Light emitting device and electronic device including the same

By using a combination of compounds with specific structures in an organic light-emitting device, the charge mobility was optimized and resonance was suppressed, thus solving the problems of insufficient blue light emission efficiency and stability, and achieving high-efficiency and long-lifetime blue light emission.

CN113948650BActive Publication Date: 2026-05-22SAMSUNG DISPLAY CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
SAMSUNG DISPLAY CO LTD
Filing Date
2021-06-16
Publication Date
2026-05-22

AI Technical Summary

Technical Problem

Existing organic light-emitting devices have shortcomings in terms of light emission efficiency and stability, especially in blue light emission, where it is difficult to maintain both high efficiency and long lifespan.

Method used

An intermediate layer comprising a first compound, a second compound, and a third compound with specific structures is employed. The third compound is a blue phosphorescent compound. By optimizing charge mobility and suppressing resonance, light emission efficiency is improved and lifespan is extended.

Benefits of technology

This achieves efficient blue light emission and a long device lifespan, improving the light emission efficiency and stability of organic light-emitting devices.

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Abstract

The present application relates to a light-emitting device including a first electrode, a second electrode facing the first electrode, and an intermediate layer provided between the first electrode and the second electrode and including an emission layer. The intermediate layer contains a first compound represented by Formula 1 of the specification, a second compound represented by Formula 2 of the specification, and a third compound which is a blue phosphorescent compound. The present application also relates to an electronic device including the light-emitting device.
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Description

[0001] Cross-references to related applications

[0002] This application claims priority and benefit to Korean Patent Application No. 10-2020-0089156, filed with the Korean Intellectual Property Office on July 17, 2020, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The implementation scheme relates to a light-emitting device and an electronic device including the light-emitting device. Background Technology

[0004] In light-emitting devices, organic light-emitting devices are self-emitting devices, which, compared with devices in the field, have wide viewing angles, high contrast, short response times, and superior characteristics in terms of brightness, driving voltage, and response speed.

[0005] An organic light-emitting device may include a first electrode disposed on a substrate, a hole transport region, an emitter layer, an electron transport region, and a second electrode stacked sequentially on the first electrode. Holes supplied by the first electrode can move towards the emitter layer through the hole transport region, and electrons supplied by the second electrode can move towards the emitter layer through the electron transport region. Charge carriers such as holes and electrons recombine in the emitter layer to generate excitons. These excitons transition from an excited state to the ground state, thereby generating light. Summary of the Invention

[0006] The implementation scheme relates to a light-emitting device comprising a compound having excellent light emission efficiency and high stability, and an electronic device comprising said light-emitting device.

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

[0008] According to this aspect, the light-emitting device may include a first electrode, a second electrode facing the first electrode, and an intermediate layer disposed between the first electrode and the second electrode and including an emitting layer. The intermediate layer may contain a first compound represented by Formula 1, a second compound represented by Formula 2, and a third compound, wherein the third compound may be a blue phosphorescent compound.

[0009] [Formula 1]

[0010]

[0011] [Equation 2]

[0012]

[0013] In Equation 1,

[0014] X1 can be C(R1)(R2), Si(R1)(R2), or N[(L1)] a1 -(R1) b1 ], O or S,

[0015] L1 can be unsubstituted or replaced by at least one R 10a Replacement C4-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0016] a1 can be an integer from 0 to 5.

[0017] R1 to R4 can each be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, unsubstituted or substituted with at least one R 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 Aryl thiols, -B(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1) or -Si(Q1)(Q2)(Q3),

[0018] b1 can be an integer from 0 to 10.

[0019] b3 can be an integer from 0 to 7.

[0020] b4 can be an integer from 0 to 8, and

[0021] The first compound may contain at least one deuterium (D).

[0022] In Equation 2,

[0023] X 21It can be C(R) 21 ) or N,

[0024] X 22 It can be C(R) 22 ) or N,

[0025] X 23 It can be C(R) 23 ) or N,

[0026] X 21 X 22 and X 23 At least one of them can be N,

[0027] Ar1 to Ar3 can each be independently unsubstituted or substituted by at least one R. 10a Replacement C4-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3),

[0028] R 10a It can be

[0029] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group,

[0030] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thiol groups, -C(Q) 11 (Q) 12 (Q) 13 ), -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 C1-C substituted by (or any combination thereof) 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group or C1-C60 alkoxy group,

[0031] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group, C1-C 60 alkoxy group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thiol groups, -C(Q) 21 (Q) 22 (Q) 23 ), -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 C3-C replaced by any combination thereof 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group or C6-C 60 aryl thiols, or

[0032] -C(Q 31 (Q) 32 (Q) 33 ), -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 ),as well as

[0033] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23And Q 31 To Q 33 They can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C. 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy groups, or those that are unsubstituted or replaced by deuterium, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0034] In one embodiment, the light-emitting device can emit blue light with a maximum emission wavelength of about 400 nm to about 500 nm, and the emitting layer can have a difference of about 0.5 eV between the singlet and triplet energy levels.

[0035] In an embodiment, the light-emitting device may further include a capping layer disposed outside the second electrode. The capping layer may comprise carbocyclic compounds, heterocyclic compounds, compounds containing amine groups, porphyrin derivatives, phthalocyanine derivatives, naphthalene phthalocyanine derivatives, alkali metal complexes, alkaline earth metal complexes, or any combination thereof.

[0036] According to another aspect, the electronic device including the light-emitting device may further include a thin-film transistor. The thin-film transistor may include a source electrode and a drain electrode, and the first electrode of the light-emitting device may be electrically connected to the source electrode or the drain electrode.

[0037] In one embodiment, the electronic device may further include a packaging portion. The packaging portion may include an organic layer, an inorganic layer, or any combination thereof.

[0038] In the implementation scheme, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof. Attached Figure Description

[0039] The above and other aspects, features, and advantages of certain embodiments of this disclosure will become more apparent from the following description taken in conjunction with the accompanying drawings, in which...

[0040] Figure 1 This is a schematic cross-sectional view of the structure of the light-emitting device according to the implementation scheme;

[0041] Figure 2 and Figure 3Each is a schematic cross-sectional view of the structure of the light-emitting device according to the implementation plan. Detailed Implementation

[0042] Reference will now be made in detail to the embodiments, examples of which are illustrated in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout. In this respect, the embodiments may take different forms and should not be construed as being limited to the description set forth herein. Therefore, the embodiments are described below only with reference to the accompanying drawings to explain the aspects described.

[0043] For ease of explanation, the dimensions of the elements in the accompanying drawings may be enlarged. Therefore, since the dimensions and thicknesses of the components in the drawings can be arbitrarily illustrated for ease of explanation, the following embodiments of this disclosure are not limited thereto.

[0044] As used herein, expressions such as “a”, “an” and “the” used for the singular are intended to also include the plural form, unless the context clearly indicates otherwise.

[0045] It should be understood that the terms “comprises,” “comprising,” “includes,” “including,” “have,” “having,” “contains,” “containing,” etc., are intended to indicate the presence of the features, integers, steps, operations, elements, components, or combinations thereof specified in this disclosure, but do not exclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or combinations thereof.

[0046] In the description, it should be understood that when an element (area, layer, section, etc.) is referred to as being "on", "connected to", or "attached to" another element, it may be directly on, directly connected to, or directly attached to the other element, or one or more intermediate elements may be disposed therebetween.

[0047] As used herein, the term “and / or” includes any and all combinations of one or more of the related listed items. For example, “A and / or B” can be understood to mean “A, B, or A and B”. The terms “and” and “or” can be used in the sense of conjunctions or antonymous conjunctions and can be understood as equivalent to “and / or”.

[0048] For purposes of meaning and interpretation, the term "at least one of..." is intended to include the meaning of "selected from at least one of...". For example, "at least one of A and B" can be understood to mean "A, B, or A and B". When preceding a column of elements, the term "at least one of..." modifies the elements of the entire column but not any individual element in the column.

[0049] It should be understood that although the terms "first," "second," etc., may be used herein to describe various elements, these elements should not be limited by these terms. These terms are used only to distinguish one element from another. For example, without departing from the scope of embodiments of the inventive concept, a first element may be referred to as a second element, and similarly, a second element may be referred to as a first element.

[0050] The terms "below," "down," "above," "up," etc., are used to describe the relationships of the configurations shown in the accompanying drawings. These terms are used as relative concepts and are described with reference to the directions indicated in the drawings.

[0051] As used herein, the terms “about” or “approximately” include a specified value and mean within an acceptable range of deviation from the value as determined by a person skilled in the art taking into account the relevant measurements and errors associated with the measurement of the quantity (i.e., limitations of the measurement system). For example, “about” may mean within one or more standard deviations, or within ±20%, ±10%, or ±5% of the specified value.

[0052] Unless otherwise defined or implied herein, all terms used (including technical and scientific terms) have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure pertains. It should be further understood that terms (e.g., those defined in common dictionaries) should be interpreted as having a meaning consistent with their meaning in the context of the relevant field and should not be interpreted in an idealized or overly formal sense unless expressly defined in the specification.

[0053] The light-emitting device may include a first electrode, a second electrode facing the first electrode, and an intermediate layer disposed between the first electrode and the second electrode and including an emitting layer.

[0054] The intermediate layer may contain a first compound represented by Formula 1, a second compound represented by Formula 2, and a third compound, wherein the third compound may be a blue phosphorescent compound:

[0055] [Formula 1]

[0056]

[0057] [Equation 2]

[0058]

[0059] In Equation 1, X1 can be C(R1)(R2), Si(R1)(R2), or N[(L1)]. a1 -(R1) b1 ], O or S.

[0060] In the implementation scheme, X1 can be C(R1)(R2) or N[(L1)]. a1 -(R1) b1 ].

[0061] In Equation 1, L1 can be unsubstituted or substituted by at least one R. 10a Replacement C4-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups.

[0062] In the implementation scheme, L1 can be unsubstituted or replaced by at least one R. 10a Replacement of π-electron-rich C3-C 60 Cyclic groups.

[0063] In the implementation scheme, L1 can be either unsubstituted or replaced by at least one R. 10a Substituted phenyl groups or carbazole groups; or -Si(Q1)(Q2)(Q3).

[0064] In Equation 1, a1 can be an integer from 0 to 5.

[0065] In Formula 1, R1 to R4 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, unsubstituted group, or a group modified by at least one R. 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R10a Replacement C6-C 60 Aryl thioyl groups, -B(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1) or -Si(Q1)(Q2)(Q3).

[0066] In the implementation scheme, R1 to R4 in Formula 1 can each be independently: hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group;

[0067] Each unsubstituted or replaced group, including deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantyl group, norbornyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridyl group, pyrimidinyl group, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 -P(=O)(Q) 31 (Q) 32 C1-C substituted by (or any combination thereof) 20 Alkyl groups, C2-C 20 alkenyl groups, C2-C 20 alkynyl group or C1-C 20 alkoxy group; or

[0068] Unreplaced or by at least one R 10a Replacement of π-electron-rich C3-C 60 Cyclic groups.

[0069] In Equation 1, b1 can be an integer from 0 to 10, b3 can be an integer from 0 to 7, and b4 can be an integer from 0 to 8.

[0070] The first compound may contain at least one deuterium (D).

[0071] In the implementation scheme, the first compound may contain at least four deuterium atoms.

[0072] In the embodiments, the first compound may be represented by one of formulas 1(1) to 1(4), but the embodiments of this disclosure are not limited thereto:

[0073]

[0074] In equations 1(1) to 1(4),

[0075] X1, R3, R4, b3, and b4 can be the same as those described with respect to Equation 1.

[0076] In the embodiments, the first compound may be selected from one of compounds 1-1 to 1-9, but the embodiments of this disclosure are not limited thereto:

[0077]

[0078] In Equation 2, X 21 It can be C(R) 21 ) or N, X 22 It can be C(R) 22 ) or N, X 23 It can be C(R) 23 ) or N, and X 21 X 22 and X 23 At least one of them can be N.

[0079] In the implementation plan, X 21 It can be N, X 22 It can be C(R) 22 ), and X 23 It can be C(R) 23 ).

[0080] In the implementation plan, X 21 and X 22 It can be N, and X 23 It can be C(R) 23 ).

[0081] In the implementation plan, X 21 X 22 and X 23 It can be N.

[0082] In Equation 2, Ar1 to Ar3 can each be independently unsubstituted or substituted by at least one R. 10a Replacement C4-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3).

[0083] In the implementation plan, in Equation 2, Ar1 to Ar3 can each be independently:

[0084] Each of them is not replaced or is replaced by at least one R 10a Substituted phenyl groups, naphthyl groups, anthracene groups, phenanthrene groups, benzo[a]phenanthrene groups, pyrene groups, Groups, cyclopentadienyl groups, 1,2,3,4-tetrahydronaphthyl groups, thiophene groups, furan groups, pyrrole groups, indole groups, indene groups, benzothiophene groups, benzo[a]thiophene groups, benzo[a]furan groups, carbazole groups, fluorene groups, dibenzothiophene groups, dibenzo[a]thiophene groups, dibenzo[a]furan groups, pyridine groups, pyrimidine groups, pyrazine groups, pyridazine groups, triazine groups, quinoline groups, isoquinoline groups, quinoxaline groups, quinoxaline groups, quinazoline groups, phenanthroline groups, pyrazole groups, imidazole groups, triazole groups, oxazole groups, isoxazole groups, thiazole groups, isothiazole groups, oxadiazole groups, thiadiazole groups, benzo[a]pyrazole groups, benzimidazole groups, benzo[a]oxazole groups, benzo[a]thiazole groups, benzo[a]thiadiazole groups, 5,6,7,8-tetrahydroisoquinoline groups or 5,6,7,8-tetrahydroquinoline groups; or

[0085] -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3).

[0086] In the implementation scheme, Ar1 to Ar3 in Equation 2 can each be independently:

[0087] Unreplaced or by at least one R 10a Replacement of π-electron-rich C3-C 60 Cyclic groups; or

[0088] -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3).

[0089] In the implementation scheme, Ar1 to Ar3 in Equation 2 can each be independently:

[0090] Each of them is not replaced or is replaced by at least one R 10a Substituted phenyl groups, cyclopentadienyl groups, pyrrole groups, furan groups, thiophene groups, thiophene groups, or carbazole groups; or

[0091] -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3).

[0092] R in Equation 2 21 R 22 and R 23 It can be the same as the description of R1 in Equation 1.

[0093] In the embodiments, the second compound may be selected from one of compounds 2-1 to 2-24, but the embodiments of this disclosure are not limited thereto:

[0094]

[0095]

[0096] The third compound could be a platinum (Pt) complex.

[0097] In an implementation scheme, the third compound may be a platinum (Pt) complex containing a tetradentate ligand.

[0098] In an implementation scheme, the third compound may contain a carbene moiety in which carbon and Pt are bonded.

[0099] In the implementation scheme, the third compound can be represented by Formula 3:

[0100] [Formula 3]

[0101]

[0102] In Equation 3,

[0103] Y 20 Y 30 and Y 40 Each can be C or N independently.

[0104] T 10 To T 30 Each can be independently selected from single bonds, *-O-*', *-S-*', *-C(Z) 10a (Z) 10b )-*'、*-C(Z 10a )=*'、*-C(Z 10a )=C(Z 10b )-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(Z 10a )-*'、*-N(Z 10a )-*'、*-P(Z 10a )-*' and *-Si(Z 10a (Z) 10b )-*',

[0105] A 10 A 20 and A 30 Each can be C4-C independently. 60 Carbocyclic groups or C1-C 60 Heterocyclic groups,

[0106] R 10 R 20 R 30 and R 40 It can be the same as the description of R1 in Equation 1.

[0107] Z 10a and Z 10b The description is the same as that for R1 in Equation 1.

[0108] b10, b20, and b30 can each be an integer from 0 to 10 independently, and

[0109] b40 can be an integer from 0 to 5, and

[0110] * and *' each represent a binding site with an adjacent atom.

[0111] In the implementation plan, in Equation 3, Y 40 It can be C, and Y 40 The bond between Pt and Pt can be a coordinate bond.

[0112] In the implementation plan, in Equation 3, Y 40 The bond between N and Pt, and the bond between N and Pt, can each be a coordinate bond, and Y 30 The bond between Pt and Y 20 The bonds between Pt and Pt can each be covalent bonds.

[0113] In the implementation plan, in Equation 3, T 10 and T 30 Each can be a single key, and T 20 It doesn't have to be a single key.

[0114] In the implementation scheme, equation 3 can satisfy at least one of conditions 1 to 3:

[0115] Condition 1

[0116] A 10 It is a pyridine group.

[0117] Condition 2

[0118] A 20 It is a carbazole group.

[0119] Condition 3

[0120] A 30 It is a phenyl group.

[0121] In the embodiments, the third compound may include a compound represented by one of formulas 3(1) and 3(2):

[0122]

[0123] In equations 3(1) and 3(2),

[0124] Y 20 Y 30 T10 T 20 T 30 A 10 A 20 A 30 R 10 R 20 R 30 R 40 b 10 b 20 and b 30 It can be the same as the description regarding Equation 3.

[0125] Y 41 It could be C.

[0126] R 41 Regarding R in Equation 3 40 The descriptions are the same.

[0127] b41 can be 1, and

[0128] b44 can be an integer from 0 to 4.

[0129] In the embodiments, the third compound may be selected from one of compounds 3-1 to 3-4, but the embodiments of this disclosure are not limited thereto:

[0130]

[0131] Because the first compound, represented by Formula 1, provides high light emission efficiency, and because it contains at least one deuterium (D), resonance in the first compound can be suppressed, and its charge mobility is excellent, the device containing the first compound can thus have improved lifetime and improved light emission efficiency. The charge transfer efficiency and exciton generation efficiency of the third compound can be increased due to the resonance suppression of the first compound, and therefore the absolute amount of excitons transferred to the third compound (which is luminescent) increases, resulting in improved light emission efficiency. Therefore, a light-emitting device (e.g., an organic light-emitting device) using the first, second, and third compounds together as materials for the emitting layer can have excellent light emission efficiency and a long lifetime, and in the case of blue phosphorescent devices, the lifetime of the device can be improved while maintaining high efficiency.

[0132] By referring to the synthesis examples and / or embodiments provided below, those skilled in the art will recognize the methods for synthesizing the first compound, the second compound, and the third compound.

[0133] At least one of the first compound, the second compound, and the third compound can be used in a light-emitting device (e.g., an organic light-emitting device). Therefore, the light-emitting device may include a first electrode; a second electrode facing the first electrode; and an intermediate layer disposed between the first electrode and the second electrode and including an emitting layer, wherein the intermediate layer may contain the first compound as described in the specification, the second compound as described in the specification, and the third compound as described in the specification.

[0134] In the implementation scheme, the first compound and the second compound can serve as the main components, and

[0135] The third compound can act as a phosphorescent dopant, enabling phosphorescence to be emitted from the emission layer, or it can act as a fluorescent dopant, enabling delayed fluorescence to be emitted from the emission layer.

[0136] In this embodiment, the first electrode of the light-emitting device can be an anode, the second electrode of the light-emitting device can be a cathode, and the intermediate layer can further include a hole transport region between the first electrode and the emitting layer and an electron transport region between the emitting layer and the second electrode.

[0137] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof, and

[0138] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0139] In the implementation scheme, at least one of the hole transport region and the emitter layer may contain an arylamine-containing compound, an acridine-containing compound, a carbazole-containing compound, or any combination thereof, or

[0140] At least one of the emission layer and the electron transport region may contain a silicon-containing compound, a phosphine-containing compound, a sulfur-containing compound, a phosphorus-containing compound, a triazine-containing compound, a pyrimidine-containing compound, a pyridine-containing compound, a dibenzofuran-containing compound, a dibenzothiophene-containing compound, or any combination thereof.

[0141] In the embodiments, at least one of the first compound, the second compound, and the third compound may be contained between a pair of electrodes of the light-emitting device. Therefore, at least one of the first compound, the second compound, and the third compound may be contained in the intermediate layer of the light-emitting device, for example, in the emitting layer of the intermediate layer.

[0142] In an embodiment, the emitting layer in the intermediate layer of the light-emitting device may comprise a dopant and a host, wherein a first compound and a second compound may be included in the host, and a third compound may be included in the dopant. Thus, the first and second compounds can act as the host, and the third compound can act as the dopant. The emitting layer may emit red, green, blue, and / or white light. In an embodiment, the emitting layer may emit blue light. The blue light may have a maximum emission wavelength of about 400 nm to about 500 nm. For example, blue light may have a maximum emission wavelength of about 450 nm to about 500 nm. In an embodiment, the emitting layer may have a difference equal to or less than about 0.5 eV between the singlet (S1) energy level and the triplet (T1) energy level.

[0143] In an embodiment, the light-emitting device may further include at least one of a first capping layer disposed outside the first electrode and a second capping layer disposed outside the second electrode, wherein a first compound, a second compound, a third compound, or any combination thereof may be included in at least one of the first and second capping layers. Further details regarding the first and second capping layers are the same as described in the specification.

[0144] In an embodiment, the light-emitting device may include: a first capping layer disposed outside a first electrode and containing a first compound; a second capping layer disposed outside a second electrode and containing a first compound; or the first capping layer and the second capping layer.

[0145] As used herein, the term "intermediate layer" refers to a single layer or all layers located between the first and second electrodes of the light-emitting device.

[0146] According to another aspect, an electronic device including a light-emitting device is provided. The electronic device may further include a thin-film transistor. In an embodiment, the electronic device may further include a thin-film transistor comprising a source electrode and a drain electrode, and a first electrode of the 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 touchscreen layer, a polarizing layer, or any combination thereof. Further details regarding the electronic device are the same as described in the specification.

[0147] [ Figure 1 [Description]

[0148] Figure 1 This is a schematic cross-sectional view of the light-emitting device 10 according to an embodiment. The light-emitting device 10 includes a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0149] In the following text, we will discuss... Figure 1The structure of the light-emitting device 10 according to the embodiment and the method of manufacturing the light-emitting device 10 are described.

[0150] [First Electrode 110]

[0151] exist Figure 1 In this embodiment, the substrate may additionally be located below the first electrode 110 or above the second electrode 150. The substrate may be a glass substrate or a plastic substrate. The substrate may be a flexible substrate. In an embodiment, the substrate may comprise a plastic with excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0152] The first electrode 110 can be formed, for example, by depositing or sputtering a material for forming the first electrode 110 onto a substrate. When the first electrode 110 is an anode, a high work function material that can be easily injected with holes can be used as the material for forming the first electrode 110.

[0153] The first electrode 110 can be a reflective electrode, a semi-transparent electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 can include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In an embodiment, when the first electrode 110 is a semi-transparent electrode or a reflective electrode, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof can be used as the material for forming the first electrode 110.

[0154] The first electrode 110 may have a single-layer structure consisting of a single layer or a multi-layer structure including multiple layers. In an embodiment, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0155] [Middle Layer 130]

[0156] An intermediate layer 130 is disposed on the first electrode 110. The intermediate layer 130 includes an emission layer.

[0157] The intermediate layer 130 may further include a hole transport region between the first electrode 110 and the emitter layer and an electron transport region between the emitter layer and the second electrode 150.

[0158] In addition to various organic materials, the intermediate layer 130 may further contain metal-containing compounds (e.g., organometallic compounds), inorganic materials (e.g., quantum dots), etc.

[0159] In an embodiment, the intermediate layer 130 may include i) two or more emitting units sequentially stacked between the first electrode 110 and the second electrode 150, and ii) at least one charge generating layer between adjacent emitting units. When the intermediate layer 130 includes emitting units as described above and at least one charge generating layer, the light-emitting device 10 may be a series light-emitting device.

[0160] [Hole transport region in intermediate layer 130]

[0161] Hole transport regions can have: i) a single-layer structure consisting of a single layer of a single material, ii) a single-layer structure consisting of a single layer containing different materials, or iii) a multi-layer structure including layers containing different materials.

[0162] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof.

[0163] In the implementation scheme, the hole transport region may have a multilayer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, wherein, in each structure, the layers are stacked sequentially from the first electrode 110.

[0164] The hole transport region may contain a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0165] [Formula 201]

[0166]

[0167] [Formula 202]

[0168]

[0169] In equations 201 and 202,

[0170] L 201 To L 204 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0171] L 205 It can be *-O-*', *-S-*', or *-N(Q) 201 )-*', unsubstituted or by at least one R10a Replacement C1-C 20 alkylene groups, unsubstituted or with at least one R 10a Replacement C2-C 20 alkenyl groups, unsubstituted or with at least one R 10a Replacement C3-C 60 Carbocyclic group, or unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups,

[0172] xa1 to xa4 can each be an integer from 0 to 5 independently.

[0173] xa5 can be an integer from 1 to 10.

[0174] R 201 To R 204 and Q 201 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0175] R 201 and R 202 It can be optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form unsubstituted or substituted groups with at least one R group. 10a Replacement C8-C 60 Polycyclic groups (e.g., carbazole groups) (e.g., see compound HT16, etc.),

[0176] R 203 and R 204 It can be optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form unsubstituted or substituted groups with at least one R group. 10a Replacement C8-C 60 Polycyclic groups, and

[0177] na1 can be an integer from 1 to 4.

[0178] In the embodiments, formulas 201 and 202 may each contain at least one of the groups represented by formulas CY201 to CY217:

[0179]

[0180] Regarding formulas CY201 to CY217, R 10b and R 10c Regarding R 10a The descriptions are the same, CY ring 201 To CY 204 Each can be C3-C independently. 20 Carbocyclic groups or C1-C 20 Heterocyclic groups, and at least one hydrogen atom in formulas CY201 to CY217 may be unsubstituted or substituted by at least one R described herein. 10a replace.

[0181] In the implementation plan, the ring CY in formulas CY201 to CY217 201 To CY 204 Each group can be an independent phenyl group, naphthol group, phenanthrene group, or anthracene group.

[0182] In the embodiments, Formula 201 and Formula 202 may each contain at least one of the groups represented by Formula CY201 to Formula CY203.

[0183] In an embodiment, formula 201 may include at least one of the groups represented by formulas CY201 to CY203 and at least one of the groups represented by formulas CY204 to CY217.

[0184] In the implementation scheme, in equation 201, xa1 is 1, and R 201 It is a group represented by one of the formulas CY201 to CY203, where xa2 is 0, and R 202 It is a group represented by one of the formulas CY204 to CY207.

[0185] In the implementation scheme, each of Formulas 201 and 202 may not contain a group represented by Formulas CY201 to CY203.

[0186] In the embodiments, each of Formulas 201 and 202 may not contain a group represented by Formulas CY201 to CY203, but may contain at least one of the groups represented by Formulas CY204 to CY217.

[0187] In the implementation scheme, each of Formula 201 and Formula 202 may not contain a group represented by Formula CY201 to Formula CY217.

[0188] In the implementation scheme, the hole transport region may comprise one or any combination of compounds HT1 to HT44, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4,4',4”-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), and polyaniline / poly(4-styrenesulfonate) (PANI / PSS):

[0189]

[0190]

[0191]

[0192]

[0193] The thickness of the hole transport region can be approximately to approximately For example, the thickness of the hole transport region can be approximately to approximately 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 can be approximately to approximately Furthermore, the thickness of the hole transport layer can be approximately to approximately For example, the thickness of the hole injection layer can be approximately to approximately For example, the thickness of the hole transport layer can be approximately to approximately When the thicknesses of the hole transport region, hole injection layer, and hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without a significant increase in driving voltage.

[0194] The emission assist layer can increase light emission efficiency by compensating for the optical resonant distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block the flow of electrons from the electron transport region. The emission assist layer and the electron blocking layer can contain materials as described above.

[0195] [p-dopant]

[0196] In addition to these materials, the hole transport region may further contain charge-generating materials to improve conductivity. The charge-generating materials may be uniformly or non-uniformly dispersed in the hole transport region (e.g., in the form of a single layer of charge-generating materials).

[0197] The charge-generating material can be, for example, a p-doped agent.

[0198] In the implementation, the lowest unoccupied molecular orbital (LUMO) energy level of the p-dopant can be equal to or less than about -3.5 eV.

[0199] In the embodiments, the p-dopant may include quinone derivatives, compounds containing cyano groups, compounds containing elements EL1 and EL2, or any combination thereof.

[0200] Examples of quinone derivatives may include TCNQ and F4-TCNQ.

[0201] Examples of compounds containing a cyano group may include HAT-CN and compounds represented by the following formula 221.

[0202]

[0203] [Equation 221]

[0204]

[0205] In Equation 221,

[0206] R 221 To R 223 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0207] R 221 To R 223 At least one of them can be independently a C1-C group substituted with: a cyano group; -F; -Cl; -Br; -I; or any combination thereof. 20 Alkyl groups; or C3-C groups substituted with any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0208] Regarding compounds containing elements EL1 and EL2, element EL1 can be a metal, a metalloid, or a combination thereof, and element EL2 can be a nonmetal, a metalloid, or a combination thereof.

[0209] 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, Rhodium (Rh), Iridium (Ir), Nickel (Ni), Palladium (Pd), Platinum (Pt), Copper (Cu), Silver (Ag), Gold (Au), etc.); Post-transition metals (e.g., Zinc (Zn), Indium (In), Tin (Sn), etc.); and Lanthanides (e.g., Lanthanum (La), Cerium (Ce), Praseodymium (Pr), Neodymium (Nd), Promethium (Pm), Samarium (Sm), Europium (Eu), Gadolinium (Gd), Terbium (Tb), Dysprosium (Dy), Holmium (Ho), Erbium (Er), Thulium (Tm), Ytterbium (Yb), Lutetium (Lu), etc.).

[0210] Examples of metalloids can include silicon (Si), antimony (Sb), and tellurium (Te).

[0211] Examples of nonmetals can include oxygen (O) and halogens (e.g., F, Cl, Br, I, etc.).

[0212] In the embodiments, examples of compounds containing elements EL1 and EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, or metal iodides), quasi-metal halides (e.g., quasi-metal fluorides, quasi-metal chlorides, quasi-metal bromides, or quasi-metal iodides), metal tellurides, or any combination thereof.

[0213] Examples of metal oxides may include tungsten oxides (e.g., WO, W2O3, WO2, WO3, or W2O5), vanadium oxides (e.g., VO, V2O3, VO2, or V2O5), molybdenum oxides (e.g., MoO, Mo2O3, MoO2, MoO3, or Mo2O5), and rhenium oxides (e.g., ReO3).

[0214] Examples of metal halides can include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.

[0215] 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.

[0216] Examples of alkaline earth metal halides may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, and BaI2.

[0217] Examples of transition metal halides may include titanium halides (e.g., TiF4, TiCl4, TiBr4, or TiI4), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, or ZrI4), hafnium halides (e.g., HfF4, HfCl4, HfBr4, or HfI4), vanadium halides (e.g., VF3, VCl3, VBr3, or VI3), niobium halides (e.g., NbF3, NbCl3, NbBr3, or NbI3), and tantalum halides (e.g., TaF3, TaCl3, ...). TaBr3 or TaI3), chromium halides (e.g., CrF3, CrCl3, CrBr3 or CrI3), molybdenum halides (e.g., MoF3, MoCl3, MoBr3 or MoI3), tungsten halides (e.g., WF3, WCl3, WBr3 or WI3), manganese halides (e.g., MnF2, MnCl2, MnBr2 or MnI2), technetium halides (e.g., TcF2, TcCl2, TcBr2 or TcI2), rhenium halides (e.g., ReF2, ReCl2, ReB2). Rh2 or ReI2), iron halides (e.g., FeF2, FeCl2, FeBr2 or FeI2), ruthenium halides (e.g., RuF2, RuCl2, RuBr2 or RuI2), osmium halides (e.g., OsF2, OsCl2, OsBr2 or OsI2), cobalt halides (e.g., CoF2, CoCl2, CoBr2 or CoI2), rhodium halides (e.g., RhF2, RhCl2, RhBr2 or RhI2), iridium halides (e.g., IrF2, IrCl2, I... (e.g., rBr2 or IrI2), nickel halides (e.g., NiF2, NiCl2, NiBr2 or NiI2), palladium halides (e.g., PdF2, PdCl2, PdBr2 or PdI2), platinum halides (e.g., PtF2, PtCl2, PtBr2 or PtI2), copper halides (e.g., CuF, CuCl, CuBr or CuI), silver halides (e.g., AgF, AgCl, AgBr or AgI), and gold halides (e.g., AuF, AuCl, AuBr or AuI).

[0218] Examples of post-transition metal halides may include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, or ZnI2), indium halides (e.g., InI3), and tin halides (e.g., SnI2).

[0219] Examples of lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, and SmI3.

[0220] Examples of metal halide quasi-metal halides can include antimony halides (e.g., SbCl5).

[0221] Examples of metal tellurides can include alkali metal tellurides (e.g., Li₂Te, Na₂Te, K₂Te, Rb₂Te, or Cs₂Te), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, or BaTe), and transition metal tellurides (e.g., TiTe₂, ZrTe₂, HfTe₂, V₂Te₃, Nb₂Te₃, Ta₂Te₃, Cr₂Te₃, Mo₂Te₃, W₂Te₃, MnTe, TcTe, ReTe). FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe or Au2Te), post-transition metal tellurides (e.g., ZnTe) and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe or LuTe).

[0222] [Emitting layer in intermediate layer 130]

[0223] When the light-emitting device 10 is a full-color light-emitting device, the emitting layer can be patterned into a red emitting layer, a green emitting layer, and / or a blue emitting layer, depending on the sub-pixel. In an embodiment, the emitting layer may have a stacked structure of two or more layers selected from red, green, and blue emitting layers, wherein the two or more layers are in contact with or separated from each other to emit white light. In an embodiment, the emitting layer may contain two or more materials selected from red-emitting, green-emitting, and blue-emitting materials, wherein the two or more materials are mixed with each other in a single layer to emit white light.

[0224] The emitting layer may comprise a host and dopants. Dopants may include phosphorescent dopants, fluorescent dopants, or any combination thereof.

[0225] Based on 100 parts by weight of the host, the amount of dopant in the emitter layer can be from about 0.01 parts by weight to about 15 parts by weight.

[0226] In the implementation scheme, the emitter layer may contain quantum dots.

[0227] In this implementation, the emission layer may contain a delayed fluorescence material. The delayed fluorescence material may act as either a host or a dopant in the emission layer.

[0228] The thickness of the emission layer can be approximately to approximately For example, the thickness of the emission layer can be approximately to approximately When the thickness of the emitting layer is within this range, excellent light emission characteristics can be obtained without a significant increase in driving voltage.

[0229] [main body]

[0230] The main body may include a compound represented by the following formula 301:

[0231] [Formula 301]

[0232] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0233] In Equation 301,

[0234] Ar 301 and L 301 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0235] xb11 can be 1, 2, or 3.

[0236] xb1 can be an integer from 0 to 5.

[0237] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 alkenyl groups, unsubstituted or with at least one R 10a Replacement C2-C 60 The alkynyl group, unsubstituted or with at least one R 10a Replacement C1-C 60 alkoxy group, unsubstituted or with at least one R10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -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 ),

[0238] xb21 can be an integer from 1 to 5, and

[0239] Q 301 To Q 303 Same as the description regarding Q1.

[0240] In the implementation scheme, when xb11 in formula 301 is 2 or greater than 2, two or more Ar 301 They can be connected to each other via a single key.

[0241] In the implementation scheme, the main body may include a compound represented by formula 301-1, a compound represented by formula 301-2, or any combination thereof:

[0242] [Formula 301-1]

[0243]

[0244] [Formula 301-2]

[0245]

[0246] In Equations 301-1 and 301-2,

[0247] Ring A 301 To Ring A 304 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0248] X 301 It can be O, S, N-[(L 304 ) xb4 -R304 ]、C(R 304 (R) 305 ) or Si(R 304 (R) 305 ),

[0249] xb22 and xb23 can each be 0, 1, or 2 independently.

[0250] L 301 xb1 and R 301 Same as described in the instruction manual.

[0251] L 302 To L 304 Each independently and about L 301 The descriptions are the same.

[0252] xb2 to xb4 are each independently identical to the description of xb1, and

[0253] R 302 To R 305 and R 311 To R 314 Regarding R 301 The descriptions are the same.

[0254] In the embodiments, the main component may include alkaline earth metal complexes. In the embodiments, the main component may include Be complexes (e.g., compound H55), Mg complexes, Zn complexes, or any combination thereof.

[0255] In the embodiments, the main body may include one or any combination of compounds H1 to H124, 9,10-bis(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthyl-2-yl)anthracene (MADN), 9,10-bis-(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-bis(carbazolyl-9-yl)benzene (mCP), and 1,3,5-tris(carbazolyl-9-yl)benzene (TCP):

[0256]

[0257]

[0258]

[0259]

[0260]

[0261]

[0262]

[0263] [Phosphorescent dopant]

[0264] Phosphorescent dopants may contain at least one transition metal as the center metal.

[0265] Phosphorescent dopants may include monodentate ligands, dipentate ligands, tridentate ligands, tetradentate ligands, pentadentate ligands, hexadentate ligands, or any combination thereof.

[0266] Phosphorescent dopants can be electrically neutral.

[0267] In the implementation scheme, the phosphorescent dopant may include an organometallic compound represented by formula 401:

[0268] [Formula 401]

[0269] M(L 401 ) xc1 (L 402 ) xc2

[0270] [Formula 402]

[0271]

[0272] In Equations 401 and 402,

[0273] M can 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)).

[0274] L 401 The ligand can be represented by Equation 402, and xc1 can be 1, 2, or 3, wherein when xc1 is 2 or greater than 2, there are two or more L... 401 They can be the same or different from each other.

[0275] L 402 It can be an organic ligand, and xc2 can be 0, 1, 2, 3, or 4, wherein when xc2 is 2 or greater than 2, there are two or more L... 402 They can be the same or different from each other.

[0276] X 401 and X 402 It can be either nitrogen or carbon, each independently.

[0277] Ring A 401 And Ring A 402 Each can be C3-C independently. 60 Carbocyclic groups or C1-C60 Heterocyclic groups,

[0278] 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 = *',

[0279] X 403 and X 404 These can be chemical bonds (e.g., covalent or coordinate bonds), O, S, N (Q) independently. 413 ), B(Q) 413 ), P(Q 413 ), C(Q 413 (Q) 414 ) or Si(Q 413 (Q) 414 ),

[0280] Q 411 To Q 414 Same as the description of Q1 in the instruction manual.

[0281] R 401 and R 402 Each of these groups can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 20 alkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 20 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -Si(Q) 401 (Q) 402 (Q) 403 -N(Q) 401 (Q) 402 -B(Q) 401 (Q) 402 -C(=O)(Q) 401 -S(=O)2(Q) 401 ) or -P(=O)(Q 401 (Q) 402 ),

[0282] Q 401 To Q 403 Same as the description of Q1 in the instruction manual.

[0283] xc11 and xc12 can each be an integer from 0 to 10 independently, and

[0284] In Equation 402, * and *' can each represent the binding site with M in Equation 401.

[0285] In the implementation scheme, in formula 402, i)X 401 It can be nitrogen, and X 402 It can be carbon, or ii)X 401 and X 402 Both can be nitrogen.

[0286] In the implementation scheme, when xc1 in equation 401 is 2 or greater than 2, two or more L 401 The two rings A in 401 It can be optionally via T as a linking group 402 Connected to each other, or two or more L's 401 The two rings A in 402 It can be optionally via T as a linking group 403 They are interconnected (see compounds PD1 through PD4 and PD7). T 402 and T 403 According to the instruction manual regarding T 401 The descriptions are the same.

[0287] L in Equation 401 402 It can be an organic ligand. For example, L... 402 It may include halogen groups, diketone groups (e.g., acetylacetonate groups), carboxylic acid groups (e.g., pyridine carboxylate groups), -C (=O), isonitrile groups, -CN groups, phosphorus groups (e.g., phosphine groups and phosphite groups) or any combination thereof.

[0288] Phosphorescent dopants may include, for example, one or any combination of the following compounds PD1 to PD25:

[0289]

[0290] [Fluorescent dopant]

[0291] Fluorescent dopants may include compounds containing amine groups, compounds containing styrene groups, or any combination thereof.

[0292] In an embodiment, the fluorescent dopant may include a compound represented by formula 501:

[0293] [Formula 501]

[0294]

[0295] In Equation 501,

[0296] Ar 501 L 501 To L 503 R 501 and R 502 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0297] xd1 to xd3 can each be independently 0, 1, 2, or 3, and

[0298] xd4 can be 1, 2, 3, 4, 5, or 6.

[0299] In the implementation scheme, Ar in Formula 501 501 It may include fused cyclic groups in which three or more monocyclic groups are fused together (e.g., anthracene groups, etc.). (group or pyrene group).

[0300] In the implementation scheme, xd4 in formula 501 can be 2.

[0301] In the implementation scheme, the fluorescent dopant may include one or any combination of the following compounds FD1 to FD36, DPVBi, DPAVBi:

[0302]

[0303]

[0304]

[0305] [Delayed fluorescence materials]

[0306] The emission layer may contain delayed fluorescence material.

[0307] The delayed fluorescence material used in this article can be selected from any compound that can emit delayed fluorescence light based on the delayed fluorescence emission mechanism.

[0308] Depending on the type of other materials contained in the emission layer, the delayed fluorescence material contained in the emission layer can act as either a host or a dopant.

[0309] In the embodiment, the difference between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material can be from about 0 eV to about 0.5 eV. When the difference between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material satisfies the range described above, an upconversion from the triplet state to the singlet state of the delayed fluorescent material can occur effectively, and thus the light emission efficiency of the light-emitting device 10 can be improved.

[0310] In the embodiments, the delayed fluorescence material may include i) containing at least one electron donor (e.g., a π-electron-rich C3-C3). 60 Cyclic groups (e.g., carbazole groups) and at least one electron acceptor (e.g., sulfoxide groups, cyano groups, or C1-C groups containing nitrogen lacking π electrons). 60 ii) Materials containing two or more cyclic groups sharing boron (B) and fused together with each other, of which are C8-C 60 Materials with polycyclic groups.

[0311] Delayed fluorescence materials may include at least one of compounds DF1 to DF9:

[0312]

[0313]

[0314] [Quantum dot]

[0315] The emitter layer can contain quantum dots.

[0316] The quantum dot used in this article refers to a crystal of a semiconductor compound, and can include any material capable of emitting light of various wavelengths depending on the size of the crystal.

[0317] The diameter of a quantum dot can be, for example, from about 1 nm to about 10 nm.

[0318] Quantum dots can be synthesized through wet chemical processes, organometallic chemical vapor deposition, molecular beam epitaxy, or similar processes.

[0319] Wet chemical processes refer to methods in which organic solvents and precursor materials are mixed and quantum dot crystals are grown. During crystal growth, the organic solvent acts as a dispersant that naturally coordinates to the surface of the quantum dot crystals and controls the crystal growth. Therefore, the growth of quantum dot particles can be controlled using processes that are easier and less expensive to perform compared to vapor deposition processes such as metal-organic chemical vapor deposition (MOCVD) and molecular beam epitaxy (MBE).

[0320] Quantum dots can include group III-VI semiconductor compounds, group II-VI semiconductor compounds, group III-V semiconductor compounds, group I-III-VI semiconductor compounds, group IV-VI semiconductor compounds, group IV elements or compounds, or any combination thereof.

[0321] Examples of group II-VI semiconductor compounds may include: binary compounds, such as CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, or MgS; ternary compounds, such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, or MgZnS; quaternary compounds, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, or HgZnSTe; or any combination thereof.

[0322] Examples of group III-V semiconductor compounds may include: binary compounds, such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, or InSb; ternary compounds, such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, or InPSb; quaternary compounds, such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, or InAlPSb; or any combination thereof. In embodiments, the group III-V semiconductor compound may further comprise a group II element. Examples of further group III-V semiconductor compounds containing group II elements may include InZnP, InGaZnP, or InAlZnP.

[0323] Examples of III-VI semiconductor compounds may include: binary compounds, such as GaS, GaSe, Ga2Se3, GaTe, InS, In2S3, InSe, In2Se3 or InTe; ternary compounds, such as InGaS3 or InGaSe3; or any combination thereof.

[0324] Examples of group I-III-VI semiconductor compounds may include ternary compounds, such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, or AgAlO2, or any combination thereof.

[0325] Examples of group IV-VI semiconductor compounds may include: binary compounds, such as SnS, SnSe, SnTe, PbS, PbSe, or PbTe; ternary compounds, such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, or SnPbTe; quaternary compounds, such as SnPbSSe, SnPbSeTe, or SnPbSTe; or any combination thereof.

[0326] Group IV elements or compounds may include single elements, such as Si or Ge; binary compounds, such as SiC or SiGe; or any combination thereof.

[0327] Each element contained in a multi-element compound (e.g., binary, ternary, and quaternary compounds) may exist in the particles at a uniform or non-uniform concentration.

[0328] Quantum dots can have either a single structure with a uniform concentration of each element contained within the corresponding quantum dot, or a core-shell dual structure. In some embodiments, the material contained in the core can be different from the material contained in the shell.

[0329] The shell of a quantum dot can function as a protective layer to maintain semiconductor properties by preventing the chemical degradation of the nucleus, and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be single-layered or multi-layered. The interface between the nucleus and the shell can have a concentration gradient, where the concentration of elements present in the shell decreases towards the center.

[0330] Examples of the shell for quantum dots are oxides of metals or nonmetals, semiconductor compounds, or any combination thereof. Examples of oxides of metals or nonmetals may include binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, or NiO; ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, or CoMn2O4; or any combination thereof. Examples of semiconductor compounds as described herein are group III-VI semiconductor compounds, group II-VI semiconductor compounds, group III-V semiconductor compounds, group I-III-VI semiconductor compounds, group IV-VI semiconductor compounds, or any combination thereof. In the embodiments, 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.

[0331] The full width at half maximum (FWHM) of the emission wavelength spectrum of quantum dots can be equal to or less than about 45 nm. For example, the FWHM of the emission wavelength spectrum of quantum dots can be equal to or less than about 40 nm. For example, the FWHM of the emission wavelength spectrum of quantum dots can be equal to or less than about 30 nm. When the FWHM of the emission wavelength spectrum of quantum dots is within this range, color purity or color reproducibility can be improved. Light emitted through such quantum dots can illuminate omnidirectionally. Therefore, a wide viewing angle can be increased.

[0332] Quantum dots can be spherical, pyramidal, multi-armed, or cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplate particles.

[0333] By adjusting the size of the quantum dots, the band gap can also be adjusted, and thus the quantum dot emitting layer can obtain light of various wavelengths. Therefore, by using quantum dots of different sizes, light-emitting devices that emit light of various wavelengths can be realized. In an embodiment, the size of the quantum dots can be selected to emit red, green, and / or blue light. The size of the quantum dots can be adjusted so that various colors of light can be combined to emit white light.

[0334] [Electron transport region in intermediate layer 130]

[0335] The electron transport region can have: i) a single-layer structure consisting of a single layer of a single material, ii) a single-layer structure consisting of a single layer containing different materials, or iii) a multi-layer structure including layers containing different materials.

[0336] 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.

[0337] For example, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein, for each structure, the constituent layers are stacked sequentially from the emission layer.

[0338] The electron transport region (e.g., a buffer layer, hole blocking layer, electron control layer, or electron transport layer within the electron transport region) may contain C1-C atoms with at least one π-electron-deficient nitrogen atom. 60 Metal-free compounds with cyclic groups.

[0339] In an implementation scheme, the electron transport region may contain a compound represented by Formula 601.

[0340] [Formula 601]

[0341] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0342] In Equation 601,

[0343] Ar 601 and L 601 Each can be independently unsubstituted or by at least one R. 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0344] xe11 can be 1, 2, or 3.

[0345] xe1 can be 0, 1, 2, 3, 4, or 5.

[0346] R 601 It can be unsubstituted or replaced by at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, -Si(Q) 601 (Q) 602 (Q) 603 -C(=O)(Q) 601 -S(=O)2(Q)601 ) or -P(=O)(Q 601 (Q) 602 ), Q 601 To Q 603 Same as the description of Q1 in the instruction manual.

[0347] xe21 can be 1, 2, 3, 4, or 5, and

[0348] Ar 601 L 601 and R 601 At least one of them can be independently unsubstituted or by at least one R. 10a Substituted C1-C nitrogen containing π-electron-deficient atoms 60 Cyclic groups.

[0349] In the implementation scheme, when xe11 in formula 601 is 2 or greater than 2, two or more Ar 601 They can be connected to each other via a single key.

[0350] In the implementation scheme, Ar in Formula 601 601 It can be a substituted or unsubstituted anthracene group.

[0351] In the implementation scheme, the electron transport region may comprise a compound represented by formula 601-1:

[0352] [Formula 601-1]

[0353]

[0354] In Equation 601-1,

[0355] X 614 It can be N or C(R) 614 ), X 615 It can be N or C(R) 615 ), X 616 It can be N or C(R) 616 ), X 614 To X 616 At least one of them can be N,

[0356] L 611 To L 613 Regarding L 601 The descriptions are the same.

[0357] xe611 to xe613 are the same as those described regarding xe1.

[0358] R 611 To R 613 Regarding R 601 The same description, and

[0359] R 614 To R 616 Each of these can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl groups, C1-C 20 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups.

[0360] In the implementation scheme, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 can each be 0, 1 or 2 independently.

[0361] The electron transport region may contain one or any combination of compounds ET1 to ET45, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, TAZ, and NTAZ.

[0362]

[0363]

[0364]

[0365]

[0366] The thickness of the electron transport region can be approximately to approximately For example, the thickness of the electron transport region can be approximately to approximately 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, hole blocking layer, or electron control layer can be independently approximately [missing information]. to approximately Furthermore, the thickness of the electron transport layer can be approximately to approximately For example, the thickness of the buffer layer, hole blocking layer, or electronic control layer can each be approximately [missing information]. to approximately For example, the thickness of the electron transport layer can be approximately to approximately When the thicknesses of the buffer layer, hole blocking layer, electronic control layer, electron transport layer, and / or electron transport region are within these ranges, satisfactory electron transport characteristics can be obtained without a significant increase in driving voltage.

[0367] In addition to the materials described above, the electron transport region (e.g., the electron transport layer in the electron transport region) may further contain a metallic material.

[0368] Materials containing metals may include alkali metal complexes, alkaline earth metal complexes, or any combination thereof. The metal ion in an alkali metal complex may be Li, Na, K, Rb, or Cs ions, and the metal ion in an alkaline earth metal complex may be Be, Mg, Ca, Sr, or Ba ions. The ligand coordinating with the metal ion in the alkali metal or alkaline earth metal complex may be hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, cyclopentadiene, or any combination thereof.

[0369] In this embodiment, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (LiQ) or compound ET-D2:

[0370]

[0371] The electron transport region may include an electron injection layer that facilitates the injection of electrons from the second electrode 150. The electron injection layer may be in direct contact with the second electrode 150.

[0372] The electron injection layer can have: i) a monolayer structure consisting of a single layer composed of a single material, ii) a monolayer structure consisting of a single layer containing different materials, or iii) a multilayer structure including layers containing different materials.

[0373] The electron injection layer may contain alkali metals, alkaline earth metals, rare earth metals, alkali metal-containing compounds, alkaline earth metal-containing compounds, rare earth metal-containing compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof.

[0374] Alkali metals may include Li, Na, K, Rb, Cs, or any combination thereof. Alkali earth metals may include Mg, Ca, Sr, Ba, or any combination thereof. Rare earth metals may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0375] Compounds containing alkali metals, compounds containing alkaline earth metals, and compounds containing rare earth metals may include oxides and halides (e.g., fluorides, chlorides, bromides, or iodides), tellurides of alkali metals, alkaline earth metals, and rare earth metals, or any combination thereof.

[0376] Compounds containing alkali metals may include alkali metal oxides (e.g., Li2O, Cs2O, or K2O), alkali metal halides (e.g., LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI), or any combination thereof. Compounds containing alkaline earth metals may include alkaline earth metal compounds such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying the condition 0 < x < 1) or Ba x Ca 1-x O (where x is a real number satisfying the condition 0 < x < 1). Compounds containing rare earth metals may include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, or any combination thereof. In an embodiment, the compound containing a rare earth metal 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, La2Te, Ce2Te3, Pr2Te3, Nd2Te3, Pm2Te3, Sm2Te3, Eu2Te3, Gd2Te3, Tb2Te3, Dy2Te, Ho2Te3, Er2Te3, Tm2Te3, Yb2Te3, and Lu2Te3.

[0377] Alkali metal complexes, alkaline earth metal complexes, and rare earth metal complexes may contain i) one of the ions of alkali metals, alkaline earth metals, and rare earth metals, and ii) ligands attached to the metal ions, such as hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0378] The electron injection layer may be composed of: alkali metals, alkaline earth metals, rare earth metals, compounds containing alkali metals, compounds containing alkaline earth metals, compounds containing rare earth metals, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof, or may further contain an organic material (e.g., a compound represented by Formula 601).

[0379] In an embodiment, the electron injection layer may consist of: i) an alkali metal-containing compound (e.g., an alkali metal halide), or ii) a) an alkali metal-containing compound (e.g., an alkali metal halide); and b) an alkali metal, alkaline earth metal, rare earth metal, or any combination thereof. In an embodiment, the electron injection layer may be a KI:Yb co-deposited layer or an RbI:Yb co-deposited layer.

[0380] When the electron injection layer further contains organic materials, alkali metals, alkaline earth metals, rare earth metals, alkali metal-containing compounds, alkaline earth metal-containing compounds, rare earth metal-containing compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof can be uniformly or non-uniformly dispersed in the matrix containing organic materials.

[0381] The thickness of the electron injection layer can be approximately to approximately For example, the thickness of the electron injection layer can be approximately to approximately When the thickness of the electron injection layer is within the range described above, the electron injection layer can have satisfactory electron injection characteristics without a significant increase in driving voltage.

[0382] [Second electrode 150]

[0383] The second electrode 150 may be located on the intermediate layer 130 having such a structure. The second electrode 150 may be a cathode serving as an electron injection electrode, and may be made of metals, alloys, conductive compounds, or any combination thereof, each having a low work function, as materials for forming the second electrode 150.

[0384] The second electrode 150 may contain 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 transmission electrode, a semi-transmission electrode, or a reflection electrode.

[0385] The second electrode 150 may have a single-layer structure or a multi-layer structure including two or more layers.

[0386] [Overlay]

[0387] The first cover layer may be located outside the first electrode 110, and / or the second cover layer may be located outside the second electrode 150. The light-emitting device 10 may have a structure in which the first cover layer, the first electrode 110, the intermediate layer 130, and the second electrode 150 are stacked in this prescribed order, or a structure in which the first cover layer, the first electrode 110, the intermediate layer 130, the second electrode 150, and the second cover layer are stacked in this prescribed order.

[0388] Light generated in the emitting layer of the intermediate layer 130 of the light-emitting device 10 can be emitted outward through the first electrode 110 (which is a semi-transparent electrode or a transmissive electrode) and the first cover layer, and light generated in the emitting layer of the intermediate layer 130 of the light-emitting device 10 can be emitted outward through the second electrode 150 (which is a semi-transparent electrode or a transmissive electrode) and the second cover layer.

[0389] The first and second capping layers can increase the external light emission efficiency based on the principle of constructive interference. Therefore, the light emission efficiency of the light-emitting device 10 is increased, thereby improving the light emission efficiency of the light-emitting device 10.

[0390] The first and second capping layers may each contain a material having a refractive index equal to or greater than about 1.6 (at 589 nm).

[0391] The first and second covering layers can each be independently an organic covering layer containing organic materials, an inorganic covering layer containing inorganic materials, or a composite covering layer containing both organic and inorganic materials.

[0392] At least one of the first and second capping layers may independently comprise a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthylphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, heterocyclic compound, and amine-containing compound may optionally be substituted with substituents containing O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. In an embodiment, at least one of the first and second capping layers may independently comprise an amine-containing compound.

[0393] In the implementation scheme, at least one of the first capping layer and the second capping layer may each independently contain a compound represented by formula 201, a compound represented by formula 202, or any combination thereof.

[0394] In the implementation scheme, at least one of the first capping layer and the second capping layer may each independently contain one of compounds HT28 to HT33, one of compounds CP1 to CP6, β-NPB, or any combination thereof:

[0395]

[0396] [Electronic Devices]

[0397] The light-emitting device can be included in various electronic devices. In this embodiment, the electronic device including the light-emitting device can be a light-emitting device, a verification device, etc.

[0398] In addition to the light-emitting device, the electronic device (e.g., the light-emitting device) may further include a color filter, a color conversion layer, or a color filter and a color conversion layer. The color filter and / or color conversion layer may be located in at least one direction of travel of the light emitted from the light-emitting device. In embodiments, the light emitted from the light-emitting device may be blue light or white light. The light-emitting device may be the same as described above. In embodiments, the color conversion layer may comprise quantum dots. The quantum dots may be, for example, as described herein.

[0399] An electronic device may include a first substrate. The first substrate may include sub-pixels, color filters may include color filter regions corresponding to the sub-pixels, and color conversion layers may include color conversion regions corresponding to the sub-pixels.

[0400] Pixel-limiting films can define each sub-pixel between sub-pixels.

[0401] The color filter may further include a color filter region and a light-blocking pattern between the color filter regions, and the color conversion layer may further include a color conversion region and a light-blocking pattern between the color conversion regions.

[0402] The color filter region (or color conversion region) 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 from each other. 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 color filter region (or color conversion region) may contain quantum dots. The first region may contain red quantum dots, the second region may contain green quantum dots, and the third region may not contain quantum dots. The quantum dots are the same as those described in the specification. Each of the first, second, and / or third regions may further contain a scatterer.

[0403] In one embodiment, the light-emitting device can emit first light, a first region can absorb the first light to emit a first first color light, a second region can absorb the first light to emit a second first color light, and a third region can absorb the first light to emit a third first color light. In this respect, the first, second, and third first color lights can have different maximum emission wavelengths from each other. The first light can be blue light, the first first color light can be red light, the second first color light can be green light, and the third first color light can be blue light.

[0404] In addition to the 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 either the source electrode or the drain electrode may be electrically connected to either the first electrode or the second electrode of the light-emitting device.

[0405] Thin-film transistors may further include gate electrodes, gate insulating layers, etc.

[0406] The active layer can contain crystalline silicon, amorphous silicon, organic semiconductors, oxide semiconductors, etc.

[0407] The electronic device may further include a sealing portion for sealing the light-emitting device. The sealing portion may be located between the color filter and / or color conversion layer and the light-emitting device. The sealing portion allows light from the light-emitting device to be emitted to the outside while simultaneously preventing ambient air and moisture from penetrating into the light-emitting device. The sealing portion may be a sealing substrate comprising a transparent glass substrate or a plastic substrate. The sealing portion may be a thin-film encapsulation layer comprising one or more organic layers and / or one or more inorganic layers. When the sealing portion is a thin-film encapsulation layer, the electronic device may be flexible.

[0408] In addition to color filters and / or color conversion layers, various functional layers may be further positioned on the sealing portion, depending on the application of the electronic device. Examples of functional layers may include a touchscreen layer, a polarization layer, etc. The touchscreen layer may be a pressure-sensitive touchscreen layer, a capacitive touchscreen layer, or an infrared touchscreen layer. The verification device may be, for example, a biometric verification device for verifying an individual using biometric information from a biometric body (e.g., fingertip, pupil, etc.).

[0409] In addition to the light-emitting device, the verification device may further include a biometric information collector.

[0410] Electronic devices can be used in various displays, light sources, lighting equipment, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, video game consoles, medical instruments (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasound diagnostic devices, or endoscope displays), fish finders, various measuring instruments, meters (e.g., instruments for vehicles, aircraft, and ships), projectors, etc.

[0411] [ Figure 2 and Figure 3 [Description]

[0412] Figure 2 It is a schematic cross-sectional view of the light-emitting device according to the implementation plan.

[0413] Figure 2 The light-emitting device includes a substrate 100, a thin-film transistor (TFT), a light-emitting device, and a package 300 that seals the light-emitting device.

[0414] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer 210 may be on the substrate 100. The buffer layer 210 prevents impurities from penetrating through the substrate 100 and may provide a flat surface on the substrate 100.

[0415] The TFT can 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.

[0416] The active layer 220 may contain inorganic semiconductors (such as silicon or polysilicon), organic semiconductors or oxide semiconductors, and may include source region, drain region and channel region.

[0417] 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.

[0418] An intermediate insulating film 250 may be on the gate electrode 240. The intermediate insulating film 250 is located between the gate electrode 240 and the source electrode 260 to insulate the gate electrode 240 from the source electrode 260, and is located between the gate electrode 240 and the drain electrode 270 to insulate the gate electrode 240 from the drain electrode 270.

[0419] The source electrode 260 and the drain electrode 270 may be on the intermediate insulating film 250. The intermediate insulating film 250 and the gate insulating film 230 may be formed to expose the source and drain regions of the active layer 220, and the source electrode 260 and the drain electrode 270 may be positioned to contact the exposed portions of the source and drain regions of the active layer 220.

[0420] The TFT can be electrically connected to a light-emitting device to drive the light-emitting device, and can be protected by covering it with a passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or a combination thereof. A light-emitting device is provided on the passivation layer 280. The light-emitting device includes a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0421] The first electrode 110 may be on the passivation layer 280. The passivation layer 280 does not completely cover the drain electrode 270 and exposes a portion of the drain electrode 270, and the first electrode 110 may be connected to the exposed portion of the drain electrode 270.

[0422] A pixel defining layer 290 containing insulating material may be located on the first electrode 110. The pixel defining layer 290 may expose a region of the first electrode 110, and an intermediate layer 130 may be formed in the exposed region of the first electrode 110. The pixel defining layer 290 may be an organic film based on polyimide or polyacrylamide. Although in Figure 2 Although not shown, at least some layers of intermediate layer 130 may extend beyond the upper part of pixel-defining layer 290 and thus may be positioned as common layers.

[0423] The second electrode 150 may be located on the intermediate layer 130, and a capping layer 170 may be additionally formed on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0424] The encapsulation portion 300 may be located on the cover layer 170. The encapsulation portion 300 may be located on the light-emitting device and protect the light-emitting device from moisture or oxygen. The encapsulation portion 300 may include an inorganic film comprising silicon nitride (SiN). x ), silicon oxide (SiO) x Indium tin oxide, indium zinc oxide, or combinations thereof; organic membranes comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate or polyacrylic acid), epoxy-based resins (e.g., aliphatic glycidyl ether (AGE)) or any combination thereof; or combinations of inorganic and organic membranes.

[0425] Figure 3 This is a schematic cross-sectional view of a light-emitting device according to another embodiment.

[0426] Figure 3 Light-emitting devices and Figure 2The light-emitting device is the same, but the light-blocking pattern 500 and the functional area 400 are additionally located on the encapsulation portion 300. The functional area 400 may be a color filter area, a color conversion area, or a combination of a color filter area and a color conversion area. In the embodiment, it includes... Figure 3 The light-emitting devices in the light-emitting equipment can be light-emitting devices connected in series.

[0427] [Preparation Method]

[0428] Layers constituting hole transport regions, emission regions, and electron transport regions can be formed in a specific region using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and laser-induced thermal imaging.

[0429] When forming layers constituting hole transport regions, emitter regions, and electron transport regions via vacuum deposition, by considering the materials to be included in the layers to be formed and the structure of the layers to be formed, deposition temperatures of approximately 100°C to approximately 500°C and approximately 10 -8 To about 10 -3 The vacuum degree and about / seconds to approximately Deposition is carried out at a deposition rate of / second.

[0430] [Definition of the term]

[0431] As used in this article, the term "C3-C" 60 A "carbocyclic group" refers to a cyclic group consisting only of carbon and hydrogen and having three to sixty carbon atoms (e.g., 3 to 30, 3 to 24, or 3 to 18 carbon atoms), and as used herein by the term "C1-C". 60 A "heterocyclic group" refers to a cyclic group having one to sixty carbon atoms (e.g., 1 to 30, 1 to 24, or 1 to 18 carbon atoms) and further comprising heteroatoms other than carbon (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4, or 5 heteroatoms). C3-C 60 Carbocyclic groups and C1-C 60 The heterocyclic group can be a monocyclic group, each consisting of a single ring, or a polycyclic group in which two or more rings are fused together. In the embodiment, C1-C 60 The number of cyclic atoms in a heterocyclic group can range from 3 to 61.

[0432] As used in this article, the term "cyclic group" includes C3-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups.

[0433] As used in this article, “π-electron-rich C3-C” 60 "Cyclic group" refers to a cyclic group having three to sixty carbon atoms (e.g., 3 to 30, 3 to 24, or 3 to 18 carbon atoms) and not containing *-N=*' as a cyclic moiety, and as used herein, "C1-C containing π-electron-deficient nitrogen". 60 A "cyclic group" refers to a heterocyclic group having one to sixty carbon atoms (e.g., one to 30, one to 24, or one to 18 carbon atoms) and containing *-N=*' as the cyclic part.

[0434] In the implementation plan,

[0435] C3-C 60 The carbocyclic group can be i) group T1 or ii) a fused cyclic group in which two or more groups T1 are fused together (e.g., cyclopentadienyl group, adamantyl group, norbornel group, phenyl group, pentanene group, naphthyl group, chamomile ring group, indole group, acenaphthene group, phenanthrene group, phenanthrene group, anthracene group, fluoranthene group, benzo[a]phenanthrene group, pyrene group, etc.). Groups, perylene groups, pentaphenyl groups, heptadiene groups, tetraphenyl groups, styrene groups, hexaphenyl groups, pentaphenyl groups, rutin groups, argentinium groups, ovoid groups, indene groups, fluorene groups, spiro-difluorene groups, benzo[a]fluorene groups, ind[a]phenanthrene groups, or ind[a]anthracene groups),

[0436] C1-C 60The heterocyclic group can be i) group T2, ii) a fused cyclic group in which two or more groups T2 are fused together, or iii) a fused cyclic group in which at least one group T2 and at least one group T1 are fused together (e.g., pyrrole group, thiophene group, furan group, indole group, benzo[a]indole group, naphtho[a]indole group, isoindole group, benzo[a]isoindole group, naphtho[a]isoindole group, benzo[a]thiophene ... Thiophene group, benzofuran group, carbazole group, dibenzothiophene group, dibenzothiophene group, dibenzofuran group, indole-carbazole group, indole-carbazole group, benzofuran-carbazole group, benzothiophene-carbazole group, benzothiophene-carbazole group, benzoindole-carbazole group, benzocarbazole group, benzonaphthiophene group, benzonaphthiophene group, benzofuran-dibenzofuran group, benzofuran-dibenzofuran group Benzothiophene group, benzothiophene dibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiazolyldiazole group, benzopyrazole group, benzimidazole group, benzooxazole group, benziisooxazole group, benzothiazole group, benziisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group Benzoquinoline group, benzoisoquinoline group, quinoxaloline group, benzoquinoxaloline group, quinazoline group, benzoquinazoline group, phenanthrene group, cyclophosphine group, phthalazine group, naphthidine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzothiophene group, azadibenzothiophene group or azadibenzofuran group),

[0437] C3-C rich in π electrons 60 The cyclic group can be i) group T1, ii) a fused cyclic group in which two or more groups T1 are fused together, iii) group T3, iv) a fused cyclic group in which two or more groups T3 are fused together, or v) a fused cyclic group in which at least one group T3 and at least one group T1 are fused together (e.g., C3-C). 60Carbocyclic groups, pyrrole groups, thiophene groups, furan groups, indole groups, benzoindole groups, naphthoindole groups, isoindole groups, benzoisoindole groups, naphthoisoindole groups, benzothiophene groups, benzofuran groups, carbazole groups, dibenzothiophene groups, dibenzofuran groups, indole-carbazole groups, indole-carbazole groups, benzofuran-carbazole groups, benzothiophene-carbazole groups, benzothiophene-carbazole groups, benzoindole-carbazole groups, benzocarbazole groups, benzonaphthofuran groups, benzonaphthophene groups, benzonaphthothiophene groups, benzofuran-dibenzofuran groups, benzofuran-dibenzothiophene groups or benzothiophene-dibenzothiophene groups),

[0438] C1-C containing nitrogen lacking π electrons 60 The cyclic group can be i) group T4, ii) a fused cyclic group in which two or more groups T4 are fused together, iii) a fused cyclic group in which at least one group T4 and at least one group T1 are fused together, iv) a fused cyclic group in which at least one group T4 and at least one group T3 are fused together, or v) a fused cyclic group in which at least one group T4, at least one group T1 and at least one group T3 are fused together (e.g., pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiaazole group, benzopyrazole group, benzimazole group). Azolium group, benzoxazole group, benzoisoxazole group, benzothiazole group, benzoisothiazole 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, phenanthrene group, cinnamyl group, phthalazine group, naphthidine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzothiophene group, azadibenzothiophene group or azadibenzofuran group),

[0439] Group T1 can be a cyclopropane group, cyclobutane group, cyclopentane group, cyclohexane group, cycloheptane group, cyclooctane group, cyclobutene group, cyclopentene group, cyclopentadiene group, cyclohexene group, cyclohexadiene group, cycloheptene group, adamantane group, norbornene group (or bicyclo[2.2.1]heptane group), norbornene group, bicyclo[1.1.1]pentane group, bicyclo[2.1.1]hexane group, bicyclo[2.2.2]octane group, or phenyl group.

[0440] Group T2 can be a furan group, thiophene group, 1H-pyrrole group, thiorrole group, borocyclopentadienyl group, 2H-pyrrole group, 3H-pyrrole group, imidazole group, pyrazole group, triazole group, tetraazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, azathirrole group, azaboracyclopentadienyl group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, or tetraazine group.

[0441] Group T3 can be a furan group, a thiophene group, a 1H-pyrrole group, a thiophene group, or a borocyclopentadiene group, and

[0442] The group T4 can be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetraazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathirrole group, an azaboranecyclopentadiene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or a tetraazine group.

[0443] As used in this article, "cyclic group, C3-C" 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, π-electron-rich C3-C 60 Cyclic groups or C1-C atoms containing nitrogen lacking π electrons 60 "Cyclic group" refers to a group, monovalent group, or polyvalent group (e.g., divalent, trivalent, tetravalent, etc.) fused with a cyclic group according to the structure described by the corresponding term. In embodiments, "phenyl group" can be a benzo[a] group, phenyl group, phenylene group, etc., which can be readily understood by those skilled in the art from the structure of a formula including "phenyl group".

[0444] In the implementation plan, the unit price is C3-C. 60 Carbocyclic groups and monovalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 Cycloalkyl groups, C1-C 10 Heterocyclic alkyl groups, C3-C 10 cycloalkenyl groups, C1-C 10 Heterocyclic alkenyl groups, C6-C 60 aryl group, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups, and divalent C3-C 60 Carbocyclic groups and divalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 Cycloalkyl groups, C1-C 10 heterocyclic alkyl groups, C3-C10 Cycloalkylene groups, C1-C 10 heterocyclic alkenyl groups, C6-C 60 arylene groups, C1-C 60 Hypoaryl groups, divalent non-aromatic fused polycyclic groups, and divalent non-aromatic fused heterocyclic groups.

[0445] As used in this article, the term "C1-C" 60 "Alkyl group" refers to a monovalent group of a straight-chain or branched aliphatic hydrocarbon having 1 to 60 carbon atoms, and examples include methyl groups, ethyl groups, n-propyl groups, isopropyl groups, n-butyl groups, sec-butyl groups, isobutyl groups, tert-butyl groups, n-pentyl groups, tert-pentyl groups, neopentyl groups, isopentyl groups, sec-pentyl groups, 3-pentyl groups, sec-isopentyl groups, n-hexyl groups, isohexyl groups, sec-hexyl groups, tert-hexyl groups, n-heptyl groups, isohexyl groups, sec-heptyl groups, tert-heptyl groups, n-octyl groups, isooctyl groups, sec-octyl groups, tert-octyl groups, n-nonyl groups, isononyl groups, sec-nonyl groups, tert-nonyl groups, n-decyl groups, isodel groups, sec-decyl groups, and tert-decyl groups. In some embodiments, C1-C 60 Alkyl groups can be C1-C 30 Alkyl groups, C1-C 20 alkyl groups or C1-C 10 Alkyl groups. As used in this document, "C1-C..." 60 "alkylene group" refers to a group that has a C1-C2 bond structure. 60 Divalent groups with the same structure as alkyl groups.

[0446] As used in this article, the term "C2-C" 60 "Alkenyl group" refers to the group located at C2-C. 60 The alkyl group has at least one carbon-carbon double bond at its middle or end, and examples include vinyl groups, propenyl groups, and butenyl groups. In some embodiments, C2-C 60 The alkenyl group can be C2-C 30 alkenyl groups, C2-C 20 alkenyl groups or C2-C 10 Alkenyl group. As used in this article, "C2-C" 60 "Ideinyl group" refers to a group that has a C2-C... 60 Divalent groups with the same structure as alkenyl groups.

[0447] As used in this article, the term "C2-C" 60 "Alkyne group" refers to the group located at C2-C. 60The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon triple bond at its middle or end, and examples include ethynyl and propynyl groups. In some embodiments, C2-C 60 The alkynyl group can be C2-C 30 alkynyl group, C2-C 20 alkynyl group or C2-C 10 Alkynyl group. As used in this article, "C2-C" 60 "Imyynyl group" refers to a group that has a C2-C... 60 A divalent group with the same structure as the alkynyl group.

[0448] As used in this article, the term "C1-C" 60 "Alkoxy group" refers to the group consisting of -OA 101 (where A) 101 It is C1-C 60 Alkyl groups are monovalent groups, and examples of them include methoxy groups, ethoxy groups and isopropoxy groups.

[0449] As used in this article, the term "C3-C" 10 "Cycloalkyl group" refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and examples include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclooctyl groups, adamantyl groups, norbornene alkyl groups (or bicyclic [2.2.1]heptyl groups), bicyclic [1.1.1]pentyl groups, bicyclic [2.1.1]hexyl groups, and bicyclic [2.2.2]octyl groups. As used herein, the term "C3-C..." 10 "Cycloalkylene group" refers to a group that has a C3-C6 bond structure. 10 A divalent group with the same structure as a cycloalkyl group.

[0450] As used in this article, the term "C1-C" 10 "Heterocyclic alkyl group" refers to a monovalent cyclic group that further comprises at least one heteroatom other than a carbon atom (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4 or 5 heteroatoms) as a cyclic atom and has 1 to 10 carbon atoms, and examples include 1,2,3,4-oxatriazole alkyl groups, tetrahydrofuranyl groups, and tetrahydrothiophenyl groups. The term "C1-C" as used herein is also used. 10 "Heterocyclic alkyl groups" refers to groups with C1-C2 groups. 10 Divalent groups with the same structure as heterocyclic alkyl groups.

[0451] As used in this article, the term "C3-C" 10"Cycloalkenyl group" refers to a monovalent cyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and lacking aromaticity, and examples include cyclopentenyl, cyclohexenyl, and cycloheptenyl groups. As used herein, the term "C3-C" is also relevant. 10 "Iridyl group" refers to a group that has a C3-C6 bond structure. 10 A divalent group with the same structure as the cycloalkenyl group.

[0452] As used in this article, the term "C1-C" 10 A "heterocyclic alkenyl group" refers to a monovalent cyclic group having at least one heteroatom (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4 or 5 heteroatoms) other than carbon atoms as cyclic atoms, 1 to 10 carbon atoms, and at least one double bond in its cyclic structure. C1-C 10 Examples of heterocyclic alkenyl groups include 4,5-dihydro-1,2,3,4-oxarizolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiophenyl groups. As used herein, the term "C1-C..." 10 "Heterocyclic alkenyl group" refers to a group that has a C1-C2 bond structure. 10 A divalent group with the same structure as a heterocyclic alkenyl group.

[0453] As used in this article, the term "C6-C" 60 "Aryl group" refers to a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms, and as used herein, "C6-C..." 60 "Aromatic group" refers to a divalent group that has a carbocyclic aromatic system containing 6 to 60 carbon atoms. (C6-C) 60 Examples of aryl groups include phenyl groups, pentanenyl groups, naphthyl groups, chamomile cycloyl groups, indoleyl groups, acenaphthenic groups, phenanthreneyl groups, anthraceneyl groups, fluoranthraceneyl groups, benzo[a]phenanthreneyl groups, and pyreneyl groups. The compounds include alkyl groups, perylyl groups, pentaphenyl groups, heptalenyl groups, tetraphenyl groups, arbutinyl groups, hexaphenyl groups, pentaphenyl groups, rutinyl groups, keratinyl groups, and ovoidyl groups. In some embodiments, C6-C... 60 The aryl group can be C6-C. 30 aryl group, C6-C 24 aryl group or C6-C 18 Aryl group. When C6-C 60 aryl groups and C6-C 60 When each of the aryl groups comprises two or more rings, the two or more rings may be fused together.

[0454] As used in this article, the term "C1-C" 60A "heteroaryl group" refers to a monovalent group having a heterocyclic aromatic system containing at least one heteroatom (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4 or 5 heteroatoms) and 1 to 60 carbon atoms as cyclic atoms. As used herein, the term "C1-C..." 60 A "hybrid aryl group" refers to a divalent group having a heterocyclic aromatic system containing at least one heteroatom (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4, or 5 heteroatoms) and 1 to 60 carbon atoms as cyclic atoms. (C1-C) 60 Examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, benzo[a]quinolinyl, isoquinolinyl, benzo[a]isoquinolinyl, quinoxalinyl, benzo[a]quinoxalinyl, quinazolinyl, benzo[a]quinazolinyl, cyclophosphine, phenanthrolinel, phthalazinyl, and naphthidyl groups. In some embodiments, C1-C 60 The heteroaryl group can be C1-C 30 heteroaryl groups, C1-C 24 heteroaryl groups or C1-C 18 heteroaryl groups. When C1-C 60 heteroaryl groups and C1-C 60 When each of the heteroaryl groups comprises two or more rings, the two or more rings may be fused together.

[0455] As used herein, the term "monovalent nonaromatic fused polycyclic group" refers to a monovalent group (e.g., having 8 to 60 carbon atoms, such as 8 to 30 or 8 to 24 carbon atoms) having two or more rings fused together, having only carbon atoms as cyclic atoms, and being nonaromatic throughout its molecular structure. Examples of monovalent nonaromatic fused polycyclic groups include indenyl groups, fluorenyl groups, spiro-difluorenyl groups, benzo[a]fluorenyl groups, indo[a]phenanthryl groups, and indo[a]anthrayl groups. As used herein, the term "divalent nonaromatic fused polycyclic group" refers to a divalent group having the same structure as a monovalent nonaromatic fused polycyclic group.

[0456] As used herein, the term "monovalent nonaromatic fused heterocyclic group" refers to a monovalent group (e.g., having 1 to 60 carbon atoms, such as 1 to 30 or 1 to 24 carbon atoms) having two or more rings fused together, having at least one heteroatom other than carbon atoms (e.g., 1 to 5 or 1 to 3 heteroatoms, such as 1, 2, 3, 4 or 5 heteroatoms) as cyclic atoms and being non-aromatic throughout its molecular structure. Examples of monovalent non-aromatic fused heterocyclic groups include pyrrolyl groups, thiophenyl groups, furanyl groups, indole groups, benzoindole groups, naphthoindole groups, isoindole groups, benzoisoindole groups, naphthoisoindole groups, benzothiolyl groups, benzothiphenyl groups, benzofuranyl groups, carbazole groups, dibenzothiolyl groups, dibenzothiphenyl groups, dibenzofuranyl groups, azacarbazole groups, azafluorenyl groups, azadibenzothiolyl groups, azadibenzothiphenyl groups, azadibenzofuranyl groups, pyrazolyl groups, imidazole groups, triazoleyl groups, tetraazoleyl groups, oxazolyl groups, isoxazolyl groups, thiolyl groups, isothiazolyl groups, and oxadiazoleyl groups. Thiadiazolyl group, benzopyrazolyl group, benzoimidazolyl group, benzooxazolyl group, benzothiazolyl group, benzooxadiazolyl group, benzothiadiazolyl group, imidazopyridyl group, imidazopyrimidine group, imidazotriazinyl group, imidazopyrazinyl group, imidazopyridazinyl group, indolecarbazoyl group, indolocarbazoyl group, benzofuranocarbazoyl group, benzothiophenocarbazoyl group, benzothiophenocarbazoyl group, benzoindolocarbazoyl group, benzocarbazoyl group, benzonaphthiophenyl group, benzonaphthiophenyl group, benzofuranodibenzofuranyl group, benzofuranodibenzothiophenyl group and benzothiophenodibenzothiophenyl group. As used in this article, the term "divalent nonaromatic fused heterocyclic group" refers to a divalent group having the same structure as a monovalent nonaromatic fused heterocyclic group.

[0457] As used in this article, the term "C6-C" 60 "Aryloxy group" refers to -OA 102 (where A) 102 It is C6-C 60 (aryl group), and as used herein by the term "C6-C" 60 "Aryl thio group" refers to -SA 103 (where A) 103 It is C6-C 60 (aryl group).

[0458] As the group R used in this article 10a It could be:

[0459] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group;

[0460] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thiol groups, -C(Q) 11 (Q) 12 (Q) 13 ), -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 C1-C substituted by (or any combination thereof) 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group or C1-C 60 alkoxy group;

[0461] Each of the following groups is unsubstituted or replaced: -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl groups, C2-C 60 alkenyl groups, C2-C 60 alkynyl group, C1-C 60 alkoxy group, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group, C6-C 60 aryl thiol groups, -C(Q) 21 (Q) 22 (Q) 23 ), -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 C3-C replaced by any combination thereof 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy group or C6-C 60 aryl thioyl group; or

[0462] -C(Q 31 (Q) 32 (Q) 33 ), -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 ).

[0463] As used in this article, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 These can be, independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy groups; or each unsubstituted or deuterated, -F, cyano groups, C1-C 60 Alkyl groups, C1-C 60 C3-C substituted with alkoxy groups, phenyl groups, biphenyl groups, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0464] As used herein, the term "heteroatom" refers to any atom other than carbon and hydrogen. Examples of heteroatoms include O, S, N, P, Si, B, Ge, Se, or any combination thereof.

[0465] As used herein, the term "Ph" refers to a phenyl group, "Me" refers to a methyl group, "Et" refers to an ethyl group, and "tert-Bu" or "Bu" refers to a tert-Bu group. t "" refers to the tert-butyl group, and as used herein, the term "OMe" refers to the methyl methacrylate group.

[0466] As used in this article, the term "biphenyl group" refers to a "phenyl group substituted with a phenyl group." In other words, a "biphenyl group" is a group with a C6-C6 bond. 60 The aryl group is a substituted phenyl group.

[0467] As used in this article, the term "terphenyl group" refers to a "phenyl group substituted with a biphenyl group." In other words, a "terphenyl group" is a phenyl group with a C6-C substituted group. 60 C6-C substituted with aryl group 60 The aryl group is a substituted phenyl group.

[0468] Unless otherwise defined, as used herein, * and *' each refer to the binding site with the adjacent atom in the corresponding formula.

[0469] The compounds according to the embodiments and the light-emitting devices according to the embodiments will be described in detail below with reference to synthesis examples and examples. The phrase "using B instead of A" used to describe the synthesis examples means using an equimolar amount of B instead of A.

[0470] [Example]

[0471] Synthesis Example 1: Synthesis of Compound 1-1

[0472]

[0473] Synthesis of intermediate 1-1(a)

[0474]

[0475] 1) Synthesis of intermediate A-1

[0476] Bromobenzene-d5 (25 g, 1 equivalent), 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bis(1,3,2-dioxaborhecyclopentane) (47 g, 1.2 equivalent), potassium acetate (37.8 g, 2.5 equivalent), bis(triphenylphosphine)-palladium(II) dichloride (5.4 g, 0.05 equivalent), and toluene (770 mL) were placed in a round-bottom flask (RBF) and stirred overnight under reflux at 130 °C. After the reaction was complete, the solvent was removed by silica filtration through dichloromethane (MC) and purified by column chromatography using hexane. The product was cured with MeOH and dried to give intermediate A-1 (77% yield).

[0477] C 12 H 12 D5BO2[M]+: Calculated value: 209.11, Measured value: 208

[0478] 2) Synthesis of intermediate A-2

[0479] 1-Iodo-2-nitrobenzene (27 g, 1 equivalent), intermediate A-1 (25 g, 1.1 equivalent), K₂CO₃ (37.6 g, 2.5 equivalent), tetrakis(triphenylphosphine)palladium (5 g, 0.04 equivalent), THF (540 mL), and H₂O (135 mL) were placed in an RBF container and stirred overnight under reflux at 90 °C. After the reaction was complete, the mixture was post-treated using EA / H₂O to remove the solvent. The solvent was removed after the reactants were dissolved in a small amount of MC and filtered through silica using a 1:1 volume ratio of hexane and MC. The product was cured using MeOH and dried to obtain intermediate A-2 (29 g (crude)).

[0480] C 12 H4D5NO2[M]+: Calculated value: 204.24, Measured value: 203

[0481] 3) Synthesis of intermediate 1-1(a)

[0482] 2-Nitro-1,1'-biphenyl-2',3',4',5',6'-d5 (29.5 g, 1 equivalent), triphenylphosphine (71 g, 2.5 equivalent), and 1,2-dichlorobenzene (500 mL) were placed in an RBF container and stirred overnight under reflux at 200 °C. After the reaction was complete, the reactants were cooled to room temperature, and as much solvent as possible was removed. The solvent was removed after filtration through silica in a 2:1 volume ratio of hexane and MC. The product was purified by curing and drying with hexane, followed by sublimation purification (final temperature = 160 °C) to give intermediate 1-1(a) (55.7% yield).

[0483] C 12 H5D4N[M]+: Calculated value: 171.24, Measured value: 170

[0484] Synthesis of intermediate 1-1(b)

[0485]

[0486] 1) Synthesis of intermediate A-3

[0487] (4-Bromophenyl)triphenylsilane (10 g, 1 equivalent), 9H-carbazole (4.4 g, 1 equivalent), sodium tert-butoxide (3.5 g, 1.5 equivalent), tris(dibenzylacetone)dipalladium(0) (0.88 g, 0.04 equivalent), tri-tert-butylphosphine (0.8 mL, 0.08 equivalent), and toluene (120 mL) were placed in an RBF container and stirred overnight under reflux at 130 °C. After the reaction was complete, the reactants were filtered through silica using MC to remove the solvent. The product was purified by column chromatography using hexane and MC in a 4:1 volume ratio. The product was cured with MeOH, filtered, and dried to obtain intermediate A-3 (91% yield).

[0488] C 36 H 27 NSi[M]+: Calculated value: 501.70, Measured value: 500

[0489] 2) Synthesis of intermediate 1-1(b)

[0490] In RBF, intermediate A-3 (11 g, 1 equivalent) was dissolved in dimethylformamide (DMF) (200 mL) and stirred at 0 °C for 30 min. N-bromosuccinimide (NBS) (3.8 g, 0.95 equivalent) dissolved in DMF (20 mL) was slowly added dropwise and stirred overnight at room temperature. After the reaction was complete, H₂O was added and stirred, and the resulting solid was filtered. The dried solid was then dissolved in MC and treated with MgSO₄, and the solvent was removed. After filtration through silica using MC, the solvent was removed. The product was cured by MeOH and dried to obtain intermediate 1-1(b) (78% yield).

[0491] C 36 H 26 BrNSi[M]+: Calculated value: 580.60, Measured value: 579

[0492] Synthesis of Compound 1-1

[0493] Intermediate 1-1(b) (1 equivalent), intermediate 1-1(a) (1.2 equivalent), sodium tert-butoxide (1.5 equivalent), tris(dibenzylacetone)dipalladium(0) (0.04 equivalent), tri-tert-butylphosphine (0.08 equivalent), and toluene (110 mL) were placed in an RBF and stirred overnight under reflux at 130 °C. After the reaction was complete, the reactants were filtered through silica using MC to remove the solvent. The product was purified by column chromatography using hexane and MC in an 8:1 volume ratio. The product was cured by MeOH, dried, and dissolved by boiling in toluene (25 mL). Hexane (50 mL) was added dropwise and cured and filtered (8.5 g of solvent) to give compound 1-1 (78.4% yield).

[0494] C 48 H 30 D4N2Si[M]+: Calculated value: 670.27, Measured value: 669

[0495] Elemental analysis values: C, 85.93; H, 5.71; N, 4.18; Si, 4.19

[0496] Synthesis Example 2: Synthesis of Compounds 1-5

[0497]

[0498] Synthesis of intermediates 1-5(b)

[0499]

[0500] 1) Synthesis of intermediate A-5

[0501] Intermediate A-5 was synthesized in the same manner as intermediate A-3, but intermediate 1-1(a) was used instead of 9H-carbazole.

[0502] C 36 H 23 D4NSi[M]+: Calculated value: 505.73, Measured value: 504

[0503] 2) Synthesis of intermediates 1-5(b)

[0504] Intermediate 1-5(b) was synthesized in the same manner as that used in the synthesis of intermediate 1-1(b), but intermediate A-5 was used instead of intermediate A-3.

[0505] C 36 H 22 D4BrNSi[M]+: Calculated value: 584.73, Measured value: 583

[0506] Synthesis of compounds 1-5

[0507] Compound 1-5 was synthesized in the same manner as that used in the synthesis of compound 1-1, but intermediate 1-5(b) was used instead of intermediate 1-1(b), and intermediate 1-5(a) was used instead of intermediate 1-1(a).

[0508] C 48 H 22 D 12 N2Si[M]+: Calculated value: 678.97, Measured value: 677

[0509] Elemental analysis values: C, 84.91; H, 6.83; N, 4.13; Si, 4.14

[0510] Synthesis Example 3: Synthesis of Compounds 1-7

[0511]

[0512] Pd(dba)3 (0.03 equivalents), (t-Bu)3P (0.06 equivalents), and toluene (0.1 M, based on 1 equivalent of solvent) were added to flasks containing 1 equivalent of intermediate 1-7(b) and 1.1 equivalents of intermediate 1-7(a), and the mixture was stirred under reflux for 5 hours. The product was cooled to room temperature, extracted by MC, and washed with distilled water. The product was dried over MgSO4 and distilled under reduced pressure, and the residue was separated by column chromatography to give compounds 1-7 (77.64% yield).

[0513] C 48 H 29 D5N2Si[M]+: Calculated value: 671.93, Measured value: 670

[0514] Elemental analysis values: C, 85.80; H, 5.85; N, 4.17; Si, 4.18

[0515] Synthesis Example 4: Synthesis of Compounds 1-8

[0516]

[0517] Pd(dba)3 (0.03 equivalents), (t-Bu)3P (0.06 equivalents), and toluene (0.1 M, based on 1 equivalent of solvent) were added to a flask containing 1 equivalent of intermediate 1-8(b) and 1.1 equivalents of intermediate 1-7(a), and the mixture was stirred under reflux for 5 hours. The product was cooled to room temperature, extracted by MC, and washed with distilled water. The product was dried over MgSO4 and distilled under reduced pressure, and the residue was separated by column chromatography to give compounds 1-8 (79.11% yield).

[0518] C 42 H 22 D5N3[M]+: Calculated value: 578.73, Measured value: 577

[0519] Elemental analysis calculated values: C, 87.17; H, 5.57; N, 7.26

[0520] Synthesis Example 5: Synthesis of Compound 2-1

[0521]

[0522] Synthesis of intermediate 2-1(a)

[0523]

[0524] (3-Bromophenyl)triphenylsilane (1 equivalent) was added to RBF, along with 150 mL of THF. nBuLi (2 M, in hexane, 17 mL, 1.2 equivalent) was slowly added dropwise at -78 °C. After 40 minutes, trimethyl borate (5.75 mL, 1.5 equivalent) was slowly added dropwise. The temperature was slowly increased to room temperature, and the product was stirred overnight. The product was quenched using water and NH4Cl solution. The product was washed with EA / H2O. The product was dried over MgSO4 and subjected to column chromatography using MC and EA to give intermediate 2-1(a) (77% yield).

[0525] C 24 H 21 BO2Si[M]+: Calculated value: 380.33, Measured value: 379

[0526] Synthesis of intermediate 2-1(b)

[0527]

[0528] Carbazole (2 equivalents) was placed in an RBF container, and THF was added to it. At room temperature, nBuLi (2 M, in hexane, 1.9 equivalents) was slowly added dropwise while stirring for 30 minutes. 2,4,6-Trichlorotriazine (1 equivalent) was placed in the RBF container, and THF was added to it. The prepared Li-carbazole solution was slowly added dropwise using a dropping funnel over 30 minutes. The reaction solution was refluxed for 2 hours and cooled to room temperature. Water was added dropwise to quench the reaction while stirring for 30 minutes. The resulting solid was filtered and washed with distilled water, methanol, and hexane to obtain intermediate 2-1(b) (84% yield).

[0529] C 27 H 16 ClN5[M]+: Calculated value: 445.91, Measured value: 444

[0530] Synthesis of Compound 2-1

[0531] Intermediate 2-1(b) (1 equivalent), intermediate 2-1(a) (1.1 equivalent), Pd(PPh3)4 (0.05 equivalent), K2CO3 (2.5 equivalent), THF (400 mL), and H2O (100 mL) were placed in an RBF container and stirred overnight under reflux at 100 °C. After the reaction was complete, EA / H2O was added and the mixture was stirred for 30 minutes. Only the organic layer was separated using a separatory funnel. The product was dried using MgSO4 and filtered through silica using MC, and the resulting solid was filtered and dried using MeOH. The dried solid was dissolved by boiling in toluene (100 mL), and a 1:1 volume ratio of diethyl ether and hexane (100 mL) was added dropwise for solidification. Again, the solid was dissolved in MC (400 mL), and hexane (400 mL) was added to slowly recrystallize the solid to obtain compound 2-1. (84.1% yield)

[0532] C 51 H 35 N5Si[M]+: Calculated value: 745.96, Measured value: 744

[0533] Elemental analysis values: C, 82.12; H, 4.73; N, 9.39; Si, 3.76

[0534] Synthesis Example 6: Synthesis of Compound 2-2

[0535]

[0536] Synthesis of intermediate 2-2(b)

[0537] Intermediate 2-2(b) was obtained in the same manner as that used in the synthesis of intermediate 2-1(b), but the amount of carbazole in the RBF was adjusted from 2 equivalents to 1 equivalent. (71% yield)

[0538] C 15 H8Cl2N4[M]+: Calculated value: 315.16, Measured value: 314

[0539] Synthesis of compound 2-2

[0540] Compound 2-2 was obtained in the same manner as that used in the synthesis of compound 2-1, but intermediate 2-2(b) was used instead of intermediate 2-1(b), and the equivalent amount (eq) of intermediate 2-1(a) was 2.2 equivalents instead of 1.1 equivalents. (79% yield)

[0541] C 63 H 46 N4Si2[M]+: Calculated value: 915.26, Measured value: 914

[0542] Elemental analysis values: C, 82.68; H, 5.07; N, 6.12; Si, 6.14

[0543] By referring to the above synthetic routes and source materials, those skilled in the art can easily recognize compounds other than those synthesized in Synthetic Examples 1 to 6.

[0544] Example 1

[0545] As the anode, an ITO / Ag / ITO substrate (hereinafter referred to as "ITO substrate") was cut to a size of 50 mm × 50 mm × 0.5 mm, ultrasonicated for 10 minutes each with isopropanol and pure water, and cleaned by ultraviolet irradiation and ozone exposure for 10 minutes. The ITO substrate was then loaded onto a vacuum deposition apparatus.

[0546] m-MTDATA was vacuum deposited on an ITO substrate to form a hole injection layer with a thickness of 4 nm, and NPB was vacuum deposited on the hole injection layer to form a hole transport layer with a thickness of 1 nm.

[0547] Compounds 1-1 (body 1), 2-1 (body 2), and 3-1 (dopant) were co-deposited on the hole transport layer in a weight ratio of 6:3:1 to form an emission layer with a thickness of 40 nm. Subsequently, BAlq was vacuum-deposited on top to form a hole blocking layer with a thickness of 10 nm. Then, ET1 was deposited on the hole blocking layer to form an electron transport layer with a thickness of 30 nm. LiF, an alkali metal halide, was deposited on the electron transport layer to form an electron injection layer with a thickness of 1 nm. Finally, Al was vacuum-deposited on top to form a LiF / Al cathode with a thickness of 120 nm, thus completing the fabrication of the light-emitting device.

[0548]

[0549] Examples 2 to 10, and Comparative Examples 1 and 2

[0550] The light-emitting device was manufactured in the same manner as in Example 1, but the compounds shown in Table 2 were used instead of compounds 1-1, 2-1, and 3-1 used in Example 1 when forming the emitting layer. In Comparative Examples 1 and 2, the host (CBP) and dopant (compound 3-1 or compound 3-2) were co-deposited at a weight ratio of 9:1.

[0551] Evaluation Example 1

[0552] To evaluate the characteristics of the light-emitting devices manufactured in Examples 1 to 10 and Comparative Examples 1 and 2, the characteristics of each light-emitting device were measured at 1000 cd / m² using a Keithley MU236 luminance meter and a PR650 luminance meter. 2 Light emission efficiency (cd / A), lifetime (T) 90 The data includes the emission color and the results shown in Table 1. In Table 1, the lifetime (T) is also specified. 90 () is a measurement of the time taken for the brightness to reach 90% of the initial brightness.

[0553] [Table 1]

[0554]

[0555]

[0556]

[0557]

[0558] As can be seen from Table 1, the light-emitting devices of Examples 1 to 10 have higher efficiency or longer service life than the light-emitting devices of Comparative Example 1 and Comparative Example 2.

[0559] Light-emitting devices can have high efficiency and long service life, and can be used to manufacture high-quality electronic devices with excellent light emission efficiency and long service life.

[0560] It should be understood that the embodiments described herein are for descriptive purposes only and not for limiting purposes. The description of features or aspects within each embodiment should generally be considered applicable to other similar features or aspects in other embodiments. Although embodiments have been described with reference to the accompanying drawings, those skilled in the art will understand that various changes in form and detail may be made herein without departing from the spirit and scope defined by the claims.

Claims

1. A light-emitting device, comprising: First electrode; The second electrode facing the first electrode; as well as An intermediate layer disposed between the first electrode and the second electrode, and including an emission layer. The emission layer comprises: The first compound represented by Formula 1; The second compound is selected from one of compound 2-1, compound 2-2, compound 2-6, and compound 2-12; as well as The third compound, which is a blue phosphorescent compound, is a Pt complex containing a tetradentate ligand and a carbene moiety in which carbon and Pt are bonded: [Formula 1] In Equation 1, X1 is N[(L1)] a1 -(R1) b1 ], L1 is unsubstituted or replaced by at least one R 10a Substituted phenyl groups or unsubstituted or substituted with at least one R 10a Substituted carbazole group, a1 is 1. When L1 is unsubstituted or is replaced by at least one R 10a When the carbazole group is substituted, R1 is unsubstituted or substituted by at least one R. 10a Replacement C3-C 18 A carbocyclic group, or when L1 is unsubstituted or is substituted by at least one R. 10a When the phenyl group is substituted, R1 is -Si(Q1)(Q2)(Q3). R3 and R4 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, or C1-C. 20 alkyl groups, b1 is 1. b3 is an integer from 0 to 7. b4 is an integer from 0 to 8, and The first compound contains at least one deuterium, and R 10a yes: Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group or nitro group; and Q1 to Q3 are each independently: unsubstituted or replaced by deuterium, -F, cyano groups, C1-C. 10 Alkyl groups, C1-C 10 A phenyl group substituted with an alkoxy group or a combination thereof.

2. The light-emitting device as claimed in claim 1, wherein the first compound is represented by one of formulas 1(1) to 1(4): In equations 1(1) to 1(4), X1, R3, R4, b3, and b4 are the same as those described with respect to Equation 1.

3. The light-emitting device of claim 1, wherein the first compound is selected from one of compounds 1-1 to 1-9: Ph represents a phenyl group.

4. The light-emitting device of claim 1, wherein the third compound is represented by formula 3: [Formula 3] In Equation 3, Y 20 Y 30 and Y 40 Each is either C or N independently. T 10 To T 30 Each is independently selected from single bonds, -O- '、 -S- '、 -C(Z 10a (Z) 10b )- '、 -C(Z 10a )= '、 -C(Z 10a )=C(Z 10b )- '、 -C(=O)- '、 -C(=S)- '、 -C≡C- '、 -B(Z 10a )- '、 -N(Z 10a )- '、 -P(Z 10a )- 'and -Si(Z 10a (Z) 10b )- ', A 10 A 20 and A 30 Each is independently C4-C 18 Carbocyclic groups or C1-C 18 Heterocyclic groups, R 10 R 20 R 30 and R 40 Each of the following is independently a hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, unsubstituted or substituted with at least one R 10a Replacement C1-C 20 alkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 20 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 18 Carbocyclic group, or unsubstituted or with at least one R 10a Replacement C1-C 18 Heterocyclic groups, Z 10a and Z 10b Each is independently unsubstituted or by at least one R 10a Replacement C1-C 20 alkyl groups, unsubstituted or with at least one R 10a Replacement C1-C 20 alkoxy group, unsubstituted or with at least one R 10a Replacement C3-C 18 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 18 Heterocyclic groups, b10, b20, and b30 are each an independent integer from 0 to 10. b40 is an integer between 0 and 5. and Each represents a binding site with an adjacent atom, and R 10a It is deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 10 alkyl groups or C1-C 10 Alkoxy group.

5. The light-emitting device as claimed in claim 4, wherein Y 40 It is C, and Y 40 The bond between Pt and Pt is a coordinate bond.

6. The light-emitting device as claimed in claim 4, wherein T 10 and T 30 It is a single key, and T 20 It's not a single key.

7. The light-emitting device as claimed in claim 4, wherein formula 3 satisfies at least one of three conditions: (i) A 10 It is a pyridine group. (ii) A 20 It is a carbazole group, and / or (iii) A 30 It is a phenyl group.

8. The light-emitting device of claim 4, wherein the third compound is represented by one of formula 3(1) and formula 3(2): In equations 3(1) and 3(2), Y 20 Y 30 T 10 T 20 T 30 A 10 A 20 A 30 R 10 R 20 R 30 R 40 b 10 b 20 and b 30 Same as described regarding Equation 3, Y 41 It's C. R 41 Regarding R in Equation 3 40 The descriptions are the same. b41 is 1, and b44 is an integer between 0 and 4.

9. The light-emitting device of claim 1, wherein the third compound is selected from one of compounds 3-1 to 3-4: 。 10. The light-emitting device as claimed in claim 1, wherein... The light-emitting device emits blue light with a maximum emission wavelength of 400 nm to 500 nm, and The emission layer comprises a delayed fluorescence material having a difference of 0.5 eV or less between the singlet and triplet energy levels.

11. The light-emitting device of claim 1, further comprising a covering layer disposed outside the second electrode. The capping layer comprises carbocyclic compounds, heterocyclic compounds, compounds containing amine groups, porphyrin derivatives, phthalocyanine derivatives, naphthalene phthalocyanine derivatives, alkali metal complexes, alkaline earth metal complexes, or combinations thereof.

12. An electronic device, comprising the light-emitting device according to any one of claims 1 to 11, and further comprising a thin-film transistor, The thin-film transistor includes a source electrode and a drain electrode, and The first electrode of the light-emitting device is electrically connected to the source electrode or the drain electrode.

13. The electronic device of claim 12, further comprising a packaging portion, The encapsulation portion includes an organic layer, an inorganic layer, or a combination thereof.

14. The electronic device of claim 12, further comprising a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or a combination thereof.