2-C60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl, C2-C 60 heteroaralkyl, -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 ), -P(=O)(Q 21 )(Q 22 ), or any combination thereof; or

[0462] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), or -P(=O)(Q 31 )(Q 32 ), and

[0463] Q 11 to Q 13 , Q 21 to Q 23 , Q 31 to Q 33 , and Q 41 to Q 43 may each independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazino; hydrazono; C1-C 60 alkyl; C2-C 60 alkenyl; C2-C 60 alkynyl; C1-C 60 alkoxy; each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 alkyl, C1-C 60C3-C8cycloalkyl, C3-C8cycloalkenyl, C4-C8alkylcycloalkyl, C4-C8cycloalkylalkyl, C4-C8alkylcycloalkenyl, C4-C8cycloalkenylalkyl, C6-C10alkylaryl, C6-C10arylalkyl, C3-C8cycloalkyl substituted with alkoxy, phenyl, biphenyl, or any combination thereof; 60 C1-C8alkyl, C3-C8cycloalkyl, C3-C8cycloalkenyl, C4-C8alkylcycloalkyl, C4-C8cycloalkylalkyl, C4-C8alkylcycloalkenyl, C4-C8cycloalkenylalkyl, C6-C10alkylaryl, C6-C10arylalkyl, C3-C8cycloalkyl substituted with alkoxy, phenyl, biphenyl, or any combination thereof; 60 C1-C8alkyl, C3-C8cycloalkyl, C3-C8cycloalkenyl, C4-C8alkylcycloalkyl, C4-C8cycloalkylalkyl, C4-C8alkylcycloalkenyl, C4-C8cycloalkenylalkyl, C6-C10alkylaryl, C6-C10arylalkyl, C3-C8cycloalkyl substituted with alkoxy, phenyl, biphenyl, or any combination thereof; 60 C1-C8alkyl, C3-C8cycloalkyl, C3-C8cycloalkenyl, C4-C8alkylcycloalkyl, C4-C8cycloalkylalkyl, C4-C8alkylcycloalkenyl, C4-C8cycloalkenylalkyl, C6-C10alkylaryl, C6-C10arylalkyl, C3-C8cycloalkyl substituted with alkoxy, phenyl, biphenyl, or any combination thereof; 60 C1-C8alkyl, C3-C8cycloalkyl, C3-C8cycloalkenyl, C4-C8alkylcycloalkyl, C4-C8cycloalkylalkyl, C4-C8alkylcycloalkenyl, C4-C8cycloalkenylalkyl, C6-C10alkylaryl, C6-C10arylalkyl, C3-C8cycloalkyl substituted with alkoxy, phenyl, biphenyl, or any combination thereof;

[0464] Non-limiting examples of the delayed fluorescence material can include at least one of (e.g., selected from one or more of) Compound DF1 to Compound DF9:

[0465]

[0466] quantum dot

[0467] In one or more embodiments, the emissive layer can include a quantum dot.

[0468] The term “quantum dot” as used herein refers to a crystal of a semiconductor compound, and can include any material capable of emitting one or more appropriate emission wavelengths of light according to the size of the crystal.

[0469] The diameter of the quantum dot may, for example, range from about 1 nm to about 10 nm. In the present disclosure, when the quantum dot or quantum dot particle is spherical, the “diameter” indicates the particle diameter or average particle diameter, and when the particle is non-spherical, the “diameter” indicates the length of the long axis or the average length of the long axis. The diameter of the particle can be measured using a scanning electron microscope or a particle size analyzer. As the particle size analyzer, for example, a HORIBA, LA-950 laser particle size analyzer can be used. When the size of the particle is measured using the particle size analyzer, the average particle diameter is referred to as D 50 . 50 D50 refers to the average diameter of the particles corresponding to 50% by volume of the cumulative volume in the particle size distribution (e.g., cumulative distribution), and refers to the value of the particle size corresponding to 50% from the smallest particle when the total number of particles is 100% in the distribution curve accumulated in order from the smallest particle to the largest particle.

[0470] The quantum dot can be synthesized by a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, a molecular beam epitaxy (MBE) process, or any process similar thereto.

[0471] The wet chemical process is a method including mixing a precursor material of the quantum dot with an organic solvent, and then growing a quantum dot particle crystal. When the quantum dot particle crystal grows, the organic solvent naturally serves as a dispersant coordinated on the surface of the quantum dot crystal particle, and controls the growth of the quantum dot particle crystal, so that the growth of the quantum dot particle crystal can be controlled or selected by a process that is less costly and easier than a gas phase deposition method such as a metal organic chemical vapor deposition process or a molecular beam epitaxy process.

[0472] Quantum dots can include: Group II-VI semiconductor compounds; Group III-V semiconductor compounds; Group III-VI semiconductor compounds; Group I-III-VI semiconductor compounds; Group IV-VI semiconductor compounds; Group IV elements or compounds; or any combination thereof.

[0473] Non-limiting examples of Group II-VI semiconductor compounds can include: binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, and / or MgS, etc.; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, and / or MgZnS, etc.; quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, and / or HgZnSTe, etc.; or any combination thereof.

[0474] Non-limiting examples of Group III-V semiconductor compounds can include: binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, and / or InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, and / or InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, and / or InAlPSb, etc.; or any combination thereof. In one or more embodiments, the Group III-V semiconductor compounds can further include Group II elements. Non-limiting examples of Group III-V semiconductor compounds further including Group II elements can include InZnP, InGaZnP, and / or InAlZnP, etc.

[0475] Non-limiting examples of Group III-VI semiconductor compounds can include: binary compounds such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3, and / or InTe, etc.; ternary compounds such as InGaS3and / or InGaSe3, etc.; or any combination thereof.

[0476] Non-limiting examples of Group I-III-VI semiconductor compounds can include: ternary compounds such as AgInS, AgInS2, AgInSe2, AgGaS, AgGaS2, AgGaSe2, CuInS, CuInS2, CuInSe2, CuGaS2, CuGaSe2, CuGaO2, AgGaO2, and / or AgAlO2, etc.; quaternary compounds such as AgInGaS, AgInGaS2, AgInGaSe, AgInGaSe2, CuInGaS, and / or CuInGaS2, etc.; or any combination thereof.

[0477] Non-limiting examples of Group IV-VI semiconductor compounds can include: binary compounds such as SnS, SnSe, SnTe, PbS, PbSe, and / or PbTe; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, and / or SnPbTe, etc.; quaternary compounds such as SnPbSSe, SnPbSeTe, and / or SnPbSTe, etc.; or any combination thereof.

[0478] Group IV elements or compounds can include: single elements such as Si and / or Ge, etc.; binary compounds such as SiC and / or SiGe, etc.; or any combination thereof.

[0479] Each element included in a multi-element compound (such as a binary compound, a ternary compound, and a quaternary compound) can be present in the particle at a substantially uniform concentration or a non-uniform concentration.

[0480] In one or more embodiments, the quantum dot can have a single structure in which the concentration of each element in the quantum dot is substantially uniform, or a core-shell double structure. For example, the material included in the core and the material included in the shell can be different from each other.

[0481] The shell of the quantum dot can act as a protective layer that prevents chemical denaturation of the core to maintain semiconductor properties, and / or as a charging layer that imparts electrophoretic properties to the quantum dot. The shell can be a single layer or multiple layers. The interface between the core and the shell can have a concentration gradient in which the concentration of the element present in the shell decreases toward the center of the core.

[0482] Examples of the shell of the quantum dot can include: an oxide of a metal, an oxide of a metalloid, or an oxide of a non-metal; a semiconductor compound; or any combination thereof. Non-limiting examples of the oxide of a metal, the oxide of a metalloid, or the oxide of a non-metal can include: binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, and / or NiO, etc.; ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, and / or CoMn2O4, etc.; or any combination thereof. Examples of the semiconductor compound can include: Group II-VI semiconductor compounds as described above; Group III-V semiconductor compounds; Group III-VI semiconductor compounds; Group I-III-VI semiconductor compounds; Group IV-VI semiconductor compounds; or any combination thereof. Non-limiting examples of the semiconductor compound suitable as the shell can include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnSTe, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0483] The full width at half maximum (FWHM) of the emission spectrum of the quantum dot can be about 45 nm or less, for example, about 40 nm or less, or for example, about 30 nm or less, and within these ranges, color purity and / or color reproducibility of the quantum dot can be improved. In addition, because light emitted by the quantum dot is emitted in all directions, wide viewing angles can be improved.

[0484] In addition, the quantum dot can be a nanoparticle, a nanotube, a nanowire, a nanofiber, and / or a nanoplate, etc., for example, in the form of a spherical nanoparticle, a pyramidal nanoparticle, a multi-armed nanoparticle, or a cubic nanoparticle.

[0485] By controlling the size of the quantum dot, the energy band gap of the quantum dot can be adjusted so that light having one or more appropriate wavelength bands can be obtained from the emission layer including the quantum dot. Accordingly, by using quantum dots of different sizes, an organic light emitting device that emits light of one or more appropriate wavelength bands can be implemented. In one or more embodiments, the size of the quantum dot can be selected to ensure that the quantum dot emits red light, green light, and / or blue light. In addition, quantum dots having appropriate sizes can be configured to emit white light by combining light of one or more appropriate colors.

[0486] Electron transport zone in interlayer 130

[0487] The electron transport region may have: i) a single-layer structure comprising a single layer (e.g., composed of a single layer) of a single material (e.g., composed of a single material), ii) a single-layer structure comprising a single layer (e.g., composed of a single layer) of multiple materials that are different from each other (e.g., composed of multiple materials that are different from each other), or iii) a multi-layer structure comprising multiple layers of multiple materials that are different from each other.

[0488] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0489] For example, in one or more embodiments, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the constituent layers in each structure may be stacked sequentially from the emission layer in the order described.

[0490] In one or more embodiments, the electron transport region (e.g., a buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region) may include a nitrogen-containing C1-C containing at least one π-deficient electron. 60 Metal-free compounds with cyclic groups.

[0491] For example, in one or more embodiments, the electron transport region may include a compound represented by Formula 601:

[0492] Formula 601

[0493] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ,

[0494] In Equation 601,

[0495] Ar 601 and L 601 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group,

[0496] xe11 can be 1, 2, or 3.

[0497] xe1 can be 0, 1, 2, 3, 4, or 5.

[0498] R601 It can be unsubstituted or by at least one R 10a Replacement C3-C 60 Carbocyclic, unsubstituted, or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -Si(Q) 601 (Q) 602 (Q) 603 -C(=O)(Q) 601 -S(=O)2(Q) 601 ) or -P(=O)(Q 601 (Q) 602 ),

[0499] Q 601 To Q 603 Each can be the same as described in reference Q1.

[0500] xe21 can be 1, 2, 3, 4, or 5, and

[0501] Selected from Ar 601 L 601 and R 601 At least one of them can be independently unsubstituted or by at least one R. 10a Substituted π-electron-deficient nitrogen-containing C1-C 60 Cyclic groups.

[0502] In one or more embodiments, if (for example, when) xe11 in formula 601 is 2 or greater, two or more Ar 601 They can be connected together with a single key.

[0503] In one or more embodiments, Ar in Formula 601 601 It can be unsubstituted or by at least one R 10a Substituted anthracene group.

[0504] In one or more embodiments, the electron transport region may include a compound represented by formula 601-1:

[0505] Formula 601-1

[0506]

[0507] In Equation 601-1,

[0508] X 614 It can be N or C(R) 614 ), X 615 It can be N or C(R) 615 ), X 616 It can be N or C(R) 616 ), and selected from X614 To X 616 At least one of them can be N,

[0509] L 611 To L 613 Each can be compared with reference L. 601 The descriptions are the same.

[0510] xe611 to xe613 may each be identical to the description with reference to xe1.

[0511] R 611 To R 613 Each can be compared with reference R. 601 The descriptions are the same, and

[0512] R 614 To R 616 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group.

[0513] In one or more embodiments, xe1 in Formula 601 and xe611 to xe613 in Formula 601-1 may each be independently 0, 1 or 2.

[0514] In one or more embodiments, the electron transport region may include at least one of compounds ET1 to ET45 (e.g., one or more selected from compounds ET1 to ET45), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), tris(8-hydroxyquinoline)aluminum (Alq3), bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq), 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), 4-(naphthyl-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), or any combination thereof:

[0515]

[0516]

[0517]

[0518] The thickness of the electron transport region can be approximately to about For example, about to about For example, about to about For example, about to about For example, about to about For example, about to about For example, about

[0519] In one or more embodiments, the electron transport zone (e.g., the electron transport layer in the electron transport zone) can further include a metal-containing material in addition to one or more of the aforementioned materials.

[0520] The metal-containing material can include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ion of the alkali metal complex can be a Li ion, a Na ion, a K ion, a Rb ion, or a Cs ion, and the metal ion of the alkaline earth metal complex can be a Be ion, a Mg ion, a Ca ion, a Sr ion, or a Ba ion. The ligand coordinated to the metal ion of the alkali metal complex or the metal ion of the alkaline earth metal complex can include a hydroxyquinoline, a hydroxyisoquinoline, a hydroxybenzoquinoline, a hydroxyacridine, a hydroxyphenanthridine, a hydroxyphenyl-oxazole, a hydroxyphenyl-thiazole, a hydroxyphenyl-oxadiazole, a hydroxyphenyl-thiadiazole, a hydroxyphenyl-pyridine, a hydroxyphenyl-benzimidazole, a hydroxyphenyl-benzothiazole, a bipyridine, a phenanthroline, a cyclopentadiene, or any combination thereof.

[0521] In one or more embodiments, the metal-containing material can include a Li complex. The Li complex can include, for example, compound ET-D1 (Liq) or compound ET-D2:

[0522]

[0523] In one or more embodiments, the electron transport zone can include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer can directly contact the second electrode 150.

[0524] The electron injection layer can have: i) a single-layer structure including (e.g., consisting of) a single layer including (e.g., consisting of) a single material, ii) a single-layer structure including (e.g., consisting of) a single layer including (e.g., consisting of) a plurality of materials different from each other, or iii) a multi-layer structure including a plurality of layers including a plurality of materials different from each other.

[0525] The electron injection layer can include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0526] The alkali metal can include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal can include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal can include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0527] The alkali metal-containing compound, the alkaline earth metal-containing compound, and the rare earth metal-containing compound can include, respectively, an oxide, a halide (e.g., a fluoride, a chloride, a bromide, and / or an iodide, etc.), or a telluride of the alkali metal, the alkaline earth metal, and the rare earth metal, or any combination thereof.

[0528] The alkali metal-containing compound can include: an alkali metal oxide such as Li2O, Cs2O, and / or K2O; an alkali metal halide such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and / or KI; or any combination thereof. The alkaline earth metal-containing compound can include an alkaline earth metal oxide such as BaO, SrO, CaO, Ba x Sr 1-x O (x is a real number satisfying 0 < x < 1) and / or Ba x Ca 1-xO (x is a real number satisfying 0 < x < 1). The rare earth metal containing compound can include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, or any combination thereof. In one or more embodiments, the rare earth metal containing compound can include lanthanide tellurides. Non-limiting examples of lanthanide tellurides can include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La2Te3, Ce2Te3, Pr2Te3, Nd2Te3, Pm2Te3, Sm2Te3, Eu2Te3, Gd2Te3, Tb2Te3, Dy2Te3, Ho2Te3, Er2Te3, Tm2Te3, Yb2Te3, and / or Lu2Te3.

[0529] The alkali metal complex, the alkaline earth metal complex, and the rare earth metal complex can each include i) one of the metal ions of the alkali metal, one of the metal ions of the alkaline earth metal, and one of the metal ions of the rare earth metal, and ii) a ligand bonded to the metal ions (e.g., the respective metal ions), such as a hydroxyquinoline, a hydroxyisoquinoline, a hydroxybenzoquinoline, a hydroxyacridine, a hydroxyphenanthridine, a hydroxyphenyl oxazole, a hydroxyphenyl thiazole, a hydroxyphenyl oxadiazole, a hydroxyphenyl thiadiazole, a hydroxyphenyl pyridine, a hydroxyphenyl benzimidazole, a hydroxyphenyl benzothiazole, a bipyridine, a phenanthroline, a cyclopentadiene, or any combination thereof.

[0530] In one or more embodiments, the electron injection layer can include (e.g., consist of) an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal containing compound, an alkaline earth metal containing compound, a rare earth metal containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof, as described above. In one or more embodiments, the electron injection layer can further include an organic material (e.g., a compound represented by Formula 601).

[0531] In one or more embodiments, the electron injection layer can include (e.g., consist of) i) an alkali metal containing compound (e.g., an alkali metal halide); or ii) a) an alkali metal containing compound (e.g., an alkali metal halide), and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. In one or more embodiments, the electron injection layer can be a KI:Yb co-deposited layer, a RbI:Yb co-deposited layer, and / or a LiF:Yb co-deposited layer, etc.

[0532] When the electron injection layer further includes an organic material, the alkali metal, the alkaline earth metal, the rare earth metal, the alkali metal-containing compound, the alkaline earth metal-containing compound, the rare earth metal-containing compound, the alkali metal complex, the alkaline earth metal complex, the rare earth metal complex, or any combination thereof can be uniformly (e.g., substantially uniformly) or non-uniformly dispersed in a matrix including the organic material.

[0533] The thickness of the electron injection layer can be in a range of about 1 nm to about 100 nm, about 1 nm to about 50 nm, about 1 nm to about 30 nm, about 1 nm to about 20 nm, about 1 nm to about 10 nm, about 1 nm to about 5 nm, about 1 nm to about 3 nm, about 1 nm to about 2 nm, about 2 nm to about 100 nm, about 2 nm to about 50 nm, about 2 nm to about 30 nm, about 2 nm to about 20 nm, about 2 nm to about 10 nm, about 2 nm to about 5 nm, about 2 nm to about 3 nm, about 3 nm to about 100 nm, about 3 nm to about 50 nm, about 3 nm to about 30 nm, about 3 nm to about 20 nm, about 3 nm to about 10 nm, about 3 nm to about 5 nm, about 5 nm to about 100 nm, about 5 nm to about 50 nm, about 5 nm to about 30 nm, about 5 nm to about 20 nm, about 5 nm to about 10 nm, about 10 nm to about 100 nm, about 10 nm to about 50 nm, about 10 nm to about 30 nm, about 10 nm to about 20 nm, about 20 nm to about 100 nm, about 20 nm to about 50 nm, about 20 nm to about 30 nm, about 30 nm to about 100 nm, about 30 nm to about 50 nm, about 50 nm to about 100 nm, about 1 nm, about 2 nm, about 3 nm, about 5 nm, about 10 nm, about 20 nm, about 30 nm, about 40 nm, about 50 nm, about 60 nm, about 70 nm, about 80 nm, about 90 nm, or about 100 nm. For example, about For example, about

[0534] The second electrode 150

[0535] The second electrode 150 can be disposed on the interlayer 130. The second electrode 150 can be a cathode as an electron injection electrode, and can use a metal, an alloy, a conductive compound, or any combination thereof each having a low work function as a material for forming the second electrode 150.

[0536] The second electrode 150 can include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO, or any combination thereof. The second electrode 150 can be a transmissive electrode, a transreflective electrode, or a reflective electrode.

[0537] The second electrode 150 can have a single layer structure or a multi-layer structure including a plurality of layers.

[0538] The capping layer

[0539] In one or more embodiments, the first capping layer can be disposed outside (e.g., on) the first electrode 110, and / or the second capping layer can be disposed outside (e.g., on) the second electrode 150. In more detail, the organic light emitting device 10 can have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are sequentially stacked in the recited order, a structure in which the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are sequentially stacked in the recited order, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are sequentially stacked in the recited order.

[0540] ​​In one or more embodiments, light generated in the emission layer of the interlayer 130 of the organic light emitting device 10 can be extracted toward the outside through the first electrode 110 which is a transreflective electrode or a transmissive electrode and through the first capping layer. In one or more embodiments, light generated in the emission layer of the interlayer 130 of the organic light emitting device 10 can be extracted toward the outside through the second electrode 150 which is a transreflective electrode or a transmissive electrode and through the second capping layer.

[0541] The first capping layer and the second capping layer can increase external emission efficiency according to the principle of constructive interference. Accordingly, light extraction efficiency of the organic light emitting device 10 is increased, so that luminous efficiency of the organic light emitting device 10 can be improved.

[0542] Each of the first capping layer and the second capping layer can include a material having a refractive index of 1.6 or more (at a wavelength of 589 nm).

[0543] The first capping layer and the second capping layer can each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or an organic-inorganic composite capping layer including an organic material and an inorganic material.

[0544] At least one of the first capping layer and the second capping layer can include (e.g., the first capping layer and the second capping layer can each independently) a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine-containing compound can each be optionally substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.

[0545] In one or more embodiments, at least one of the first capping layer and the second capping layer can include (e.g., the first capping layer and the second capping layer can each independently) an amine-containing compound.

[0546] In one or more embodiments, at least one of the first capping layer and the second capping layer can include (e.g., the first capping layer and the second capping layer can each independently) a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.

[0547] In one or more embodiments, at least one of the first capping layer and the second capping layer can include (e.g., the first capping layer and the second capping layer can each independently) at least one of compounds HT28 to HT33 (e.g., one or more selected from compounds HT28 to HT33), at least one of compounds CP1 to CP6 (e.g., one or more selected from compounds CP1 to CP6), β-NPB, or any combination thereof:

[0548]

[0549] film

[0550] The heterocyclic compound represented by Formula 1 can be included in one or more suitable films. Accordingly, one or more aspects of embodiments of the present disclosure relate to a film including the heterocyclic compound represented by Formula 1. The film can be, for example, an optical member (or light control element) (e.g., a color filter, a color conversion member, a capping layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarizing layer, and / or a quantum dot-containing layer, etc.), a light blocking member (e.g., a light reflecting layer and / or a light absorbing layer, etc.), and / or a protective member (e.g., an insulating layer and / or a dielectric layer, etc.), etc.

[0551] electronic device

[0552] The organic light emitting device can be included in one or more suitable electronic devices. For example, the electronic device including the organic light emitting device can be a light emitting device and / or an authentication device, etc.

[0553] In one or more embodiments, in addition to the organic light emitting device, the electronic device (e.g., a light emitting device) can further include i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and / or the color conversion layer can be disposed in at least one travel direction of light emitted from the organic light emitting device. For example, in one or more embodiments, the light emitted from the organic light emitting device can be blue light or white light (e.g., combined white light). The light emitting device can be understood by referring to the description of the organic light emitting device described herein. In one or more embodiments, the color conversion layer can include quantum dots. The quantum dots can be, for example, the aforementioned quantum dots.

[0554] The electronic device can include a first substrate. The first substrate can include a plurality of sub-pixel regions, the color filter can include a plurality of color filter regions respectively corresponding to the plurality of sub-pixel regions, and the color conversion layer can include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixel regions.

[0555] A pixel defining film can be disposed between the sub-pixel regions to define each of the plurality of sub-pixel regions.

[0556] The color filter can further include a plurality of color filter regions and a light blocking pattern disposed between the plurality of color filter regions, and the color conversion layer can further include a plurality of color conversion regions and a light blocking pattern disposed between the plurality of color conversion regions.

[0557] The plurality of color filter regions (or the plurality of color conversion regions) can include a first region configured to emit first color light, a second region configured to emit second color light, and / or a third region configured to emit third color light, where the first color light, the second color light, and / or the third color light can have different maximum emission wavelengths. In one or more embodiments, the first color light can be red light, the second color light can be green light, and the third color light can be blue light. In one or more embodiments, the plurality of color filter regions (or the plurality of color conversion regions) can include quantum dots. In more detail, the first region can include red quantum dots to emit red light, the second region can include green quantum dots to emit green light, and the third region can not include (e.g., can exclude) quantum dots. The quantum dots can be understood by referring to the description of the quantum dots described herein. The first region, the second region, and / or the third region can each further include a scatterer.

[0558] In one or more embodiments, the organic light emitting device can emit first light, the first region can absorb the first light to emit first-first color light, the second region can absorb the first light to emit second-first color light, and the third region can absorb the first light to emit third-first color light. Here, the first-first color light, the second-first color light, and the third-first color light can have different maximum emission wavelengths from each other. For example, the first light can be blue light, the first-first color light can be red light, the second-first color light can be green light, and the third-first color light can be blue light.

[0559] In one or more embodiments, in addition to the aforementioned organic light emitting device, the electronic device can further include a thin film transistor. The thin film transistor can include a source electrode, a drain electrode, and an active layer, where one selected from the source electrode and the drain electrode can be electrically connected to the first electrode 110 or the second electrode 150 of the organic light emitting device 10.

[0560] The thin film transistor can further include a gate electrode and / or a gate insulating film, etc.

[0561] The active layer can include crystalline silicon, amorphous silicon, an organic semiconductor, and / or an oxide semiconductor, etc.

[0562] In one or more embodiments, the electronic device can further include a sealing portion for sealing the organic light emitting device. The sealing portion can be disposed between the color filter and / or the color conversion layer and the organic light emitting device. The sealing portion allows light from the organic light emitting device to be extracted to the outside, and at the same time (e.g., in synchronization) prevents environmental air and moisture from penetrating into the organic light emitting device. The sealing portion can be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion can be a thin film encapsulation layer including at least one layer of an organic layer and an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic device can be flexible.

[0563] In one or more embodiments, various functional layers can be additionally disposed on the sealing part, in addition to the color filter and / or the color conversion layer, according to the use of the electronic device. The functional layers can include a touch screen layer and / or a polarizing layer, etc. The touch screen layer can be a pressure sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer.

[0564] In addition to the organic light emitting device as described above, the authentication device can further include a biometric information collector. The authentication device can be a biometric authentication device that authenticates an individual, for example, by using biometric information of a living body (e.g., a fingertip and / or a pupil, etc.).

[0565] The electronic device can be applied to one or more of a display, a light source, a lighting device, a personal computer (e.g., a mobile personal computer), a mobile phone, a digital camera, an electronic notebook, an electronic dictionary, an electronic game machine, a medical tool (e.g., an electronic thermometer, a sphygmomanometer, a blood glucose meter, a pulse measurement device, a pulse wave measurement device, an electrocardiogram display, an ultrasonic diagnostic device, or an endoscope display), a fish finder, one or more appropriate measurement tools, an instrument (e.g., an instrument for a vehicle, an aircraft, and a ship), and / or a projector, etc.

[0566] Figure 5 and Figure 6 Description

[0567] Figure 5 is a schematic view showing a structure of a light emitting device according to one or more embodiments of the present disclosure.

[0568] Figure 5 The light emitting device of

[0569] The substrate 100 can be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 can be on (e.g., disposed on) the substrate 100. The buffer layer 210 can prevent or reduce penetration of impurities through the substrate 100, and can provide a flat surface on the substrate 100.

[0570] The TFT can be on (e.g., disposed on) the buffer layer 210. The TFT can include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0571] The active layer 220 can include an inorganic semiconductor (such as silicon or polysilicon), an organic semiconductor, or an oxide semiconductor, and can include a source region, a drain region, and a channel region.

[0572] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 can be on (e.g., disposed on) the active layer 220, and the gate electrode 240 can be on (e.g., disposed on) the gate insulating film 230.

[0573] A layer insulating film 250 can be on (e.g., disposed on) the gate electrode 240. The layer insulating film 250 can be disposed between the gate electrode 240 and the source electrode 260 to insulate the gate electrode 240 from the source electrode 260, and can be disposed between the gate electrode 240 and the drain electrode 270 to insulate the gate electrode 240 from the drain electrode 270.

[0574] The source electrode 260 and the drain electrode 270 can be on (e.g., disposed on) the layer insulating film 250. The layer insulating film 250 and the gate insulating film 230 can be formed to expose the source region and the drain region of the active layer 220, and the source electrode 260 and the drain electrode 270 can be disposed to contact exposed portions of the source region and the drain region of the active layer 220, respectively.

[0575] The TFT can be electrically connected to the organic light emitting device to drive the organic light emitting device, and can be covered and protected by a passivation layer 280. The passivation layer 280 can include an inorganic insulating film, an organic insulating film, or any combination thereof. An organic light emitting device can be provided on the passivation layer 280. The organic light emitting device can include the first electrode 110, the layer 130, and the second electrode 150.

[0576] The first electrode 110 can be on (e.g., disposed on) the passivation layer 280. The passivation layer 280 can be disposed to expose a portion of the drain electrode 270 without completely covering the drain electrode 270, and the first electrode 110 can be disposed to be connected to the exposed portion of the drain electrode 270.

[0577] A pixel defining film 290 including an insulating material can be on (e.g., disposed on) the first electrode 110. The pixel defining film 290 can expose a certain region of the first electrode 110, and the layer 130 can be formed in the region exposed by the first electrode 110. The pixel defining film 290 can be a polyimide-based organic film or a polyacrylic-based organic film. In one or more embodiments, at least some layers of the layer 130 can extend beyond an upper portion of the pixel defining film 290, disposed in the form of a common layer.

[0578] The second electrode 150 can be on (e.g., disposed on) the layer 130, and a capping layer 170 can additionally be formed on the second electrode 150. The capping layer 170 can be formed to cover the second electrode 150.

[0579] A sealing portion 300 can be on the capping layer 170. The sealing portion 300 can be disposed on the organic light emitting device to protect the organic light emitting device from moisture and / or oxygen. The sealing portion 300 can include an inorganic film including silicon nitride (SiN x), silicon dioxide (SiO) x Indium tin oxide, indium zinc oxide, or any combination thereof; organic membranes, including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate and / or polyacrylic acid, etc.), epoxy resins (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of inorganic and organic membranes.

[0580] Figure 6 A schematic diagram showing the structure of a light-emitting device according to one or more embodiments of the present disclosure is provided.

[0581] Figure 6 Light-emitting devices and Figure 5 The light-emitting devices are essentially the same, differing only in that a light-shielding pattern 500 and a functional area 400 are additionally arranged on the sealed portion 300. The functional area 400 may include i) a color filter area, ii) a color conversion area, or iii) a combination of a color filter area and a color conversion area. In one or more embodiments, Figure 6 The organic light-emitting devices included in the light-emitting device can be organic light-emitting devices connected in series.

[0582] Figure 7 Description

[0583] Figure 7 This is a schematic perspective view of an electronic device 1 including an organic light-emitting device according to one or more embodiments of the present disclosure. As an electronic device displaying moving or still images, the electronic device 1 may be a portable electronic device, such as a mobile phone, smartphone, tablet PC, mobile communication terminal, e-notebook computer, e-book reader, portable multimedia player (PMP), navigation device, or ultra-mobile PC (UMPC), as well as one or more suitable products (such as a television, laptop computer, monitor, billboard, or Internet of Things (IoT) device) or a portion thereof. In one or more embodiments, the electronic device 1 may be a wearable device (such as a smartwatch, watch phone, glasses-type display, or head-mounted display (HMD)) or a portion thereof. However, embodiments of the present disclosure are not limited thereto. For example, the electronic device 1 may include a vehicle's dashboard, a central information display on the vehicle's center console or dashboard, an interior mirror display replacing a vehicle's side mirrors, an entertainment display arranged for the rear seats of a vehicle or arranged on the back of its front seats, a head-up display (HUD) mounted on the front of the vehicle or projected onto its windshield, or a computer-generated holographic augmented reality head-up display (CGH AR HUD). For ease of description, Figure 7 The invention explains one or more implementations of the electronic device 1 as a smartphone.

[0584] The electronic device 1 can include a display area DA and a non-display area NDA outside the display area DA. The display apparatus of the electronic device 1 can implement an image through an array of a plurality of pixels arranged two-dimensionally in the display area DA.

[0585] The non-display area NDA is an area in which an image is not displayed, and can be entirely around (e.g., surround) the display area DA. In the non-display area NDA, a driver for providing an electrical signal or a power source to a display element arranged in the display area DA can be arranged. In the non-display area NDA, a pad to which an electronic element or a printed circuit board can be electrically connected can be arranged.

[0586] In the electronic device 1, a length in the x-axis direction and a length (e.g., width) in the y-axis direction can be different from each other. In one or more embodiments, as shown in FIG. 1A, the length in the x-axis direction can be shorter than the length (e.g., width) in the y-axis direction. In one or more embodiments, the length in the x-axis direction can be substantially the same as the length (e.g., width) in the y-axis direction. In one or more embodiments, the length in the x-axis direction can be greater than the length (e.g., width) in the y-axis direction. Figure 7

[0587] Figure 8 and Figures 9A to 9C described above

[0588] Figure 8 is a schematic view of the outside of a vehicle 1000 as an electronic device including an organic light emitting device according to one or more embodiments of the present disclosure. Figures 9A to 9C Each is a schematic view of the inside of the vehicle 1000 according to one or more embodiments.

[0589] Referring to Figure 8 , Figure 9A , Figure 9B and Figure 9C , the vehicle 1000 can refer to one or more appropriate devices for moving an object to be transported, such as a person, an object, or an animal, from a starting point to a destination point. The vehicle 1000 can include a vehicle traveling on a road or a track, a ship moving on the ocean or a river, and / or an airplane flying in the air using the action of air, etc.

[0590] In one or more embodiments, the vehicle 1000 can travel on a road or a track. The vehicle 1000 can move in a certain direction according to the rotation of at least one wheel thereof. In one or more embodiments, the vehicle 1000 can include a three- or four-wheeled vehicle, a construction machine, a two-wheeled vehicle, a prime mover, a bicycle, or a train traveling on a track.

[0591] ​The vehicle 1000 can include a body having an inside and an outside, and a chassis which is a portion other than the body of the vehicle 1000, in which mechanical devices required for driving are installed. The outside of the body of the vehicle 1000 can include a front panel, an engine hood, a roof panel, a rear panel, a trunk, and / or a pillar provided at a boundary between doors, etc. The chassis of the vehicle 1000 can include a power generation device, a power transmission device, a driving device, a steering device, a braking device, a suspension device, a transmission device, a fuel device, front and rear wheels, and / or left and right wheels, etc.

[0592] The vehicle 1000 can include side window glasses 1100, a front window glass 1200, side mirrors 1300, an instrument panel 1400, a center console 1500, a passenger seat instrument panel 1600, and a display device 2.

[0593] The side window glasses 1100 and the front window glass 1200 can be divided by a pillar disposed between the side window glasses 1100 and the front window glass 1200.

[0594] The side window glasses 1100 can be installed on a side of the vehicle 1000. In one or more embodiments, the side window glasses 1100 can be installed on a door of the vehicle 1000. A plurality of side window glasses 1100 can be provided and can face each other. In one or more embodiments, the side window glasses 1100 can include a first side window glass 1110 and a second side window glass 1120. In one or more embodiments, the first side window glass 1110 can be disposed adjacent to the instrument panel 1400. The second side window glass 1120 can be disposed adjacent to the passenger seat instrument panel 1600.

[0595] In one or more embodiments, the side window glasses 1100 can be spaced apart and / or separated (e.g., spaced or apart) from each other in an x-axis direction or an -x-axis direction (a direction opposite to the x direction). In one or more embodiments, the first side window glass 1110 and the second side window glass 1120 can be spaced apart and / or separated (e.g., spaced or apart) from each other in the x-axis direction or the -x-axis direction. For example, a virtual straight line L connecting the side window glasses 1100 can extend in the x-axis direction or the -x-axis direction. In one or more embodiments, the virtual straight line L connecting the first side window glass 1110 and the second side window glass 1120 to each other can extend in the x-axis direction or the -x-axis direction.

[0596] The front window glass 1200 can be installed at a front of the vehicle 1000. The front window glass 1200 can be disposed between the side window glasses 1100 opposite (e.g., facing) each other.

[0597] The side mirror 1300 can provide a rear view of the vehicle 1000. The side mirror 1300 can be mounted on the outside of the vehicle body of the vehicle 1000. In one or more embodiments, a plurality of side mirrors 1300 can be provided. One of the plurality of side mirrors 1300 can be disposed outside the first side window glass 1110. Another of the plurality of side mirrors 1300 can be disposed outside the second side window glass 1120.

[0598] The instrument panel 1400 can be disposed in front of the steering wheel. The instrument panel 1400 can include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn signal indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a trip meter, an automatic gear selection indicator, a door open warning light, an oil warning light, and / or a low fuel warning light.

[0599] The center console 1500 can include a control panel on which a plurality of buttons for adjusting an audio device, an air conditioning device, and / or a seat heater are disposed. The center console 1500 can be disposed at a side of the instrument panel 1400.

[0600] The passenger seat instrument panel 1600 can be spaced and / or separated (e.g., spaced apart or separated) from the instrument panel 1400, and the center console 1500 can be disposed between the instrument panel 1400 and the passenger seat instrument panel 1600. In one or more embodiments, the instrument panel 1400 can be disposed to correspond to the driver seat, and the passenger seat instrument panel 1600 can be disposed to correspond to the passenger seat. In one or more embodiments, the instrument panel 1400 can be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 can be adjacent to the second side window glass 1120.

[0601] In one or more embodiments, the display apparatus 2 can include a display panel 3, and the display panel 3 can display an image. The display apparatus 2 can be disposed inside the vehicle 1000. In one or more embodiments, the display apparatus 2 can be disposed between the side window glasses 1100 opposite to each other (e.g., facing each other). The display apparatus 2 can be disposed on at least one of the instrument panel 1400, the center console 1500, and the passenger seat instrument panel 1600.

[0602] The display apparatus 2 can include an organic light emitting display apparatus, an inorganic light emitting display apparatus, and / or a quantum dot display apparatus, etc. Hereinafter, as the display apparatus 2 according to one or more embodiments of the disclosure, an organic light emitting display apparatus including an organic light emitting device according to the disclosure will be described as an example, but one or more appropriate types of display devices as described above can be used in the embodiments of the disclosure.

[0603] Reference Figure 9AIn one or more embodiments, the display device 2 can be disposed on the center console 1500. In one or more embodiments, the display device 2 can display navigation information. In one or more embodiments, the display device 2 can display information regarding audio settings, video settings, and / or vehicle settings.

[0604] Reference Figure 9B In one or more embodiments, the display device 2 can be disposed on the instrument panel 1400. In these embodiments, the instrument panel 1400 can display driving information, etc. through the display device 2. For example, the instrument panel 1400 can digitally implement driving information, etc. The instrument panel 1400 can digitally implement vehicle information and driving information as images. In one or more embodiments, a needle of a tachometer and gauges and one or more appropriate warning light icons can be displayed through digital signals.

[0605] Reference Figure 9C In one or more embodiments, the display device 2 can be disposed on the passenger seat panel 1600. The display device 2 can be embedded in or disposed on the passenger seat panel 1600. In one or more embodiments, the display device 2 disposed on the passenger seat panel 1600 can display images related to information displayed on the instrument panel 1400 and / or information displayed on the center console 1500. In one or more embodiments, the display device 2 disposed on the passenger seat panel 1600 can display information different from information displayed on the instrument panel 1400 and / or information displayed on the center console 1500.

[0606] Manufacturing method

[0607] The layer constituting the hole transport zone, the emission layer, and the layer constituting the electron transport zone can be formed in a specific zone by using one or more appropriate methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and / or laser induced thermal imaging, etc.

[0608] When the layer constituting the hole transport zone, the emission layer, and the layer constituting the electron transport zone are each formed by vacuum deposition, the deposition can be performed at a deposition temperature in the range of about 100°C to about 500°C, at a vacuum degree in the range of about 10 -8 tor to about 10 -3 tor, and at a deposition rate in the range of about to about depending on the material to be included in the layer to be formed and the structure of the layer to be formed.

[0609] Definitions of terms

[0610] The term "C3-C 60"Carbocyclyl" refers to cyclic groups including (e.g., consisting solely of) carbon atoms as the sole ring atom(s) and having from 3 to 60 carbon atoms, and the term "C3-Ci0carbocyclyl" as used herein means a carbocyclyl group having from 3 to 10 carbon atoms. In one or more embodiments, a carbocyclyl group has 3 to 20 carbon atoms, 3 to 14 carbon atoms, 3 to 10 carbon atoms, 3 to 8 carbon atoms, 3 to 7 carbon atoms, or 3 to 6 carbon atoms. 60 "Heterocyclyl" refers to cyclic groups having from 1 to 60 carbon atoms and further including, in addition to carbon atoms, at least one heteroatom as a ring atom. C3-C 60 Carbocyclyl and C1-C 60 Heterocyclyl groups can each be monocyclic groups including (e.g., exactly) one ring (e.g., consisting solely of one ring) or polycyclic groups in which two or more rings are fused together. In one or more embodiments, a C1-C 60 The number of ring atoms of a heterocyclyl group can be from 3 to 61.

[0611] The term "cyclic group" as used herein can (e.g., simultaneously) include both carbocyclyl and C1-C 60 Carbocyclyl and C1-C 60 Heterocyclyl groups can each be monocyclic groups including (e.g., exactly) one ring (e.g., consisting solely of one ring) or polycyclic groups in which two or more rings are fused together. In one or more embodiments, a C1-C

[0612] The term "π-electron rich C3-C 60 Cyclic group" refers to cyclic groups having from 3 to 60 carbon atoms and not including *-N=* as a ring-forming moiety, and the term "π-electron deficient nitrogen-containing C1-C 60 Cyclic group" refers to heterocyclyl groups having from 1 to 60 carbon atoms and including *-N=* as a ring-forming moiety.

[0613] In one or more embodiments,

[0614] C3-C 60 Carbocyclyl groups can be i) a T1group or ii) a fused ring group in which two or more T1groups are fused together (e.g., a cyclopentadienyl group, an adamantyl group, a norbornyl group, a phenyl group, a pentacene group, a naphthyl group, an azulene group, an indacene group, a phenalene group, a phenalenyl group, a fluorene group, a spirobifluorene group, a benzofluorene group, an indenophenanthrene group, or an indanthalene group),

[0615] C1-C 60Heterocyclyl can be i) a T2 group, ii) a fused ring group in which two or more T2 groups are fused to one another, or iii) a fused ring group in which at least one T2 group and at least one T1 group are fused to one another (e.g., pyrrolyl, thiopyrrolyl, borolyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furanyl, indolyl, benzoindolyl, naphthoindolyl, isoindolyl, benzoisoindolyl, naphthoisoindolyl, benzothiopyrrolyl, benzothienyl, benzofuranyl, carbazolyl, dibenzothiopyrrolyl, dibenzothienyl, dibenzofuranyl, indolocarbazolyl, indolocarbazolyl, benzofuranocarbazolyl, benzothienocarbazolyl, benzothiopyrrolocarbazolyl, benzoindolocarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiopyrrolyl, benzofuranodibenzofuranyl, benzofuranodibenzothienyl, benzothienodibenzothienyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzoisothiazolyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, quinoxalyl, benzoquinoxalyl, quinazolyl, benzoquinazolyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafuorenyl, azadibenzothiopyrrolyl, azadibenzothienyl, and / or azadibenzofuranyl, etc.),

[0616] π-electron rich C3-C 60 Cyclic groups can be i) a T1 group, ii) a fused ring group in which two or more T1 groups are fused to one another, iii) a T3 group, iv) a fused ring group in which two or more T3 groups are fused to one another, or v) a fused ring group in which at least one T3 group and at least one T1 group are fused to one another (e.g., C3-C 60 C3-C

[0617] π-electron deficient C1-C 60The cyclic group may be i) a T4 group, ii) a fused ring group in which two or more T4 groups are fused together, iii) a fused ring group in which at least one T4 group and at least one T1 group are fused together, iv) a fused ring group in which at least one T4 group and at least one T3 group are fused together, or v) a fused ring group in which at least one T4 group, at least one T1 group and at least one T3 group are fused together (e.g., pyrazolyl, imidazole, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, benzopyrazolyl). Benzimidazolyl, benzoxazolyl, benzoisoxazolyl, benzothiazolyl, benzoisothiazolyl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinel, cinolinyl, phthalazinyl, naphthidyl, imidazopyridyl, imidazopyrimidyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiophene, azadibenzothiophene, and / or azadibenzofuranyl, etc.

[0618] The T1 group can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptane), norbornyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane, or phenyl.

[0619] The T2 group can be furanyl, thiophene, 1H-pyrrolyl, thiophene, borocyclopentadienyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiazolyl, azaboracyclopentadienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyrazinyl, triazinyl, tetraazinyl, pyrrolylalkyl, imidazolyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyrazinyl, or dihydropyrazinyl.

[0620] The T3 group can be furanyl, thiophene, 1H-pyrrole, thiophene, or borocyclopentadienyl, and

[0621] The T4 group can be 2H-pyrrole, 3H-pyrrole, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, azirthiolyl, aziboranecyclopentadienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, or tetraazinyl.

[0622] The term "cyclic group," "C3-C 60 carbocyclyl," "C1-C 60 heterocyclyl," "π-electron rich C3-C 60 cyclic group," or "π-electron deficient nitrogen-containing C1-C 60 cyclic group" can refer to groups that are fused to any cyclic group or groups that are not fused to any cyclic group, and can each be a monovalent group or a multivalent group (e.g., a divalent group, a trivalent group, and / or a tetravalent group, etc.). In one or more embodiments, "phenyl" can be benzo, phenyl, and / or phenylene, etc., as can be readily appreciated by one of ordinary skill in the art from the structure of the formulae that include "phenyl."

[0623] monovalent C3-C 60 carbocyclyl, and monovalent C1-C 60 heterocyclyl. Non-limiting examples of C3-C 10 cycloalkyl, C1-C 10 heterocycloalkyl, C3-C 10 cycloalkenyl, C1-C 10 heterocycloalkenyl, C6-C 60 aryl, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, and monovalent non-aromatic fused heteropolycyclic group, and divalent C3-C 60 carbocyclyl, and divalent C1-C 60 heterocyclyl. Non-limiting examples of C3-C 10 cycloalkylene, C1-C 10 heterocycloalkylene, C3-C 10 cycloalkenylene, C1-C 10 heterocycloalkenylene, C6-C 60 arylene, C1-C 60 heteroarylene, divalent non-aromatic fused polycyclic group, and divalent non-aromatic fused heteropolycyclic group.

[0624] The term "C1-C 60 alkyl" as used herein refers to a straight-chain or branched-chain aliphatic hydrocarbon monovalent group having from 1 to 60 carbon atoms, and non-limiting examples thereof include methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, n-pentyl, t-pentyl, neopentyl, i-pentyl, s-pentyl, 3-pentyl, s-i-pentyl, n-hexyl, i-hexyl, s-hexyl, t-hexyl, n-heptyl, i-heptyl, s-heptyl, t-heptyl, n-octyl, i-octyl, s-octyl, t-octyl, n-nonyl, i-nonyl, s-nonyl, t-nonyl, n-decyl, i-decyl, s-decyl, and t-decyl. The term "C1-C 60 alkylene" as used herein refers to a straight-chain or branched-chain aliphatic hydrocarbon divalent group having from 1 to 60 carbon atoms, and non-limiting examples thereof include methylene, ethylene, n-propylene, i-propylene, n-butylene, s-butylene, i-butylene, t-butylene, n-pentylene, t-pentylene, neopentylene, i-pentylene, s-pentylene, 3-pentylene, s-i-pentylene, n-hexylene, i-hexylene, s-hexylene, t-hexylene, n-heptylene, i-heptylene, s-heptylene, t-heptylene, n-octylene, i-octylene, s-octylene, t-octylene, n-nonylene, i-nonylene, s-nonylene, t-nonylene, n-decylene, i-decylene, s-decylene, and t-decylene.60 Alkyl groups have essentially the same divalent structure.

[0625] As used in this article, the term "C2-C" 60 "Alkenyl" refers to the group formed at C2-C. 60 The alkyl group has at least one carbon-carbon double bond at its middle or end, and non-limiting examples include vinyl, propenyl, and butenyl groups. As used herein, the term "C2-C" is used... 60 "Alkenyl" refers to C2-C 60 Alkenes have divalent groups with essentially the same structure.

[0626] As used in this article, the term "C2-C" 60 "Alkyne group" refers to the group at C2-C 60 The alkyl group has at least one monovalent hydrocarbon group with a carbon-carbon triple bond in the middle or at the end, and non-limiting examples include ethynyl and propynyl groups. As used herein, the term "C2-C" is used... 60 "Immyneyl" refers to C2-C 60 The alkynyl group is a divalent group with essentially the same structure.

[0627] As used in this article, the term "C1-C" 60 "Alkoxy" refers to the compound formed by -OA 101 (where A) 101 For C1-C 60 Alkyl groups are monovalent groups, and non-limiting examples include methoxy, ethoxy, and isopropoxy.

[0628] As used in this article, the term "C3-C" 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and non-limiting examples may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl (i.e., adamantyl), norbornyl (i.e., norbornyl) (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl and / or bicyclo[2.2.2]octyl, etc. The term "C3-C" as used herein... 10 "Cycloalkylene" refers to C3-C 10 Cycloalkyl groups have divalent groups with essentially the same structure.

[0629] As used in this article, the term "C1-C" 10 "Heterocyclic alkyl" refers to a monovalent cyclic group having 1 to 10 carbon atoms and further comprising at least one heteroatom as a cyclic atom in addition to the carbon atoms, and non-limiting examples include 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, and tetrahydrothiopheneyl. The term "C1-C" as used herein is also used. 10 "Heterocyclic alkyl" refers to C1-C10 Heterocycloalkyl is a divalent group of essentially the same structure.

[0630] The term "C3-C 10 Cycloalkenyl refers to a monovalent cyclic group having from 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and no aromaticity, and non-limiting examples of which include cyclopentenyl, cyclohexenyl, and cycloheptenyl. The term "C3-C 10 Cycloalkenyl refers to a monovalent cyclic group having from 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and no aromaticity, and non-limiting examples of which include cyclopentenyl, cyclohexenyl, and cycloheptenyl. The term "C3-C 10 Cycloalkenyl is a divalent group of essentially the same structure.

[0631] The term "C1-C 10 Heterocycloalkenyl refers to a monovalent cyclic group having from 1 to 10 carbon atoms, further including at least one heteroatom as a ring-forming atom in addition to the carbon atoms, and having at least one double bond in its ring. C1-C 10 Non-limiting examples of heterocycloalkenyl include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiophenyl. The term "C1-C 10 Heterocycloalkenyl refers to a monovalent cyclic group having from 1 to 10 carbon atoms, further including at least one heteroatom as a ring-forming atom in addition to the carbon atoms, and having at least one double bond in its ring. C1-C 10 Heterocycloalkenyl is a divalent group of essentially the same structure.

[0632] The term "C6-C 60 Aryl refers to a monovalent group of a carbocyclic aromatic system having from 6 to 60 carbon atoms, and the term "C6-C 60 Aryl refers to a monovalent group of a carbocyclic aromatic system having from 6 to 60 carbon atoms, and the term "C6-C 60 Non-limiting examples of aryl include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, triphenylenyl, pyrenyl, 1,2- benzophenanthryl, perylenyl, pentaphenyl, heptalene, tetracene, chrysene, hexacene, pentacene, coronene, and ovalene. When C6-C 60 Aryl and C6-C 60 When aryl and C6-C

[0633] The term "C1-C 60 Heteroaryl refers to a monovalent group of a heterocyclic aromatic system having from 1 to 60 carbon atoms and further including at least one heteroatom as a ring-forming atom in addition to the carbon atoms. The term "C1-C 60heteroarylene" refers to a divalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms and further including, in addition to carbon atoms, at least one heteroatom as a ring-forming atom. C1-C 60 Non-limiting examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, benzoquinolinyl, isoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, and naphthyridinyl. When C1-C 60 heteroaryl and C1-C 60 When the heteroarylene groups each include two or more rings, the two or more rings can be fused to each other.

[0634] The term "monovalent non-aromatic fused polycyclic group" as used herein refers to a monovalent group having two or more rings fused to each other, only carbon atoms (e.g., 8 to 60 carbon atoms) as ring-forming atoms, and no aromaticity in its molecular structure if (e.g., when) considered as a whole. Non-limiting examples of monovalent non-aromatic fused polycyclic groups include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl, and indenoanthracenyl. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having substantially the same structure as a monovalent non-aromatic fused polycyclic group.

[0635] The term "monovalent non-aromatic fused heteropolycyclic group" as used herein refers to a monovalent group having two or more rings fused to each other, further including at least one heteroatom as a ring-forming atom in addition to carbon atoms (e.g., 1 to 60 carbon atoms), and which is not aromatic in its molecular structure if (e.g., when) considered as a whole. Non-limiting examples of monovalent non-aromatic fused heteropolycyclic groups include pyrrolyl, thienyl, furanyl, indolyl, benzoindolyl, naphthoindolyl, isoindolyl, benzoisoindolyl, naphthoisoindolyl, benzothiophyl, benzothienyl, benzofuranyl, carbazolyl, dibenzothiophyl, dibenzothienyl, dibenzofuranyl, azacarbazolyl, azafuorenyl, azadibenzothiophyl, azadibenzothienyl, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl, benzothiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, indenocarbazolyl, indolocarbazolyl, benzofuranocarbazolyl, benzothienocarbazolyl, benzothianocarbazolyl, benzolindolocarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothianolyl, benzofuranodibenzofuranyl, benzofuranodibenzothienyl, and benzothienodibenzothienyl. The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having essentially the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0636] The term "C6-C 60 Aryloxy" refers to -OA 102 (wherein A 102 is C6-C 60 aryl), and the term "C6-C 60 Arylthio" refers to -SA 103 (wherein A 103 is C6-C 60 aryl). The term "C1-C 60 Heteroaryloxy" can be a group represented by -O(A 108 )(wherein A 108 may be C1-C 60 heteroaryl), and the term "C1-C 60 Heteroarylthio" can be a group represented by -S(A 109 )(wherein A 109 may be C1-C 60 heteroaryl).

[0637] The term "C7-C60 "Aryl group" refers to -A 104 A 105 (where A) 104 For C1-C 54 Alkylene, and A 105 For C6-C 59 Aryl), and as used herein by the term "C2-C 60 "Heteroarylene" refers to -A 106 A 107 (where A) 106 For C1-C 59 Alkylene, and A 107 For C1-C 59 (Miscellaneous aromatic compounds).

[0638] As used in this article, the term "C3-C" 60 "Carbocyclic group" includes C3-C 50 carbonyl group, C3-C 40 carbonyl group, C3-C 30 carbonyl group, C3-C 20 carbonyl group or C3-C 10 carbon cyclo group;

[0639] The term "C1-C" 60 "Heterocyclic groups" include C1-C 50 Heterocyclic groups, C1-C 40 Heterocyclic groups, C1-C 30 Heterocyclic groups, C1-C 20 Heterocyclic groups or C1-C 10 Heterocyclic groups;

[0640] The term "C1-C" 60 "alkyl" includes C1-C 50 Alkyl, C1-C 30 Alkyl, C1-C 20 Alkyl or C1-C 10 alkyl;

[0641] The term "C2-C" 60 "Alkenyl" includes C2-C 30 alkenyl, C2-C 20 alkenyl or C2-C 10 alkenyl;

[0642] The term "C2-C" 60 "Alkyne group" includes C2-C 30 alkynyl group, C2-C 20 alkynyl or C2-C 10 alkynyl group;

[0643] The term "C1-C" 60 "Alkoxy" includes C1-C30 alkyl, C1-C 20 alkyl, C1-C 10 alkyl;

[0644] The term "C6-C 60 aryl" includes C6-C 50 aryl, C6-C 40 aryl, C6-C 30 aryl, C6-C 20 aryl or C6-C 15 aryl;

[0645] The term "C1-C 60 heteroaryl" includes C1-C 50 heteroaryl, C1-C 40 heteroaryl, C1-C 30 heteroaryl, C1-C 20 heteroaryl or C1-C 10 heteroaryl;

[0646] "monovalent non-aromatic fused polycyclic group" includes C8-C 60 monovalent non-aromatic fused polycyclic group, C8-C 50 monovalent non-aromatic fused polycyclic group, C8-C 40 monovalent non-aromatic fused polycyclic group, C8-C 30 monovalent non-aromatic fused polycyclic group or C8-C 20 monovalent non-aromatic fused polycyclic group;

[0647] The term "monovalent non-aromatic fused heteropolycyclic group" includes C1-C 60 monovalent non-aromatic fused heteropolycyclic group, C1-C 50 monovalent non-aromatic fused heteropolycyclic group, C1-C 40 monovalent non-aromatic fused heteropolycyclic group, C1-C 30 monovalent non-aromatic fused heteropolycyclic group or C1-C 20 monovalent non-aromatic fused heteropolycyclic group;

[0648] The term "C6-C 60 aryloxy" includes C6-C 50 aryloxy, C6-C 40 aryloxy, C6-C 30 aryloxy, C6-C 20 aryloxy or C6-C 15 aryloxy;

[0649] The term "C6-C 60 arylthio" includes C6-C 50 arylthio, C6-C 40 arylthio, C6-C30 thioaryl, C6-C 20 thioaryl or C6-C 15 thioaryl;

[0650] The term "C1-C 60 heteroaryloxy" includes C1-C 50 heteroaryloxy, C1-C 40 heteroaryloxy, C1-C 30 heteroaryloxy, C1-C 20 heteroaryloxy or C1-C 15 heteroaryloxy;

[0651] The term "C1-C 60 heteroarylthio" includes C1-C 50 heteroarylthio, C1-C 40 heteroarylthio, C1-C 30 heteroarylthio, C1-C 20 heteroarylthio or C1-C 15 heteroarylthio;

[0652] The term "C7-C 60 aralkyl" includes C7-C 50 aralkyl, C7-C 40 aralkyl, C7-C 30 aralkyl, C7-C 20 aralkyl or C7-C 15 aralkyl; and

[0653] The term "C2-C 60 heteroaralkyl" includes C2-C 50 heteroaralkyl, C2-C 40 heteroaralkyl, C2-C 30 heteroaralkyl, C2-C 20 heteroaralkyl or C2-C 15 heteroaralkyl.

[0654] The term "R 10a " refers to:

[0655] deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, or hydrazono;

[0656] each unsubstituted or substituted C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 alkoxy: deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 carbocyclyl, C1-C 60heteroaryloxy, C1-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl, C2-C 60 heteroaralkyl, -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 ), -P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0657] each unsubstituted or substituted C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl or C2-C 60 heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60 alkoxy, C3-C 60 carbocyclyl, C1-C 60 heterocyclyl, C6-C 60 aryloxy, C6-C 60 arylthio, C1-C 60 heteroaryloxy, C1-C 60 heteroarylthio, C7-C 60 aralkyl, C2-C 60 heteroaralkyl, -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-P(=O)(Q) 21 (Q) 22 ) or any combination thereof; or

[0658] -Si(Q 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) or -P(=O)(Q 31 (Q) 32 ).

[0659] As used in this article, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of these can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidine; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkyne group; C1-C 60 Alkyl groups; each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted with alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group; C7-C 60 Aryl alkyl group; or C2-C 60 Heteroaryl alkyl groups.

[0660] As used herein, the term "heteroatom" refers to any atom other than carbon and hydrogen. Non-limiting examples of heteroatoms include O, S, N, P, Si, B, Ge, Se, or any combination thereof.

[0661] As used herein, the term "Ph" refers to phenyl, "Me" refers to methyl, "Et" refers to ethyl, and "tert-Bu" or "Bu" refers to ethyl. t "Refers to tert-butyl, and as used herein, the term "OMe" refers to methyl methacrylate (MMA).

[0662] The term "biphenyl" as used herein refers to "a phenyl group substituted with a phenyl group". For example, a "biphenyl" is a C6-C12aryl group having a C6-C6aryl substituent. 60 A phenyl group substituted with an aryl group as a substituent.

[0663] The term "terphenyl" as used herein refers to "a phenyl group substituted with a biphenyl group". For example, a "terphenyl" is a C6-C18aryl group having a C6-C12aryl substituent. 60 A C6-C12aryl group substituted with a C6-C6aryl group. 60 A phenyl group substituted with an aryl group as a substituent.

[0664] The terms "x-axis", "y-axis", and "z-axis" as used herein are not limited to three axes in an orthogonal coordinate system, and can be interpreted in a broader sense than the aforementioned three axes in an orthogonal coordinate system. For example, the x-axis, the y-axis, and the z-axis can describe axes orthogonal to each other, or can describe axes of different directions that are not orthogonal to each other.

[0665] In the specification, "an integer selected from 0 to 10" refers to an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, and 10. The above description of the numerical range is equally applicable to any numerical range appearing in the specification, for example, an integer selected from 0 and 1, an integer selected from 0 to 2, an integer selected from 0 to 3, an integer selected from 0 to 4, an integer selected from 0 to 5, an integer selected from 0 to 6, an integer selected from 0 to 7, an integer selected from 0 to 8, an integer selected from 0 to 9, an integer selected from 0 to 10, etc.

[0666] Unless otherwise defined, each of * and * as used herein refers to a bonding site with an adjacent atom in the corresponding formula or moiety.

[0667] Hereinafter, the compound according to one or more embodiments and the organic light emitting device according to one or more embodiments will be described in greater detail with reference to synthesis examples and examples. The phrase "use B instead of A" used in describing the synthesis examples refers to use of substantially the same molar equivalent of B instead of A.

[0668] Synthesis Example

[0669] Synthesis Example 1: Synthesis of Compound 2

[0670]

[0671] (1) Synthesis of Intermediate 2a

[0672] Intermediate 2a (1.0 eq.), 2-(tert-butyl)-4,6-dichloro-1,3,5-triazine (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the end of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Intermediate 2b was obtained by column chromatography (yield: 75%).

[0673] (2) Synthesis of Intermediate 2b

[0674] Intermediate 2a (1.0 eq.), 2-(tert-butyl)-4,6-dichloro-1,3,5-triazine (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the end of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Intermediate 2b was obtained by column chromatography (yield: 75%).

[0675] (3) Synthesis of Compound 2

[0676] Intermediate 2b (1.0 eq.), 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,9-dioxa-13b-bora-naphthacene (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the end of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Compound 2 was obtained by column chromatography (yield: 80%).

[0677] Synthesis Example 2: Synthesis of Compound 18

[0678]

[0679] (1) Synthesis of Intermediate 18a

[0680] Intermediate 2a (1.0 eq.), 2-(6-bromonaphthalen-2-yl)-4-(tert-butyl)-6-chloro- 1,3,5-triazine (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the end of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Compound 18 was obtained by column chromatography (yield: 72%).

[0681] (2) Synthesis of compound 18

[0682] Intermediate 18a (1.0 eq.), 7-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)- 5,9-dioxa-13b-boronaphtho[3,2,1-de]anthracene (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the end of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Compound 18 was obtained by column chromatography (yield: 72%).

[0683] Synthesis Example 3: Synthesis of compound 40

[0684]

[0685] Intermediate 2b (1.0 eq.), 7-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)- 5,9-dioxa-13b-boronaphtho[3,2,1-de]anthracene (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the end of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Compound 40 was obtained by column chromatography (yield: 61%).

[0686] Synthesis Example 4: Synthesis of compound 49

[0687]

[0688] (1) Synthesis of intermediate 49a

[0689] Intermediate 49a (1.0 eq.), 2-(4-bromophenyl)-4-(tert-butyl)-6-chloro-1,3,5-triazine (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the end of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Intermediate 49b was obtained by column chromatography (yield: 58%).

[0690] (2) Synthesis of Intermediate 49b

[0691] Intermediate 49a (1.0 eq.), 2-(4-bromophenyl)-4-(tert-butyl)-6-chloro-1,3,5-triazine (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the end of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Intermediate 49b was obtained by column chromatography (yield: 58%).

[0692] (3) Synthesis of Compound 49

[0693] Intermediate 49b (1.0 eq.), 7-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-5,9-dioxa-13b-boronaphtho[3,2,1-de]anthracene (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the end of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Compound 49 was obtained by column chromatography (yield: 70%).

[0694] Synthesis Example 5: Synthesis of Compound 78

[0695]

[0696] Intermediate 2b (1.0 eq.), 3-(5,9-dioxa-13b-boronaphtho[3,2,1-de]anthracen-7-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the completion of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Compound 78 was obtained by column chromatography (yield: 62%).

[0697] Synthesis Example 6: Synthesis of Compound 85

[0698]

[0699] (1) Synthesis of Intermediate 85a

[0700] Intermediate 49a (1.0 eq.), 2-(4-bromophenyl)-4-(tert-butyl)-6-chloro-1,3,5-triazine (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the completion of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Intermediate 85a was obtained by column chromatography (yield: 54%).

[0701] (2) Synthesis of Compound 85

[0702] Intermediate 85a (1.0 eq.), 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-oxa-9-thia-13b-boronaphtho[3,2,1-de]anthracene (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours under a nitrogen atmosphere. After the completion of the reaction, the organic layer obtained by a three-rinse process using water and diethyl ether was first dried with anhydrous MgSO4, and dried again under reduced pressure. Compound 85 was obtained by column chromatography (yield: 66%).

[0703] Synthesis Example 7: Synthesis of Compound 170

[0704]

[0705] Intermediate 2b (1.0 eq.), 2-(5,9-dithia-13b-borannul[3,2,1-de]anthracen-7-yl)-4,4,5,5- tetramethyl-1,3,2-dioxaborolane (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours in a nitrogen atmosphere. After completion of the reaction, the reaction product was washed three times using diethyl ether and water, and the obtained organic layer was dried with anhydrous MgSO4, and then dried under reduced pressure. Compound 170 was obtained by column chromatography (yield: 48%).

[0706] Synthesis Example 8: Synthesis of Compound 182

[0707]

[0708] (1) Synthesis of Intermediate 182a

[0709] Intermediate 2a (1.0 eq.), 2-(3-bromonaphthalen-2-yl)-4-(tert-butyl)-6-chloro-1,3,5-triazine (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours in a nitrogen atmosphere. After completion of the reaction, the organic layer obtained by a three-time washing process using water and diethyl ether was first dried with anhydrous MgSO4, and then dried again under reduced pressure. Intermediate 182a was obtained by column chromatography (yield: 63%).

[0710] (2) Synthesis of Compound 182

[0711] Intermediate 182a (1.0 eq.), 2-(5,9-dithia-13b-borannul[3,2,1-de]anthracen-7-yl)-4,4,5,5- tetramethyl-1,3,2-dioxaborolane (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.) and potassium carbonate (3.0 eq.) were dissolved in 200 mL of toluene, 40 mL of ethanol and 80 mL of water, and the mixed solution was stirred at 110°C for 24 hours in a nitrogen atmosphere. After completion of the reaction, the organic layer obtained by a three-time washing process using water and diethyl ether was first dried with anhydrous MgSO4, and then dried again under reduced pressure. Compound 182 was obtained by column chromatography (yield: 58%).

[0712] Synthesis Example 9: Synthesis of Compound 258

[0713]

[0714] Intermediate 2b (1.0 eq.), 2,12-di-tert-butyl-7-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborane-2-yl)phenyl)-5,9-dioxa-13b-borona[3,2,1-de]anthracene (1.0 eq.), tetrakis(triphenylphosphine)palladium (0.1 eq.), and potassium carbonate (3.0 eq.) were dissolved in 200 mL toluene, 40 mL ethanol, and 80 mL water. The mixture was stirred at 110 °C for 24 hours under a nitrogen atmosphere. After the reaction was complete, the organic layer obtained by a three-washing process with water and diethyl ether was first dried with anhydrous MgSO4 and then dried again under reduced pressure. Compound 258 (yield: 51%) was obtained by column chromatography.

[0715] Proton NMR of each of compounds 2, 18, 40, 49, 78, 85, 170, 182, and 258 synthesized according to Synthesis Examples 1 to 9 ( 1 The H NMR data and mass spectrometry / fast atomic bombardment (MS / FAB) data are shown in Table 1. By referring to the synthetic routes and starting materials, those skilled in the art can easily identify synthetic methods for compounds other than compounds 2, 18, 40, 49, 78, 85, 170, 182 and 258 synthesized in Synthetic Examples 1 to 9.

[0716] Table 1

[0717]

[0718] Example

[0719] Comparative Example 1

[0720] As the anode, a 15Ω / cm anode is formed on it. 2 The glass substrate (Corning's product) of the ITO electrode is cut to a size of 50mm×50mm×0.7mm, ultrasonicated with isopropanol and pure water (isopropanol and then pure water) for 5 minutes each, cleaned by ultraviolet irradiation and ozone exposure for 30 minutes, and then installed on a vacuum deposition equipment.

[0721] NPD is deposited on the anode to form a structure with... A hole injection layer of a certain thickness is formed, and HT3 is deposited on the hole injection layer to form a hole injection layer with a certain thickness. A hole transport layer of a certain thickness was formed, and CzSi was deposited on the hole transport layer to form a hole transport layer with [missing information]. A launch auxiliary layer of a certain thickness.

[0722] A main body in which HTH55 and ETH66 were mixed at a weight ratio of 1:1, PD41 (as a phosphorescent sensitizer), and t-DABNA (as a dopant) were co-deposited on the emission auxiliary layer at a weight ratio of 84:15:1 to form an emission layer having a thickness of 100 nm, and TSPO1 was deposited on the emission layer to form a hole blocking layer having a thickness of 20 nm. Thereafter, TPBi was deposited on the hole blocking layer to form an electron transport layer having a thickness of 40 nm, and LiF was deposited on the electron transport layer to form an electron injection layer having a thickness of 1 nm. Al was deposited on the electron injection layer to form a cathode having a thickness of 100 nm, thereby completing the manufacture of the organic light emitting device.

[0723]

[0724] Examples 1 to 9 and Comparative Examples 2 to 5

[0725] Each of the organic light emitting devices was manufactured in substantially the same manner as Comparative Example 1, except that when forming the electron transport layer, the compounds shown in Table 2 were used instead of TPBi, respectively.

[0726] Evaluation Example 1: Evaluation of properties of organic light emitting device

[0727] For each of the organic light emitting devices of Examples 1 to 9 and Comparative Examples 1 to 5, the driving voltage at 1,000 cd / m 2 , the luminous efficiency (measured at a current density of 50 mA / cm 2 ), and the lifespan (T 95 , measured at a current density of 100 mA / cm 2 ) were each measured by using Keithley MU 236 and a luminance meter PR650. The results are shown in Table 2. In Table 2, the lifespan (T 95 ) is a measurement of the time (hr) for the luminance to reach 95% of the initial luminance, and is expressed as a relative value to that of Comparative Example 1 (i.e., the lifespan ratio).

[0728] Table 2

[0729]

[0730]

[0731] ​​​​​Referring to Table 2, it is confirmed that each of the organic light emitting devices of Examples 1 to 9 has a low driving voltage, a high luminous efficiency, and a significantly improved lifespan characteristic compared to the organic light emitting devices of Comparative Examples 1 to 5.

[0732] According to one or more embodiments of the present disclosure, the organic light emitting device including the heterocyclic compound represented by Formula 1 can have a low driving voltage, a high luminous efficiency, a high color purity, and a long lifespan characteristic. In addition, high-quality electronic devices and consumer goods can be manufactured by using the organic light emitting device.

[0733] In the present disclosure, it will be understood that the terms "comprise(s)", "comprising", "include(s)", "including", or "have(s)", "having", or "has", "having" indicate the presence of the stated feature, integer, step, operation, element, component, and / or group but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, and / or groups thereof. In addition, the terms "comprise(s)", "comprising", "include(s)", "including", or "have(s)", "having", or "has", "having" or other similar terms include or support the terms "consist of" and "consist essentially of" indicating the presence of the stated feature, integer, step, operation, element, component, and / or group, but the absence of or essentially the absence of other features, integers, steps, operations, elements, components, and / or groups.

[0734] In the context of the present application, and unless otherwise defined, the terms "use", "using", and "used" can be considered synonymous with the terms "utilize", "utilizing", "utilized", respectively.

[0735] Throughout the present disclosure, when referring to a component (such as a layer, film, region, or plate) being "disposed on" another component (such as a layer, film, region, or plate), it will be understood that it can be directly on the other component (such as a layer, film, region, or plate) or that yet another component (such as a layer, film, region, or plate) can be interposed between them. In some embodiments, "directly on" can refer to the absence of additional layers, films, regions, plates, etc. between layers, films, regions, plates, etc. and other components. For example, "directly on" can refer to disposing two layers or two members without utilizing additional members (such as adhesive members) therebetween.

[0736] In the present disclosure, although one or more elements, components, regions, and / or layers can be described herein utilizing the terms "first," "second," etc., such elements, components, regions, and / or layers should not be limited by such terms. Such terms are only utilized to distinguish one component from another.

[0737] As utilized herein, the singular forms "a," "an," "one," and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise. Further, the use of "or" means "and / or" unless the context clearly indicates otherwise. The use of "comprise," "comprises," "comprising," "contain," "contains," "containing," "include," "includes," "including," "have," "has," "having," "is," "is

[0738] As utilized herein, the terms "substantially," "approximately," or similar terms are utilized as terms of approximation and not as terms of degree, and are intended to account for the inherent deviations in measured or calculated values that would be recognized by those of ordinary skill in the art. As utilized herein, "about" includes recited values and means an acceptable range of deviation of the particular value as determined by one of ordinary skill in the art in view of the measurement at issue and the error associated with the measurement of the particular quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations, or within ±30%, ±20%, ±10%, or ±5% of the recited value.

[0739] Any numerical range recited herein is intended to include all sub-ranges of the same numerical precision subsumed in the recited range. For example, a range of "1.0 to 10.0" is intended to include all sub-ranges between (and including) the recited minimum value of 1.0 and the recited maximum value of 10.0, e.g., 2.4 to 7.6, 3.5 to 5.9, or 7.8 to 8.5. Any maximum numerical limitation recited herein is intended to include all lower numerical limitations subsumed therein and any minimum numerical limitation recited in this disclosure is intended to include all higher numerical limitations subsumed therein. Accordingly, Applicant reserves the right to amend this disclosure, including the claims, to expressly recite any sub-range subsumed in the ranges expressly recited in this disclosure.

[0740] The light emitting apparatus, light emitting device, display device / apparatus, electronic device, electronic appliance / consumer goods, manufacturing equipment thereof, or any other related apparatus or component according to embodiments of the present disclosure described herein can be implemented with any suitable hardware, firmware (e.g., application specific integrated circuit), software, or a combination of software, firmware, and hardware. For example, various components of the apparatus can be formed on one integrated circuit (IC) chip or on separate IC chips. Further, various components of the apparatus can be implemented on a flexible printed circuit film, a tape carrier package, and a printed circuit board (PCB), or formed on one substrate. Further, various components of the apparatus can be processes or threads running on one or more processors in one or more computing devices, executing computer program instructions and interacting with other system components for performing the various functions described herein. The computer program instructions can be stored in a memory that can be implemented in the computing device using a standard memory device, such as random access memory (RAM). The computer program instructions can also be stored in other non-transitory computer readable media such as a CD-ROM, or a flash drive, etc. Also, those skilled in the art will appreciate that functions of various computing devices can be combined or integrated into a single computing device, or functions of a particular computing device can be distributed across one or more other computing devices, without departing from the scope of embodiments of the present disclosure.

[0741] It is to be understood that the embodiments described herein are to be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should typically be considered as being applicable to other similar features or aspects in other embodiments. While one or more embodiments have been described with reference to the figures, it will be understood by those of ordinary skill in the art that various changes in form and details can be made therein without departing from the spirit and scope as defined by the following claims and their equivalents.

Claims

1. A heterocyclic compound represented by Formula 1: Formula 1 in, In Equation 1, X1 is O, S, Se, or N(R1). X2 is O, S, Se, or N(R2). A1 to A3 are each independently C5-C 30 Carbocyclic or C1-C 30 Heterocyclic group, L1 to L3 are each independently a single bond, unsubstituted, or bonded by at least one R. 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group, a1 to a3 are each independently 1, 2, 3, 4 or 5, and Ar1 is a group represented by formula 2. Formula 2 In Equation 2, A4 is C3-C 10 Non-aromatic carbon cyclogroups or C1-C 10 Non-aromatic heterocyclic groups, and * Indicates the bonding site with adjacent atoms. In Equations 1 and 2, R1 to R3, R 10 R 20 R 30 R 40 and R 50 Each of these groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 10 Cycloalkenyl, unsubstituted, or with at least one R 10a Replacement C1-C 10 Heterocyclic alkenyl, unsubstituted or with at least one R 10a Replacement C6-C 60 aryl, unsubstituted, or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 Aryl thiols, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl, unsubstituted or with at least one R 10a Replacement C1-C 60 Heteroaryl groups, unsubstituted or with at least one R 10a Replacement C1-C 60 heteroaryl thiols, unsubstituted or with at least one R 10a Substituted monovalent non-aromatic fused polycyclic groups, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused heterocyclic groups, -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) or -P(=S)(Q1)(Q2), Selected from R1 to R3, R 10 R 20 R 30 R 40 and R 50 At least two adjacent groups in the [substrate] are optionally bonded together to form an unsubstituted or [substrate] group, which is at least one R [substrate]. 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic group, b10, b20, b30, and b40 are each independently 1, 2, 3, 4, 5, 6, 7, or 8. b50 is 1, 2, or 3. R 10a for: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, or hydrazone; Each of the following C1-C that is not substituted or is substituted: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryloxy, C1-C 60 heteroaryl thiols, C7-C 60 Aryl alkyl, C2-C 60 heteroaryl, -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 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof; Each of the following C3-Cs that are not substituted or are substituted: 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryloxy, C1-C 60 heteroaryl thiols, C7-C 60 Aryl or C2-C 60 Heteroalkyl groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryloxy, C1-C 60 heteroaryl thiols, C7-C 60 Aryl alkyl, C2-C 60 heteroaryl, -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 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 (Q) 32 ),and Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of the following is independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidine; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkyne group; C1-C 60 Alkyl groups; each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted with alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group; C7-C 60 Aryl alkyl group; or C2-C 60 Heteroalkyl groups.

2. The heterocyclic compound according to claim 1, wherein... A1 to A3 are each independently phenyl, naphthyl, phenanthryl, fluoranyl, triphenylene, pyrene, 1,2-benzophenanthryl, indole, fluorenyl, spirodifluorenyl, benzofluorenyl, dibenzofluorenyl, indole, pyridyl, pyrimidinyl, carbazole, benzocarbazole, dibenzocarbazole, furanyl, benzofuranyl, dibenzofuranyl, naphthiofuranyl, benzonaphthiofuranyl, dinaphthiofuranyl, thiophene, benzothiophene, dibenzothiophene, naphthiophene, benzonaphthiophene or dinaphthiophene, and A4 is cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, or cycloheptenyl.

3. The heterocyclic compound according to claim 1, wherein... Ar1 is a group represented by formula 2A or formula 2B: Formula 2A Formula 2B In equations 2A and 2B, A4, R 40 R 50 b40 and b50 are each the same as those defined in Equation 2, and * Indicates the bonding site with adjacent atoms.

4. The heterocyclic compound according to claim 1, wherein... Ar1 is a group represented by any one of formulas 3A to 3D: Formula 3A Formula 3B 3C 3D In Equations 3A to 3D R 41 To R 48 Each independently of the reference R in Equation 2 40 With the same restrictions, R 51 To R 53 Each independently of the reference R in Equation 2 50 The same restrictions apply, and * Indicates the bonding site with adjacent atoms.

5. The heterocyclic compound according to claim 1, wherein L1 to L3 are each independently a single bond; or each is unsubstituted or substituted by at least one R. 10a Substituted phenyl, naphthyl, anthraceneyl, phenanthrene, triphenylene, pyrene, 1,2-benzophenanthrene, cyclopentadienyl, furanyl, thiopheneyl, thiopheneyl, indoleyl, fluorenyl, indoleyl, carbazoleyl, benzofuranyl, dibenzofuranyl, benzothiopheneyl, dibenzothiopheneyl, benzothiopheneyl, dibenzothiopheneyl, azafluorenyl, azacarbazoyl, azadibenzofuranyl, azadibenzothiopheneyl, azadibenzothiopheneyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, phthalazinyl, phenanthrene-rheinyl, pyrroleyl, pyrazolyl, imidazoleyl, triazolyl, oxazinyl Azolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzothiazolyl, benzooxadiazolyl, benzothiazolyl, dibenzooxasiloxane, dibenzothiosiloxane, dibenzodihydroazinesane, dibenzodihydrodisiloxane, dibenzodihydrosiloxane, dibenzodioxinyl, dibenzothiazinyl, dibenzooxazinyl, dibenzopyranyl, dibenzodithiophenyl, dibenzothiazinyl, dibenzothiaranyl, dibenzocyclohexadienyl, dibenzodihydropyridyl or dibenzodihydropyrazinyl.

6. The heterocyclic compound according to claim 1, wherein L1 to L3 are each independently a single bond or a group represented by any one of formulas 4-1 to 4-25: In equations 4-1 to 4-25, R 11a To R 16a Each independently of the reference R in Equation 1 10a The same restrictions apply, and * and *' each indicate the bonding site with the adjacent atom.

7. The heterocyclic compound according to claim 1, wherein R1 to R3, R 10 R 20 R 30 R 40 and R 50 Each of these can be independently identified as: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C. 20 Alkyl or C1-C 20 Alkoxy group; or a group represented by any one of formulas 5-1 to 5-26 and 6-1 to 6-55: and in, In equations 5-1 to 5-26 and equations 6-1 to 6-55, Y 31 and Y 32 Each is independently represented by O, S, C(Z) 33 (Z) 34 ), N(Z 33 ) or Si(Z 33 (Z) 34 ), Z 31 To Z 34 Each is independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl, C2-C 20 alkenyl, C2-C 20 alkynyl group, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, phenanthryl, anthraceneyl, triphenylene, pyridyl, pyrimidinyl, carbazoleyl, and triazineyl. e2 is 1 or 2. e3 is an integer selected from 1 to 3. e4 is an integer selected from 1 to 4. e5 is an integer selected from 1 to 5. e6 is an integer selected from 1 to 6. e7 is an integer selected from 1 to 7. e9 is an integer selected from 1 to 9, and * Indicates the bonding site with adjacent atoms.

8. The heterocyclic compound according to claim 1, wherein the heterocyclic compound represented by formula 1 is a heterocyclic compound represented by formula 11 or formula 12: Formula 11 Formula 12 In Equations 11 and 12, X1, X2, A1, A2, L1 to L3, a1 to a3, Ar1, R3, b10, b20, R 10 and R 20 Each is the same as that defined in Equation 1, and R 31 To R 33 Each independently of the reference R in Equation 1 30 The same restrictions apply.

9. The heterocyclic compound according to claim 1, wherein the heterocyclic compound represented by formula 1 is a heterocyclic compound represented by formula 21 or formula 22: Formula 21 Formula 22 In equations 21 and 22, X1, X2, L1 to L3, a1 to a3, Ar1, and R3 are each the same as those defined in Equation 1. R 11 To R 14 Each with reference R in Equation 1 10 The same restrictions apply. R 21 To R 24 Each with reference R in Equation 1 20 The same restrictions apply, and R 31 To R 33 Each with reference R in Equation 1 30 The same restrictions apply.

10. The heterocyclic compound according to claim 1, wherein the heterocyclic compound represented by formula 1 is selected from any one of compounds 1 to 316:

11. An organic light-emitting device, comprising: First electrode; A second electrode opposite to the first electrode; An interlayer comprising an emission layer between the first electrode and the second electrode; as well as The heterocyclic compound according to any one of claims 1 to 10.

12. The organic light-emitting device according to claim 11, wherein... The first electrode is the anode. The second electrode is the cathode. The interlayer further includes a hole transport region between the first electrode and the emitter layer, and an electron transport region between the emitter layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, a buffer layer, an emission assist layer, an electron blocking layer, or any combination thereof. The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof, and the electron transport region includes the heterocyclic compound.

13. The organic light-emitting device according to claim 12, wherein the emitting layer comprises a boron-containing compound.

14. The organic light-emitting device according to claim 12, wherein... The emitter layer comprises a host, a sensitizer, and a dopant. The subject includes a first subject and a second subject. The first component is a hole transport compound. The second component is an electron transport compound. The sensitizer includes organometallic compounds. The dopant includes fluorescent dopant, phosphorescent dopant, delayed fluorescence material, or any combination thereof, and At least one of the host, the sensitizer, and the dopant is a boron-containing compound.

15. The organic light-emitting device according to claim 11, wherein... The interlayer includes: m transmitting units; as well as Each of the m emitter units has m-1 charge generation layers arranged between two adjacent emitter units. m is an integer of 2 or greater. At least one of the m transmitting units includes an electronic transmission region, and The electron transport region includes the heterocyclic compound.

16. The organic light-emitting device according to claim 15, wherein... The m transmitting units include a first transmitting unit and a second transmitting unit. The first transmitting unit includes: Includes a first red sub-pixel of a first red emission layer, a first green sub-pixel of a first green emission layer, and a first blue sub-pixel of a first blue emission layer. The second emission unit includes: a second red sub-pixel including a second red emission layer, a second green sub-pixel including a second green emission layer, and a second blue sub-pixel including a second blue emission layer. At least one of the first transmitting unit and the second transmitting unit includes the electron transmission area. The electron transport region includes the heterocyclic compound.

17. The organic light-emitting device of claim 16, wherein the interlayer comprises at least three layers, and wherein each of the at least three layers in the interlayer of the organic light-emitting device comprises the heterocyclic compound.

18. The organic light-emitting device of claim 11, wherein the emitting layer emits blue light having a maximum emission wavelength of 400 nm to 490 nm.

19. A consumer product comprising an organic light-emitting device according to any one of claims 11 to 18.

20. The consumer product of claim 19, wherein the consumer product is at least one of the following: flat panel display, curved display, computer monitor, medical monitor, television, billboard, indoor light, outdoor light, signal light, head-up display, fully transparent display, partially transparent display, flexible display, rollable display, foldable display, retractable display, laser printer, telephone, cellular phone, tablet computer, tablet PC, personal digital assistant, wearable device, laptop computer, digital camera, camcorder, viewfinder, microdisplay, 3D display, virtual reality display, augmented reality display, vehicle, video wall comprising multiple displays joined together, theater screen, stadium screen, phototherapy device, and signage.

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