Heterocyclic compound, composition and organic light-emitting device including the same

Abstract

A heterocyclic compound represented by Formula 1, a composition and an organic light-emitting device including the heterocyclic compound, and a consumer product and an electronic device including the organic light-emitting device are provided. The description of each substituent in Formula 1 is provided in this specification. Formula 1 # imgabs0 #

Description

[0001] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0114601 filed in the Korean Intellectual Property Office on August 30, 2023, the disclosure of which is incorporated herein in its entirety by reference. Technical Field

[0002] One or more embodiments of the present disclosure relate to heterocyclic compounds, compositions including the heterocyclic compounds, and organic light-emitting devices, consumer products, and electronic devices. Background Art

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

[0004] In an example, an organic light-emitting device may have a structure in which a first electrode is on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode are sequentially on the first electrode. Holes provided from the first electrode move toward the emission layer through the hole transport region, and electrons provided from the second electrode move toward the emission layer through the electron transport region. Carriers such as holes and electrons recombine in the emission layer to generate excitons. The excitons transition from an excited state to a ground state, thereby generating light. Summary of the invention

[0005] One or more embodiments of the present disclosure include a heterocyclic compound, an organic light-emitting device including the heterocyclic compound, and an electronic device.

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

[0007] According to one or more embodiments, a heterocyclic compound represented by Formula 1 is provided.

[0008] Formula 1

[0009]

[0010] In formula 1,

[0011] X 1 and X 2 can be independently O, S, Se, N (R 1 )、C(=O)、C(R 1 )(R 2 ) or Si(R 1 )(R 2 ),

[0012] A1 and A 2 may each independently be C substituted with at least one deuterium 5 -C 60 Carbocyclic or C substituted with at least one deuterium 1 -C 60 Heterocyclic group,

[0013] A 3 Can be C 5 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0014] Q 1 To Q 3 may each independently be a steric shielding group,

[0015] k1 to k3 may each independently be 0, 1, 2, 3, 4, 5, 6, 7 or 8 (e.g., 0, 1, 2 or 3),

[0016] At least one of k1 and k2 is 1, 2, 3, 4, 5, 6, 7, or 8 (e.g., 1, 2, or 3),

[0017] R 1 , R 2 , R 10 , R 20 and R 30 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C unsubstituted or substituted with at least one deuterium 1 -C 60 Alkyl, unsubstituted or substituted with at least one deuterium C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one deuterium C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one deuterium C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one deuterium C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one deuterium 1 -C 10 Heterocycloalkyl, unsubstituted or substituted with at least one deuterium 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one deuterium C 1 -C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one deuterium C 6 -C 60 Aryl, unsubstituted or substituted with at least one deuterium C6 -C 60 Aryloxy, unsubstituted or substituted with at least one deuterium C 6 -C 60 Arylthio, unsubstituted or substituted with at least one deuterium C 1 -C 60 Heteroaryl, unsubstituted or substituted with at least one deuterium 1 -C 60 Heteroaryloxy, unsubstituted or substituted with at least one deuterium C 1 -C 60 heteroarylthio, a monovalent non-aromatic condensed polycyclic group which is unsubstituted or substituted with at least one deuterium, a monovalent non-aromatic condensed heteropolycyclic group which is unsubstituted or substituted with at least one deuterium, -Si(Q 41 )(Q 42 )(Q 43 )、-B(Q 41 )(Q 42 )、-N(Q 41 )(Q 42 )、-P(Q 41 )(Q 42 )、-C(=O)(Q 41 )、-S(=O)(Q 41 )、-S(=O) 2 (Q 41 )、-P(=O)(Q 41 )(Q 42 ) or -P(=S)(Q 41 )(Q 42 ),

[0018] Selected from R 1 , R 2 , R 10 , R 20 and R 30 Two or more adjacent groups in may be optionally combined together to form an unsubstituted or substituted group having at least one R 10a C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0019] b10, b20 and b30 may each independently be 0, 1, 2, 3, 4, 5, 6, 7 or 8,

[0020] R 10a Can be:

[0021] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0022] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -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 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0023] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -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 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy or C 6 -C 60 arylthio; or

[0024] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and

[0025] Q 41 To Q 43 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0026] According to one or more embodiments, an organic light emitting device includes: a first electrode; a second electrode; and an intermediate layer between the first electrode and the second electrode and including an emission layer, wherein the organic light emitting device includes at least one heterocyclic compound.

[0027] According to one or more embodiments, an electronic device includes an organic light emitting device.

[0028] According to one or more embodiments, a consumer product includes an organic light emitting device. BRIEF DESCRIPTION OF THE DRAWINGS

[0029] The above and other aspects and features of certain disclosed embodiments will become more apparent through the following description in conjunction with the accompanying drawings, in which:

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

[0031] Figure 2 is a schematic cross-sectional view of a structure of an electronic device according to an embodiment;

[0032] Figure 3 is a schematic cross-sectional view of a structure of an electronic device according to another embodiment;

[0033] Figure 4 is a schematic perspective view of an electronic device including an organic light emitting device according to an embodiment;

[0034] Figure 5 is a schematic perspective view of the exterior of a vehicle as an electronic device including an organic light emitting device according to an embodiment; and

[0035] FIG. 6A to FIG. 6C is a schematic diagram of the interior of a vehicle according to various embodiments. DETAILED DESCRIPTION

[0036] Now will refer to embodiment in more detail, the example of embodiment is shown in the accompanying drawings, wherein the same reference numerals refer to the same element from time to time. In this regard, the embodiment presented can have different forms, and should not be construed as being limited to the description set forth herein. Therefore, the embodiment is described below only by reference to the accompanying drawings to explain the aspects of the embodiment of this specification. As used herein, the term "and / or" includes any combination and all combinations of one or more of the related listed items. Throughout the disclosure, the statement "at least one (kind / person) of a, b and c" represents only a, only b, only c, both a and b, both a and c, both b and c, all of a, b and c or its variant.

[0037] The heterocyclic compound according to the embodiment is represented by Formula 1:

[0038] Formula 1

[0039]

[0040] In Formula 1, X 1 and X 2 are independently O, S, Se, N(R 1 )、C(=O)、C(R 1 )(R 2 ) or Si(R 1 )(R 2 ).

[0041] In an embodiment, X 1 and X 2 can be independently O, S, Se or N (R 1 ).

[0042] In an embodiment, X 1 and X 2 can be independently N(R 1 ).

[0043] In formula 1, A 1 and A 2 may each independently be C substituted with at least one deuterium 5 -C 60 Carbocyclic or C substituted with at least one deuterium 1 -C 60 Heterocyclic group.

[0044] Although the present disclosure is not limited by any particular mechanism or theory, A in Formula 1 1 and A 2 corresponds to the lowest unoccupied molecular orbital (LUMO) position in the transition state generated by the multiple resonance of the heterocyclic compound, and when A 1 and A 2 When substituted with deuterium, the stability of the heterocyclic compound can be significantly improved. Therefore, the electronic device to which the heterocyclic compound is applied can have improved efficiency and life characteristics.

[0045] In an embodiment, selected from A 1 and A 2 At least one of the may have a deuterium substitution rate of 40% or greater.

[0046] In an embodiment, A 1 It may have a deuterium substitution rate of about 40% to 100%.

[0047] In an embodiment, A 2 It may have a deuterium substitution rate of about 40% to 100%.

[0048] In an embodiment, A 1can have a deuterium substitution rate of about 40% to 100%, and A 2 It may have a deuterium substitution rate of about 40% to 100%.

[0049] In this specification, the deuterium substitution rate of a compound, substituent and / or moiety refers to the ratio of the position where deuterium is substituted to the total substitutable positions of the compound, substituent and / or moiety. As used herein, the term "substitutable position" may refer to a hydrogen atom (e.g., C 5 -C 60 Carbocyclic and / or C 1 -C 60 a hydrogen atom of a heterocyclic group).

[0050] For example, A in Formula 1 1 The deuterium substitution rate refers to the position of deuterium substitution and A 1 The ratio of all substitutable positions.

[0051] For example, A in Formula 1 2 The deuterium substitution rate refers to the position of deuterium substitution and A 2 The ratio of all substitutable positions.

[0052] In an embodiment, substitution to A 1 The number of R in b10 10 At least one of may be deuterated, or substituted to A 2 The number of R in b20 20 At least one of may be deuterium.

[0053] In an embodiment, A 1 and A 2 can be each independently a benzene group, a naphthalene group, a phenanthrene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, each of which is substituted with at least one deuterium. group, an indene group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, an indole group, a pyridine group, a pyrimidine group, a carbazole group, a benzocarbazole group, a dibenzocarbazole group, a furan group, a benzofuran group, a dibenzofuran group, a naphthofuran group, a benzonaphthofuran group, a dinaphthofuran group, a thiophene group, a benzothiophene group, a dibenzothiophene group, a naphthothiophene group, a benzonaphthothiophene group or a dinaphthothiophene group.

[0054] In an embodiment, A 1 and A 2 Each may independently be a phenyl group substituted with at least one deuterium.

[0055] In formula 1, A 3 Can be C 5 -C 60 Carbocyclic or C1 -C 60 Heterocyclic group.

[0056] In an embodiment, A 3 It can be a benzene group, a naphthalene group, a phenanthrene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, group, an indene group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, an indole group, a pyridine group, a pyrimidine group, a carbazole group, a benzocarbazole group, a dibenzocarbazole group, a furan group, a benzofuran group, a dibenzofuran group, a naphthofuran group, a benzonaphthofuran group, a dinaphthofuran group, a thiophene group, a benzothiophene group, a dibenzothiophene group, a naphthothiophene group, a benzonaphthothiophene group or a dinaphthothiophene group.

[0057] In an embodiment, A 3 It may be a phenyl group.

[0058] In formula 1, Q 1 To Q 3 Each may independently be a steric shielding group.

[0059] In an embodiment, the steric shielding group may be a substituted or unsubstituted carbocyclic group including three or more rings or a substituted or unsubstituted heterocyclic group including three or more rings.

[0060] In an embodiment, the steric shielding group may be a group represented by formula Q-1:

[0061] Formula Q-1

[0062]

[0063] Among them, in formula Q-1, A 4 and A 5 can be independently C 5 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0064] R 40 and R 50 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a C 1 -C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a C 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a C 1 -C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryl, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A monovalent non-aromatic condensed polycyclic group, unsubstituted or substituted with at least one R 10a Monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 41 )(Q 42 )(Q 43 )、-B(Q 41 )(Q 42 )、-N(Q 41 )(Q 42 )、-P(Q 41 )(Q 42 )、-C(=O)(Q 41 )、-S(=O)(Q 41 )、-S(=O) 2 (Q 41 )、-P(=O)(Q41 )(Q 42 ) or -P(=S)(Q 41 )(Q 42 ),

[0065] Selected from R 40 and R 50 Two or more adjacent groups in may be optionally combined together to form an unsubstituted or substituted group having at least one R 10a C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0066] b40 and b50 can each independently be 0, 1, 2, 3, 4, 5, 6, 7 or 8,

[0067] R 10a and Q 41 To Q 43 may be the same as described in this specification, and

[0068] *Indicates the binding site with the adjacent atom.

[0069] In some embodiments, Q in Formula 1 1 To Q 3 Each may independently be a group represented by formula Q-1.

[0070] In an embodiment, Q 1 and Q 2 All of them may be groups represented by formula Q-1.

[0071] In the embodiment, Q in Formula 1 1 To Q 3 Each may be independently a group represented by the formula Q-10.

[0072] Formula Q-10

[0073]

[0074] In formula Q-10, X 41 It can be C(R 41 ) or N, X 42 It can be C(R 42 ) or N, X 43 It can be C(R 43 ) or N, and X 44 It can be C(R 44 ) or N,

[0075] X 51 It can be C(R51 ) or N, X 52 It can be C(R 52 ) or N, X 53 It can be C(R 53 ) or N, and X 54 It can be C(R 54 ) or N,

[0076] R 41 To R 44 R 40 Same as described,

[0077] R 51 To R 54 R 50 Same as described, and

[0078] *Indicates the binding site with the adjacent atom.

[0079] In the embodiment, Q in Formula 1 1 and Q 2 Each may be independently a group represented by the formula Q-10.

[0080] In the embodiment, Q in Formula 1 1 To Q 3 Each may be independently a group represented by the formula Q-11.

[0081] Formula Q-11

[0082]

[0083] In formula Q-11, R 41 To R 44 R 40 Same as described,

[0084] R 51 To R 54 R 50 Same as described, and

[0085] *Indicates the binding site with the adjacent atom.

[0086] In some embodiments, Q in Formula 1 1 To Q 3 Each may be independently a group represented by the formula Q-11.

[0087] In the embodiment, Q in Formula 1 1 and Q 2 Each may be independently a group represented by the formula Q-11.

[0088] In an embodiment, the deuterium substitution rate of the steric shielding group can be about 30% to 100%. In an embodiment, the deuterium substitution rate of the steric shielding group can be 40% or more, 50% or more, 60% or more, 70% or more, 80% or more, or 90% or more.

[0089] In Formula 1, k1 to k3 are each independently 0, 1, 2, 3, 4, 5, 6, 7 or 8 (e.g., 0, 1, 2 or 3), and at least one of k1 and k2 is 1, 2, 3, 4, 5, 6, 7 or 8 (e.g., 1, 2 or 3).

[0090] In an embodiment, k1 and k2 may each independently be 1, 2 or 3.

[0091] In an embodiment, k3 may be 0. In some embodiments, the steric shielding group may not be substituted into A in Formula 1. 3 .

[0092] In an embodiment, selected from A 1 , A 2 , Q 1 and Q 2 At least one of the may be fully deuterated.

[0093] In an embodiment, A 1 , A 2 , Q 1 and Q 2 In an embodiment, A 1 , A 2 , Q 1 and Q 2 The deuterium substitution rate of each of may be 100%.

[0094] In Formula 1 and Formula Q-1, R 1 , R 2 , R 10 , R 20 , R 30 , R 40 and R 50 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10aC 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a C 1 -C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a C 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a C 1 -C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryl, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A monovalent non-aromatic condensed polycyclic group, unsubstituted or substituted with at least one R 10a Monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 41 )(Q 42 )(Q 43 )、-B(Q 41 )(Q 42 )、-N(Q 41 )(Q 42 )、-P(Q 41 )(Q 42 )、-C(=O)(Q 41 )、-S(=O)(Q 41 )、-S(=O) 2 (Q 41 )、-P(=O)(Q 41 )(Q 42 ) or -P(=S)(Q 41)(Q 42 ).

[0095] In Formula 1, R 1 , R 2 , R 10 , R 20 and R 30 Two or more adjacent groups in may be optionally combined together to form an unsubstituted or substituted group having at least one R 10a C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group.

[0096] In an embodiment, R 1 , R 2 , R 10 , R 20 , R 30 , R 40 and R 50 can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0097] All substituted with deuterium, -F, -Cl, -Br, -I, -CDH 2 、-CD 2 H.-CD 3 , cyano, phenyl, biphenyl or any combination thereof 1 -C 20 Alkyl, C 1 -C 20 Alkoxy or C 3 -C 10 Cycloalkyl;

[0098] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzosilolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzosilyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthosilyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzosilyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl or indolocarbazolyl;

[0099] All substituted with deuterium, -F, -Cl, -Br, -I, -CDH 2 、-CD 2 H.-CD 3 , cyano, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, C 3 -C 10 Cycloalkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothirolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazole yl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothioyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothioyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothioyl, 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, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothirolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, oxazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazine, carbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzothioyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothiophenyl, naphthobenzothiophenyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothiophenyl, dinaphthothiophenyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azadibenzothiophenyl, indenopyrrolyl, indolopyrrolyl, indenocarbazolyl or indolocarbazolyl; or

[0100] -Si(Q 41 )(Q 42 )(Q 43 )、-B(Q 41 )(Q 42 )、-N(Q 41 )(Q 42 )、-P(Q 41 )(Q 42 )、-C(=O)(Q 41 )、-S(=O)(Q 41 )、-S(=O) 2 (Q 41 )、-P(=O)(Q 41 )(Q 42 ) or -P(=S)(Q 41 )(Q 42 ).

[0101] In an embodiment, R 1 , R 2 , R 10 , R 20 , R 30 , R 40 and R 50 can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl or C 1 -C 20Alkoxy; or a group represented by one selected from Formula 5-1 to Formula 5-26 and Formula 6-1 to Formula 6-55:

[0102]

[0103]

[0104]

[0105]

[0106] Among them, in Formula 5-1 to Formula 5-26 and Formula 6-1 to Formula 6-55, Y 31 and Y 32 can be independently O, S, C (Z 33 )(Z 34 )、N(Z 33 ) or Si(Z 33 )(Z 34 ),

[0107] Z 31 To Z 34 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkenyl, C 1 -C 20 Alkynyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, phenanthryl, anthracenyl, benzo[9,10]phenanthryl, pyridyl, pyrimidinyl, carbazolyl and triazinyl,

[0108] e2 can be 1 or 2,

[0109] e3 can be an integer from 1 to 3,

[0110] e4 can be an integer from 1 to 4,

[0111] e5 can be an integer from 1 to 5.

[0112] e6 can be an integer from 1 to 6.

[0113] e7 can be an integer from 1 to 7.

[0114] e9 can be an integer from 1 to 9, and

[0115] *Indicates the binding site with the adjacent atom.

[0116] In an embodiment, R1 , R 2 , R 10 , R 20 , R 30 , R 40 and R 50 can be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0117] C substituted with deuterium, -F, -Cl, -Br, -I, cyano, phenyl, biphenyl or any combination thereof 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0118] phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, carbazolyl, acridinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl or dibenzocarbazolyl; or

[0119] All are substituted with deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl or any combination thereof, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, carbazolyl, acridinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl or dibenzocarbazolyl.

[0120] In the embodiment, the number of R is b10 10 and the number of R is b20 20 At least one of may be deuterium.

[0121] In the embodiment, the number of R is b30 30 At least one of may be: deuterium, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl or tert-decyl; or

[0122] Methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl or tert-decyl, all substituted with deuterium.

[0123] In an embodiment, selected from R 1 , R 2 , R 10 , R 20 and R 30 Two or more adjacent groups in may be optionally combined together to form a group that is unsubstituted or substituted with at least one R 10a The cyclopentane group, cyclohexane group, cycloheptane group, fluorene group or carbazole group can be present.

[0124] In an embodiment, selected from R 40 and R 50 Two or more adjacent groups in may be optionally combined together to form a group that is unsubstituted or substituted with at least one R 10a The cyclopentane group, cyclohexane group, cycloheptane group, fluorene group or carbazole group can be present.

[0125] In Formula 1, b10, b20 and b30 are each independently 0, 1, 2, 3, 4, 5, 6, 7 or 8.

[0126] In an embodiment, b10, b20 and b30 may each independently be 1, 2 or 3.

[0127] In an embodiment, b40 and b50 can each independently be 1, 2 or 3.

[0128] R 10a Can be:

[0129] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0130] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -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 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0131] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -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 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy or C 6 -C 60 arylthio; or

[0132] -Si(Q31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and

[0133] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0134] In an embodiment, the heterocyclic compound represented by Formula 1 may be a compound represented by one selected from Formula 11-1 to Formula 11-14:

[0135]

[0136]

[0137] Among them, in Formula 11-1 to Formula 11-14,

[0138] X 1 , X 2 , Q 1 and Q 2 As described in this manual,

[0139] R 11 To R13 R 10 Same as described,

[0140] Selected from R 11 To R 13 At least one of may be deuterium,

[0141] R 21 To R 24 R 20 Same as described,

[0142] R is selected from Formula 11-1 to Formula 11-4 21 To R 24 At least one of them may be deuterium, and is selected from R in Formula 11-5 to Formula 11-14 21 To R 23 At least one of may be deuterium, and

[0143] Z 1 To Z 3 can be independently Q 3 or R 30 .

[0144] In an embodiment, the heterocyclic compound represented by Formula 1 may be a compound represented by Formula 21:

[0145] Formula 21

[0146]

[0147] In formula 21, X 1 and X 2 As described in this manual,

[0148] R 11 To R 13 R 10 Same as described,

[0149] Selected from R 11 To R 13 At least one of may be deuterium,

[0150] R 21 To R 23 R 20 Same as described,

[0151] Selected from R 21 To R 23 At least one of may be deuterium,

[0152] Z 1 To Z 3 can be independently Q 3or R 30 ,

[0153] R 41 To R 48 and R 51 To R 58 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a C 1 -C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a C 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a C 1 -C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryl, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10aA monovalent non-aromatic condensed polycyclic group, unsubstituted or substituted with at least one R 10a Monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 41 )(Q 42 )(Q 43 )、-B(Q 41 )(Q 42 )、-N(Q 41 )(Q 42 )、-P(Q 41 )(Q 42 )、-C(=O)(Q 41 )、-S(=O)(Q 41 )、-S(=O) 2 (Q 41 )、-P(=O)(Q 41 )(Q 42 ) or -P(=S)(Q 41 )(Q 42 ),

[0154] Selected from R 41 To R 48 and R 51 To R 58 Two or more adjacent groups in may be optionally combined together to form an unsubstituted or substituted group having at least one R 10a C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 a heterocyclic group, and

[0155] R 10a and Q 41 To Q 43 All as described in this manual.

[0156] In embodiments, the heterocyclic compound may have a symmetrical structure.

[0157] In embodiments, the heterocyclic compound may have an asymmetric structure.

[0158] In an embodiment, the deuterium substitution rate of the heterocyclic compound can be about 20% to 100%. In an embodiment, the deuterium substitution rate of the heterocyclic compound can be 30% or more, 40% or more, 50% or more, 60% or more, 70% or more, 80% or more, or 90% or more.

[0159] The heterocyclic compound according to the embodiment satisfies the above range of the deuterium substitution rate and thus can exhibit high stability without changing the optical properties. Therefore, the electronic device to which the heterocyclic compound is applied can have improved efficiency and life characteristics.

[0160] In an embodiment, the heterocyclic compound represented by Formula 1 may be selected from Compound 1 to Compound 56, but the embodiment is not limited thereto:

[0161]

[0162]

[0163]

[0164] The heterocyclic compound represented by Formula 1 includes a heterocyclic ring containing a boron atom and satisfies the following conditions: 1 and A 2 and selected from Q 1 and Q 2 At least one of the structures is a space shielding group. Due to the above structure, the heterocyclic compound can have a narrow full width at half maximum (FWHM), high color purity and high luminous efficiency.

[0165] In some embodiments, although the present disclosure is not limited by any particular mechanism or theory, since the heterocyclic compound satisfies the structure of Formula 1, the multiple resonance effect can be further enhanced by sequentially separating the highest occupied molecular orbital (HOMO) and LUMO, and the material stability can be improved by reducing the intermolecular interaction through the steric effect, and the Dexter energy transfer can be inhibited or reduced, so that the heterocyclic compound exhibits high efficiency characteristics when applied to an organic light-emitting device.

[0166] Therefore, when the heterocyclic compound represented by Formula 1 is applied to an organic light-emitting device, the driving voltage is reduced, and the color purity, luminous efficiency and life characteristics can be improved. For example, since the heterocyclic compound represented by Chemical Formula 1 is included in the emission layer, a deep blue organic light-emitting device with low driving voltage, high color purity, high luminous efficiency and long life can be realized.

[0167] The heterocyclic compound may emit blue light. For example, the heterocyclic compound may emit blue light (bottom emission CIE 5000) having a maximum emission wavelength of at least about 400 nm and less than about 500 nm (e.g., at least about 410 nm and not more than about 490 nm). x,y The color coordinates are 0.15, 0.05 to 0.25 (eg, 0.05 to 0.15), but the embodiment is not limited thereto. Therefore, the heterocyclic compound represented by Formula 1 can be effectively used to manufacture an organic light-emitting device that emits blue light.

[0168] In embodiments, the heterocyclic compound may emit blue light having a maximum emission wavelength of at least about 410 nm and not greater than about 465 nm.

[0169] A person of ordinary skill in the art can recognize a method for synthesizing the heterocyclic compound represented by Formula 1 by referring to the examples provided below.

[0170] Aspects of the disclosed embodiments can provide compositions including at least one heterocyclic compound.

[0171] In an embodiment, the composition may be a composition for an organic light emitting device dopant. For example, the composition may be used as a dopant for an organic light emitting device.

[0172] In embodiments, the composition may include two or more different heterocyclic compounds.

[0173] In an embodiment, the composition may include two or more different heterocyclic compounds, and the two or more heterocyclic compounds may differ from each other only in the number of deuterium substitutions, and all other structures thereof may be the same.

[0174] In an embodiment, Ring A in each of the compounds included in the composition 1 The deuterium substitution rate and / or ring A 2 The average value of the deuterium substitution rate may be 40% or more.

[0175] In an embodiment, Ring A in each of the compounds included in the composition 1 The average deuterium substitution rate of 1 The average deuterium substitution rate) can be about 40% to 100%.

[0176] In an embodiment, Ring A in each of the compounds included in the composition 2 The average deuterium substitution rate of 2 The average deuterium substitution rate) can be about 40% to 100%.

[0177] In an embodiment, ring A in the composition 1 The deuterium substitution rate and ring A 2 The average deuterium substitution rate of 1 The average deuterium substitution rate and ring A 2 The average deuterium substitution rate (average value) can be about 40% to 100%.

[0178] Aspects of the disclosed embodiments may provide an organic light emitting device including a heterocyclic compound.

[0179] In an embodiment,

[0180] The first electrode of the organic light emitting device may be an anode.

[0181] The second electrode of the organic light emitting device may be a cathode, and

[0182] The intermediate layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode.

[0183] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof, and

[0184] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0185] In an embodiment, the electron transport region may include a hole blocking layer.

[0186] In an embodiment, the hole blocking layer may be in direct contact with the emissive layer.

[0187] In an embodiment, the hole blocking layer may include a phosphine oxide-containing compound, a silyl group-containing compound, or a combination thereof.

[0188] In an embodiment, the emission layer may include the heterocyclic compound represented by Formula 1. For example, the emission layer may emit blue light having a maximum emission wavelength of about 400 nm to about 500 nm.

[0189] In an embodiment, the emission layer of the organic light-emitting device may include a dopant and a host, and the dopant may include a heterocyclic compound represented by Formula 1. In some embodiments, the heterocyclic compound may serve as a dopant. The emission layer may emit, for example, blue light. The blue light may have a maximum emission wavelength of, for example, about 400 nm to about 500 nm.

[0190] In an embodiment, the emission layer may emit deep blue light having a maximum emission wavelength of at least about 410 nm and not greater than about 465 nm.

[0191] In an embodiment, the emission layer may include a host and a dopant.

[0192] In an embodiment, in the emission layer, the amount of the host may be greater than the amount of the dopant by weight.

[0193] In an embodiment, the host may include a silicon-containing compound, a phosphine oxide-containing compound, or a combination thereof.

[0194] In embodiments, the subject matter may be understood by referring to the description of the subject matter provided herein.

[0195] Therefore, an organic light emitting device including the heterocyclic compound represented by Formula 1 may have high color purity, high light emitting efficiency, low driving voltage, and long life characteristics.

[0196] In an embodiment, the heterocyclic compound represented by Formula 1 may emit blue light. For example, the heterocyclic compound represented by Formula 1 may emit blue light having a maximum emission wavelength of about 390 nm to about 500 nm, about 410 nm to about 500 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.

[0197] In an embodiment, the heterocyclic compound represented by Formula 1 may have a color purity in which the bottom emission CIEx coordinate is about 0.12 to about 0.15 or about 0.13 to about 0.14, and the bottom emission CIEy coordinate is about 0.06 to about 0.25, about 0.10 to about 0.20, or about 0.13 to about 0.20.

[0198] The term "intermediate layer" as used herein refers to a single layer and / or all of a plurality of layers between a first electrode and a second electrode of an organic light emitting device.

[0199] Another aspect of the disclosed embodiments provides an electronic device including an organic light emitting device. The electronic device may further include a thin film transistor. For example, the electronic device may further include a thin film transistor including a source electrode and a drain electrode, wherein the first electrode of the organic light emitting device may be electrically connected to the source electrode or the drain electrode. In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof. For more details of the electronic device, reference may be made to the description provided herein.

[0200] Another aspect of the disclosed embodiment provides an electronic device including an organic light emitting device.

[0201] For example, the electronic device can be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor or outdoor light and / or a sign, a head-up display, a fully transparent display or a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone (e.g., a portable phone, a tablet phone), a tablet personal computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display and / or an augmented reality display, a vehicle, a video wall comprising multiple displays stitched together, a theater screen and / or a stadium screen, a light therapy device and / or a sign.

[0202] Figure 1 Description

[0203] Figure 1 is a schematic cross-sectional view of an organic light emitting device 10 according to an embodiment. The organic light emitting device 10 includes a first electrode 110 , an intermediate layer 130 , and a second electrode 150 .

[0204] In the following, reference will be made to Figure 1 A structure of an organic light emitting device 10 and a method of manufacturing the organic light emitting device 10 according to an embodiment are described.

[0205] First electrode 110

[0206] exist Figure 1 In the embodiment, the substrate may be further below the first electrode 110 and / or on the second electrode 150. A glass substrate and / or a plastic substrate may be used as the substrate. In an embodiment, the substrate may be a flexible substrate and may include a plastic having excellent heat resistance and durability (such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof).

[0207] The first electrode 110 may be formed by, for example, depositing and / or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates injection of holes.

[0208] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, a material for forming the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), or any combination thereof. In an embodiment, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 110 may 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.

[0209] The first electrode 110 may have a single-layer structure including or consisting of a single layer or a multi-layer structure including a plurality of layers. In an embodiment, the first electrode 110 may have a triple-layer structure of ITO / Ag / ITO.

[0210] Middle layer 130

[0211] The intermediate layer 130 is on the first electrode 110. The intermediate layer 130 may include an emission layer.

[0212] The intermediate layer 130 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 150 .

[0213] In addition to various suitable organic materials, the intermediate layer 130 may further include metal-containing compounds (such as heterocyclic compounds) and / or inorganic materials (such as quantum dots), and the like.

[0214] In an embodiment, the intermediate layer 130 may include: i) two or more emission units sequentially stacked between the first electrode 110 and the second electrode 150; and ii) a charge generation layer between the two or more emission units. When the intermediate layer 130 includes two or more emission units and a charge generation layer, the organic light emitting device 10 may be a tandem organic light emitting device.

[0215] Hole transport region in the intermediate layer 130

[0216] The hole transport region may have: i) a single-layer structure consisting of a single layer, wherein the single layer includes a single material or consists of a single material; ii) a single-layer structure consisting of a single layer, wherein the single layer includes a plurality of materials different from each other or consists of a plurality of materials different from each other; or iii) a multilayer structure including a plurality of layers, wherein the plurality of layers include a plurality of materials different from each other.

[0217] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.

[0218] In an embodiment, 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 / emission auxiliary layer structure, wherein the constituent layers of each structure are stacked sequentially from the first electrode 110.

[0219] The hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0220] Formula 201

[0221]

[0222] Formula 202

[0223]

[0224] Among them, in equation 201 and equation 202,

[0225] L 201 To L204 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0226] L 205 Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a C 2 -C 20 Alkenylene, unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0227] xa1 to xa4 may each independently be an integer from 0 to 5,

[0228] xa5 can be an integer from 1 to 10,

[0229] R 201 To R 204 and Q 201 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0230] R 201 and R 202 may be optionally substituted via a single bond, unsubstituted or substituted with at least one R 10a C 1 -C 5 The alkylene group is either unsubstituted or substituted with at least one R 10a C 2 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted group having at least one R 10a C 8 -C 60Polycyclic groups (eg, carbazole groups) (eg, compound HT16),

[0231] R 203 and R 204 may be optionally substituted via a single bond, unsubstituted or substituted with at least one R 10a C 1 -C 5 The alkylene group is either unsubstituted or substituted with at least one R 10a C 2 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted group having at least one R 10a C 8 -C 60 Polycyclic groups, and

[0232] na1 can be an integer from 1 to 4.

[0233] In an embodiment, each of Formula 201 and Formula 202 may include at least one selected from the groups represented by Formula CY201 to Formula CY217:

[0234]

[0235] In formula CY201 to formula CY217, R 10b and R 10c Can be compared with reference R 10a Same as described, CY 201 To Ring CY 204 can be independently C 3 -C 20 Carbocyclic or C 1 -C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R as described herein 10a replace.

[0236] In an embodiment, ring CY in formula CY201 to formula CY217 201 To Ring CY 204 Each of them may independently be a benzene group, a naphthalene group, a phenanthrene group or an anthracene group.

[0237] In an embodiment, each of Formula 201 and Formula 202 may include at least one selected from the groups represented by Formula CY201 to Formula CY203.

[0238] In an embodiment, Formula 201 may include at least one selected from the groups represented by Formulas CY201 to CY203 and at least one selected from the groups represented by Formulas CY204 to CY217.

[0239] In an embodiment, in formula 201, xa1 may be 1, R 201 may be a group represented by one selected from the group consisting of Formula CY201 to Formula CY203, xa2 may be 0, R 202 It may be a group represented by one selected from the group consisting of Formula CY204 to Formula CY207.

[0240] In an embodiment, each of Formula 201 and Formula 202 may not include the group represented by Formula CY201 to Formula CY203.

[0241] In an embodiment, each of Formula 201 and Formula 202 may not include the groups represented by Formula CY201 to Formula CY203, and may include at least one selected from the groups represented by Formula CY204 to Formula CY217.

[0242] In an embodiment, each of Formula 201 and Formula 202 may not include the group represented by Formula CY201 to Formula CY217.

[0243] In an embodiment, the hole transport region may include one selected from the following: compounds HT1 to HT46; m-MTDATA; TDATA; 2-TNATA; NPB (NPD); β-NPB; TPD; spiro-TPD; spiro-NPB; methylated NPB; TAPC; HMTPD; 4,4',4"-tri(N-carbazolyl)triphenylamine (TCTA); polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA); poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS); polyaniline / camphorsulfonic acid (PANI / CSA); polyaniline / poly(4-styrenesulfonate) (PANI / PSS); and any combination thereof:

[0244]

[0245]

[0246]

[0247]

[0248] The thickness of the hole transport region may be about to about (For example, about to about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to about (For example, about to about And the thickness of the hole transport layer can be about to about (For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within the above ranges, appropriate or satisfactory hole transport characteristics may be obtained without significantly increasing driving voltage.

[0249] The emission auxiliary layer can increase the luminous efficiency by compensating the optical resonance distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block or reduce the leakage of electrons from the emission layer to the hole transport region. The material that can be included in the hole transport region can be included in the emission auxiliary layer and the electron blocking layer.

[0250] p-dopant

[0251] In addition to these materials, the hole transport region may further include a charge generating material for improving conduction properties (eg, conductive properties). The charge generating material may be dispersed uniformly or non-uniformly in the hole transport region (eg, in the form of a single layer consisting of the charge generating material).

[0252] The charge generating material may be, for example, a p-dopant.

[0253] For example, the LUMO level of the p-dopant may be less than or equal to -3.5 eV.

[0254] In an embodiment, the p-dopant may include a quinone derivative, a cyano-containing compound, a compound including the element EL1 and the element EL2, or any combination thereof.

[0255] Examples of quinone derivatives may include TCNQ and F 4 -TCNQ.

[0256] Examples of the cyano group-containing compound may include HAT-CN and a compound represented by Formula 221.

[0257]

[0258] Formula 221

[0259]

[0260] In formula 221,

[0261] R 221 To R 223 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C1 -C 60 a heterocyclic group, and

[0262] Selected from R 221 To R 223 At least one of them may be independently C substituted with the following groups 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group: cyano; -F; -Cl; -Br; -I; C substituted with cyano, -F, -Cl, -Br, -I or any combination thereof 1 -C 20 or any combination thereof.

[0263] In the compound including the element EL1 and the element EL2, the element EL1 may be a metal, a metalloid, or a combination thereof, and the element EL2 may be a nonmetal, a metalloid, or a combination thereof.

[0264] Examples of metals may include alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), 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), etc. (e.g., tantalum (Tb), 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), lutetium (Lu), etc.).

[0265] Examples of metalloids may include silicon (Si), antimony (Sb), and tellurium (Te).

[0266] Examples of non-metals may include oxygen (O) and halogens (eg, F, Cl, Br, I, etc.).

[0267] Examples of compounds including element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, metalloid iodides, etc.), metal tellurides, or any combination thereof.

[0268] Examples of metal oxides may include tungsten oxide (eg, WO, W 2 O 3 , WO 2 , WO 3 , W 2 O 5 etc.), vanadium oxide (e.g., VO, V 2 O 3 , VO 2 、V 2 O 5 etc.), molybdenum oxides (e.g., MoO, Mo 2 O 3 、MoO 2 、MoO 3 、Mo 2 O 5 etc.) and rhenium oxide (e.g., ReO 3 wait).

[0269] Examples of the metal halide may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.

[0270] Examples of alkali metal halides may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and CsI.

[0271] Examples of alkaline earth metal halides may include BeF 2 MgF 2 , CaF 2 , SrF 2 , BaF 2 、BeCl 2 MgCl 2 , CaCl 2 、SrCl 2 、BaCl 2 ,BeBr 2 MgBr 2 , CaBr 2 , SrBr 2 ,BaBr 2 ,BeI 2MgI 2 ,CaI 2 , SrI 2 and BaI 2 .

[0272] Examples of transition metal halides may include titanium halides (eg, TiF 4 、TiCl 4 、TiBr 4 、TiI 4 etc.), zirconium halides (e.g., ZrF 4 、ZrCl 4 , ZrBr 4 , ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4 , HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr 3 VI 3 etc.), niobium halides (e.g., NbF 3 、NbCl 3 , NbBr 3 , NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 、TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 、MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 , WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 、MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 , TcBr 2 , TcI 2 etc.), rhenium halides (e.g., ReF 2 、ReCl2 、ReBr 2 、ReI 2 etc.), ferrous halides (e.g., FeF 2 、FeCl 2 , FeBr 2 ,FeI 2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2 , RuI 2 etc.), osmium halides (e.g., OsF 2 , OsCl 2 、OsBr 2 , OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2 ,CoBr 2 、CoI 2 etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr 2 , RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 ,IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 , NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 , PdI 2 etc.), platinum halides (e.g., PtF 2 , PtCl 2 , PtBr 2 , PtI 2 etc.), cuprous halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), and gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.).

[0273] Examples of late transition metal halides may include zinc halides (e.g., ZnF 2 、ZnCl 2 、ZnBr 2 、ZnI 2 etc.), indium halides (e.g., InI 3 etc.) and tin halides (e.g., SnI2 wait).

[0274] Examples of lanthanide metal halides may include YbF, YbF 2 , YbF 3 、SmF 3 、YbCl、YbCl 2 YbCl 3 、SmCl 3 , YbBr, YbBr 2 , YbBr 3 、SmBr 3 、YbI、YbI 2 ,YbI 3 and SmI 3 .

[0275] Examples of metalloid halides may include antimony halides (eg, SbCl 5 wait).

[0276] Examples of metal tellurides may include alkali metal tellurides (eg, Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te, Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe, Au 2Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.), and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.).

[0277] Emission layer in the middle layer 130

[0278] When the organic light-emitting device 10 is a full-color organic light-emitting device, the emission layer can be patterned into a red emission layer, a green emission layer and / or a blue emission layer according to the sub-pixel. In an embodiment, the emission layer may have a stacked structure of two or more layers of a red emission layer, a green emission layer and a blue emission layer to emit white light, wherein the two or more layers are in contact with each other or separated from each other. In one or more embodiments, the emission layer may include two or more materials of a red light-emitting material, a green light-emitting material and a blue light-emitting material to emit white light, wherein the two or more materials are mixed with each other in a single layer.

[0279] The emission layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0280] The amount of the dopant in the emission layer may be about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

[0281] In an embodiment, the emissive layer may include quantum dots.

[0282] In an embodiment, the emission layer may include a delayed fluorescent material. The delayed fluorescent material may act as a host or a dopant in the emission layer.

[0283] In addition to the heterocyclic compound, the emission layer may further include a host, an auxiliary dopant, a sensitizer, a delayed fluorescent material, or any combination thereof. Each of the host, the auxiliary dopant, the sensitizer, the delayed fluorescent material, and any combination thereof may include at least one deuterium.

[0284] For example, the emission layer may include a heterocyclic compound and a host. The host may be different from the heterocyclic compound, 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 a metal. In some embodiments, the electron transport compound, the hole transport compound, and the bipolar compound are different from each other.

[0285] In an embodiment, the emission layer includes a heterocyclic compound and a host, and the host may include an electron transport compound and a hole transport compound.

[0286] In an embodiment, the electron transport compound and the hole transport compound may form an exciplex.

[0287] The thickness of the emission layer can be about to about (For example, about to about When the thickness of the emission layer is within the above range, excellent light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0288] main body

[0289] In an embodiment, the host may include a compound represented by Formula 301:

[0290] Formula 301

[0291] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,

[0292] Wherein, in Formula 301,

[0293] Ar 301 and L 301 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0294] xb11 can be 1, 2 or 3,

[0295] xb1 can be an integer from 0 to 5.

[0296] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ),

[0297] xb21 can be an integer from 1 to 5, and

[0298] Q 301 To Q 303 Same as reference Q 41 As described.

[0299] In an embodiment, when xb11 in Formula 301 is 2 or greater, Ar 301 Two or more of may be linked to each other via a single bond.

[0300] In an embodiment, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0301] Formula 301-1

[0302]

[0303] Formula 301-2

[0304]

[0305] Among them, in Formula 301-1 and Formula 301-2,

[0306] Ring A 301 To Ring A 304 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0307] X301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0308] xb22 and xb23 can each independently be 0, 1 or 2,

[0309] L 301 , xb1 and R 301 As described in this manual,

[0310] L 302 To L 304 Both are independently compared with the reference L 301 Same as described,

[0311] xb2 to xb4 are independently the same as described with reference to xb1, and

[0312] R 302 To R 305 and R 311 To R 314 Same as reference R 301 as described.

[0313] In an embodiment, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. In an embodiment, the host may include a Be complex (eg, compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0314] In an embodiment, the host may include: one selected from Compound H1 to Compound H124; 9,10-di(2-naphthyl)anthracene (ADN); 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN); 9,10-di(2-naphthyl)-2-tert-butylanthracene (TBADN); 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP); 1,3-di-9-carbazolylbenzene (mCP); 1,3,5-tri(carbazolyl-9-yl)benzene (TCP); or any combination thereof:

[0315]

[0316]

[0317]

[0318]

[0319]

[0320] In an embodiment, the host may include a first host compound and a second host compound.

[0321] In an embodiment, the first host compound may be a hole transporting host.

[0322] In an embodiment, the second host compound may be an electron transporting host.

[0323] In an embodiment, the term “hole transport host” may be a compound including a hole transport moiety.

[0324] In the embodiment, the term “electron transport host” may be not only a compound including an electron transport moiety but also a compound having a bipolar property.

[0325] Here, the terms "hole transport host" and "electron transport host" can be understood based on the relative difference between the hole mobility and the electron mobility in the hole transport host and the electron transport host. For example, even when the electron transport host does not include an electron transport part, a bipolar compound that exhibits a relatively higher electron mobility than the hole transport host can also be understood as an electron transport host.

[0326] In an embodiment, the hole transport host may be represented by one selected from Formula 311-1 to Formula 311-6, and the electron transport host may be represented by one selected from Formula 312-1 to Formula 312-4 and Formula 313.

[0327] Formula 311-1

[0328]

[0329] Formula 311-2

[0330]

[0331] Formula 311-3

[0332]

[0333] Formula 311-4

[0334]

[0335] Formula 311-5

[0336]

[0337] Formula 311-6

[0338]

[0339] Formula 312-1

[0340]

[0341] Formula 312-2

[0342]

[0343] Formula 312-3

[0344]

[0345] Formula 312-4

[0346]

[0347] Formula 313

[0348]

[0349] Formula 313A

[0350]

[0351] Among them, in Formulas 311-1 to 311-6, Formulas 312-1 to 312-4, Formula 313 and Formula 313A,

[0352] Ar 301 may be unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0353] A 301 To A 304 can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0354] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or Si[(L 304 ) xb4 -R 304 ][(L305 ) xb5 -R 305 ],

[0355] X 302 , Y 301 and Y 302 can be independently 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(=O) 2 ,

[0356] xb1 to xb5 can be 0, 1, 2, 3, 4, or 5,

[0357] xb6 can be 1, 2, 3, 4 or 5,

[0358] X 321 To X 328 can be independently N or C[(L 324 ) xb24 -R 324 ],

[0359] Y 321 Can be *-O-*', *-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]-*',

[0360] k21 can be 0, 1 or 2, where when k21 is 0, Y 321 does not exist (for example, no Y 321 ),

[0361] xb21 to xb26 may each independently be 0, 1, 2, 3, 4 or 5,

[0362] A 31 , A 32 and A 34 can be independently C 3 -C 60 Carbocyclic or C 1 -C 30 Heterocyclic group,

[0363] A 33 It may be a group represented by formula 313A,

[0364] X 31 It 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 )],

[0365] xb31 to xb36 may each independently be 0, 1, 2, 3, 4 or 5,

[0366] xb42 to xb44 may each independently be 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10,

[0367] L 301 To L 306 , L 321 To L 326 and L 331 To L 336 may each independently be a single bond, unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a C 1 -C 20Alkenylene, unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkyne, unsubstituted or substituted with at least one R 10a C 3 -C 10 Cycloalkylene, unsubstituted or substituted with at least one R 10a C 1 -C 10 Heterocycloalkylene, unsubstituted or substituted with at least one R 10a C 3 -C 10 Cycloalkenylene, unsubstituted or substituted with at least one R 10a C 1 -C 10 Heterocycloalkenylene, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylene, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroarylene, unsubstituted or substituted with at least one R 10a The divalent non-aromatic condensed polycyclic group is either unsubstituted or substituted with at least one R 10a A divalent non-aromatic condensed heteropolycyclic group,

[0368] R 301 To R 305 , R 311 To R 314 , R 321 To R 324 and R 331 To R 336 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one R10a C 1 -C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a C 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a C 1 -C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryl, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A monovalent non-aromatic condensed polycyclic group, unsubstituted or substituted with at least one R 10a Monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 41 )(Q 42 )(Q 43 )、-B(Q 41 )(Q 42 )、-N(Q 41 )(Q 42 )、-P(Q 41 )(Q 42 )、-C(=O)(Q 41 )、-S(=O)(Q 41 )、-S(=O) 2 (Q 41 )、-P(=O)(Q 41 )(Q 42 ) or -P(=S)(Q 41 )(Q 42 ),

[0369] Selected from R 321 To R 324Two or more adjacent groups in may optionally be combined with each other to form an unsubstituted or substituted group having at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0370] R 10a Can be:

[0371] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0372] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, -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 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0373] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, -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 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy or C 1 -C 60 heteroarylthio; or

[0374] -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

[0375] Q 11 To Q 13 , Q 21 To Q23 , Q 31 To Q 33 , Q 41 To Q 43 and Q 301 To Q 303 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0376] In an embodiment, the first host compound and the second host compound may form an exciplex.

[0377] In an embodiment, the first host compound may include one or a combination thereof selected from compounds HTH1 to HTH56.

[0378]

[0379]

[0380] In an embodiment, the second host compound may include one selected from compounds ETH1 to ETH86 or a combination thereof.

[0381]

[0382]

[0383]

[0384] Phosphorescent dopants

[0385] In an embodiment, the emission layer may further include a phosphorescent dopant.

[0386] In an embodiment, the emission layer may further include a phosphorescent dopant, and the phosphorescent dopant may act as a sensitizer.

[0387] The phosphorescent dopant may include at least one transition metal as a central metal.

[0388] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

[0389] The phosphorescent dopant may be electrically neutral.

[0390] In an embodiment, the phosphorescent dopant may be an organometallic compound.

[0391] In an embodiment, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0392] Formula 401

[0393] M(L 401 ) xc1 (L 402 ) xc2

[0394] Formula 402

[0395]

[0396] Among them, in equation 401 and equation 402,

[0397] M may be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),

[0398] L 401 may be a ligand represented by formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, L 401 Two or more of may be the same or different from each other,

[0399] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, L 402 Two or more of may be the same or different from each other,

[0400] X 401 and X 402 may each independently be nitrogen or carbon,

[0401] Ring A 401 and Ring A 402 can all be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0402] T 401 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*',

[0403] X 403 and X 404 can each independently be a chemical bond (eg, a covalent bond or a coordinate bond (which may also be referred to as a coordinate covalent bond or a coordinate bond)), O, S, N (Q 413 )、B(Q 413 )、P(Q 413 )、C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),

[0404] Q 411 To Q 414 Same as reference Q 41 As described,

[0405] R 401 and R 402 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q401 ) or -P(=O)(Q 401 )(Q 402 ),

[0406] Q 401 To Q 403 Same as reference Q 41 As described,

[0407] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0408] The * and *' in formula 402 both represent the binding site with M in formula 401.

[0409] In an embodiment, in Formula 402, i) X 401 may be nitrogen, and X 402 may be carbon; or ii) X 401 and X 402 Each of can be nitrogen.

[0410] In an embodiment, when xc1 in equation 401 is 2 or greater, L 401 Two or more of the two rings A 401 It can be optionally connected via T as a linker 402 connected together, and the two rings A 402 It can be optionally connected via T as a linker 403 Connected together (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 Same as reference T 401 as described.

[0411] L in Formula 401 402 It can be an organic ligand. In an embodiment, L 402 It may include a halogen group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, a -CN group, a phosphorus-containing group (e.g., a phosphine group, a phosphite group, etc.), or any combination thereof.

[0412] The phosphorescent dopant may include, for example, one selected from Compound PD1 to Compound PD41 or any combination thereof:

[0413]

[0414]

[0415]

[0416] Fluorescent dopants

[0417] In an embodiment, the emission layer may further include a fluorescent dopant.

[0418] The fluorescent dopant may include an amine-containing compound, a styrene-containing compound, or any combination thereof.

[0419] In an embodiment, the fluorescent dopant may include a compound represented by Formula 501:

[0420] Formula 501

[0421]

[0422] Wherein, in Formula 501,

[0423] Ar 501 , L 501 To L 503 , R 501 and R 502 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0424] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0425] xd4 can be 1, 2, 3, 4, 5 or 6.

[0426] In the embodiment, Ar in Formula 501 501 It may be a condensed ring group in which three or more monocyclic groups are condensed together (for example, anthracene groups, group, pyrene group, etc.).

[0427] In an embodiment, xd4 in equation 501 may be 2.

[0428] In an embodiment, the fluorescent dopant may include: one selected from compound FD1 to compound FD36; DPVBi; DPAVBi; or any combination thereof:

[0429]

[0430]

[0431]

[0432] Delayed fluorescence material

[0433] In an embodiment, the emission layer may further include a delayed fluorescent material.

[0434] Here, the delayed fluorescent material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0435] The delayed fluorescent material included in the emission layer may act as a host or a dopant according to the types (or kinds) of other materials included in the emission layer.

[0436] In an embodiment, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be at least about 0 eV and not more than about 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material satisfies the range as described above, the up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and thus, the luminous efficiency of the organic light-emitting device 10 may be increased.

[0437] In an embodiment, the delayed fluorescent material may include: i) at least one electron donor (eg, a π-electron-rich C such as a carbazole group); 3 -C 60 ring group) and at least one electron acceptor (e.g., a sulfoxide group, a cyano group and / or a π-electron-poor nitrogen-containing C 1 -C 60 ii) comprising a C containing at least two ring groups condensed with each other while sharing boron (B) 8 -C 60 Polycyclic materials.

[0438] Examples of the delayed fluorescent material may include at least one selected from Compound DF1 to Compound DF9:

[0439]

[0440] quantum dots

[0441] The emissive layer may include quantum dots.

[0442] Here, "quantum dot" refers to a crystal of a semiconductor compound, and may include any suitable material capable of emitting light of various suitable emission wavelengths depending on the size of the crystal.

[0443] The diameter of the quantum dot can be, for example, about 1 nm to about 10 nm.

[0444] The quantum dots may be synthesized by a wet chemical process, a metal organic chemical vapor deposition process, a molecular beam epitaxy process, and / or any suitable process similar thereto.

[0445] The wet chemical process is a method that includes mixing the precursor material with an organic solvent and then growing the quantum dot particle crystal. When the quantum dot particle crystal grows, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot particle crystal and controls the growth of the quantum dot particle crystal, so that the growth of the quantum dot particle crystal can be controlled by a process that is less expensive and easier than a vapor deposition method such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).

[0446] Quantum dots may 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 and / or compounds; or any combination thereof.

[0447] Examples of II-VI semiconductor compounds may include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, and / or MgS; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZn Se, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe and / or MgZnS; quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and / or HgZnSTe; or any combination thereof.

[0448] Examples of III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, and / or InSb; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, and / or InPSb; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, and / or InAlPSb; or any combination thereof. In an embodiment, the III-V semiconductor compound may also include a Group II element. Examples of the Group III-V semiconductor compound further including the Group II element may include InZnP, InGaZnP, and InAlZnP.

[0449] Examples of III-VI semiconductor compounds may include binary compounds such as GaS, GaSe, Ga 2 Se 3 、GaTe、InS、InSe、In 2 S 3 、In 2 Se 3 and / or InTe; ternary compounds such as InGaS 3 and / or InGaSe 3 ; or any combination thereof.

[0450] Examples of Group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS 2 、CuInS、CuInS 2 、CuGaO 2 、AgGaO 2 and / or AgAlO 2 .

[0451] Examples of IV-VI semiconductor compounds may 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; quaternary compounds such as SnPbSSe, SnPbSeTe and / or SnPbSTe; or any combination thereof.

[0452] Examples of Group IV elements or compounds may include: simple substances, such as Si and / or Ge; binary compounds, such as SiC or SiGe; or any combination thereof.

[0453] Each element included in the multi-element compound such as the binary compound, the ternary compound, and the quaternary compound may be present in the particle at a uniform concentration or a non-uniform concentration.

[0454] In an embodiment, the quantum dot may have a single structure in which the concentration of each element in the quantum dot is uniform (eg, substantially uniform), or may have a core-shell double structure. In an embodiment, the material included in the core and the material included in the shell may be different from each other.

[0455] The shell of the quantum dot can act as a protective layer to prevent or reduce the chemical denaturation of the core to maintain the semiconductor properties, and / or act as a charged layer to impart 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 along the direction toward the center of the core.

[0456] Examples of the shell of the quantum dot are metal oxides, metalloid oxides and / or non-metal oxides, semiconductor compounds, or combinations thereof. Examples of metal oxides, metalloid oxides, and / or non-metal oxides may include: binary compounds such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 and / or NiO; ternary compounds such as MgAl 2 O 4 、CoFe 2 O4 、NiFe 2 O 4 and / or CoMn 2 O 4 ; or any combination thereof. Examples of semiconductor compounds may include: as described herein, II-VI semiconductor compounds; III-V semiconductor compounds; III-VI semiconductor compounds; I-III-VI semiconductor compounds; IV-VI semiconductor compounds; or any combination thereof. In an embodiment, the semiconductor compound may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0457] The quantum dots may have a FWHM of an emission wavelength spectrum of less than or equal to about 45 nm, less than or equal to about 40 nm, or, for example, less than or equal to about 30 nm. When the FWHM of the quantum dots is within these ranges, the quantum dots may have improved color purity and / or improved color reproducibility. In some embodiments, because the light emitted by the quantum dots is emitted in all (e.g., substantially all) directions, a wide viewing angle may be improved.

[0458] In some embodiments, quantum dots may be in the form of spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, and / or nanoplates.

[0459] Because the energy band gap can be adjusted by controlling the size of the quantum dots, light with various suitable wavelengths can be obtained from the quantum dot emission layer. Therefore, by using quantum dots of different sizes, an organic light-emitting device that emits light of various suitable wavelengths can be realized. In an embodiment, the size of the quantum dots can be selected to emit red light, green light, and / or blue light. In some embodiments, the size of the quantum dots can be configured to emit white light by combining various suitable colors of light.

[0460] Electron transport region in the intermediate layer 130

[0461] The electron transport region may have: i) a single-layer structure including or consisting of a single layer, wherein the single layer includes or consists of a single material; ii) a single-layer structure consisting of a single layer, wherein the single layer includes a plurality of different materials; or iii) a multilayer structure including a plurality of layers, wherein the plurality of layers includes a plurality of different materials.

[0462] 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.

[0463] In an embodiment, 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 of each structure are stacked in the order stated from the emission layer.

[0464] In an embodiment, the electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a nitrogen-containing C 1 -C 60 Metal-free compounds of ring bases.

[0465] In an embodiment, the electron transport region may include a compound represented by Formula 601.

[0466] Formula 601

[0467] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0468] In formula 601,

[0469] Ar 601 and L 601 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0470] xe11 can be 1, 2 or 3,

[0471] xe1 can be 0, 1, 2, 3, 4, or 5,

[0472] R 601 may be unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, -Si(Q 601 )(Q602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0473] Q 601 To Q 603 Same as reference Q 41 As described,

[0474] xe21 can be 1, 2, 3, 4, or 5, and

[0475] Selected from Ar 601 , L 601 and R 601 At least one of them may be independently unsubstituted or substituted with at least one R 10a The π-electron-poor nitrogen-containing C 1 -C 60 Ring group.

[0476] In an embodiment, when xe11 in Formula 601 is 2 or greater, Ar 601 Two or more of may be linked together via a single bond.

[0477] In the embodiment, Ar in Formula 601 601 The anthracene group may be substituted or unsubstituted.

[0478] In an embodiment, the electron transport region may include a compound represented by Formula 601-1:

[0479] Formula 601-1

[0480]

[0481] Among them, in formula 601-1,

[0482] X 614 Can be N or C (R 614 ), X 615 Can be N or C (R 615 ), X 616 Can be N or C (R 616 ), and selected from X 614 To X 616 At least one of may be N,

[0483] L 611 To L 613 Same as reference L 601 As described,

[0484] xe611 to xe613 are as described with reference to xe1,

[0485] R 611 To R 613 Same as reference R 601 described, and

[0486] R 614 To R 616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group.

[0487] In an embodiment, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.

[0488] The electron transport region may include compounds selected from ET1 to ET45, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 , BAlq, TAZ and NTAZ or any combination thereof:

[0489]

[0490]

[0491]

[0492] The thickness of the electron transport region can be about to about (For example, about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be about to about (For example, about to about And the thickness of the electron transport layer can be about to about (For example, about to about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport region is within these ranges, suitable or satisfactory electron transport characteristics may be obtained without significantly increasing the driving voltage.

[0493] In addition to the above materials, the electron transport region (eg, the electron transport layer in the electron transport region) may further include a metal-containing material.

[0494] The metal-containing material can include alkali metal complex, alkaline earth metal complex or any combination thereof. The metal ion of the alkali metal complex can be Li ion, Na ion, K ion, Rb ion and / or Cs ion, and the metal ion of the alkaline earth metal complex can be Be ion, Mg ion, Ca ion, Sr ion and / or Ba ion. The ligand coordinated with the metal ion of the alkali metal complex and / or the metal ion of the alkaline earth metal complex can include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.

[0495] In an embodiment, the metal-containing material may include a Li complex. The Li complex may include, for example, compounds ET-D1(Liq) and / or ET-D2:

[0496]

[0497] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 150. The electron injection layer may directly contact the second electrode 150.

[0498] The electron injection layer may have: i) a single-layer structure including or consisting of a single layer, wherein the single layer includes or consists of a single material; ii) a single-layer structure including or consisting of a single layer, wherein the single layer includes a plurality of different materials; or iii) a multi-layer structure including a plurality of layers, wherein the plurality of layers includes a plurality of different materials.

[0499] The electron injection layer may 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.

[0500] The alkali metals may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metals may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metals may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0501] The alkali metal-containing compound, alkaline earth metal-containing compound, and rare earth metal-containing compound may include oxides, halides (e.g., fluorides, chlorides, bromides, iodides, etc.) and / or tellurides of alkali metals, alkaline earth metals, and rare earth metals, or any combination thereof.

[0502] The alkali metal-containing compound may include: alkali metal oxides such as Li 2 O, Cs 2 O, and / or K 2 O; alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and / or KI; or any combination thereof. The alkaline earth metal-containing compound may include alkaline earth metal compounds or oxides (such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying 0 < x < 1) and / or Ba x Ca 1-x O (where x is a real number satisfying 0 < x < 1)). The rare earth metal-containing compound may include YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O 3 、Ce 2 O 3 、GdF 3 、TbF 3 、YbI 3 、ScI 3 、TbI 3 or any combination thereof. In an embodiment, the rare earth metal-containing compound may include lanthanide metal tellurides. Examples of lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La 2 Te 3 、Ce 2 Te 3 、Pr 2 Te 3 、Nd 2 Te 3 、Pm 2 Te 3 、Sm 2 Te3 、Eu 2 Te 3 , Gd 2 Te 3 , Tb 2 Te 3 、Dy 2 Te 3 、Ho 2 Te 3 , Er 2 Te 3 、Tm 2 Te 3 , Yb 2 Te 3 He Lu 2 Te 3 .

[0503] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include: i) one of an alkali metal ion, an alkaline earth metal ion and an alkaline earth metal ion; and ii) a ligand that binds to the metal ion (e.g., hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof).

[0504] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above, or may be composed of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above. In an embodiment, the electron injection layer may also include an organic material (e.g., a compound represented by Formula 601).

[0505] In an embodiment, the electron injection layer may include: i) an alkali metal compound (e.g., an alkali metal halide); ii) a) an alkali metal compound (e.g., an alkali metal halide) and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof, or may be composed of i) an alkali metal compound (e.g., an alkali metal halide); or ii) a) an alkali metal 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 an embodiment, the electron injection layer may be a KI:Yb co-deposition layer, a RbI:Yb co-deposition layer, and / or a LiF:Yb co-deposition layer, etc.

[0506] When the electron injection layer also includes an organic material, 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 can be uniformly or non-uniformly dispersed in a matrix including the organic material.

[0507] The thickness of the electron injection layer can be about to about (For example, about to about When the thickness of the electron injection layer is within the range as described above, appropriate or satisfactory electron injection characteristics may be obtained without significantly increasing driving voltage.

[0508] The second electrode 150

[0509] The second electrode 150 is on the intermediate layer 130. The second electrode 150 may be a cathode as an electron injection electrode, and as a material for forming the second electrode 150, metals, alloys, conductive compounds, or any combination thereof, each having a low work function, may be used.

[0510] The second electrode 150 may 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 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0511] The second electrode 150 may have a single-layer structure or a multi-layer structure including a plurality of layers.

[0512] Covering

[0513] The first covering layer may be outside the first electrode 110, and / or the second covering layer may be outside the second electrode 150. In more detail, the organic light emitting device 10 may have: a structure in which the first covering layer, the first electrode 110, the intermediate layer 130, and the second electrode 150 are sequentially stacked in the stated order; a structure in which the first electrode 110, the intermediate layer 130, the second electrode 150 and the second covering layer are sequentially stacked in the stated order; or a structure in which the first covering layer, the first electrode 110, the intermediate layer 130, the second electrode 150 and the second covering layer are sequentially stacked in the stated order.

[0514] Light generated in the emission layer of the intermediate layer 130 of the organic light-emitting device 10 can be extracted toward the outside through the first electrode 110 (which is a semi-transmissive electrode or a transmissive electrode) and the first covering layer. Light generated in the emission layer of the intermediate layer 130 of the organic light-emitting device 10 can be extracted toward the outside through the second electrode 150 (which is a semi-transmissive electrode or a transmissive electrode) and the second covering layer.

[0515] According to the principle of constructive interference, the first cover layer and the second cover layer can increase the external emission efficiency. Therefore, the light extraction efficiency of the organic light emitting device 10 is increased, so that the light emission efficiency of the organic light emitting device 10 can be increased.

[0516] Each of the first cover layer and the second cover layer may include a material having a refractive index of 1.6 or greater (at a wavelength of 589 nm).

[0517] The first capping layer and the second capping layer may 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.

[0518] At least one selected from the first cover layer and the second cover layer may independently include a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphine 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 may be optionally substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. In an embodiment, at least one selected from the first cover layer and the second cover layer may independently include an amine-containing compound.

[0519] In an embodiment, at least one selected from the first cover layer and the second cover layer may each independently include the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof.

[0520] In an embodiment, at least one selected from the first cover layer and the second cover layer may each independently include one selected from Compound HT28 to Compound HT33, one selected from Compound CP1 to Compound CP6, β-NPB, or any combination thereof:

[0521]

[0522] membrane

[0523] The heterocyclic compound represented by Formula 1 can be included in various suitable films. Therefore, another aspect of the disclosed embodiment provides a film including a heterocyclic compound represented by Formula 1. The film can be, for example, an optical member (or light control device) (e.g., a color filter, a color conversion member, a cover layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer and / or a quantum dot layer, etc.), a light blocking member (e.g., a light reflecting layer and / or a light absorbing layer, etc.), a protective member (e.g., an insulating layer and / or a dielectric layer, etc.).

[0524] Electronic Devices

[0525] The organic light emitting device may be included in various suitable electronic devices. In an embodiment, the electronic device including the organic light emitting device may be a light emitting device and / or an authentication device, etc.

[0526] In addition to the organic light emitting device, the electronic device (e.g., a light emitting device) may 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 may be arranged in at least one direction of travel of the light emitted from the organic light emitting device. In an embodiment, the light emitted from the organic light emitting device may be blue light or white light. The organic light emitting device may be the same as described above. In an embodiment, the color conversion layer may include quantum dots. The quantum dots may be, for example, quantum dots as described herein.

[0527] The electronic device may include a first substrate. The first substrate may include a plurality of sub-pixel regions, the color filter may include a plurality of color filter regions respectively corresponding to the sub-pixel regions, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the sub-pixel regions.

[0528] A pixel defining film may be disposed between the sub-pixel regions to define each of the sub-pixel regions.

[0529] The color filter may further include a plurality of color filter regions and a light shielding pattern disposed between the color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a light shielding pattern disposed between the color conversion regions.

[0530] The plurality of color filter regions (or color conversion regions) may include a first region emitting a first color light, a second region emitting a second color light, and / or a third region emitting a third color light, wherein the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths. In an embodiment, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. In an embodiment, the plurality of color filter regions (or color conversion regions) may include quantum dots. In more detail, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. A further description of quantum dots is provided herein. The first region, the second region, and / or the third region may each further include a scatterer.

[0531] In an embodiment, the organic light emitting device may emit a first light, the first region may absorb the first light to emit a 1-1 color light, the second region may absorb the first light to emit a 2-1 color light, and the third region may absorb the first light to emit a 3-1 color light. In some embodiments, the 1-1 color light, the 2-1 color light, and the 3-1 color light may have different maximum emission wavelengths. In more detail, the first light may be blue light, the 1-1 color light may be red light, the 2-1 color light may be green light, and the 3-1 color light may be blue light.

[0532] In addition to the organic light emitting device described above, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode and an active layer, wherein any one selected from the source electrode and the drain electrode may be electrically connected to one of the first electrode and the second electrode selected from the organic light emitting device.

[0533] The thin film transistor may further include a gate electrode and / or a gate insulating film, etc.

[0534] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, and / or an oxide semiconductor, etc.

[0535] The electronic device may further include a sealing portion for sealing the organic light-emitting device. The sealing portion may be 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., concurrently) prevents or reduces the penetration of ambient air and / or moisture into the organic light-emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate and / or a plastic substrate. The sealing portion may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.

[0536] In addition to the color filter and / or color conversion layer, various suitable functional layers may be additionally on the sealing portion depending on the purpose of the electronic device. The functional layer may include a touch screen layer and / or a polarizing layer, etc. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, and / or an infrared touch screen layer.

[0537] In addition to the organic light emitting device as described above, the authentication device may further include a biometric information collector. The authentication device may be, for example, a biometric authentication device that authenticates an individual by using biometric information of a living body (eg, fingertips, pupils, etc.).

[0538] The electronic device can be applied to various suitable displays, light sources, lighting, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notepads, electronic dictionaries, electronic game consoles, medical instruments (e.g., electronic thermometers, blood pressure meters, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasonic diagnostic devices and / or endoscope displays), fish finders, various suitable measuring instruments, meters (e.g., meters for vehicles, aircraft and / or ships) and / or projectors, etc.

[0539] Figure 2 and Figure 3 Description

[0540] Figure 2 is a cross-sectional view of a light emitting device according to an embodiment.

[0541] Figure 2 The light emitting apparatus includes a substrate 100, a thin film transistor (TFT), an organic light emitting device, and an encapsulation part 300 sealing the organic light emitting device.

[0542] The substrate 100 may be a flexible substrate, a glass substrate, and / or a metal substrate. A buffer layer 210 may be on the substrate 100. The buffer layer 210 may prevent or reduce impurities from penetrating the substrate 100, and may provide a flat surface on the substrate 100.

[0543] The TFT may be on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0544] The active layer 220 may include an inorganic semiconductor (such as silicon and / or polysilicon), an organic semiconductor, and / or an oxide semiconductor, and may include a source region, a drain region, and a channel region.

[0545] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be on the active layer 220 , and the gate electrode 240 may be on the gate insulating film 230 .

[0546] An interlayer insulating film 250 may be on the gate electrode 240. The interlayer insulating film 250 may be between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to insulate (eg, electrically insulate) the electrodes from each other.

[0547] Source electrode 260 and drain electrode 270 may be on interlayer insulating film 250. Interlayer insulating film 250 and gate insulating film 230 may expose source and drain regions of active layer 220, and source electrode 260 and drain electrode 270 may contact the exposed portions of source and drain regions of active layer 220.

[0548] The TFT may be electrically connected to the organic light emitting device to drive the organic light emitting device, and may be covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The organic light emitting device is disposed on the passivation layer 280. The organic light emitting device may include a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0549] The first electrode 110 may be on the passivation layer 280. The passivation layer 280 may expose a portion of the drain electrode 270 without completely covering the drain electrode 270, and the first electrode 110 may be connected to the exposed portion of the drain electrode 270.

[0550] A pixel defining film 290 including an insulating material may be on the first electrode 110. The pixel defining film 290 may expose a set region or a specific region of the first electrode 110, and the intermediate layer 130 may be in the exposed region of the first electrode 110. The pixel defining film 290 may be a polyimide-based organic film and / or a polyacrylic organic film. In some embodiments, at least some layers of the intermediate layer 130 may extend beyond the upper portion of the pixel defining film 290 to be in the form of a common layer.

[0551] The second electrode 150 may be on the intermediate layer 130, and the capping layer 170 may be additionally on the second electrode 150. The capping layer 170 may cover the second electrode 150.

[0552] The encapsulation part 300 may be on the cover layer 170. The encapsulation part 300 may be on the organic light emitting device to protect the organic light emitting device from moisture and / or oxygen. The encapsulation part 300 may include: an inorganic film including silicon nitride (SiN x ), silicon oxide (SiO x), indium tin oxide, indium zinc oxide or any combination thereof; organic films 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 a combination of an inorganic film and an organic film.

[0553] Figure 3 is a cross-sectional view of a light emitting device according to another embodiment.

[0554] In addition to the light shielding pattern 500 and the functional region 400 being additionally on the packaging portion 300, Figure 3 Light emitting devices and Figure 2 The functional area 400 may be: 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 an embodiment, the functional area 400 may be: i) a color filter area; ii) a color conversion area; or iii) a combination of a color filter area and a color conversion area. Figure 3 The organic light-emitting device in the light-emitting apparatus may be a tandem organic light-emitting device.

[0555] Figure 4 Description

[0556] Figure 4 is a schematic perspective view of an electronic device 1 including an organic light-emitting device according to an embodiment. As a device for displaying moving images and / or still images, the electronic device 1 may be a portable electronic device (such as a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic notebook, an electronic book, a portable multimedia player (PMP), a navigation and / or an ultra-mobile PC (UMPC)) and various suitable products (such as a television, a laptop computer, a monitor, a billboard and / or an Internet of Things (IOT) device). The electronic device 1 may be such a product or a part thereof. In some embodiments, the electronic device 1 may be a wearable device (such as a smart watch, a watch phone, a glasses-type display and / or a head-mounted display (HMD)) or a part of a wearable device. However, the embodiment is not limited thereto. For example, the electronic device 1 may include a dashboard of a vehicle, a central dashboard of a vehicle, a central information display on the dashboard of a vehicle, an interior mirror display replacing a side mirror of a vehicle, an entertainment display for a rear seat of a vehicle, a display at the rear of a front seat, a head-up display (HUD) mounted in front of the vehicle and / or projected on the front window glass, a computer-generated hologram augmented reality head-up display (CGH ARHUD). For ease of explanation, Figure 4 An embodiment is shown in which the electronic device 1 is a smartphone.

[0557] The electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device may realize an image through an array of a plurality of pixels two-dimensionally arranged in the display area DA.

[0558] The non-display area NDA is an area that does not display an image or is not designed to display an image, and may entirely surround the display area DA. In the non-display area NDA, a driver for providing an electrical signal or power to the display device in the display area DA may be provided. In the non-display area NDA, a pad (also referred to as a "pad" or "solder pad") as an area to which an electronic component and / or a printed circuit board can be electrically connected may be provided.

[0559] In the electronic device 1, the length in the x-axis direction (or x direction) and the length in the y-axis direction (or y direction) may be different from each other, and the z-axis direction (or z direction) may be the thickness direction of the electronic device 1. Figure 4 As shown in , the length in the x-axis direction may be less than the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be the same as the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be greater than the length in the y-axis direction.

[0560] Figure 5 and FIG. 6A to FIG. 6C Description

[0561] Figure 5 is a schematic diagram of the exterior of a vehicle 1000 as an electronic device including an organic light emitting device according to an embodiment. FIG. 6A to FIG. 6C 1 and 2 are schematic diagrams of the interior of a vehicle 1000 according to one or more embodiments.

[0562] Reference Figure 5 , Fig. 6A , Figure 6B and Figure 6C The vehicle 1000 may refer to various suitable devices for moving an object to be transported (such as a person, an object, and / or an animal) from a departure point to a destination point. The vehicle 1000 may include a vehicle traveling on roads and / or tracks, a ship moving on the sea and / or a river, and / or an airplane flying in the sky using the action of air, etc.

[0563] The vehicle 1000 may travel on roads and / or tracks. The vehicle 1000 may move in a set direction or a specific direction according to the rotation of at least one wheel. In an embodiment, the vehicle 1000 may include a three-wheeled or four-wheeled vehicle, a construction machine, a two-wheeled vehicle, a prime mover device, a bicycle, and / or a train running on a track.

[0564] The vehicle 1000 may include a body having an interior and an exterior, and a chassis in which mechanical equipment necessary for driving or useful is installed as other components in addition to the body. The exterior of the body may include a front panel, a hood, a roof panel, a rear panel, a trunk, and / or a column disposed at a boundary between doors, etc. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel device, front wheels and rear wheels and / or left wheels and right wheels, etc.

[0565] The vehicle 1000 may include side windows 1100 , a front window 1200 , side mirrors 1300 , a cluster 1400 , a central instrument panel 1500 , a passenger seat instrument panel 1600 , and / or a display device 2 .

[0566] The side window glass 1100 and the front window glass 1200 may be separated by pillars between the side window glass 1100 and the front window glass 1200 .

[0567] The side window glass 1100 may be mounted on the side of the vehicle 1000. In an embodiment, the side window glass 1100 may be mounted on a door of the vehicle 1000. A plurality of side window glasses 1100 may be provided, and the plurality of side window glasses 1100 may face each other. In an embodiment, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In an embodiment, the first side window glass 1110 may be adjacent to the cluster 1400. The second side window glass 1120 may be adjacent to the passenger seat instrument panel 1600.

[0568] In an embodiment, the side window glasses 1100 may be spaced apart from each other in the x-direction or in a direction opposite to the x-direction. In an embodiment, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x-direction or in a direction opposite to the x-direction. In some embodiments, an imaginary straight line L connecting the side window glasses 1100 may extend in the x-direction or in a direction opposite to the x-direction. In an embodiment, an imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-direction or in a direction opposite to the x-direction.

[0569] The front window glass 1200 may be installed at the front of the vehicle 1000. The front window glass 1200 may be between the side window glasses 1100 facing each other.

[0570] The side view mirror 1300 may provide a rear view of the vehicle 1000. The side view mirror 1300 may be mounted on the exterior of the vehicle body. In an embodiment, a plurality of side view mirrors 1300 may be provided. Any one of the plurality of side view mirrors 1300 may be outside the first side window glass 1110. Another one of the plurality of side view mirrors 1300 may be outside the second side window glass 1120.

[0571] Cluster 1400 may be in front of the steering wheel. Cluster 1400 may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn indicator, a high beam indicator, warning lights, a seat belt warning light, an odometer, an automatic shift selector indicator light, a door open warning light, an engine oil warning light, and / or a low fuel warning light.

[0572] The central instrument panel 1500 may 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 provided. The central instrument panel 1500 may be at one side of the cluster 1400 .

[0573] The passenger seat instrument panel 1600 may be spaced apart from the cluster 1400, and the central instrument panel 1500 is between the passenger seat instrument panel 1600 and the cluster 1400. In an embodiment, the cluster 1400 may correspond to a driver's seat, and the passenger seat instrument panel 1600 may correspond to a passenger seat. In an embodiment, the cluster 1400 may be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window glass 1120.

[0574] In an embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be inside the vehicle 1000. In an embodiment, the display device 2 may be between side window glasses 1100 facing each other. The display device 2 may be on at least one selected from the cluster 1400, the central instrument panel 1500, and the passenger seat instrument panel 1600.

[0575] The display device 2 may include an organic light emitting display, an inorganic EL display, and / or a quantum dot display. Hereinafter, an organic light emitting display device including an organic light emitting device according to the disclosure will be described as an example of the display device 2 according to the embodiment, but various suitable types (or kinds) of display devices as described above may be used in the embodiment.

[0576] Reference Fig. 6A , the display device 2 may be on the central instrument panel 1500. In an embodiment, the display device 2 may display navigation information. In an embodiment, the display device 2 may display audio, video and / or information about vehicle settings.

[0577] Reference Figure 6B, the display device 2 may be on the cluster 1400. In some embodiments, the cluster 1400 may display driving information, etc., through the display device 2. In some embodiments, the cluster 1400 may be implemented digitally. The digital cluster 1400 may display vehicle information and driving information as images. In an embodiment, the needle and / or range of the tachometer and / or various suitable warning light icons may be displayed by digital signals.

[0578] Reference Figure 6C , the display device 2 may be on the passenger seat instrument panel 1600. The display device 2 may be embedded in and / or on the passenger seat instrument panel 1600. In an embodiment, the display device 2 on the passenger seat instrument panel 1600 may display images related to the information displayed on the cluster 1400 and / or the information displayed on the center instrument panel 1500. In an embodiment, the display device 2 on the passenger seat instrument panel 1600 may display information different from the information displayed on the cluster 1400 and / or the information displayed on the center panel 1500.

[0579] Manufacturing method

[0580] A layer constituting a hole transport region, an emission layer, and a layer constituting an electron transport region can be formed in a set region or a specific region by using various suitable methods (such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and / or laser induced thermal imaging, etc.).

[0581] When the various layers included in the hole transport region, the emission layer, and the various layers included in the electron transport region are formed by vacuum deposition, the deposition temperature may be about 100° C. to about 500° C., about 10 -8 About 10 -3 Torr vacuum and approx. to about The vacuum deposition is performed at a deposition rate of 1000 Å.

[0582] Definition of terms

[0583] As used herein, the term "C 3 -C 60 "Carbocyclyl" refers to a cyclic group consisting of only carbon as a ring atom and having 3 to 60 carbon atoms, and the term "C 1 -C 60 The term "heterocyclic group" refers to a ring group having 1 to 60 carbon atoms and including heteroatoms as ring-constituting atoms in addition to carbon atoms. 3 -C 60 Carbocyclic and C 1 -C 60The heterocyclic groups may be monocyclic groups consisting of one ring or polycyclic groups in which two or more rings are condensed with each other. 1 -C 60 The number of ring-forming atoms of the heterocyclic group can be 3 to 61.

[0584] As used herein, a "cyclic group" may include C 3 -C 60 Carbocyclic and C 1 -C 60 Both heterocyclic groups.

[0585] As used herein, the term "π-electron-rich C 3 -C 60 The term "cyclic group" refers to a cyclic group having 3 to 60 carbon atoms and not including *-N=*' as a ring-forming part, and the term "π-electron-poor nitrogen-containing C 1 -C 60 The term "cyclic group" refers to a heterocyclic group having 1 to 60 carbon atoms and including *-N=*' as a ring-forming part.

[0586] In an embodiment,

[0587] C 3 -C 60 The carbocyclic group may be: i) a group T1; or ii) a condensed ring group in which two or more of the groups T1 are condensed with each other (e.g., a cyclopentadiene group, an adamantane group, a norbornane group, a phenyl group, a pentalene group, a naphthalene group, an azulene group, an indacene group, an acenaphthene group, a phenanthrenyl group, an anthracene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, a benzophenone group, a fluorene group, a spirobifluorene group, a benzofluorene group, an indenophenanthrene group or an indenoanthracene group),

[0588] C 1 -C 60The heterocyclic group may be: i) a group T2; ii) a condensed ring group in which two or more of the groups T2 are condensed with each other; or iii) a condensed ring group in which at least one group T2 and at least one group T1 are condensed with each other (for example, a pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzisoindole group, a naphthoisoindole group, a benzothiorrole group, a benzothiophene group, a benzofuran group, a carbazole group, a dibenzothiorrole group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole group, an indolecarbazole group, a benzofuranocarbazole group, a benzothiophenocarbazole group, a benzothiorrolecarbazole group, a benzoindolecarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthosilole group, a benzofuranodibenzofuran group, a benzofuranocarbazole group, a benzothiophenecarbazole group, a benzothiorrolecarbazole group, a benzoindolecarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthosilole group, a benzofuranodibenzofuran ... dibenzothiophene group, benzothiophene dibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group , benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzothiophene group, azadibenzofuran group, etc.),

[0589] Pi-electron-rich C 3 -C 60 The cyclic group may be: i) a group T1; ii) a condensed ring group in which two or more of the groups T1 are condensed with each other; iii) a group T3; iv) a condensed ring group in which two or more of the groups T3 are condensed with each other; or v) a condensed ring group in which at least one group T3 and at least one group T1 are condensed with each other (e.g., C 3 -C 60a carbocyclic group, a 1H-pyrrole group, a thiol group, a borole group, a 2H-pyrrole group, a 3H-pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzoisoindole group, a naphthoisoindole group, a benzothiol group, a benzothiophene group, a benzofuran group, a carbazole group, a dibenzothiol group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole group, an indolecarbazole group, a benzofuranocarbazole group, a benzothiophenocarbazole group, a benzothiololcarbazole group, a benzoindolecarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthothiol group, a benzofuranodibenzofurano group, a benzofuranodibenzothiophene group, a benzothiophenodibenzothiophene group, and the like),

[0590] π-electron-poor nitrogen-containing C 1 -C 60 The cyclic group may be: i) a group T4; ii) a condensed ring group in which two or more of the groups T4 are condensed with each other; iii) a condensed ring group in which at least one group T4 and at least one group T1 are condensed with each other; iv) a condensed ring group in which at least one group T4 and at least one group T3 are condensed with each other; or v) a condensed ring group in which at least one group T4, at least one group T1 and at least one group T3 are condensed with each other (for example, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, a benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzothiophene group, azadibenzofuran group, etc.),

[0591] The group T1 can be a cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclobutene group, a cyclopentene group, a cyclopentadiene group, a cyclohexene group, a cyclohexadiene group, a cycloheptene group, an adamantane group, a norbornane (or bicyclo[2.2.1]heptane) group, a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group or a phenyl group,

[0592] The group T2 can be a furan group, a thiophene group, a 1H-pyrrole group, a thiol group, a borocyclopentadiene group, a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathiol group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a tetrazine group, a pyrrolidine group, an imidazolidinyl group, a dihydropyrrole group, a piperidine group, a tetrahydropyridine group, a dihydropyridine group, a hexahydropyrimidine group, a tetrahydropyrimidine group, a dihydropyrimidine group, a piperazine group, a tetrahydropyrazine group, a dihydropyrazine group, a tetrahydropyridazine group or a dihydropyridazine group,

[0593] The group T3 may be a furan group, a thiophene group, a 1H-pyrrole group, a thiole group or a borole group, and

[0594] The group T4 can be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathiazole group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group or a tetrazine group.

[0595] As used herein, the terms "cyclic group", "C 3 -C 60 Carbocyclic group, "C 1 -C 60 Heterocyclic group", "π-electron-rich C 3 -C 60 "Ring" or "π-electron-poor nitrogen-containing C 1 -C 60 The "cyclic group" may refer to a group condensed to any suitable cyclic group, monovalent group or polyvalent group (e.g., divalent group, trivalent group, tetravalent group, etc.) according to the structure of the formula used for the corresponding term. In an embodiment, the "phenyl group" may be a benzo group, phenyl, phenylene, etc., which can be easily understood by a person of ordinary skill in the art based on the structure of the formula including the "phenyl group".

[0596] In the embodiment, the unit price C 3 -C 60 Carbocyclic groups and monovalent C 1 -C 60 Examples of heterocyclic groups may include C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed heteropolycyclic group, and divalent C 3 -C 60 Carbocyclic groups and divalent C 1 -C 60 Examples of heterocyclic groups may include C 3 -C 10 Cycloalkylene, C 1 -C 10 Heterocycloalkylene, C 3 -C 10 Cycloalkenylene, C 1 -C 10 Heterocycloalkenylene, C 6 -C 60 Arylene, C 1 -C 60 heteroarylene groups, divalent non-aromatic condensed polycyclic groups and divalent non-aromatic condensed heteropolycyclic groups.

[0597] As used herein, the term "C 1 -C 60 The term “alkyl” refers to a linear or branched aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, and examples thereof include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl and tert-decyl. As used herein, the term “C 1 -C 60 "Alkylene" refers to a group having a C 1 -C 60 Alkyl groups are divalent groups of substantially the same structure.

[0598] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon double bond at the main chain (e.g., the middle) or at the terminal (e.g., the end), and examples thereof include ethenyl, propenyl, and butenyl. As used herein, the term “C 2 -C 60 "Alkenylene" refers to a 2 -C 60 Alkenyl is a divalent group of substantially the same structure.

[0599] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon triple bond at the main chain (e.g., in the middle) or at the terminal (e.g., end), and examples thereof include ethynyl and propynyl. As used herein, the term “C 2 -C 60 "Alkyne" refers to a group having a C 2 -C 60 Alkynyl is a divalent group of substantially the same structure.

[0600] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (Among them, A 101 It is C 1 -C 60 An alkyl group is a monovalent group represented by an alkyl group, and examples thereof include a methoxy group, an ethoxy group, and an isopropoxy group.

[0601] As used herein, the term "C 3 -C 10 The term "cycloalkyl" as used herein refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl and bicyclo[2.2.2]octyl. As used herein, the term "Cycloalkyl" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl and bicyclo[2.2.2]octyl. 3 -C 10 "Cycloalkylene" refers to a cycloalkylene group having a 3 -C 10 Cycloalkyl is a divalent group of substantially the same structure.

[0602] As used herein, the term "C 1 -C 10 The term "heterocycloalkyl" as used herein refers to a monovalent ring group having 1 to 10 carbon atoms and including at least one heteroatom as a ring-forming atom in addition to the carbon atoms, and examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and tetrahydrothienyl. 1 -C 10 "Heterocycloalkylene" refers to a group having a C 1 -C 10 Heterocycloalkyl is a divalent group of substantially the same structure.

[0603] As used herein, the term "C 3 -C 10The term "cycloalkenyl" as used herein refers to a monovalent cyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity (e.g., not aromatic), and examples thereof include cyclopentenyl, cyclohexenyl, and cycloheptenyl. 3 -C 10 "Cycloalkenylene" refers to a 3 -C 10 Cycloalkenyl is a divalent group of substantially the same structure.

[0604] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent ring group having 1 to 10 carbon atoms, including at least one heteroatom as a ring-forming atom in addition to carbon atoms in the ring and having at least one double bond. 1 -C 10 Examples of heterocycloalkenyl groups include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl. As used herein, the term “C 1 -C 10 "Heterocycloalkenylene" refers to a 1 -C 10 Heterocycloalkenyl is a divalent group of substantially the same structure.

[0605] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms, and the term "C 6 -C 60 "Arylene" refers to a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. 6 -C 60 Examples of aryl groups include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, peryl, pentaphenyl, heptaphenyl, tetraphenyl, peryl, hexyl, pentyl, rubidinyl, corynyl and ovalenyl. 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, the two or more rings may be condensed with each other.

[0606] As used herein, the term "C 1 -C 60The term "heteroaryl" as used herein refers to a monovalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms and including at least one heteroatom as a ring-forming atom in addition to carbon atoms. 1 -C 60 The term "heteroarylene group" refers to a divalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms and including at least one heteroatom as a ring-forming atom in addition to carbon atoms. 1 -C 60 Examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, and naphthyridinyl. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene group includes two or more rings, the two or more rings may be condensed with each other.

[0607] As used herein, the term "monovalent non-aromatic condensed polycyclic radical" refers to a monovalent group having two or more rings condensed to each other, only carbon atoms (e.g., 8 to 60 carbon atoms) as ring atoms and no aromaticity (e.g., not aromatic when considered as a whole) in its molecular structure when considered as a whole. Examples of monovalent non-aromatic condensed polycyclic radicals include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl and indenoanthryl. As used herein, the term "divalent non-aromatic condensed polycyclic radical" refers to a divalent group having substantially the same structure as a monovalent non-aromatic condensed polycyclic radical.

[0608] The term "monovalent non-aromatic condensed heteropolycyclic group" as used herein refers to a monovalent group having two or more rings condensed to each other, including at least one heteroatom as a ring-constituting atom in addition to carbon atoms (e.g., 1 to 60 carbon atoms), and not having aromaticity in its molecular structure when considered as a whole (e.g., not aromatic when considered as a whole). Examples of the monovalent non-aromatic condensed heteropolycyclic group include a pyrrolyl group, a thienyl group, a furyl group, an indolyl group, a benzindolyl group, a naphthoindolyl group, an isoindolyl group, a benzisoindolyl group, a naphthoisoindolyl group, a benzothioyl group, a benzofuranyl group, a carbazolyl group, a dibenzothioyl group, a dibenzothioyl group, a dibenzofuranyl group, an azacarbazolyl group, an azafluorenyl group, an azadibenzothioyl group, an azadibenzothioyl group, an azadibenzofuranyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, an oxadiazolyl group, a thiadiazolyl group, The term "divalent non-aromatic condensed heteropolycyclic group" as used herein refers to a divalent group having substantially the same structure as a monovalent non-aromatic condensed heteropolycyclic group.

[0609] As used herein, the term "C 6 -C 60 "Aryloxy" refers to -OA 102 (Among them, A 102 It is C 6 -C 60 aryl), and as used herein the term "C 6 -C 60 "Arylthio" refers to -SA 103 (Among them, A 103 It is C 6 -C 60 aryl).

[0610] As used herein, the term "C 7 -C 60 "Arylalkyl" refers to -A 104 A 105 (Among them, A 104 It is C 1 -C 54 Alkylene, and A 105 It is C 6 -C 59aryl), and as used herein the term "C 2 -C 60 "Heteroarylalkyl" refers to -A 106 A 107 (Among them, A 106 It is C 1 -C 59 Alkylene, and A 107 It is C 1 -C 59 heteroaryl).

[0611] As used herein, the term " 10a ” can be:

[0612] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0613] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl, C 2 -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 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0614] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl, C 2 -C 60 Heteroarylalkyl, -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 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 heteroarylalkyl; or

[0615] -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 ).

[0616] As used herein, Q 41 To Q 43 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroarylalkyl.

[0617] As used herein, the term "heteroatom" refers to any suitable atom other than a carbon atom. Examples of heteroatoms include O, S, N, P, Si, B, Ge, Se, or any combination thereof.

[0618] As used herein, "Ph" refers to phenyl, as used herein, "Me" refers to methyl, as used herein, the term "Et" refers to ethyl, as used herein, "tert-Bu" or "Bu t " refers to tert-butyl, and "OMe" as used herein refers to methoxy.

[0619] As used herein, the term "biphenyl" refers to a "phenyl group substituted with a phenyl group". A "biphenyl group" may be a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0620] As used herein, "terphenyl" refers to "phenyl substituted with biphenyl". "Terphenyl" can be substituted with C 6 -C 60 Aryl C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0621] Here, the x-axis, y-axis, and z-axis are not limited to the three axes in the orthogonal coordinate system, and can be interpreted in a broad sense including these axes. For example, the x-axis, y-axis, and z-axis can refer to axes that are orthogonal to each other, or can refer to axes in different directions that are not orthogonal to each other.

[0622] Unless otherwise defined, * and *' as used herein refer to the binding sites to adjacent atoms in the corresponding formula or moiety.

[0623] Hereinafter, the compound according to the embodiment and the organic light emitting device according to the embodiment will be described in more detail with reference to the following synthesis examples and examples. The phrase "using B instead of A" used in describing the synthesis examples means using the same molar equivalent of B instead of the same molar equivalent of A.

[0624] Synthesis Example

[0625] Synthesis Example 1: Synthesis of Compound 1

[0626]

[0627] (1) Synthesis of intermediate I-1

[0628] 1,3-Dibromo-benzene (1 equivalent), [1,1':3',1"-terphenyl]-2'-amine (2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (1.5 equivalent) were dissolved in toluene and then stirred at 100° C. for 12 hours. After cooling, the resulting mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was first washed with anhydrous MgSO 4 Dried, dried again under reduced pressure, and then purified by column chromatography to obtain Intermediate I-1 (yield: 75%).

[0629] (2) Synthesis of intermediate I-2

[0630] Intermediate I-1 (1 equivalent), 1-chloro-3-iodobenzene-2,4,5,6-d 4 (2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and then stirred at 110° C. for 12 hours. After cooling, the resulting mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was first washed with anhydrous MgSO 4 Dried, dried again under reduced pressure, and then purified by column chromatography to obtain Intermediate I-2 (yield: 67%).

[0631] (3) Synthesis of intermediate I-3

[0632] Intermediate I-2 (1 equivalent) was dissolved in o-dichlorobenzene, then cooled to 0°C, and BBr was slowly injected thereto under a nitrogen atmosphere. 3 (3 equivalents). After the addition was completed, the temperature was raised to 180°C, followed by stirring for 48 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to cause precipitation, thereby obtaining a reaction product. The obtained solid was purified by column chromatography using MC and n-hexane to obtain intermediate I-3 (yield: 25%).

[0633] The deuterium substitution rate in the heterocyclic compound (e.g., corresponding to A in Formula 1) can be adjusted according to the reaction conditions. 1 and A 2 deuterium substitution rate of the ring, etc.).

[0634] (4) Synthesis of Compound 1

[0635] Intermediate I-3 (1 equivalent), 9H-carbazole (2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and then stirred at 110° C. for 12 hours. After cooling, the resulting mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was first washed with anhydrous MgSO 4 Dried, dried again under reduced pressure, and then purified by column chromatography, followed by recrystallization to obtain Compound 1 (yield: 63%).

[0636] The obtained compound was identified by MS / FAB.

[0637] C 78 H 45 D 6 BN 4 Calculated value 1060.46, found value 1060.45

[0638] Synthesis Example 2: Synthesis of Compound 30

[0639]

[0640] (1) Synthesis of intermediate I-4

[0641] 1,3-dibromo-5-(tert-butyl)benzene (1 equivalent), 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (2 equivalents), Pd 2 (dba)3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (1.5 equivalent) were dissolved in toluene and then stirred at 100° C. for 12 hours. After cooling, the resulting mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was first washed with anhydrous MgSO 4 Dried, dried again under reduced pressure, and then purified by column chromatography to obtain Intermediate I-4 (yield: 60%).

[0642] (2) Synthesis of intermediate I-5

[0643] Intermediate I-4 (1 equivalent), 1-chloro-3-iodobenzene-2,4,5,6-d 4 (2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and then stirred at 110° C. for 12 hours. After cooling, the resulting mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was first washed with anhydrous MgSO 4 Dried, dried again under reduced pressure, and then purified by column chromatography to obtain Intermediate I-5 (yield: 65%).

[0644] (3) Synthesis of intermediate I-6

[0645] Intermediate I-5 (1 equivalent) was dissolved in o-dichlorobenzene, then cooled to 0°C, and BBr was slowly injected thereto under a nitrogen atmosphere. 3 (3 equivalents). After the addition was completed, the temperature was raised to 180°C, followed by stirring for 48 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to cause precipitation, thereby obtaining a reaction product. The solid obtained was purified by column chromatography using MC and n-hexane to obtain intermediate I-6 (yield: 20%).

[0646] The deuterium substitution rate in the heterocyclic compound (e.g., corresponding to A in Formula 1) can be adjusted according to the reaction conditions. 1 and A 2 deuterium substitution rate of the ring, etc.).

[0647] (4) Synthesis of Compound 30

[0648] Intermediate I-6 (1 equivalent), 9H-carbazole-1,2,3,4,5,6,7,8-d 8 (2 equivalents), Pd 2 (dba) 3(0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and then stirred at 110° C. for 12 hours. After cooling, the resulting mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was first washed with anhydrous MgSO 4 Dried, dried again under reduced pressure, and then purified by column chromatography, followed by recrystallization to obtain Compound 1 (yield: 52%).

[0649] The obtained compound was identified by MS / FAB.

[0650] C 90 H 53 D 22 BN 4 Calculated value 1244.75, found value 1244.76

[0651] Synthesis Example 3: Synthesis of Compound 44

[0652]

[0653] (1) Synthesis of intermediate I-7

[0654] 1,3-Dibromo-5-(methyl-d 3 )Benzene-Ethane-d 6 (1 / 1)(1 equivalent), 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (1.5 equivalent) were dissolved in toluene and then stirred at 100° C. for 12 hours. After cooling, the resulting mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was first washed with anhydrous MgSO 4 Dried, dried again under reduced pressure, and then purified by column chromatography to obtain Intermediate I-7 (yield: 56%).

[0655] (2) Synthesis of intermediate I-8

[0656] Intermediate I-7 (1 equivalent), 1-chloro-3-iodobenzene-2,4,5,6-d 4 (2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and then stirred at 110° C. for 12 hours. After cooling, the resulting mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was first washed with anhydrous MgSO 4Dried, dried again under reduced pressure, and then purified by column chromatography to obtain Intermediate I-8 (yield: 60%).

[0657] (3) Synthesis of intermediate I-9

[0658] Intermediate I-8 (1 equivalent) was dissolved in o-dichlorobenzene, then cooled to 0°C, and BBr was slowly injected thereto under a nitrogen atmosphere. 3 (3 equivalents). After the addition was completed, the temperature was raised to 180°C, followed by stirring for 48 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to cause precipitation, thereby obtaining a reaction product. The obtained solid was purified by column chromatography using MC and n-hexane to obtain intermediate I-9 (yield: 17%).

[0659] The deuterium substitution rate in the heterocyclic compound (e.g., corresponding to A in Formula 1) can be adjusted according to the reaction conditions. 1 and A 2 deuterium substitution rate of the ring, etc.).

[0660] (4) Synthesis of Compound 44

[0661] Intermediate I-9 (1 equivalent), 3-phenyl-9H-carbazole-1,2,4,5,6,7,8-d 7 (2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and then stirred at 110° C. for 12 hours. After cooling, the resulting mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was first washed with anhydrous MgSO 4 Dried, dried again under reduced pressure, and then purified by column chromatography, followed by recrystallization to obtain Compound 44 (yield: 47%).

[0662] The obtained compound was identified by MS / FAB.

[0663] C 101 H 54 D 29 BN 4 Calculated value 1391.85, Found value 1391.85

[0664] Example

[0665] Example 1

[0666] 15Ω / cm 2 A glass substrate of an ITO electrode (product of Corning Inc.) was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonically treated with isopropyl alcohol and pure water for 5 minutes each, cleaned by irradiating ultraviolet rays and exposing it to ozone for 30 minutes, and then mounted on a vacuum deposition apparatus as an anode.

[0667] NPD is deposited on the anode to form a A hole injection layer having a thickness of 1000 mm is formed, and HT3 is deposited on the hole injection layer to form a Then, CzSi is deposited on the hole transport layer to form a hole transport layer having a thickness of The thickness of the emission auxiliary layer is .

[0668] A mixed host of compound HTH54 and compound ETH66 (weight ratio of 5:5), compound PD41 (phosphorescence sensitizer) and dopant 1-D40 was co-deposited on the emission auxiliary layer in a weight ratio of 85:14:1 to form a The thickness of the emission layer.

[0669] TSPO1 is deposited on the emitter layer to form a A hole blocking layer with a thickness of 1000 mm was formed, and TPBI was deposited on the hole blocking layer to form a An electron transport layer having a thickness of , LiF is deposited on the electron transport layer to form a Then, Al is deposited on the electron injection layer to form an electron injection layer having a thickness of A cathode with a thickness of is formed, thereby completing the manufacture of the organic light-emitting device.

[0670]

[0671] Examples 2 to 6 and Comparative Examples 1 to 4

[0672] An organic light emitting device was manufactured in substantially the same manner as in Example 1, except that the dopants shown in Table 2 were each used as a dopant in forming the emission layer. The structure of the compound included in each dopant and the ring A 1 and Ring A 2 The average deuterium substitution rates of are shown in Table 1. In Table 1, m11 to m14, m301 to m304 and m441 to m444 are independently 1 to 3. In addition, in Table 1, 1 H-NMR analysis of ring A 1 and Ring A 2 The average deuterium substitution rate.

[0673] Table 1

[0674]

[0675]

[0676] Evaluation Example 1: Evaluation of characteristics of organic light-emitting device

[0677] For each of the organic light emitting devices manufactured in Examples 1 to 6 and Comparative Examples 1 to 4, the brightness of each device was measured at 1,000 cd / m by using a Keithley MU 236 and a luminance meter PR650. 2 The driving voltage, luminous efficiency, maximum emission wavelength and lifetime (T 95 ), and the results are shown in Table 2. In Table 2, the lifespan (T 95 ) is a measure of the time (hours) taken until the luminance reaches 95% of the initial luminance, and is expressed as a relative value with respect to Comparative Example 1.

[0678] Table 2

[0679]

[0680]

[0681] Referring to Table 2, it can be seen that, compared with the organic light emitting devices of Comparative Examples 1 to 4, the organic light emitting devices of Examples 1 to 6 have lower or equivalent driving voltage, higher or equivalent luminous efficiency, and significantly superior lifespan.

[0682] An organic light emitting device including a heterocyclic compound may have low driving voltage, high luminous efficiency, high color purity, and long lifespan. In some embodiments, high-quality electronic devices and consumer products may be manufactured by using an organic light emitting device.

[0683] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for the purpose of limitation. The description of features or aspects within each embodiment should generally be considered applicable to other similar features or aspects in other embodiments. Although one or more embodiments have been described with reference to the accompanying drawings, it will be understood by those of ordinary skill in the art that various changes in form and details may be made therein without departing from the spirit and scope as defined by the claims and their equivalents.

Claims

1. A heterocyclic compound, the heterocyclic compound is represented by Formula 1: Formula 1 in, In formula 1, X1 and X2 are independently O, S, Se, N(R1), C(═O), C(R1)(R2) or Si(R1)(R2), A1 and A2 are independently C5-C 60 Carbocyclic or C1-C1-C1-substituted with at least one deuterium 60 Heterocyclic group, A3 is C5-C 60 Carbocyclic or C1-C 60 Heterocyclic group, Q1 to Q3 are independently steric shielding groups, k1 to k3 are independently 0, 1, 2, 3, 4, 5, 6, 7 or 8, At least one of k1 and k2 is 1, 2, 3, 4, 5, 6, 7 or 8, R1, R2, R 10 , R 20 and R 30 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C2-4- substituted or substituted with at least one deuterium 60 Alkyl, unsubstituted or substituted with at least one deuterium C2-C 60 Alkenyl, unsubstituted or substituted with at least one deuterium C2-C 60 Alkynyl, unsubstituted or substituted with at least one deuterium C1-C 60 Alkoxy, unsubstituted or substituted with at least one deuterium C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one deuterium C1-C 10 Heterocycloalkyl, unsubstituted or substituted with at least one deuterium C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one deuterium C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one deuterium C6-C 60 Aryl, unsubstituted or substituted with at least one deuterium C6-C 60 Aryloxy, unsubstituted or substituted with at least one deuterium C6-C 60 Arylthio, unsubstituted or substituted with at least one deuterium C1-C 60 Heteroaryl, unsubstituted or substituted with at least one deuterium C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one deuterium C1-C 60 heteroarylthio, a monovalent non-aromatic condensed polycyclic group which is unsubstituted or substituted with at least one deuterium, a monovalent non-aromatic condensed heteropolycyclic group which is unsubstituted or substituted with at least one deuterium, -Si(Q 41 )(Q 42 )(Q 43 )、-B(Q 41 )(Q 42 )、-N(Q 41 )(Q 42 )、-P(Q 41 )(Q 42 )、-C(=O)(Q 41 )、-S(=O)(Q 41 )、-S(=O)2(Q 41 )、-P(=O)(Q 41 )(Q 42 ) or -P(=S)(Q 41 )(Q 42 ), Selected from R1, R2, R 10 , R 20 and R 30 Two or more adjacent groups in the formula (R) may be optionally combined together to form an unsubstituted or substituted group having at least one R 10a C5-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic group, b10, b20 and b30 are independently 0, 1, 2, 3, 4, 5, 6, 7 or 8, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, -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 C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy; Unsubstituted or substituted with 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 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, -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 C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy or C6-C 60 arylthio; 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 ) and -P(=O)(Q 31 )(Q 32 ), and Q 41 To Q 43 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C4 alkyl, phenyl, biphenyl or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group.

2. The heterocyclic compound according to claim 1, wherein A1 and A2 are each independently a benzene group, a naphthyl group, a phenanthrene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, each substituted with at least one deuterium. group, an indene group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, an indole group, a pyridine group, a pyrimidine group, a carbazole group, a benzocarbazole group, a dibenzocarbazole group, a furan group, a benzofuran group, a dibenzofuran group, a naphthofuran group, a benzonaphthofuran group, a dinaphthofuran group, a thiophene group, a benzothiophene group, a dibenzothiophene group, a naphthothiophene group, a benzonaphthothiophene group or a dinaphthothiophene group, and A3 is a benzene group, a naphthyl group, a phenanthrene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, group, an indene group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, an indole group, a pyridine group, a pyrimidine group, a carbazole group, a benzocarbazole group, a dibenzocarbazole group, a furan group, a benzofuran group, a dibenzofuran group, a naphthofuran group, a benzonaphthofuran group, a dinaphthofuran group, a thiophene group, a benzothiophene group, a dibenzothiophene group, a naphthothiophene group, a benzonaphthothiophene group or a dinaphthothiophene group.

3. The heterocyclic compound according to claim 1, wherein At least one selected from A1 and A2 has a deuterium substitution rate of 40% or more.

4. The heterocyclic compound according to claim 1, wherein The steric shielding group is a substituted or unsubstituted carbocyclic group including three or more rings or a substituted or unsubstituted heterocyclic group including three or more rings.

5. The heterocyclic compound according to claim 1, wherein The steric shielding group is represented by formula Q-1: Formula Q-1 Among them, in formula Q-1, A4 and A5 are independently C5-C 60 Carbocyclic or C1-C 60 Heterocyclic group, R 40 and R 50 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C1-C 60 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 C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A monovalent non-aromatic condensed polycyclic group, unsubstituted or substituted with at least one R 10a Monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 41 )(Q 42 )(Q 43 )、-B(Q 41 )(Q 42 )、-N(Q 41 )(Q 42 )、-P(Q 41 )(Q 42 )、-C(=O)(Q 41 )、-S(=O)(Q 41 )、-S(=O)2(Q 41 )、-P(=O)(Q 41 )(Q 42 ) or -P(=S)(Q 41 )(Q 42 ), Selected from R 40 and R 50 Two or more adjacent groups in the formula (R) may be optionally combined together to form an unsubstituted or substituted group having at least one R 10a C5-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic group, b40 and b50 are each independently 0, 1, 2, 3, 4, 5, 6, 7 or 8, R 10a and Q 41 To Q 43 are as described in claim 1, and *Indicates the binding site with the adjacent atom.

6. The heterocyclic compound according to claim 1, wherein R1, R2, R 10 , R 20 and R 30 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 An alkoxy group or a group represented by one selected from Formula 5-1 to Formula 5-26 and Formula 6-1 to Formula 6-55: Among them, in Formula 5-1 to Formula 5-26 and Formula 6-1 to Formula 6-55, Y 31 and Y 32 are independently O, S, C(Z 33 )(Z 34 )、N(Z 33 ) or Si(Z 33 )(Z 34 ), Z 31 To Z 34 are independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkenyl, C1-C 20 Alkynyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, phenanthryl, anthracenyl, benzo[9,10]phenanthryl, pyridyl, pyrimidinyl, carbazolyl and triazinyl, e2 is 1 or 2, e3 is an integer from 1 to 3, e4 is an integer from 1 to 4, e5 is an integer from 1 to 5, e6 is an integer from 1 to 6, e7 is an integer from 1 to 7, e9 is an integer from 1 to 9, and *Indicates the binding site with the adjacent atom.

7. The heterocyclic compound according to claim 1, wherein The heterocyclic compound represented by Formula 1 is a compound represented by one selected from Formula 11-1 to Formula 11-14: Among them, in Formula 11-1 to Formula 11-14, X1, X2, Q1 and Q2 are as described in claim 1, R 11 To R 13 are independently the same as those in claim 1 10 Same as described, Selected from R 11 To R 13 At least one of them is deuterium, R 21 To R 24 are independently the same as those in claim 1 20 Same as described, R is selected from Formula 11-1 to Formula 11-4 21 To R 24 At least one of them is deuterium, and R is selected from Formula 11-5 to Formula 11-14 21 To R 23 At least one of is deuterium, and Z1 to Z3 are independently Q3 or R 30 .

8. The heterocyclic compound according to claim 1, wherein The heterocyclic compound represented by Formula 1 is a compound represented by Formula 21: Formula 21 Among them, in formula 21, X1 and X2 are as described in claim 1, R 11 To R 13 are independently the same as those in claim 1 10 Same as described, Selected from R 11 To R 13 At least one of them is deuterium, R 21 To R 23 are independently the same as those in claim 1 20 Same as described, Selected from R 21 To R 23 At least one of them is deuterium, Z1 to Z3 are independently Q3 or R 30 , R 41 To R 48 and R 51 To R 58 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C1-C 60 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 C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A monovalent non-aromatic condensed polycyclic group, unsubstituted or substituted with at least one R 10a Monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 41 )(Q 42 )(Q 43 )、-B(Q 41 )(Q 42 )、-N(Q 41 )(Q 42 )、-P(Q 41 )(Q 42 )、-C(=O)(Q 41 )、-S(=O)(Q 41 )、-S(=O)2(Q 41 )、-P(=O)(Q 41 )(Q 42 ) or -P(=S)(Q 41 )(Q 42 ), Selected from R 41 To R 48 and R 51 To R 58 Two or more adjacent groups in the formula (R) may be optionally combined together to form an unsubstituted or substituted group having at least one R 10a C5-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C1-C 60 a heterocyclic group, and R 10a and Q 41 To Q 43 All as described in claim 1.

9. The heterocyclic compound according to claim 1, wherein The heterocyclic compound represented by Formula 1 is selected from Compound 1 to Compound 56:

10. A composition comprising at least one heterocyclic compound according to claim 1.

11. An organic light-emitting device, comprising: a first electrode; a second electrode, facing the first electrode; as well as an intermediate layer, located between the first electrode and the second electrode and including an emission layer, Wherein, the organic light-emitting device comprises the heterocyclic compound according to claim 1.

12. The organic light emitting device according to claim 11, wherein: The first electrode is an anode, The second electrode is a cathode, The intermediate layer further comprises: a hole transport region located between the first electrode and the emission layer; and an electron transport region located between the emission layer and the second electrode. The hole transport region includes at least one selected from a hole injection layer, a hole transport layer, a buffer layer, an emission auxiliary layer and an electron blocking layer, and The electron transport region includes at least one selected from a hole blocking layer, an electron transport layer, and an electron injection layer.

13. The organic light emitting device according to claim 11, wherein: The emission layer includes the heterocyclic compound.

14. The organic light emitting device according to claim 13, wherein: The emission layer includes a host and a dopant, and The dopant includes the heterocyclic compound.

15. The organic light emitting device according to claim 13, wherein: The emission layer emits blue light having a maximum emission wavelength of 410 nm to 490 nm.

16. The organic light emitting device according to claim 13, wherein: The emissive layer also includes a sensitizer. 17 . An electronic device comprising the organic light emitting device according to claim 11 .

18. The electronic device according to claim 17, further comprising a thin film transistor, wherein: The thin film transistor includes a source electrode and a drain electrode, and The first electrode of the organic light emitting device is electrically connected to at least one selected from the source electrode and the drain electrode of the thin film transistor.

19. A consumer product comprising the organic light emitting device according to claim 11.

20. The consumer product of claim 19, wherein: The consumer product is selected from a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor or outdoor light and / or a signal light, a head-up display, a fully transparent display or a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a tablet personal computer, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional display, a virtual reality display or an augmented reality display, a vehicle, a video wall comprising multiple displays stitched together, a theater screen or a stadium screen, a light therapy device and a sign.

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