Light-emitting device, electronic apparatus, electronic device, and heterocyclic compound

Abstract

Embodiments provide a heterocyclic compound, a light emitting device, an electronic apparatus, and an electronic device. The light emitting device includes a first electrode, a second electrode facing the first electrode, an intermediate layer between the first electrode and the second electrode and including an emission layer, and the heterocyclic compound. The heterocyclic compound is represented by Formula 1 described in the specification: [Formula 1] # imgabs0 #

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0123320 filed in the Korean Intellectual Property Office on September 15, 2023, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The embodiment relates to a light emitting device including a heterocyclic compound, an electronic device including the light emitting device, an electronic apparatus including the light emitting device, and the heterocyclic compound. Background Art

[0004] Among the self-emitting devices, light-emitting devices have wide viewing angles, high contrast, short response times, and excellent characteristics in terms of brightness, driving voltage, and response speed.

[0005] In the light-emitting device, the first electrode may be located on the substrate, and the hole transport region, the emission layer, the electron transport region, and the second electrode may be sequentially arranged on the first electrode. The holes provided from the first electrode move toward the emission layer through the hole transport region, and the electrons provided from the second electrode move toward the emission layer through the electron transport region. Carriers such as holes and electrons recombine in the emission layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light.

[0006] It should be understood that this background section is intended, in part, to provide a useful background for understanding the technology. However, this background section may also include ideas, concepts, or perceptions that were not part of what was known or understood by a person skilled in the relevant art before the corresponding effective filing date of the subject matter disclosed herein. Summary of the invention

[0007] The embodiment provides a light emitting device including a heterocyclic compound, an electronic device including the light emitting device, an electronic apparatus including the light emitting device, and the heterocyclic compound.

[0008] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be taught by practice of the disclosed embodiments.

[0009] According to an embodiment, a light emitting device may include a first electrode, a second electrode facing the first electrode, and an intermediate layer between the first electrode and the second electrode and including an emission layer, wherein the emission layer includes a heterocyclic compound represented by Formula 1:

[0010] [Formula 1]

[0011]

[0012] In formula 1,

[0013] X 1 and X 2 can be independently O, S, Se, N (R 5 )、C(=O)、C(R 6 )(R 7 ) or Si(R 8 )(R 9 ), where X 1 and X 2 At least one of them can be independently N(R 5 ),

[0014] Y can be O, S, Se, N (R 5 '), C(=O), C(R 6 ')(R 7 ') or Si(R 8 ')(R 9 '),

[0015] Ar 1 and Ar 2 may be independently unsubstituted or substituted with at least one R 10a Substituted C 5 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0016] R 1 To R 9 and R 5 'To R 9 ' may be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0017] R 1 To R 9 and R 5 'To R 9 Two or more adjacent groups in which R is substituted may be optionally bonded to each other (ie, may be bonded to each other or may not be bonded to each other) to form an unsubstituted or substituted group. 10a Substituted C 5 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, only R 2 and R 5 Adjacent groups may not be bonded to each other.

[0018] a1 can be an integer from 0 to 30,

[0019] a2 can be an integer from 0 to 30,

[0020] a3 can be an integer from 0 to 3,

[0021] a4 can be an integer from 0 to 2,

[0022] R 10a Can be:

[0023] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0024] C 1 -C 60 Alkyl, C2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0025] C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy or C 6 -C 60 Arylthio, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0026] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and

[0027] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic groups, each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 or any combination thereof.

[0028] In an embodiment, the first electrode may be an anode; the second electrode may be a cathode; the intermediate layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode; the hole transport region may include at least one of a hole injection layer, a hole transport layer, a buffer layer, an emission auxiliary layer and an electron blocking layer; and the electron transport region may include at least one of a hole blocking layer, an electron transport layer and an electron injection layer.

[0029] In an embodiment, the Stokes shift of the heterocyclic compound may be equal to or less than about 20 nm.

[0030] In an embodiment, the light emitting device may further include:

[0031] A first compound including a heterocyclic compound represented by Formula 1; and

[0032] A second compound including a group represented by Formula 20, including at least one π-electron-deficient nitrogen-containing C 1 -C 60 a third compound comprising a cyclic group, a fourth compound comprising a transition metal, or a combination thereof, wherein

[0033] The first compound, the second compound, the third compound, and the fourth compound may be different from each other, and Formula 20 is described below.

[0034] In an embodiment, the third compound may include a pyridyl group, a pyrimidyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, or any combination thereof.

[0035] According to an embodiment, an electronic device may include the light emitting device.

[0036] In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof.

[0037] In an embodiment, the electronic device may further include a thin film transistor, wherein 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.

[0038] According to an embodiment, an electronic device may include a light emitting device.

[0039] In embodiments, the electronic device may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display (such as a rollable display, a foldable display, or a stretchable display), a laser printer, a phone (such as a mobile phone or a tablet phone), a tablet personal computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a billboard.

[0040] According to an embodiment, the heterocyclic compound may be represented by Formula 1 described herein.

[0041] In an embodiment, X 1 and X 2 can be independently O, S, N (R 5 ) or C(R 6 )(R 7 ); and X 1 and X 2 At least one of them can be independently N(R 5 ).

[0042] In the embodiment, Y can be O, S, N (R 5 ') or C(R 6 ')(R 7 ').

[0043] In the embodiment, Ar 1 and Ar 2 can be independently phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, yl, cyclopentadienyl, 1,2,3,4-tetrahydronaphthyl, thienyl, furanyl, indolyl, benzoborol, benzophosphol, indenyl, benzothiols, benzogermanol, benzothiophenyl, benzoselenophene, benzofuranyl, carbazolyl, dibenzoborol, dibenzophosphol, fluorenyl, dibenzothiols, dibenzogermanol, dibenzothiophene azabenzothiophene-5-oxide group, a 9H-fluorene-9-one group, a dibenzothiophene-5,5-dioxide group, an azaindolyl group, an azabenzoborolyl group, an azabenzophospholyl group, an azaindenyl group, an azabenzothiorolyl group, an azabenzogermanyl group, an azabenzothiophene-5-oxide group, an azabenzofuranyl group, an azacarbazolyl group , azadibenzoborolyl, azadibenzophospholyl, azafluorenyl, azadibenzothioyl, azadibenzogermanyl, azadibenzothiophenyl, azadibenzoselenophene, azadibenzofuranyl, azadibenzothiophene-5-oxide group, aza-9H-fluoren-9-one group, azadibenzothiophene-5,5-dioxide group, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, phenanthrolinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl, benzothiadiazolyl, 5,6,7,8-tetrahydroisoquinolyl or 5,6,7,8-tetrahydroquinolyl.

[0044] In an embodiment, R 1 To R 9 and R 5 'To R 9 ' can be independently:

[0045] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0046] C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy, each deuterated, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 10 substituted with at least one of alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl and pyrimidyl;

[0047] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, 1,2,3,4-tetrahydronaphthyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiophenyl, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, 1,2,3,4-tetrahydronaphthyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is replaced by at least one of; or

[0048] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),and

[0049] Q 1 To Q 3 and Q 31 To Q 33 Can be independently:

[0050] -CH 3 、-CD 3 、-CD 2 H.-CDH 2 、-CH 2 CH 3 、-CH 2 CD 3 、-CH 2 CD2 H, -CH 2 CDH 2 、-CHDCH 3 、-CHDCD 2 H, -CHDCDH 2 、-CHDCD 3 、-CD 2 CD 3 、-CD 2 CD 2 H or -CD 2 CDH 2 ;or

[0051] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl or triazinyl, each of which is unsubstituted or substituted with deuterium, C 1 -C 10 The present invention is substituted with at least one of an alkyl group, a phenyl group, a biphenyl group, a pyridyl group, a pyrimidyl group, a pyridazinyl group, a pyrazinyl group and a triazinyl group.

[0052] In an embodiment, R 4 It may be hydrogen, deuterium, -F or cyano.

[0053] In an embodiment, R 5 and R 5 ' may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, a cyano group, or a group represented by one of Formulae 5-1 to 5-9 described below.

[0054] In an embodiment, the heterocyclic compound may satisfy at least one of Condition A and Condition B described below.

[0055] In an embodiment, the heterocyclic compound represented by Formula 1 may be represented by Formula 1-1 described below.

[0056] In an embodiment, the heterocyclic compound represented by Formula 1 may be one of Compounds 1 to 90 described below:

[0057] It should be understood that the above embodiments are described in a general and illustrative sense only and not for limiting purposes, and the present disclosure is not limited to the above embodiments. BRIEF DESCRIPTION OF THE DRAWINGS

[0058] The above and other aspects and features of the present disclosure will become more apparent by describing in detail embodiments of the present disclosure with reference to the accompanying drawings, in which:

[0059] Figure 1 is a schematic cross-sectional view of a light emitting device according to an embodiment;

[0060] Figure 2 is a schematic cross-sectional view of a light emitting device as an example of an electronic device according to an embodiment;

[0061] Figure 3 is a schematic cross-sectional view of a light emitting device as an example of an electronic device according to another embodiment;

[0062] Figure 4 is a schematic perspective view of an electronic device including a light emitting device according to an embodiment;

[0063] Figure 5 is a schematic perspective view of the exterior of a vehicle as an electronic apparatus including a light emitting device according to an embodiment; and

[0064] FIG. 6A to FIG. 6C Each is a schematic diagram of the interior of a vehicle according to an embodiment. DETAILED DESCRIPTION

[0065] The present disclosure will now be described more fully hereinafter with reference to the accompanying drawings, in which embodiments are shown. However, the present disclosure may be implemented in different forms and should not be construed as being limited to the embodiments set forth herein. On the contrary, these embodiments are provided so that the present disclosure will be thorough and complete, and will fully convey the scope of the present disclosure to those skilled in the art.

[0066] In the drawings, the size, thickness, ratio, and dimensions of elements may be exaggerated for convenience of description and clarity. The same reference numerals refer to the same elements throughout.

[0067] In the specification, it will be understood that when an element (or region, layer, component, etc.) is referred to as being "on" another element, "connected to" or "coupled to" another element, it may be directly on, directly connected to or directly coupled to the other element, or one or more intervening elements may be present between them. In a similar sense, when an element (or region, layer, component, etc.) is described as "covering" another element, it may directly cover the other element, or one or more intervening elements may be present between them.

[0068] In the specification, when an element is "directly on," "directly connected to," or "directly coupled to" another element, there are no intervening elements. For example, "directly on" may mean that two layers or two elements are disposed without an additional element such as an adhesive element between them.

[0069] In the specification, expressions used in the singular form such as "a", "an" and "the" are intended to include the plural form as well, unless the context clearly indicates otherwise.

[0070] In the specification, the term "and / or" includes any and all combinations of one or more associated listed items. For example, "A and / or B" may be understood to mean "A, B, or A and B". The terms "and" and "or" may be used in conjunction or disjunction and may be understood to be equivalent to "and / or".

[0071] In the specification and claims, for the purpose of its meaning and interpretation, the term "at least one" is intended to include the meaning of "at least one selected from the group consisting of..." For example, "at least one of A, B, and C" can be understood to mean only A, only B, only C, or any combination of two or more of A, B, and C, such as ABC, AC, BC, or CC. When the term "at least one" precedes or follows a list of elements, it modifies the entire list of elements rather than the individual elements in the list.

[0072] It will be understood that, although the terms first, second, etc. can be used in this article to describe various elements, these elements should not be limited by these terms. These terms are only used to distinguish one element from another element. Therefore, without departing from the teaching of the present disclosure, the first element can be referred to as the second element. Similarly, without departing from the scope of the present disclosure, the second element can be referred to as the first element.

[0073] For ease of description, spatially relative terms such as "below", "below", "lower", "above", or "on" may be used herein to describe the relationship between one element or component and another element or component as shown in the figure. It will be understood that, in addition to the orientation depicted in the drawings, spatially relative terms are intended to cover different orientations of the device in use or operation. For example, in the case of flipping the device shown in the drawings, a device that may be located "below" or "below" another device may be located "above" another device. Therefore, the exemplary term "below" may include both a lower position and an upper position. The device may also be oriented in other directions, and therefore the spatially relative terms may be interpreted differently depending on the orientation.

[0074] As used herein, the term "about" or "approximately" includes the stated value and means within an acceptable range of deviation of the stated value determined by one of ordinary skill in the art taking into account the measurement in question and the errors associated with the measurement of the stated quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations, or within ±20%, ±10%, or ±5% of the stated value.

[0075] It should be understood that the terms “comprises / comprising,” “includes / including,” “have / having,” and “contains / containing” and the like are intended to specify the presence of stated features, integers, steps, operations, elements, components, or combinations thereof in the present disclosure, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or combinations thereof.

[0076] The term "intermediate layer" as used herein may refer to a single layer and / or a plurality of layers positioned between a first electrode and a second electrode of a light emitting device.

[0077] Unless otherwise defined or implied herein, all terms (including technical and scientific terms) used have the same meaning as those commonly understood by those skilled in the art to which the present disclosure belongs. It will be further understood that, unless explicitly defined in the specification, terms (such as those defined in commonly used dictionaries) should be interpreted as having a meaning consistent with their meaning in the context of the relevant art, and should not be interpreted as an ideal or overly formal meaning.

[0078] The embodiment provides a light emitting device, which may include a first electrode, a second electrode facing the first electrode, an intermediate layer between the first electrode and the second electrode and including an emission layer, and

[0079] A heterocyclic compound represented by Formula 1:

[0080] [Formula 1]

[0081]

[0082] The description of Formula 1 is the same as provided in the specification.

[0083] In an embodiment, the first electrode may be an anode,

[0084] The second electrode may be a cathode,

[0085] The intermediate layer may further include a hole transport region between the first electrode and the emissive layer and an electron transport region between the emissive layer and the second electrode.

[0086] The hole transport region may include at least one of a hole injection layer, a hole transport layer, a buffer layer, an emission auxiliary layer, and an electron blocking layer, and

[0087] The electron transport region may include at least one of a hole blocking layer, an electron transport layer, and an electron injection layer.

[0088] In an embodiment, a heterocyclic compound may be included between the first electrode and the second electrode of the light emitting device. For example, in an embodiment, the emission layer may include a heterocyclic compound represented by Formula 1.

[0089] In an embodiment, the Stokes shift of the heterocyclic compound may be equal to or less than about 20 nm. The Stokes shift may be the difference between the maximum peak emission wavelength and the peak absorption wavelength. The Stokes shift may be given by λ emi -λ abs express.

[0090] For example, the Stokes shift of the heterocyclic compound may be equal to or less than about 20 nm, equal to or less than about 19 nm, equal to or less than about 18 nm, equal to or less than about 17 nm, equal to or less than about 16 nm, equal to or less than about 15 nm, equal to or less than about 14 nm, equal to or less than about 13 nm, equal to or less than about 12 nm, equal to or less than about 11 nm, equal to or less than about 10 nm, equal to or less than about 9 nm; or

[0091] The Stokes shift of the heterocyclic compound may be in the range of about 1 nm to about 20 nm, in the range of about 2 nm to about 20 nm, in the range of about 3 nm to about 20 nm, in the range of about 4 nm to about 20 nm, in the range of about 5 nm to about 20 nm, in the range of about 6 nm to about 20 nm, in the range of about 7 nm to about 20 nm, in the range of about 8 nm to about 20 nm, in the range of about 9 nm to about 20 nm, in the range of about 10 nm to about 20 nm, in the range of about 11 nm to about 20 nm, in the range of about 12 nm to about 20 nm, in the range of about 13 nm to about 20 nm, or in the range of about 14 nm to about 20 nm. In the range of about 14 nm to about 20 nm, in the range of about 15 nm to about 20 nm, in the range of about 16 nm to about 20 nm, in the range of about 17 nm to about 20 nm, in the range of about 18 nm to about 20 nm, in the range of about 19 nm to about 20 nm, in the range of about 1 nm to about 18 nm, in the range of about 2 nm to about 18 nm, in the range of about 3 nm to about 18 nm, in the range of about 4 nm to about 18 nm, in the range of about 5 nm to about 18 nm, in the range of about 6 nm to about 18 nm, in the range of about 7 nm to about 18 nm, in the range of about 8 nm to about 18 nm, in the range of about 9 nm to about 18 nm, in the range of about 10 nm to about 11 nm, in the range of about 11 nm to about 18 nm, in the range of about 12 nm to about 18 nm, in the range of about 13 nm to about 18 nm, in the range of about 14 nm to about 20 nm, in the range of about 15 nm to about 20 nm, in the range of about 16 nm to about 20 nm, in the range of about 17 nm to about 20 nm, in the range of about 18 nm to about 20 nm, in the range of about In the range of about 1 nm to about 18 nm, in the range of about 9 nm to about 18 nm, in the range of about 10 nm to about 18 nm, in the range of about 11 nm to about 18 nm, in the range of about 12 nm to about 18 nm, in the range of about 13 nm to about 18 nm, in the range of about 14 nm to about 18 nm, in the range of about 15 nm to about 18 nm, in the range of about 16 nm to about 18 nm, in the range of about 17 nm to about 18 nm, in the range of about 1 nm to about 16 nm, in the range of about 2 nm to about 16 nm, in the range of about 3 nm to about 16 nm, in the range of about 4 nm to about 18 nm In the range of about 10 nm to about 16 nm, in the range of about 11 nm to about 16 nm, in the range of about 12 nm to about 16 nm, in the range of about 13 nm to about 16 nm, in the range of about 14 nm to about 16 nm, in the range of about 15 nm to about 16 nm, in the range of about 1 nm to about 14 nm, in the range of about 16 nm to about 15 nm, in the range of about 1 nm to about 14 nm, in the range of about 2 nm to about 14 nm, in the range of about 10 nm to about 16 nm, in the range of about 11 nm to about 16 nm, in the range of about 12 nm to about 16 nm, in the range of about 13 nm to about 16 nm, in the range of about 14 nm to about 16 nm, in the range of about 15 nm to about 16 nm, in the range of about 1 nm to about 14 nm, in the range of about 2 nm to about 14 nm,In the range of about 3nm to about 14nm, in the range of about 4nm to about 14nm, in the range of about 5nm to about 14nm, in the range of about 6nm to about 14nm, in the range of about 7nm to about 14nm, in the range of about 8nm to about 14nm, in the range of about 9nm to about 14nm, in the range of about 10nm to about 14nm, in the range of about 11nm to about 14nm, in the range of about 12nm to about 14nm, in the range of about 13nm to about 14nm, in a range of about 1 nm to about 12 nm, in a range of about 2 nm to about 12 nm, in a range of about 3 nm to about 12 nm, in a range of about 4 nm to about 12 nm, in a range of about 5 nm to about 12 nm, in a range of about 6 nm to about 12 nm, in a range of about 7 nm to about 12 nm, in a range of about 8 nm to about 12 nm, in a range of about 9 nm to about 12 nm, in a range of about 10 nm to about 12 nm, or in a range of about 11 nm to about 12 nm; or,

[0092] The Stokes shift of the heterocyclic compound may be greater than 11 nm but not greater than 12 nm.

[0093] In an embodiment, the heterocyclic compound included in the emission layer may be a thermally activated delayed fluorescence (TADF) emitter, and the emission layer may emit delayed fluorescence. The emission layer may emit red light, green light, blue light and / or white light. For example, the emission layer may emit blue light. For example, the blue light may have a maximum emission wavelength in the range of about 400nm to about 490nm. For example, the blue light may have a maximum emission wavelength in the range of about 420nm to about 480nm. For example, the blue light may have a maximum emission wavelength in the range of about 430nm to about 480nm. For example, the emission layer may emit green light. The green light may have a maximum emission wavelength in the range of, for example, about 490nm to about 560nm. The emission layer may also include a host, and the amount of the host may be greater than the amount of the heterocyclic compound represented by Formula 1.

[0094] In an embodiment, the light emitting device may include a capping layer outside the first electrode or outside the second electrode.

[0095] In an embodiment, the light emitting device may further include at least one of a first covering layer located outside the first electrode and a second covering layer located outside the second electrode, and at least one of the first covering layer and the second covering layer may each independently include a heterocyclic compound represented by Formula 1. Further details about the first covering layer and the second covering layer are the same as described in the specification.

[0096] The expression “(the intermediate layer and / or the covering layer) includes at least one heterocyclic compound” as used herein may include the case where “(the intermediate layer and / or the covering layer) includes the same heterocyclic compound represented by Formula 1” and the case where “(the organic layer) includes two or more different heterocyclic compounds each independently represented by Formula 1”.

[0097] For example, the intermediate layer and / or the covering layer may include only compound 1 as a heterocyclic compound. In this regard, compound 1 may be present in the emission layer of the light-emitting device. As another example, the intermediate layer may include compound 1 and compound 2 as heterocyclic compounds. In this regard, compound 1 and compound 2 may be present in the same layer (for example, compound 1 and compound 2 may both be present in the emission layer), or may be present in different layers (for example, compound 1 may be present in the emission layer, and compound 2 may be present in the electron transport region).

[0098] In an embodiment, a light emitting device (e.g., an emitting layer in a light emitting device) may include:

[0099] A first compound including a heterocyclic compound represented by Formula 1; and

[0100] A second compound including a group represented by Formula 20, including at least one π-electron-deficient nitrogen-containing C 1 -C 60 a third compound comprising a cyclic group, a fourth compound comprising a transition metal, or any combination thereof, wherein

[0101] The first compound, the second compound, the third compound and the fourth compound may be different from each other:

[0102] [Formula 20]

[0103]

[0104] In formula 20,

[0105] Cyclo 71 and CY 72 can be independently π-electron-rich C 3 -C 60 Cyclic or pyridyl,

[0106] X 71 It can be: a single bond; or a linking group including O, S, N, B, C, Si or any combination thereof,

[0107] * indicates a binding site with atoms in the remaining part other than Formula 20 in the second compound, and

[0108] The second compound does not include CBP or mCBP:

[0109]

[0110] In an embodiment, the emission layer may include the first compound and include at least one of the second compound and the third compound.

[0111] In an embodiment, the emission layer may include a first compound and a fourth compound.

[0112] In an embodiment, the emission layer may include a first compound, a second compound, a third compound, and a fourth compound.

[0113] In an embodiment, when the emission layer includes the first compound, the second compound, the third compound, and the fourth compound, based on 100 wt % of the first compound, the second compound, the third compound, and the fourth compound,

[0114] The amount of the first compound may be in a range of about 0.1 wt % to about 5 wt % (e.g., in a range of about 0.5 wt % to about 4 wt %, or in a range of about 1 wt % to about 3 wt %),

[0115] The combined amount of the second compound and the third compound (the sum of the amount of the second compound and the amount of the third compound) may be in the range of about 50 wt % to about 90 wt % (e.g., in the range of about 55 wt % to about 89 wt %, or in the range of about 60 wt % to about 88 wt %), and

[0116] The amount of the fourth compound may be in the range of about 10 wt % to about 30 wt % (eg, in the range of about 11 wt % to about 28 wt %, in the range of about 12 wt % to about 26 wt %, or in the range of about 13 wt % to about 24 wt %).

[0117] In an embodiment, the second compound may include a compound represented by Formula 20-1, a compound represented by Formula 20-2, a compound represented by Formula 20-3, a compound represented by Formula 20-4, a compound represented by Formula 20-5, or any combination thereof:

[0118] [Formula 20-1]

[0119]

[0120] [Formula 20-2]

[0121]

[0122] [Formula 20-3]

[0123]

[0124] [Formula 20-4]

[0125]

[0126] [Formula 20-5]

[0127]

[0128] In equations 20-1 to 20-5,

[0129] Cyclo 71 To Ring CY 74 can be independently π-electron-rich C 3 -C 60 Cyclic group, or pyridyl group,

[0130] X 82 Can be single bond, O, S, N[(L 82 ) b82 -R 82 ]、C(R 82a )(R 82b ) or Si(R 82a )(R 82b ),

[0131] X 83 Can be single bond, O, S, N[(L 83 ) b83 -R 83 ]、C(R 83a )(R 83b ) or Si(R 83a )(R 83b ),

[0132] X 84 Can be O, S, N[(L 84 ) b84 -R 84 ]、C(R 84a )(R 84b ) or Si(R 84a )(R 84b ),

[0133] X 85 Can be C or Si,

[0134] L 81 To L 85 can be independently a single bond, *-C(Q 4 )(Q 5 )-*'、*-Si(Q 4 )(Q 5 )-*', unsubstituted or replaced by at least one R10a Substituted π-electron-rich C 3 -C 60 Cyclic group, either unsubstituted or substituted with at least one R 10a Substituted pyridyl, wherein Q 4 and Q 5 can be independently related to Q 1 Same as described,

[0135] b81 to b85 may each independently be an integer from 1 to 5,

[0136] R 71 To R 74 , R 81 To R 85 , R 82a , R 82b , R 83a , R 83b , R 84a and R 84b may each be the same as described herein,

[0137] a71 to a74 may each independently be an integer from 0 to 20, and

[0138] R 10a May be the same as described herein.

[0139] In an embodiment, the third compound may include a pyridyl group, a pyrimidyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, or any combination thereof.

[0140] In an embodiment, the third compound may include a compound represented by Formula 30:

[0141] [Formula 30]

[0142]

[0143] In formula 30,

[0144] L 51 To L 53 can be independently a single bond, unsubstituted or substituted by at least one R 10a Substituted C 3 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0145] b51 to b53 may each independently be an integer from 1 to 5,

[0146] X 54 Can be N or C (R54 ), X 55 Can be N or C (R 55 ), X 56 Can be N or C (R 56 ), and X 54 To X 56 At least one of them can each be N,

[0147] R 51 To R 56 may each be the same as described in the specification, and

[0148] R 10a May be the same as described in the specification.

[0149] In an embodiment, the fourth compound may include a compound represented by Formula 401:

[0150] [Formula 401]

[0151] M(L 401 ) xc1 (L 402 ) xc2

[0152] [Formula 402]

[0153]

[0154] In equations 401 and 402,

[0155] M may be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),

[0156] L 401 may be a ligand represented by Formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 can be the same or different from each other,

[0157] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, two or more L 402 can be the same or different from each other,

[0158] X 401 and X 402 may each independently be nitrogen or carbon,

[0159] Ring A 401 and Ring A 402Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0160] 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=*',

[0161] X 403 and X 404 can be each independently a chemical bond (e.g., a covalent bond or a coordination bond), O, S, N (Q 413 )、B(Q 413 )、P(Q 413 )、C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),

[0162] R 401 and R 402 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401) or -P(=O)(Q 401 )(Q 402 ),

[0163] xc11 and xc12 may each independently be an integer from 0 to 10,

[0164] Q 411 To Q 414 and Q 401 To Q 403 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 heteroarylalkyl, each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof,

[0165] * and *' in formula 402 each indicate a binding site with M in formula 401, and

[0166] R 10a May be the same as described herein.

[0167] Description of Formula 20, Formula 20-1 to Formula 20-5, and Formula 30

[0168] In the embodiment, by formula 20-1 and formula 20-2 The group represented may be a group represented by any one of formula CY71-1(1) to formula CY71-1(8), and / or

[0169] From formula 20-1 and formula 20-3 The group represented may be a group represented by any one of formula CY71-2(1) to formula CY71-2(8), and / or

[0170] From formula 20-2 and formula 20-4 The group represented may be a group represented by any one of formula CY71-3(1) to formula CY71-3(32), and / or

[0171] From formula 20-3 to formula 20-5 The group represented may be a group represented by any one of formula CY71-4(1) to formula CY71-4(32), and / or

[0172] From formula 20-5 The group represented may be a group represented by one of the formulas CY71-5(1) to CY71-5(8):

[0173]

[0174]

[0175]

[0176]

[0177] In formula CY71-1(1) to formula CY71-1(8), formula CY71-2(1) to formula CY71-2(8), formula CY71-3(1) to formula CY71-3(32), formula CY71-4(1) to formula CY71-4(32) and formula CY71-5(1) to formula CY71-5(8),

[0178] X 82 To X 85 , L 81 ,b81,R 81 and R 85 may each be the same as described herein,

[0179] X 86 Can be single bond, O, S, N(R 86 )、B(R 86 )、C(R 86a )(R 86b ) or Si(R 86a )(R 86b ), X 87 Can be single bond, O, S, N(R 87 )、B(R 87 )、C(R 87a )(R 87b ) or Si(R 87a )(R 87b ),

[0180] In Formula CY71-1(1) to Formula CY71-1(8) and Formula CY71-4(1) to Formula CY71-4(32), X86 and X 87 They may not all be single bonds at the same time.

[0181] X 88 Can be single bond, O, S, N(R 88 )、B(R 88 )、C(R 88a )(R 88b ) or Si(R 88a )(R 88b ), X 89 Can be single bond, O, S, N(R 89 )、B(R 89 )、C(R 89a )(R 89b ) or Si(R 89a )(R 89b ),

[0182] In Formulas CY71-2(1) to CY71-2(8), Formulas CY71-3(1) to CY71-3(32), and Formulas CY71-5(1) to CY71-5(8), X 88 and X 89 may not all be single bonds at the same time, and

[0183] R 86 To R 89 , R 86a , R 86b , R 87a , R 87b , R 88a , R 88b , R 89a and R 89b can be independently compared with R 81 Same as described.

[0184] In Formula 30, b51 to b53 respectively indicate L 51 To L 53 The number of L, and b51 to b53 can each independently be an integer of 1 to 5. When b51 is 2 or more, two or more L 51 can be the same or different from each other. When b52 is 2 or greater, two or more L 52 may be the same as or different from each other, and when b53 is 2 or greater, two or more L 53 In an embodiment, b51 to b53 may be 1 or 2 independently of each other.

[0185] In the embodiment, in Formula 30, L 51 To L 53 Can be independently:

[0186] a single key; or

[0187] Phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, yl, cyclopentadienyl, furanyl, thienyl, thiols, indenyl, fluorenyl, indolyl, carbazolyl, benzofuranyl, dibenzofuranyl, benzothienyl, dibenzothienyl, benzothiols, dibenzothiols, azafluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothiols, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinoline quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, phenanthrolinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl, benzothiadiazolyl, dibenzooxasilinyl, dibenzooxasilinyl, dibenzoxadiazol ... group), dibenzothiasiline group, dibenzodihydroazasiline group, dibenzodihydrodihydrodisiline group, dibenzodihydrosiline group, dibenzodioxine group, dibenzooxathiine group, dibenzoxazinyl, dibenzopyranyl, dibenzodithiainyl, dibenzothiazinyl, dibenzothiopyranyl, dibenzocyclohexadienyl, dibenzodihydropyridinyl or dibenzodihydropyrazinyl, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, pyridyl, pyrimidyl, triazine, fluorenyl, dimethylfluorenyl, diphenylfluorenyl, carbazolyl, phenylcarbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl, dimethyldibenzosilyl, diphenyldibenzosilyl, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32)、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) or any combination thereof, and

[0188] Q 31 To Q 33 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl or triazinyl.

[0189] In the embodiment, in Formula 30, L 51 With R 51 The key between 52 With R 52 The key between 53 With R 53 The bond between two or more L 51 The bond between two or more L 52 The bond between two or more L 53 The bond between 51 With X 54 and X 55 The bonds between the carbons, L in formula 30 52 With X 54 and X 56 The carbon bonds between the two and the L in formula 30 53 With X 55 and X 56 The bonds between the carbon atoms may each be a carbon-carbon single bond.

[0190] In formula 30, X 54 Can be N or C (R 54 ), X 55 Can be N or C (R 55 ), X 56 Can be N or C (R 56 ), and X 54 To X 56 At least one of can each be N. 54 To X 56 can each be the same as described herein. In an embodiment, X 54 To X 56 Two or three of them can be N respectively.

[0191] In this manual, R 51 To R 56 , R 71 To R 74 , R 81 To R 85 , R 82a , R 82b , R 83a , R 83b , R 84a and R 84b can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ), where Q1 To Q 3 Same as described in the instructions.

[0192] For example, R in Equations 20-1 to 20-5 and 30 51 To R 56 , R 71 To R 74 , R 81 To R 85 , R 82a , R 82b , R 83a , R 83b , R 84a and R 84b and R 10a Can be independently:

[0193] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0194] C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy, each deuterated, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, C 1 -C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, pyrimidyl or any combination thereof;

[0195] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnozinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl , isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, azadibenzothiorolyl or a group represented by Formula 91, each of which is unsubstituted or substituted by deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnozinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) or any combination thereof; or

[0196] -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),and

[0197] Q 1 To Q 3 and Q 31 To Q 33 Can be independently:

[0198] -CH 3 、-CD 3 、-CD 2 H.-CDH 2 、-CH 2 CH 3 、-CH 2 CD 3 、-CH 2 CD 2 H, -CH 2 CDH2, -CHDCH 3 、-CHDCD 2 H, -CHDCDH 2 、-CHDCD 3 、-CD 2 CD 3 、-CD 2 CD 2 H or -CD 2 CDH 2 ;or

[0199] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl or triazinyl, each of which is unsubstituted or substituted with deuterium, C1 -C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof:

[0200] [Formula 91]

[0201]

[0202] In formula 91,

[0203] Cyclo 91 and CY 92 may be independently unsubstituted or substituted with at least one R 10a Substituted C 5 -C 30 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 30 Heterocyclic group,

[0204] X 91 Can be single bond, O, S, N(R 91 )、B(R 91 )、C(R 91a )(R 91b ) or Si(R 91a )(R 91b ), R 91 , R 91a and R 91b can be respectively related to R 82 , R 82a and R 82b Same as described,

[0205] R 10a may be the same as described herein, and

[0206] *Indicates the binding site with the neighboring atoms.

[0207] For example, in Equation 91,

[0208] Cyclo 91 and CY 92 can be each independently unsubstituted or substituted with at least one R 10a substituted phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl or triazinyl, and

[0209] R 91 , R 91a and R 91b Can be independently:

[0210] Hydrogen or C 1 -C 10Alkyl; or

[0211] Phenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl or triazinyl, each of which is unsubstituted or substituted with deuterium, C 1 -C 10 The alkyl group may be substituted with phenyl, biphenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof.

[0212] In the embodiment, R in Formula 20-1 to Formula 20-5 and Formula 30 51 To R 56 , R 71 To R 74 , R 81 To R 85 , R 82a , R 82b , R 83a , R 83b , R 84a and R 84b and R 10a Can be independently:

[0213] Hydrogen, deuterium, -F, cyano, nitro, -CH 3 、-CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , a group represented by one of Formulas 9-1 to 9-39 and 9-44 to 9-67, a group represented by one of Formulas 10-1 to 10-154 and 10-201 to 10-368, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 ) or -P(=O)(Q 1 )(Q 2 ), where Q 1 To Q 3 Each may be the same as described in the specification:

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223] In Formulae 9-1 to 9-39 and 9-44 to 9-67, Formulae 10-1 to 10-154 and Formulae 10-201 to 10-368, * indicates a bonding site with an adjacent atom, Ph represents a phenyl group, TMS represents a trimethylsilyl group, and TMG represents a trimethylgermyl group.

[0224] In Formula 20-1 to Formula 20-5, a71 to a74 respectively indicate R 71 To R 74 and a71 to a74 may each independently be an integer from 0 to 20. When a71 is 2 or more, two or more R 71 can be the same as or different from each other. When a72 is 2 or greater, two or more R 72 can be the same as or different from each other. When a73 is 2 or greater, two or more R 73 may be the same as or different from each other, and when a74 is 2 or greater, two or more R 74 In an embodiment, a71 to a74 may be an integer from 0 to 8 independently of each other.

[0225] In the embodiment, in Formula 30, *-(L 51 ) b51 -R 51 The groups represented by *-(L 52 ) b52 -R 52 The groups represented by each may not be phenyl.

[0226] In the embodiment, in Formula 30, *-(L 51 ) b51 -R 51 The groups represented by *-(L 52 ) b52 -R 52 The groups represented may be the same as each other.

[0227] In the embodiment, in Formula 30, *-(L 51 ) b51 -R 51 The groups represented by *-(L 52 )b52 -R 52 The groups represented may be different from each other.

[0228] In an embodiment, in Formula 30, b51 and b52 may each independently be 1, 2 or 3, and L 51 and L 52 may be each independently unsubstituted or substituted with at least one R 10a Substituted phenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl or triazinyl.

[0229] In the embodiment, in Formula 30, R 51 and R 52 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, -C(Q 1 )(Q 2 )(Q 3 ) or -Si(Q 1 )(Q 2 )(Q 3 ),and

[0230] Q 1 To Q 3 Can be independently: C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic groups, each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 The present invention is substituted with alkoxy, phenyl, biphenyl or any combination thereof.

[0231] In an embodiment, in Formula 30,

[0232] By *-(L 51 ) b51 -R 51 The group represented by may be a group represented by one of the formulas CY51-1 to CY51-26, and / or

[0233] By *-(L 52 ) b52 -R 52 The group represented by may be a group represented by one of the formulas CY52-1 to CY52-26, and / or

[0234] By *-(L 53 ) b53 -R 53 The group represented by may be one of the formulas CY53-1 to CY53-27, -C(Q 1 )(Q 2 )(Q 3 ) or -Si(Q 1 )(Q 2 )(Q 3 ) represented by a group, wherein Q 1 To Q 3 may each be the same as described herein:

[0235]

[0236]

[0237]

[0238] In formula CY51-1 to formula CY51-26, formula CY52-1 to formula CY52-26 and formula CY53-1 to formula CY53-27,

[0239] Y 63 Can be single bond, O, S, N(R 63 )、B(R 63 )、C(R 63a )(R 63b ) or Si(R 63a )(R 63b ),

[0240] Y 64 Can be single bond, O, S, N(R 64 )、B(R 64 )、C(R 64a )(R 64b ) or Si(R 64a )(R 64b ),

[0241] Y 67 Can be single bond, O, S, N(R 67 )、B(R 67 )、C(R 67a )(R 67b ) or Si(R 67a )(R67b ), Y 68 Can be single bond, O, S, N(R 68 )、B(R 68 )、C(R 68a )(R 68b ) or Si(R 68a )(R 68b ),

[0242] Y in formula CY51-16 and formula CY51-17 63 and Y 64 They may not all be single bonds at the same time.

[0243] Y in formula CY52-16 and formula CY52-17 67 and Y 68 They may not all be single bonds at the same time.

[0244] R 51a To R 51e , R 61 To R 64 , R 63a , R 63b , R 64a and R 64b can be independently compared with R 51 Same as described, where R 51a To R 51e It may not all be hydrogen.

[0245] R 52a To R 52e , R 65 To R 68 , R 67a , R 67b , R 68a and R 68b can be independently compared with R 52 Same as described, where R 52a To R 52e It may not all be hydrogen.

[0246] R 53a To R 53e , R 69a and R 69b can be independently compared with R 53 Same as described, where R 53a To R 53e may not all be hydrogen, and

[0247] *Indicates the binding site with the neighboring atoms.

[0248] In the embodiment, in Formula CY51-1 to Formula CY51-26 and Formula CY52-1 to Formula CY52-26, R 51a To R 51e and R 52a To R 52e Can be independently:

[0249] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnozinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, isobenzothiazolyl, benzoxazolyl , isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, azadibenzothiorolyl or a group represented by Formula 91, each of which is unsubstituted or substituted by deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, substituted with 1,2-diphenyl-2-yl, ...

[0250] -C(Q 1 )(Q 2 )(Q 3 ) or -Si(Q 1 )(Q 2 )(Q 3 ),

[0251] Among them, Q 1 To Q 3 may be independently: phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl or triazinyl, each of which is unsubstituted or substituted with deuterium, C 1 -C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof,

[0252] In formula CY51-16 and formula CY51-17, Y 63 Can be O or S, and Y 64 It can be Si(R 64a )(R 64b ); or Y 63 It can be Si(R 63a )(R 63b ), and Y 64 can be O or S, and

[0253] In formula CY52-16 and formula CY52-17, Y 67 Can be O or S, and Y 68 It can be Si(R 68a )(R 68b ); or Y 67 It can be Si(R 67a )(R 67b ), and Y 68 Can be O or S.

[0254] In the embodiment, in Formula 20-1 to Formula 20-5, L 81 To L 85Can be independently:

[0255] single bond;

[0256] *-C(Q 4 )(Q 5 )-*' or *-Si(Q 4 )(Q 5 )-*';or

[0257] Phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, yl, cyclopentadienyl, furanyl, thienyl, thiolsyl, indenyl, fluorenyl, indolyl, carbazolyl, benzofuranyl, dibenzofuranyl, benzothienyl, dibenzothienyl, benzothiolsyl, dibenzothiolsyl, azafluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothiolsyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isocyanate ... quinolinyl, quinoxalinyl, quinazolinyl, phenanthrolinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl or benzothiadiazolyl, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, pyridyl, pyrimidyl, triazine, fluorenyl, dimethylfluorenyl, diphenylfluorenyl, carbazolyl, phenylcarbazolyl, dibenzofuranyl, dibenzothiophenyl, dibenzosilyl, dimethyldibenzosilyl, diphenyldibenzosilyl, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) or any combination thereof,

[0258] Among them, Q 4 , Q 5 and Q 31 To Q33 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl or triazinyl.

[0259] In an embodiment, in Formula 402, X 401 may be nitrogen, and X 402 Can be carbon; or X 401 and X 402 Each may be nitrogen.

[0260] In the embodiment, in Formula 401, when xc1 is 2 or greater, two or more L 401 The two rings A 401 It can be optionally connected via T as a linker 402 connected to each other, or two or more L 401 The two rings A 402 It can be optionally connected via T as a linker 403 connected to each other (see compounds PD1 to PD4 and PD7). 402 and T 403 can be independently compared with T 401 Same as described.

[0261] In formula 401, L 402 It can be an organic ligand. For example, L 402 It may include a halogen group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, -CN, a phosphorus-containing group (e.g., a phosphine group, a phosphite group, etc.), or any combination thereof.

[0262] Examples of the second compound, the third compound, and the fourth compound

[0263] In an embodiment, the second compound may include at least one of compounds HTH1 to HTH56:

[0264]

[0265]

[0266] In an embodiment, the third compound may include at least one of compounds ETH1 to ETH86:

[0267]

[0268]

[0269]

[0270] In an embodiment, the fourth compound may include at least one of compound PD1 to compound PD41:

[0271]

[0272]

[0273]

[0274] In compounds HTH1 to HTH56 and compounds ETH1 to ETH86, Ph represents phenyl, D 5 means replaced by five deuterium atoms, and D 4 means replaced by four deuterium atoms. For example, The group represented by The groups represented are the same.

[0275] In an embodiment, the light emitting device may satisfy at least one of conditions 1 to 4:

[0276] [Condition 1]

[0277] The lowest unoccupied molecular orbital (LUMO) energy level (eV) of the second compound > the LUMO energy level (eV) of the fourth compound

[0278] [Condition 2]

[0279] LUMO energy level of the fourth compound (eV)>LUMO energy level of the third compound (eV)

[0280] [Condition 3]

[0281] The highest occupied molecular orbital (HOMO) energy level (eV) of the fourth compound is greater than the HOMO energy level (eV) of the second compound.

[0282] [Condition 4]

[0283] HOMO energy level (eV) of the second compound>HOMO energy level (eV) of the third compound. The HOMO energy level and LUMO energy level of each of the first compound, the second compound, and the third compound may each be a negative value and may be measured according to a method of the prior art.

[0284] In an embodiment, the absolute value of the difference between the LUMO energy level of the fourth compound and the LUMO energy level of the third compound may be in the range of about 0.1 eV to about 1.0 eV, the absolute value of the difference between the LUMO energy level of the fourth compound and the LUMO energy level of the second compound may be in the range of about 0.1 eV to about 1.0 eV, the absolute value of the difference between the HOMO energy level of the fourth compound and the HOMO energy level of the third compound may be equal to or less than about 1.25 eV (for example, in the range of about 0.2 eV to about 1.25 eV), and the absolute value of the difference between the HOMO energy level of the fourth compound and the HOMO energy level of the second compound may be equal to or less than about 1.25 eV (for example, in the range of about 0.2 eV to about 1.25 eV).

[0285] When the relationship between the LUMO energy level and the HOMO energy level satisfies the above conditions, a balance between holes and electrons injected into the emission layer can be achieved.

[0286] The light emitting device may have the structure of the first embodiment or the second embodiment:

[0287] Description of the First Embodiment

[0288] According to a first embodiment, a first compound may be included in an emission layer in an intermediate layer of a light-emitting device, wherein the emission layer may further include a host, the first compound may be different from the host, and the emission layer may emit phosphorescence or fluorescence from the first compound. For example, according to the first embodiment, the first compound may be a dopant or an emitter. For example, the first compound may be a phosphorescent dopant or a phosphorescent emitter.

[0289] The phosphorescence or fluorescence emitted from the first compound may be green light or blue light.

[0290] The emission layer may further include an auxiliary dopant. The auxiliary dopant may effectively transfer energy to the first compound used as a dopant or used as an emitter, and in this regard, the auxiliary dopant may serve as a sensitizer that improves the light emission efficiency of the first compound.

[0291] The auxiliary dopant may be different from the first compound and the host.

[0292] In an embodiment, the auxiliary dopant may be a phosphorescent dopant.

[0293] Description of the Second Embodiment

[0294] According to a second embodiment, a first compound may be included in an emission layer in an intermediate layer of a light-emitting device, wherein the emission layer may also include a host and a dopant, the first compound may be different from the host and the dopant, and the emission layer may emit phosphorescence or fluorescence (e.g., delayed fluorescence) from the dopant.

[0295] In an embodiment, the first compound in the second embodiment may function as an auxiliary dopant that transfers energy to a dopant (or to an emitter), but may not function as a dopant.

[0296] In an embodiment, the first compound in the second embodiment can function as an emitter and as an auxiliary dopant that transfers energy to the dopant (or emitter).

[0297] For example, phosphorescence or fluorescence emitted from the dopant (or emitter) in the second embodiment may be green phosphorescence, blue phosphorescence, green fluorescence, or blue fluorescence (eg, green or blue delayed fluorescence).

[0298] The dopant (or emitter) of the second embodiment may be a phosphorescent dopant material (e.g., an organic metal compound represented by Formula 401) or a fluorescent dopant material (e.g., in the specification, a heterocyclic compound represented by Formula 1, a compound represented by Formula 501, or any combination thereof).

[0299] In the first and second embodiments, the blue light may be a blue light having a maximum emission wavelength in the range of about 390nm to about 500nm. For example, the blue light may have a maximum emission wavelength in the range of about 410nm to about 490nm. For example, the blue light may have a maximum emission wavelength in the range of about 430nm to about 480nm. For example, the blue light may have a maximum emission wavelength in the range of about 440nm to about 475nm. For example, the blue light may have a maximum emission wavelength in the range of about 455nm to about 470nm. The green light may have, for example, a maximum emission wavelength in the range of about 490nm to about 560nm.

[0300] The auxiliary dopant in the first embodiment may include, for example, a fourth compound represented by Formula 401.

[0301] The host in the first and second embodiments may be any host material (eg, the compound represented by Formula 301, the compound represented by 301-1, the compound represented by Formula 301-2, or any combination thereof).

[0302] In an embodiment, the body in the first embodiment and the second embodiment may include the second compound, the third compound, or any combination thereof.

[0303] Embodiments also provide electronic devices that may include light-emitting devices. The electronic device may also include a thin film transistor. For example, the electronic device may also include a thin film transistor, the thin film transistor including a source electrode and a drain electrode, wherein the 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 also include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof. Further details about the electronic device may be the same as provided herein.

[0304] Description of Formula 1

[0305] In an embodiment, the heterocyclic compound may be represented by Formula 1:

[0306] [Formula 1]

[0307]

[0308] In formula 1, X 1 and X 2 can be independently O, S, Se, N (R 5 )、C(=O)、C(R 6 )(R 7 ) or Si(R 8 )(R 9 ), where X 1 and X 2 At least one of them can be independently N(R 5 ).

[0309] In an embodiment, X 1 and X 2 can be independently O, S, N (R 5 ) or C(R 6 )(R 7 ), where X 1 and X 2 At least one of them can be independently N(R 5 ).

[0310] In Formula 1, Y can be O, S, Se, N (R 5 '), C(=O), C(R 6 ')(R 7 ') or Si(R 8 ')(R 9 ').

[0311] In the embodiment, Y can be O, S, N (R 5 ') or C(R 6 ')(R 7 ').

[0312] In formula 1, Ar 1 and Ar 2 may be independently unsubstituted or substituted with at least one R 10a Substituted C 5 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.

[0313] In the embodiment, Ar 1 and Ar 2 can be independently phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, yl, cyclopentadienyl, 1,2,3,4-tetrahydronaphthyl, thienyl, furanyl, indolyl, benzoborol, benzophosphol, indenyl, benzothiols, benzogermanol, benzothiophenyl, benzoselenophene, benzofuranyl, carbazolyl, dibenzoborol, dibenzophosphol, fluorenyl, dibenzothiols, dibenzogermanol, dibenzothiophene azabenzothiophene-5-oxide group, a 9H-fluorene-9-one group, a dibenzothiophene-5,5-dioxide group, an azaindolyl group, an azabenzoborolyl group, an azabenzophospholyl group, an azaindenyl group, an azabenzothiorolyl group, an azabenzogermanyl group, an azabenzothiophene-5-oxide group, an azabenzofuranyl group, an azacarbazolyl group , azadibenzoborolyl, azadibenzophospholyl, azafluorenyl, azadibenzothioyl, azadibenzogermanyl, azadibenzothiophenyl, azadibenzoselenophene, azadibenzofuranyl, azadibenzothiophene-5-oxide group, aza-9H-fluoren-9-one group, azadibenzothiophene-5,5-dioxide group, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, phenanthrolinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl, benzothiadiazolyl, 5,6,7,8-tetrahydroisoquinolyl or 5,6,7,8-tetrahydroquinolyl.

[0314] In another embodiment, Ar 1 and Ar 2 Each independently may be phenyl, naphthyl or phenanthryl.

[0315] In formula 1, R 1 To R 9 and R 5 'To R9 ' may be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),and

[0316] R 1 To R 9 and R 5 'To R 9 Two or more adjacent groups may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C 5 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, only R 2 and R5 Adjacent groups therein may not be bonded to each other.

[0317] In an embodiment, R 1 To R 9 and R 5 'To R 9 ' can be independently:

[0318] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0319] C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy, each deuterated, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 10 substituted with at least one of alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl and pyrimidyl;

[0320] Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, 1,2,3,4-tetrahydronaphthyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiophenyl, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, 1,2,3,4-tetrahydronaphthyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is replaced by at least one of; or

[0321] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),and

[0322] Q 1 To Q 3 and Q 31 To Q 33 Can be independently:

[0323] -CH 3 、-CD 3 、-CD 2 H.-CDH 2 、-CH 2 CH 3 、-CH 2 CD 3 、-CH 2 CD 2 H, -CH 2 CDH 2 、-CHDCH 3 、-CHDCD 2 H, -CHDCDH 2 、-CHDCD 3 、-CD 2 CD 3 、-CD 2 CD 2 H or -CD 2 CDH 2 ;or

[0324] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl or triazinyl, each of which is unsubstituted or substituted with deuterium, C 1 -C 10 The present invention is substituted with at least one of an alkyl group, a phenyl group, a biphenyl group, a pyridyl group, a pyrimidyl group, a pyridazinyl group, a pyrazinyl group and a triazinyl group.

[0325] In another embodiment, R 1 To R 9 and R 5 'To R 9 ' can be independently:

[0326] Hydrogen, deuterium, -F or cyano;

[0327] C 1 -C 20 Alkyl, unsubstituted or deuterated, -F, cyano, phenyl, deuterated phenyl, fluorinated phenyl, (C 1 -C 20 alkyl)phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C 1 -C 20 Alkyl)biphenyl or any combination thereof;

[0328] C 3 -C 10 Cycloalkyl, phenyl, naphthyl, carbazolyl, dibenzofuranyl or dibenzothiophenyl, each of which is unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 20 Alkyl, deuterated C 1 -C 20 Alkyl, fluorinated C 1 -C 20 Alkyl, C 3 -C 10 Cycloalkyl, deuterated C 3 -C 10 Cycloalkyl, fluorinated C 3 -C 10 Cycloalkyl, phenyl, deuterated phenyl, fluorinated phenyl, (C 1 -C 20 alkyl)phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C 1 -C 20 or any combination thereof; or

[0329] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),and

[0330] Q 1 To Q 3 Can be independently: C 3 -C 10 Cycloalkyl, phenyl, naphthyl, carbazolyl, dibenzofuranyl or dibenzothiophenyl, each of which is unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 20 Alkyl, deuterated C 1 -C 20 Alkyl, fluorinated C 1 -C 20 Alkyl, C 3 -C 10 Cycloalkyl, deuterated C 3 -C 10 Cycloalkyl, fluorinated C 3 -C 10 Cycloalkyl, phenyl, deuterated phenyl, fluorinated phenyl, (C 1 -C 20 alkyl)phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C 1 -C 20 alkyl)biphenyl or any combination thereof.

[0331] In an embodiment, R 1 It may be hydrogen, deuterium, -F, cyano or tert-butyl.

[0332] In an embodiment, R 2 It can be hydrogen, deuterium, -F, cyano, tert-butyl, unsubstituted or substituted with at least one R 10a Substituted phenyl, unsubstituted or replaced by at least one R 10a Substituted carbazolyl, or -N(Q 1 )(Q 2 ), where R 10a , Q 1 and Q 2 May be the same as described in the specification.

[0333] In an embodiment, R 3 It can be hydrogen, deuterium, -F, cyano, methyl, isopropyl, tert-butyl, unsubstituted or substituted with at least one R 10a Substituted phenyl, unsubstituted or replaced by at least one R 10a substituted carbazolyl, unsubstituted or replaced by at least one R 10a substituted dibenzofuranyl, unsubstituted or replaced by at least one R 10a Substituted dibenzothienyl, or -N(Q 1 )(Q 2 ), where R 10a , Q 1 and Q2 May be the same as described in the specification.

[0334] In an embodiment, R 4 It may be hydrogen, deuterium, -F or cyano.

[0335] In an embodiment, R 6 , R 7 , R 6 ' and R 7 ' may be independently hydrogen, deuterium, -F, cyano, or unsubstituted or substituted by at least one R 10a substituted phenyl, and

[0336] R 6 , R 7 , R 6 ' and R 7 Two or more adjacent groups in ' may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C 5 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, wherein R 10a May be the same as described in the specification.

[0337] In an embodiment, R 5 and R 5 ' may each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, cyano or a group represented by any one of Formula 5-1 to Formula 5-9:

[0338]

[0339]

[0340] In Formula 5-1 to Formula 5-9,

[0341] Z 1 It can be N(R 5 "), O or S,

[0342] c3 can be an integer from 0 to 3,

[0343] c4 can be an integer from 0 to 4,

[0344] c5 can be an integer from 0 to 5,

[0345] *Indicates the binding site with N,

[0346] R 5 " can be compared with R in Formula 15 Same as described, and R 10a May be the same as described in the specification.

[0347] In Formula 1, a1 may be an integer of 0 to 30.

[0348] In Formula 1, a2 may be an integer of 0 to 30.

[0349] In Formula 1, a3 may be an integer of 0 to 3.

[0350] In Formula 1, a4 may be an integer from 0 to 2.

[0351] In formula 1, R 10a Can be:

[0352] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0353] C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0354] C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy or C6 -C 60 Arylthio, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0355] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and

[0356] In formula 1, Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic groups, each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 or any combination thereof.

[0357] In an embodiment, the heterocyclic compound may satisfy at least one of condition A and condition B:

[0358] [Condition A]

[0359] The heterocyclic compound includes at least one tert-butyl group; and

[0360] [Condition B]

[0361] The heterocyclic compound includes at least one deuterium atom.

[0362] In another embodiment, the heterocyclic compound may satisfy both condition A and condition B.

[0363] In an embodiment, the heterocyclic compound may be represented by Formula 1-1:

[0364] [Formula 1-1]

[0365]

[0366] In formula 1-1,

[0367] X 1 , X 2 , Y, R 1 , R 2 , a1 and a2 may each be the same as described in Formula 1,

[0368] R 31 To R 33 can be independently related to R in Formula 1 3 Same as described, and

[0369] R 41 and R42 can be independently related to R in Formula 1 4 Same as described.

[0370] In an embodiment, the heterocyclic compound may be represented by any one of Formula 1-1(1) to Formula 1-1(3):

[0371] [Formula 1-1 (1)]

[0372]

[0373] [Formula 1-1 (2)]

[0374]

[0375] [Formula 1-1 (3)]

[0376]

[0377] In Formula 1-1(1) to Formula 1-1(3),

[0378] Y, R 1 , R 2 , R 5 , a1 and a2 may each be the same as described in Formula 1,

[0379] R 31 To R 33 can be independently related to R in Formula 1 3 Same as described,

[0380] R 41 and R 42 can be independently related to R in Formula 1 4 Same as described, and

[0381] R 51 and R 52 can be independently related to R in Formula 1 5 Same as described.

[0382] The heterocyclic compound represented by Formula 1 may have a fixed substitution position marked with "A" and may have a 1 and X 2 At least one of them is independently N(R 5 ) and R 2 and R 5 Structures that are not bonded to each other:

[0383] [Formula 1]

[0384]

[0385] Since the heterocyclic compound represented by Formula 1 has a fixed substitution position (marked by "A") as described above, and X 1 and X 2 At least one of them is independently N(R 5 ), so by applying heterocyclic compounds to the emission layer of a light-emitting device, the emission efficiency and life of the device can be improved.

[0386] For example, since the heterocyclic compound represented by Formula 1 may include at least one deuterium atom and / or at least one tert-butyl group, the structural stability of the heterocyclic compound may be improved. Therefore, when the heterocyclic compound is used in a light-emitting device, the light-emitting device may have a low driving voltage and improved emission efficiency and lifespan.

[0387] Example of the first compound

[0388] In an embodiment, the heterocyclic compound represented by Formula 1 may be any one of Compound 1 to Compound 90. In an embodiment, in a light emitting device, the first compound may include at least one of Compound 1 to Compound 90:

[0389]

[0390]

[0391]

[0392] [ Figure 1 Description]

[0393] Figure 1 1 is a schematic cross-sectional view of a 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 .

[0394] In the following, reference will be made to Figure 1 The structure of the light emitting device 10 and a method of manufacturing the light emitting device 10 according to the embodiment are described.

[0395] [First electrode 110]

[0396] exist Figure 1 In the embodiment, a substrate may be further included under the first electrode 110 or on the second electrode 150. The substrate may be a glass substrate or a plastic substrate. In an embodiment, the substrate may be a flexible substrate and may include a plastic having excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0397] The first electrode 110 may be formed by, for example, depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates hole injection.

[0398] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, a material for forming the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), or any combination thereof. In an embodiment, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

[0399] The first electrode 110 may have a structure consisting of a single layer or a structure including multiple layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0400] [Middle layer 130]

[0401] The intermediate layer 130 may be located on the first electrode 110. The intermediate layer 130 may include an emission layer.

[0402] The intermediate layer 130 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 150 .

[0403] The intermediate layer 130 may include a metal-containing compound or an inorganic material such as quantum dots, etc., in addition to various organic materials.

[0404] In an embodiment, the intermediate layer 130 may include two or more emission units stacked between the first electrode 110 and the second electrode 150 and at least one charge generation layer located between adjacent units among the two or more emission units. When the intermediate layer 130 includes two or more emission units and at least one charge generation layer as described above, the light emitting device 10 may be a tandem light emitting device.

[0405] [Hole Transport Region in Intermediate Layer 130]

[0406] The hole transport region may have a structure composed of a layer composed of a single material, a structure composed of layers containing different materials, or a structure including a plurality of layers containing different materials.

[0407] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.

[0408] In an embodiment, the hole transport region may have a multi-layer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure or a hole injection layer / hole transport layer / emission auxiliary layer structure, wherein the layers of each structure may be stacked from the first electrode 110 in their corresponding stated order, but the structure of the hole transport region is not limited thereto.

[0409] In an embodiment, the hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0410] [Formula 201]

[0411]

[0412] [Formula 202]

[0413]

[0414] In equation 201 and equation 202,

[0415] L 201 To L 204 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0416] L 205 Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or replaced by at least one R 10a Substituted C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0417] xa1 to xa4 can each independently be an integer from 0 to 5,

[0418] xa5 can be an integer from 1 to 10,

[0419] R 201 To R 204 and Q 201 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0420] R 201 and R 202 may be optionally substituted via a single bond, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 5 Alkylene, either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted R 10a Substituted C 8 -C 60 Polycyclic groups (eg, carbazole groups, etc.) (eg, see compound HT16),

[0421] R 203 and R 204 may be optionally substituted via a single bond, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 5 Alkylene, either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted R 10a Substituted C 8 -C 60 Polycyclic groups, and

[0422] na1 can be an integer from 1 to 4.

[0423] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formulas CY201 to CY217:

[0424]

[0425] In formula CY201 to formula CY217, R 10b and R 10c can be independently compared with R 10a Same as described, CY 201 To Ring CY 204 Can be independently C 3 -C 20 Carbocyclic or C 1 -C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R 10a replace.

[0426] In the embodiment, in Formula CY201 to Formula CY217, ring CY 201 To Ring CY 204 Each independently may be phenyl, naphthyl, phenanthryl or anthracenyl.

[0427] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formulas CY201 to CY203.

[0428] In an embodiment, the compound represented by 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.

[0429] In the embodiment, in formula 201, xa1 may be 1, R 201 may be a group represented by one of the formulas CY201 to CY203, xa2 may be 0, and R 202 It may be a group represented by one of Formula CY204 to Formula CY207.

[0430] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include a group represented by any one of Formula CY201 to Formula CY203.

[0431] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include a group represented by any one of Formula CY201 to Formula CY203, and may each independently include at least one of the groups represented by Formula CY204 to Formula CY217.

[0432] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include a group represented by any one of Formula CY201 to Formula CY217.

[0433] In an embodiment, the hole transport region may include one of compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tri(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), or any combination thereof:

[0434]

[0435]

[0436]

[0437]

[0438]

[0439] The thickness of the hole transport region can be approximately To about For example, the thickness of the hole transport region can be about To about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about To about and the thickness of the hole transport layer can be in the range of about To about For example, the thickness of the hole injection layer can be about To about For example, the thickness of the hole transport layer can be about To about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0440] The emission auxiliary layer can improve the luminous efficiency by compensating the optical resonance distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block the leakage of electrons from the emission layer to the hole transport region. The material that can be included in the hole transport region can be included in the emission auxiliary layer and the electron blocking layer.

[0441] [p-dopant]

[0442] In addition to these materials, the hole transport region may further include a charge generating material for improving conductive properties. The charge generating material may be uniformly or non-uniformly dispersed in the hole transport region (eg, in the form of a single layer composed of the charge generating material).

[0443] The charge generating material may be, for example, a p-dopant.

[0444] In an embodiment, the lowest unoccupied molecular orbital (LUMO) energy level of the p-dopant may be equal to or less than approximately −3.5 eV.

[0445] In an embodiment, the p-dopant may include a quinone derivative, a cyano group-containing compound, a compound including the element EL1 and the element EL2, or any combination thereof.

[0446] Examples of quinone derivatives may include TCNQ, F4-TCNQ, etc.:

[0447]

[0448] Examples of the cyano group-containing compound may include HAT-CN and a compound represented by Formula 221:

[0449]

[0450] [Formula 221]

[0451]

[0452] In formula 221,

[0453] R 221 To R 223 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 a heterocyclic group, and

[0454] R 221 To R 223 At least one of them can be independently: C 3 -C 60 Carbocyclic or C 1 -C 60 heterocyclic group, each substituted by: cyano; -F; -Cl; -Br; -I; C substituted by cyano, -F, -Cl, -Br, -I or any combination thereof1 -C 20 or any combination thereof.

[0455] In a compound including an element EL1 and an element EL2, the element EL1 may be a metal, a metalloid, or any combination thereof, and the element EL2 may be a nonmetal, a metalloid, or any combination thereof.

[0456] Examples of metals may include alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), etc. (e.g., tantalum (Tb), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.).

[0457] Examples of metalloids may include silicon (Si), antimony (Sb), and tellurium (Te).

[0458] Examples of non-metals may include oxygen (O) and halogens (eg, F, Cl, Br, I, etc.).

[0459] Examples of compounds containing element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, or metal iodides), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, or metalloid iodides), metal tellurides, or any combination thereof.

[0460] Examples of metal oxides may include tungsten oxide (eg, WO, W 2 O 3 , WO 2 , WO 3 , W 2 O 5 etc.), vanadium oxides (e.g., VO, V 2 O 3 , VO 2 、V 2 O5 etc.), molybdenum oxides (e.g., MoO, Mo 2 O 3 、MoO 2 、MoO 3 、Mo 2 O 5 etc.) and rhenium oxide (e.g., ReO 3 wait).

[0461] Examples of the metal halide may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.

[0462] 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, CsI, and the like.

[0463] Examples of alkaline earth metal halides may include BeF 2 MgF 2 , CaF 2 , SrF 2 , BaF 2 、BeCl 2 MgCl 2 , CaCl 2 、SrCl 2 、BaCl 2 ,BeBr 2 MgBr 2 , CaBr 2 , SrBr 2 ,BaBr 2 ,BeI 2 MgI 2 ,CaI 2 , SrI 2 and BaI 2 .

[0464] Examples of transition metal halides may include titanium halides (eg, TiF 4 、TiCl 4 、TiBr 4 、TiI 4 etc.), zirconium halides (e.g., ZrF 4 、ZrCl 4 , ZrBr 4 , ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4, HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr 3 VI 3 etc.), niobium halides (e.g., NbF 3 、NbCl 3 , NbBr 3 , NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 、TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 、MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 , WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 、MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 , TcBr 2 , TcI 2 etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 、ReI 2 etc.), iron halides (e.g., FeF 2 、FeCl 2 , FeBr 2 ,FeI 2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2 , RuI 2 etc.), osmium halides (e.g., OsF 2 , OsCl 2 、OsBr 2 , OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2,CoBr 2 、CoI 2 etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr 2 , RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 ,IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 , NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 , PdI 2 etc.), platinum halides (e.g., PtF 2 、PtCl 2 , PtBr 2 , PtI 2 etc.), copper halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), and gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.).

[0465] Examples of late transition metal halides may include zinc halides (e.g., ZnF 2 、ZnCl 2 、ZnBr 2 、ZnI 2 etc.), indium halides (e.g., InI 3 etc.) and tin halides (e.g., SnI 2 wait).

[0466] Examples of lanthanide metal halides may include YbF, YbF 2 , YbF 3 、SmF 3 、YbCl、YbCl 2 YbCl 3 、SmCl 3 , YbBr, YbBr 2 , YbBr 3 、SmBr 3 、YbI、YbI 2 ,YbI 3 and SmI 3 wait.

[0467] Examples of metalloid halides may include antimony halides (eg, SbCl 5 etc.

[0468] Examples of metal tellurides may include alkali metal tellurides (eg, Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te and Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, and BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe and Au 2 Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.), and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, and LuTe, etc.), etc.

[0469] [Emitting Layer in Intermediate Layer 130]

[0470] When the light emitting device 10 is a full-color light emitting device, the emission layer can be patterned into a red emission layer, a green emission layer and / or a blue emission layer according to the sub-pixel. In an embodiment, the emission layer may have a stacked structure of two or more layers of the red emission layer, the green emission layer and the blue emission layer, wherein the two or more layers may contact each other or may be separated from each other to emit white light. In an embodiment, the emission layer may include two or more materials of a red light emitting material, a green light emitting material and a blue light emitting material, wherein the two or more materials may be mixed with each other in a single layer to emit white light.

[0471] In an embodiment, the emission layer may include a host and a dopant (or emitter). In an embodiment, in addition to the host and the dopant (or emitter), the emission layer may further include an auxiliary dopant that facilitates energy transfer to the dopant (or emitter). When the emission layer includes a dopant (or emitter) and an auxiliary dopant, the dopant (or emitter) and the auxiliary dopant may be different from each other.

[0472] The amount of the dopant (or emitter) in the emission layer may be in the range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

[0473] In an embodiment, the emissive layer may include quantum dots.

[0474] In an embodiment, the emission layer may include a delayed fluorescent material. The delayed fluorescent material may be used as a host or a dopant in the emission layer.

[0475] The thickness of the emitter layer can be approximately To about For example, the thickness of the emission layer can be about To about When the thickness of the emission layer is within any of these ranges, excellent light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0476] [main body]

[0477] In an embodiment, the host may include a compound represented by Formula 301:

[0478] [Formula 301]

[0479] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0480] In formula 301,

[0481] Ar 301 and L 301 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0482] xb11 can be 1, 2 or 3,

[0483] xb1 can be an integer from 0 to 5.

[0484] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ),

[0485] xb21 can be an integer from 1 to 5, and

[0486] Q 301 To Q 303 can be independently related to Q 1 Same as described.

[0487] In the embodiment, in Formula 301, when xb11 is 2 or more, two or more Ar 301 can be connected to each other via a single bond.

[0488] In an embodiment, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0489] [Formula 301-1]

[0490]

[0491] [Formula 301-2]

[0492]

[0493] In Formula 301-1 and Formula 301-2,

[0494] Ring A 301 To Ring A 304 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0495] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0496] xb22 and xb23 can each independently be 0, 1 or 2,

[0497] L 301 , xb1 and R 301 may each be the same as described herein,

[0498] L 302 To L 304 can be independently related to L 301 Same as described,

[0499] xb2 to xb4 may each independently be the same as described with respect to xb1, and

[0500] R 302 To R 305 and R 311 To R 314 can be independently compared with R 301 Same as described.

[0501] In an embodiment, the host can include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. For example, the host can include a Be complex (eg, compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0502] In an embodiment, the host may include one of Compound H1 to Compound H128, 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-di(9-carbazolyl)benzene (mCP), 1,3,5-tri(9-carbazolyl)benzene (TCP), or any combination thereof:

[0503]

[0504]

[0505]

[0506]

[0507]

[0508]

[0509] In an embodiment, the host may include a silicon-containing compound, a phosphine oxide-containing compound, or any combination thereof.

[0510] The body may have various modifications. For example, the body may include only one type of compound, or may include two or more different kinds of compounds.

[0511] [Phosphorescent dopant]

[0512] The emissive layer may include a phosphorescent dopant.

[0513] In an embodiment, the phosphorescent dopant may include at least one transition metal as a central metal. Therefore, the phosphorescent dopant may correspond to the fourth compound.

[0514] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

[0515] The phosphorescent dopant may be electrically neutral.

[0516] In an embodiment, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0517] [Formula 401]

[0518] M(L 401 ) xc1 (L 402 ) xc2

[0519] [Formula 402]

[0520]

[0521] In equations 401 and 402,

[0522] M may be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),

[0523] L 401 may be a ligand represented by Formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 can be the same or different from each other,

[0524] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, two or more L 402 can be the same or different from each other,

[0525] X 401 and X 402 may each independently be nitrogen or carbon,

[0526] Ring A 401 and Ring A 402 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0527] 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=*',

[0528] X 403 and X 404 can be each independently a chemical bond (e.g., a covalent bond or a coordination bond), O, S, N (Q 413 )、B(Q 413 )、P(Q 413 )、C(Q 413 )(Q414 ) or Si(Q 413 )(Q 414 ),

[0529] Q 411 To Q 414 can be independently related to Q 1 Same as described,

[0530] R 401 and R 402 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) or -P(=O)(Q 401 )(Q 402 ),

[0531] Q 401 To Q 403 can be independently related to Q 1 Same as described,

[0532] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0533] * and *' in Formula 402 each indicate a binding site with M in Formula 401.

[0534] In an embodiment, in Formula 402, X 401 may be nitrogen, and X 402 Can be carbon; or X 401 and X 402 Each may be nitrogen.

[0535] In the embodiment, in Formula 401, when xc1 is 2 or greater, two or more L 401 The two rings A 401 It can be optionally connected via T as a linker 402 bonded to each other, and two or more L 401 The two rings A 402 It can be optionally connected via T as a linker 403 Bonded to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 can be independently compared with T 401 Same as described.

[0536] In formula 401, L 402 It can be an organic ligand. For example, L 402 It may include a halogen group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, -CN, a phosphorus-containing group (e.g., a phosphine group, a phosphite group, etc.), or any combination thereof.

[0537] In an embodiment, the phosphorescent dopant may include, for example, one of Compound PD1 to Compound PD39 or any combination thereof:

[0538]

[0539]

[0540]

[0541] [Fluorescent dopant]

[0542] The emission layer may include a fluorescent dopant and / or an auxiliary dopant.

[0543] In an embodiment, the fluorescent dopant and / or the auxiliary dopant may each independently include a compound represented by Formula 501:

[0544] [Formula 501]

[0545]

[0546] In formula 501,

[0547] Ar 501 , L 501 To L 503 , R 501 and R 502 may be independently unsubstituted or substituted with at least one R10a Substituted C 3 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0548] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0549] xd4 can be 1, 2, 3, 4, 5 or 6.

[0550] In the embodiment, in Formula 501, Ar 501 It may be a fused cyclic group in which three or more monocyclic groups are fused together (e.g., anthracenyl, yl or pyrene).

[0551] In an embodiment, in formula 501, xd4 may be 2.

[0552] In an embodiment, the fluorescent dopant and the auxiliary dopant may each independently include one of compounds FD1 to FD37, DPVBi, DPAVBi, or any combination thereof:

[0553]

[0554]

[0555]

[0556]

[0557] [Delayed fluorescence material]

[0558] The emitting layer may include a delayed fluorescent material.

[0559] In the specification, the delayed fluorescence material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0560] The delayed fluorescent material included in the emission layer may serve as a host or a dopant depending on the types of other materials included in the emission layer.

[0561] In an embodiment, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be in the range of about 0 eV to about 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material satisfies the above range, up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and therefore, the luminous efficiency of the light emitting device 10 may be improved.

[0562] In an embodiment, the delayed fluorescent material may include: a photosensitive material including at least one electron donor (eg, a π-electron-rich C 3 -C 60 A cyclic group such as a carbazolyl group) and at least one electron acceptor (e.g., a sulfoxide group, a cyano group, or a π-electron-deficient nitrogen-containing C 1 -C 60 cyclic group); or may include C 8 -C 60 Polycyclic materials, in this C 8 -C 60 In the polycyclic group, two or more cyclic groups are fused while sharing boron (B).

[0563] Examples of the delayed fluorescent material may include at least one of Compound DF1 to Compound DF14:

[0564]

[0565]

[0566] [Quantum dot]

[0567] The emissive layer may include quantum dots.

[0568] In the specification, a quantum dot may be a crystal of a semiconductor compound and may include any material capable of emitting light of various emission wavelengths according to the size of the crystal. The quantum dot may emit light of various emission wavelengths by adjusting the ratio of elements in the quantum dot.

[0569] The diameter of a quantum dot may be, for example, in the range of about 1 nm to about 10 nm.

[0570] Quantum dots can be synthesized by a wet chemical process, a metal organic chemical vapor deposition process, a molecular beam epitaxy process, or any process similar thereto.

[0571] The wet chemical process is a method that includes mixing a precursor material with an organic solvent and growing a quantum dot particle crystal. When the crystal grows, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot crystal and controls the growth of the crystal, so that the growth of quantum dot particles can be controlled by a lower-cost process, and the growth of quantum dot particles can be performed more easily than vapor deposition methods such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).

[0572] Quantum dots may include Group II-VI semiconductor compounds, Group III-V semiconductor compounds, Group III-VI semiconductor compounds, Group I-III-VI semiconductor compounds, Group IV-VI semiconductor compounds, Group IV elements or compounds, or any combination thereof.

[0573] Examples of II-VI semiconductor compounds may include binary compounds such as CdS, 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, Cd ZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe or MgZnS; a quaternary compound such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe or HgZnSTe; or any combination thereof.

[0574] Examples of III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, or InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, or InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, or InAlPSb, etc.; or any combination thereof. In an embodiment, the III-V semiconductor compound may also include a Group II element. Examples of the Group III-V semiconductor compound also including the Group II element may include InZnP, InGaZnP, InAlZnP, and the like.

[0575] Examples of III-VI semiconductor compounds may include binary compounds such as GaS, GaSe, Ga 2 Se 3 、GaTe、InS、InSe、In 2 S 3、In 2 Se 3 or InTe; ternary compounds such as InGaS 3 or InGaSe 3 ; and any combination thereof.

[0576] Examples of Group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS 2 、AgInSe 2 、AgGaS、AgGaS 2 、AgGaSe 2 、CuInS、CuInSe 2 、CuGaS 2 、CuGaSe 2 、CuGaO 2 、AgGaO 2 、AgAlO 2 etc.; quaternary compounds such as AgInGaS 2 、AgInGaSe 2 etc.; or any combination thereof.

[0577] Examples of 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.

[0578] Examples of Group IV elements or compounds may include: single element materials, such as Si or Ge; binary compounds, such as SiC or SiGe; or any combination thereof.

[0579] Each element included in a multi-element compound such as a binary compound, a ternary compound, or a quaternary compound may be present in the particle in a uniform concentration or in a non-uniform concentration. The above quantum dot formula refers to the type of elements included in the quantum dot compound, wherein the ratio of the elements in the compound may vary. For example, AgInGaS 2 Can refer to AgIn x Ga 1-x S 2 (where x is a real number between 0 and 1).

[0580] In an embodiment, the quantum dot may have a single structure in which the concentration of each element in the quantum dot is uniform, or the quantum dot may have a core-shell structure. For example, the material included in the core and the material included in the shell may be different from each other.

[0581] The shell of a quantum dot can be used as a protective layer to prevent chemical degradation of the core to maintain semiconductor properties, and / or can be used as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be a single layer or a multilayer. The interface between the core and the shell can have a concentration gradient, where the concentration of the element present in the shell decreases toward the core.

[0582] Examples of the shell of the quantum dot may include metal oxides, metalloid oxides, non-metal oxides, semiconductor compounds, and any combination thereof. Examples of metal oxides, metalloid oxides, or non-metal oxides may include: binary compounds such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 or NiO; ternary compounds such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 or CoMn 2 O 4 ; and any combination thereof.

[0583] Examples of semiconductor compounds may include: II-VI semiconductor compounds; III-V semiconductor compounds; III-VI semiconductor compounds; I-III-VI semiconductor compounds; IV-VI semiconductor compounds; and any combination thereof. For example, 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.

[0584] The full width at half maximum (FWHM) of the emission wavelength spectrum of the quantum dot can be equal to or less than about 45nm. For example, the FWHM of the emission wavelength spectrum of the quantum dot can be equal to or less than about 40nm. For example, the FWHM of the emission wavelength spectrum of the quantum dot can be equal to or less than about 30nm. Within any of these ranges, color purity or color reproducibility can be increased. The light emitted by the quantum dot can be emitted in all directions, thereby improving the wide viewing angle.

[0585] In embodiments, the quantum dots may be in the form of spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates.

[0586] Because the energy band gap can be adjusted by controlling the size of the quantum dots, light with various wavelength bands can be obtained from the quantum dot emission layer. Therefore, by using quantum dots of different sizes, a light-emitting device that emits light of various wavelengths can be realized. The size of the quantum dots or the ratio of elements in the quantum dot compound can be adjusted so that the quantum dots emit red light, green light and / or blue light. In an embodiment, the size of the quantum dots can be configured to emit white light through a combination of various colors of light.

[0587] [Electron Transport Region in Intermediate Layer 130]

[0588] The electron transport region may have a structure composed of a layer composed of a single material, a structure composed of layers containing different materials, or a structure including a plurality of layers containing different materials.

[0589] 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.

[0590] In an embodiment, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the layers of each structure may be stacked from the emission layer in the order in which they are respectively stated, but the structure of the electron transport region is not limited thereto.

[0591] In an embodiment, the electron transport region (e.g., a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a metal-free compound including at least one π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic base.

[0592] In an embodiment, the electron transport region may include a compound represented by Formula 601:

[0593] [Formula 601]

[0594] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0595] In formula 601,

[0596] Ar 601 and L 601 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0597] xe11 can be 1, 2 or 3,

[0598] xe1 can be 0, 1, 2, 3, 4, or 5,

[0599] R 601 It may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0600] Q 601 To Q 603 can be independently related to Q 1 Same as described,

[0601] xe21 can be 1, 2, 3, 4, or 5, and

[0602] Ar 601 , L 601 and R 601 At least one of them may be independently unsubstituted or substituted by at least one R 10a Substituted π-electron-deficient nitrogen-containing C1 -C 60 Cyclic base.

[0603] In the embodiment, in Formula 601, when xe11 is 2 or greater, two or more Ar 601 can be connected to each other via a single bond.

[0604] In the embodiment, in Formula 601, Ar 601 It may be unsubstituted or substituted with at least one R 10a Substituted anthracenyl.

[0605] In an embodiment, the electron transport region may include a compound represented by Formula 601-1:

[0606] [Formula 601-1]

[0607]

[0608] In formula 601-1,

[0609] X 614 Can be N or C (R 614 ), X 615 Can be N or C (R 615 ), X 616 Can be N or C (R 616 ), and X 614 To X 616 At least one of them can each be N,

[0610] L 611 To L 613 can be independently related to L 601 Same as described,

[0611] xe611 to xe613 can each independently be the same as described with respect to xe1,

[0612] R 611 To R 613 can be independently compared with R 601 Same as described, and

[0613] R 614 To R 616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.

[0614] In an embodiment, in Formula 601 and Formula 601-1, xe1 and xe611 to xe613 may each independently be 0, 1, or 2.

[0615] In an embodiment, the electron transport region may include one of compounds ET1 to ET45, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 , BAlq, TAZ, NTAZ or any combination thereof:

[0616]

[0617]

[0618]

[0619]

[0620] The thickness of the electron transport region can be approximately To about For example, the thickness of the electron transport region can be in the range of about To about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be independently about To about and the thickness of the electron transport layer can be in the range of about To about For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer can be independently about To about For example, the thickness of the electron transport layer can be about To about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport region is within these ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0621] In addition to the above materials, the electron transport region (eg, the electron transport layer in the electron transport region) may further include a metal-containing material.

[0622] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ions of the alkali metal complex may be Li ions, Na ions, K ions, Rb ions, or Cs ions; the metal ions of the alkaline earth metal complex may be Be ions, Mg ions, Ca ions, Sr ions, or Ba ions.

[0623] The ligands coordinated to the metal ion of the alkali metal complex or the alkaline earth metal complex can each independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0624] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (Liq) or compound ET-D2:

[0625]

[0626] The electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer may directly contact the second electrode 150.

[0627] The electron injection layer may have a structure composed of a layer composed of a single material, a structure composed of layers containing different materials, or a structure including a plurality of layers containing different materials.

[0628] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0629] Alkali metals may include Li, Na, K, Rb, Cs, or any combination thereof. Alkaline 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.

[0630] The alkali metal-containing compound, the alkaline earth metal-containing compound and the rare earth metal-containing compound may be oxides, halides (eg, fluorides, chlorides, bromides or iodides) or tellurides of alkali metals, alkaline earth metals and rare earth metals, or any combination thereof.

[0631] Examples of the alkali metal-containing compound may include: alkali metal oxides such as Li 2 O、Cs 2 O or K 2O; an alkali metal halide, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI or RbI; or any combination thereof. Examples of compounds containing alkaline earth metals may include alkaline earth metal oxides, 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), etc. Examples of compounds containing rare earth metals may include YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O 3 、Ce 2 O 3 、GdF 3 、TbF 3 、YbI 3 、ScI 3 、TbI 3 或它们的任何组合。在实施例中,含稀土金属的化合物可以包括镧系金属碲化物。镧系金属碲化物的示例可以包括LaTe、CeTe、PrTe、NdTe、PmTe、SmTe、EuTe、GdTe、TbTe、DyTe、HoTe、ErTe、TmTe、YbTe、LuTe、La 2 Te 3 、Ce 2 Te 3 、Pr 2 Te 3 、Nd 2 Te 3 、Pm 2 Te 3 、Sm 2 Te 3 、Eu 2 Te 3 、Gd 2 Te 3 、Tb 2 Te 3 、Dy 2 Te 3 、Ho 2 Te 3 、Er 2 Te 3 、Tm 2 Te 3 、Yb 2 Te 3 和Lu 2 Te3 .

[0632] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include: an alkali metal ion, an alkaline earth metal ion or a rare earth metal ion; and a ligand bonded to the metal ion (e.g., hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof).

[0633] The electron injection layer may be composed of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above. In an embodiment, the electron injection layer may also include an organic material (e.g., a compound represented by Formula 601).

[0634] In an embodiment, the electron injection layer may be composed of an alkali metal-containing compound (e.g., an alkali metal halide); or the electron injection layer may be composed of an alkali metal-containing compound (e.g., an alkali metal halide) and an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposition layer, a RbI:Yb co-deposition layer, or a LiF:Yb co-deposition layer, etc.

[0635] When the electron injection layer also includes an organic material, an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof can be uniformly or non-uniformly dispersed in a matrix including the organic material.

[0636] The thickness of the electron injection layer can be about To about For example, the thickness of the electron injection layer can be about To about When the thickness of the electron injection layer is within any of the above ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0637] [Second electrode 150]

[0638] The second electrode 150 may be located on the intermediate layer 130 having the structure described above. The second electrode 150 may be a cathode as an electron injection electrode. When the second electrode 150 is a cathode, the material for the second electrode 150 may include a material having a low work function, such as a metal, an alloy, a conductive compound, or any combination thereof.

[0639] The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO, or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0640] The second electrode 150 may have a single-layer structure or a multi-layer structure.

[0641] [Overlay]

[0642] The light emitting device 10 may include a first covering layer located outside the first electrode 110 and / or a second covering layer located outside the second electrode 150. In an embodiment, the light emitting device 10 may have a structure in which the first covering layer, the first electrode 110, the intermediate layer 130, and the second electrode 150 are stacked in the order stated, a structure in which the first electrode 110, the intermediate layer 130, the second electrode 150 and the second covering layer are stacked in the order stated, or a structure in which the first covering layer, the first electrode 110, the intermediate layer 130, the second electrode 150 and the second covering layer are stacked in the order stated.

[0643] Light generated in the emission layer of the intermediate layer 130 of the light emitting device 10 may pass through the first electrode 110 (which may be a semi-transmissive electrode or a transmissive electrode) and may be emitted toward the outside through the first cover layer. Light generated in the emission layer of the intermediate layer 130 of the light emitting device 10 may pass through the second electrode 150 (which may be a semi-transmissive electrode or a transmissive electrode) and may be emitted toward the outside through the second cover layer.

[0644] According to the principle of constructive interference, the first cover layer and the second cover layer can each improve the external emission efficiency, thereby improving the light emission efficiency of the light emitting device 10 and thus improving the light emitting efficiency of the light emitting device 10.

[0645] The first cover layer and the second cover layer may each include a material having a refractive index equal to or greater than about 1.6 (with respect to a wavelength of about 589 nm).

[0646] The first cover layer and the second cover layer may each independently be an organic cover layer including an organic material, an inorganic cover layer including an inorganic material, or an organic-inorganic composite cover layer including an organic material and an inorganic material.

[0647] At least one of the first covering layer and the second covering layer may each independently include a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphine derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine-containing compound may be optionally substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.

[0648] In an embodiment, at least one of the first cover layer and the second cover layer may each independently include an amine group-containing compound.

[0649] For example, at least one of the first covering layer and the second covering layer may each independently include the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof.

[0650] In an embodiment, at least one of the first cover layer and the second cover layer may each independently include one of compounds HT28 to HT33, one of compounds CP1 to CP6, β-NPB, or any combination thereof:

[0651]

[0652] [membrane]

[0653] The heterocyclic compound represented by Formula 1 may be included in various films. Therefore, another embodiment provides a film including the heterocyclic compound represented by Formula 1. The film may be, for example, an optical member (or light control mechanism) (e.g., a color filter, a color conversion member, a cover layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer, or a layer containing quantum dots, etc.), a light blocking member (e.g., a light reflecting layer or a light absorbing layer, etc.), or a protective member (e.g., an insulating layer or a dielectric layer, etc.).

[0654] [Electronic equipment]

[0655] A light emitting device may be included in various electronic devices. For example, a light emitting device (e.g., Figure 1 The electronic device of the light-emitting device 10) may be a light-emitting device or an authentication device, etc.

[0656] In addition to the light emitting device, the electronic device (e.g., 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 the color conversion layer may be located in at least one direction of travel of the light emitted from the light emitting device. For example, the light emitted from the light emitting device may be blue light, green light, or white light. Further details about the light emitting device may be the same as described herein. In an embodiment, the color conversion layer may include quantum dots.

[0657] The electronic device may include a first substrate. The first substrate may include sub-pixels, the color filter may include color filter regions respectively corresponding to the sub-pixels, and the color conversion layer may include color conversion regions respectively corresponding to the sub-pixels.

[0658] A pixel defining layer may be located between the sub-pixels to define each sub-pixel.

[0659] The color filter may further include color filter areas and a light shielding pattern between the color filter areas, and the color conversion layer may further include color conversion areas and a light shielding pattern between the color conversion areas.

[0660] 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. For example, 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 include quantum dots. For example, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. The quantum dots may be quantum dots as described herein. The first region, the second region, and / or the third region may each further include a scatterer.

[0661] In an embodiment, the light emitting device may emit a first light, the first region may absorb the first light to emit a first-first color light, the second region may absorb the first light to emit a second-first color light, and the third region may absorb the first light to emit a third-first color light. The first-first color light, the second-first color light, and the third-first color light may have different maximum emission wavelengths from each other. In an embodiment, the first light may be blue light, the first-first color light may be red light, the second-first color light may be green light, and the third-first color light may be blue light.

[0662] 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 any one of the source electrode and the drain electrode may be electrically connected to any one of the first electrode and the second electrode of the light emitting device.

[0663] The thin film transistor may further include a gate electrode, a gate insulating film, and the like.

[0664] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, or the like.

[0665] 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 the color conversion layer and the light emitting device. The sealing portion may allow light from the light emitting device to be emitted to the outside while preventing ambient air and moisture from penetrating into the light emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.

[0666] Depending on the purpose of the electronic device, in addition to the color filter and / or the color conversion layer, various functional layers may be included on the sealing portion. Examples of the functional layer may include a touch screen layer and a polarization layer, etc. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer. The authentication device may be, for example, a biometric authentication device that authenticates an individual by using biometric information of a living body (e.g., a fingertip, a pupil, etc.).

[0667] In addition to the light emitting device as described above, the authentication device may also include a biometric information collector.

[0668] The electronic device can be applied to various displays, light sources, lighting equipment, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic organizers, electronic dictionaries, electronic game consoles, medical instruments (e.g., electronic thermometers, blood pressure meters, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasonic diagnostic devices or endoscope displays), fish finders, various measuring instruments, meters (e.g., meters for vehicles, aircraft and ships) and projectors, etc.

[0669] [Electronic devices]

[0670] Light emitting devices may be included in various electronic devices (eg, Figure 1 The light emitting device 10).

[0671] In an embodiment, the electronic device including the light emitting device can be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display (such as a rollable display, a foldable display, or a stretchable display), a laser printer, a phone (such as a mobile phone or a tablet phone), a tablet personal computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall including multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a billboard.

[0672] The light emitting device may have excellent effects in terms of light emitting efficiency and long lifespan, and thus an electronic apparatus including the light emitting device may have characteristics such as high brightness, high resolution, and low power consumption.

[0673] [ Figure 2 and Figure 3 Description]

[0674] Figure 2 is a schematic cross-sectional view of a light emitting device as an example of an electronic device according to an embodiment.

[0675] Figure 2 The electronic device (eg, a light emitting device) includes a substrate 100, a thin film transistor (TFT), a light emitting device (eg, Figure 1 A light emitting device 10) and a packaging portion 300 that seals the light emitting device.

[0676] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 may be located on the substrate 100. The buffer layer 210 may prevent impurities from penetrating through the substrate 100 and may provide a flat surface on the substrate 100.

[0677] The TFT may be located 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.

[0678] The active layer 220 may include an inorganic semiconductor such as silicon or polysilicon, an organic semiconductor, or an oxide semiconductor, and may include a source region, a drain region, and a channel region.

[0679] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be located on the active layer 220 , and the gate electrode 240 may be located on the gate insulating film 230 .

[0680] Interlayer insulating film 250 may be located on gate electrode 240 . Interlayer insulating film 250 may be located between gate electrode 240 and source electrode 260 to insulate gate electrode 240 from source electrode 260 , and between gate electrode 240 and drain electrode 270 to insulate gate electrode 240 from drain electrode 270 .

[0681] The source electrode 260 and the drain electrode 270 may be located on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source region and the drain region of the active layer 220, and the source electrode 260 and the drain electrode 270 may contact the exposed portions of the source region and the drain region of the active layer 220, respectively.

[0682] The TFT is electrically connected to the light emitting device to drive the light emitting device, and is covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light emitting device is disposed on the passivation layer 280. The light emitting device may include a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0683] The first electrode 110 may be located on the passivation layer 280. The passivation layer 280 may not completely cover the drain electrode 270 and may expose a portion of the drain electrode 270. The first electrode 110 may be connected (eg, electrically connected) to the exposed portion of the drain electrode 270.

[0684] A pixel defining layer 290 including an 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 the intermediate layer 130 may be formed on the exposed region of the first electrode 110. The pixel defining layer 290 may be a polyimide organic film or a polyacrylic organic film. Figure 2 Although not shown in the figure, at least some layers of the intermediate layer 130 may extend beyond the upper portion of the pixel defining layer 290 to be provided in the form of a common layer.

[0685] The second electrode 150 may be located on the intermediate layer 130, and may further include a capping layer 170 on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0686] The encapsulation part 300 may be located on the cover layer 170. The encapsulation part 300 may be located on the light emitting device to protect the light emitting device from moisture and / or oxygen. The encapsulation part 300 may include: an inorganic film including silicon nitride (SiN x ), silicon oxide (SiO x ), indium tin oxide, indium zinc oxide or any combination thereof; organic films including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate or polyacrylic acid, etc.), epoxy resins (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of inorganic films and organic films.

[0687] Figure 3 is a schematic cross-sectional view of a light emitting device as an example of an electronic device according to another embodiment.

[0688] Figure 3 An electronic device (eg, a light emitting device) and Figure 2The difference of the electronic device may be at least that a light shielding pattern 500 and a functional area 400 are further included on the packaging 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. Figure 3 The light emitting device in the electronic device may be a series light emitting device.

[0689] [ Figure 4 Description]

[0690] Figure 4 is a schematic perspective view of an electronic device 1 including a light emitting device according to an embodiment.

[0691] The electronic device 1, which may be a device for displaying moving images or still images, may be not only a portable electronic device such as a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic notebook, an electronic book, a portable multimedia player (PMP), a navigation device, or an ultra mobile PC (UMPC), but may also be various products such as a television, a laptop computer, a monitor, a billboard, or an Internet of Things (IoT) device. The electronic device 1 may be any product as described above or a part thereof.

[0692] In an embodiment, the electronic device 1 may be a wearable device such as a smart watch, a watch phone, a glasses-type display, or a head mounted display (HMD), or may be a part of a wearable device. However, the embodiment is not limited thereto.

[0693] Examples of the electronic device 1 may include a center information display (CID) on an instrument panel, on a center console, or on a dashboard of a vehicle, an interior mirror display that may replace a side mirror of a vehicle, an entertainment display for a rear seat of a car or a display placed behind a front seat, a head-up display (HUD) mounted at the front of the vehicle or projected on the front windshield, or a computer generated hologram augmented reality head-up display (CGH AR HUD). For ease of explanation, Figure 4 An embodiment is shown in which the electronic device 1 is a smartphone.

[0694] The electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device of the electronic device 1 may realize an image through a two-dimensional pixel array arranged in the display area DA.

[0695] The non-display area NDA is an area where no image is displayed, and may surround (e.g., completely surround) the display area DA. A driver for supplying an electrical signal or power to a display device arranged in the display area DA may be arranged in the non-display area NDA. A pad, which is an area to which an electronic component or a printed circuit board can be electrically connected, may be arranged in the non-display area NDA.

[0696] In the electronic device 1, the length in the x-axis direction and the length in the y-axis direction may be different from each other. Figure 4 As shown in , the length in the x-axis direction may be shorter than the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be the same as the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be longer than the length in the y-axis direction.

[0697] [ Figure 5 and FIG. 6A to FIG. 6C Description]

[0698] Figure 5 According to the embodiment, the light emitting device 10 (see Figure 1 ) is a schematic perspective view of the exterior of a vehicle 1000 having an electronic device. FIG. 6A to FIG. 6C Each is a schematic diagram of the interior of a vehicle 1000 according to an embodiment.

[0699] refer to Figure 5 , Fig. 6A , Figure 6B and Figure 6C , an embodiment of the vehicle 1000 may include various devices for moving an object to be transported (such as a person, an object, or an animal) from a starting point to a destination. Examples of the vehicle 1000 may include a vehicle traveling on roads or tracks, a ship moving on the ocean or river, and an airplane flying in the sky using the movement of the air, etc.

[0700] The vehicle 1000 may travel on a road or a track. The vehicle 1000 may move in a selected or given direction according to the rotation of at least one wheel. Examples of the vehicle 1000 may include a three-wheeled or four-wheeled vehicle, a construction machine, a two-wheeled vehicle, a prime mover device, a bicycle, and a train running on a track.

[0701] The vehicle 1000 may include a body having an interior and an exterior, and a chassis as a part other than the body on which mechanical devices required for driving are installed. The exterior of the body of the vehicle 1000 may include a front panel, a hood, a roof panel, a rear panel, a trunk, and pillars provided at the boundaries between doors, etc. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a gearbox device, a fuel device, front and rear wheels, and left and right wheels, etc.

[0702] The vehicle 1000 may include side windows 1100 , a front window 1200 , side mirrors 1300 , a cluster 1400 , a central instrument panel 1500 , a passenger seat instrument panel 1600 , and a display device 2 .

[0703] The side window glass 1100 and the front window glass 1200 may be separated by pillars disposed between the side window glass 1100 and the front window glass 1200 .

[0704] The side window glass 1100 may be installed on a side of the vehicle 1000. In an embodiment, the side window glass 1100 may be installed on a door of the vehicle 1000. A plurality of side window glasses 1100 may be provided, and the plurality of side window glasses 1100 may face each other. In an embodiment, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In an embodiment, the first side window glass 1110 may be arranged adjacent to the cluster 1400, and the second side window glass 1120 may be arranged adjacent to the passenger seat instrument panel 1600.

[0705] In an embodiment, the side window glass 1100 may be spaced apart from each other in the x-axis direction or the -x-axis direction. For example, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x-axis direction or the -x-axis direction. For example, the imaginary straight line L connecting the side window glass 1100 may extend in the x-axis direction or the -x-axis direction. For example, the imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-axis direction or the -x-axis direction.

[0706] The front window glass 1200 may be installed at the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.

[0707] The side view mirror 1300 may provide a rear view of the vehicle 1000. The side view mirror 1300 may be mounted on the outside of the vehicle body. In an embodiment, a plurality of side view mirrors 1300 may be provided. One side view mirror 1300 may be arranged outside the first side window glass 1110, and another side view mirror 1300 may be arranged outside the second side window glass 1120.

[0708] Cluster 1400 may be arranged in front of the steering wheel. Cluster 1400 may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn signal indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a trip meter, an automatic shift selector indicator light, a door open warning light, an engine oil warning light, and / or a low fuel warning light.

[0709] The center instrument panel 1500 may include a control panel on which buttons for adjusting an audio device, an air conditioning device, and a seat heater are provided. The center instrument panel 1500 may be arranged at one side of the cluster 1400 .

[0710] The passenger seat instrument panel 1600 may be spaced apart from the cluster 1400, with the center console instrument panel 1500 disposed therebetween. In an embodiment, the cluster 1400 may be disposed to correspond to a driver seat (not shown), and the passenger seat instrument panel 1600 may be disposed to correspond to a passenger seat (not shown). In an embodiment, the cluster 1400 may be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window glass 1120.

[0711] In an embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be arranged inside the vehicle 1000. In an embodiment, the display device 2 may be arranged between side window glasses 1100 facing each other. The display device 2 may be arranged on at least one of the cluster 1400, the center console 1500, and the passenger seat instrument panel 1600.

[0712] The display device 2 may include an organic light emitting display device, an inorganic electroluminescent (EL) display device, or a quantum dot display device, etc. Hereinafter, as an example of the display device 2, an organic light emitting display device including a light emitting device according to an embodiment will be described. However, various types of display devices as described above may be used in the embodiments.

[0713] refer to Fig. 6A , the display device 2 may be arranged on the central control instrument panel 1500. In an embodiment, the display device 2 may display navigation information. In an embodiment, the display device 2 may display information about audio settings, video settings, or vehicle settings.

[0714] refer to Figure 6B , the display device 2 may be arranged on the cluster 1400. When the display device 2 is arranged on the cluster 1400, the cluster 1400 may display driving information and the like through the display device 2. For example, the cluster 1400 may digitally implement driving information and the like. The cluster 1400 may display vehicle information and driving information as images. For example, the needle and instrument of a tachometer and various warning lights or icons may be displayed through digital signals.

[0715] refer to Figure 6C , the display device 2 may be arranged on the passenger seat instrument panel 1600. The display device 2 may be embedded in the passenger seat instrument panel 1600 or arranged on the passenger seat instrument panel 1600. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display images related to the information displayed on the cluster 1400 and / or the information displayed on the central control instrument panel 1500. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the cluster 1400 and / or the information displayed on the central control instrument panel 1500.

[0716] [Manufacturing method]

[0717] The various layers included in the hole transport region, the emission layer, and the various layers included in the electron transport region can be formed in a selected region by 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.

[0718] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by vacuum deposition, the deposition temperature may be about 100° C. to about 500° C., about 10 -8 Up to about 10 -3 Torr vacuum and approx. To about The deposition is performed at a deposition rate of .

[0719] [Definition of terms]

[0720] As used herein, the term "C 3 -C 60 A "carbocyclic group" may be a cyclic group consisting of carbon atoms as the only ring-forming atoms and having 3 to 60 carbon atoms. As used herein, the term "C 1 -C 60 The "heterocyclic group" may be a cyclic group having 1 to 60 carbon atoms and having at least one hetero atom as a ring-constituting atom in addition to the carbon atoms. 3 -C 60 Carbocyclic and C 1 -C 60 The heterocyclic groups may each be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are fused to each other. 1 -C 60 The heterocyclic group can have 3 to 61 ring-forming atoms.

[0721] As used herein, the term "cyclic group" may be a C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0722] As used herein, the term "π-electron-rich C 3 -C 60 The "cyclic group" may be a cyclic group having 3 to 60 carbon atoms and may not include *-N=*' as a ring-forming part. As used herein, the term "π-electron-deficient nitrogen-containing C 1-C 60 The "cyclic group" may be a heterocyclic group having 1 to 60 carbon atoms, and may be included as a ring-forming part.

[0723] In an embodiment,

[0724] C 3 -C 60 The carbocyclic group may be a T1 group or a group in which two or more T1 groups are fused to each other (e.g., cyclopentadienyl, adamantyl, norbornyl, phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, indenophenanthrenyl or indenoanthryl),

[0725] C 1 -C 60 The heterocyclic group may be a T2 group, a group in which two or more T2 groups are fused to each other, or a group in which at least one T2 group and at least one T1 group are fused to each other (e.g., a pyrrolyl group, a thienyl group, a furyl group, an indolyl group, a benzindolyl group, a naphthoindolyl group, an isoindolyl group, a benzisoindolyl group, a naphthoisoindolyl group, a benzothiorolyl group, a benzothiophenyl group, a benzofuranyl group, a carbazolyl group, a dibenzothiorolyl group, a dibenzothiophenyl group, a dibenzofuranyl group, an indenocarbazolyl group, an indolcarbazolyl group, a benzofuranocarbazolyl group, a benzothiophenylcarbazolyl group, a benzothiophenylcarbazolyl group, a benzothiophenylcarbazolyl group, a benzothiophenylcarbazolyl group, a benzothiophenylcarbazolyl group, a benzoindolcarbazolyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a benzonaphthothiorolyl group, a benzofuranodibenzofuran ... thienyl, benzothienodibenzothienyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl quinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazine, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl or azadibenzofuranyl, etc.),

[0726] Pi-electron-rich C 3 -C 60The cyclic group may be a T1 group, a group in which two or more T1 groups are fused to each other, a T3 group, a group in which two or more T3 groups are fused to each other, or a group in which at least one T3 group and at least one T1 group are fused to each other (e.g., C 3 -C 60 carbocyclic group, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolcarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiolyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl, benzothiophenyldibenzothiophenyl, etc.),

[0727] π-electron-deficient nitrogen-containing C 1 -C 60 The cyclic group may be a T4 group, a group in which two or more T4 groups are fused to each other, a group in which at least one T4 group and at least one T1 group are fused to each other, a group in which at least one T4 group and at least one T3 group are fused to each other, or a group in which at least one T4 group, at least one T1 group and at least one T3 group are fused to each other (e.g., pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, oxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl, azadibenzofuranyl, etc.),

[0728] The T1 group can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornane (or bicyclo[2.2.1]heptane) group, norbornyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane or phenyl,

[0729] The T2 group can be furanyl, thienyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiolyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, tetraazinyl, pyrrolidinyl, imidazolidinyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyridazinyl or dihydropyridazinyl,

[0730] The group T3 may be furyl, thienyl, 1H-pyrrolyl, thiolsyl or borocyclopentadienyl, and

[0731] The group T4 can be 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiazolyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl or tetrazinyl.

[0732] As used herein, the terms "cyclic group", "C 3 -C 60 Carbocyclic group, "C 1 -C 60 Heterocyclic group", "π-electron-rich C 3 -C 60 Cyclic groups" and "π-electron-deficient nitrogen-containing C 1 -C 60 The “heterocyclic group” may each be a group fused to any cyclic group, a monovalent group or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) according to the structure of the formula in which the corresponding term is used. For example, “phenyl” may be benzo, phenyl or phenylene, etc., which may be easily understood by those of ordinary skill in the art based on the structure of the formula including “phenyl”.

[0733] One Price C 3 -C 60 Carbocyclic or monovalent C 1 -C 60 Examples of heterocyclic groups may include C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C60 heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group. 3 -C 60 Carbocyclic or divalent C 1 -C 60 Examples of heterocyclic groups may include C 3 -C 10 Cycloalkylene, C 1 -C 10 Heterocycloalkylene, C 3 -C 10 Cycloalkenylene, C 1 -C 10 Heterocycloalkenylene, C 6 -C 60 Arylene, C 1 -C 60 a heteroarylene group, a divalent non-aromatic fused polycyclic group, and a divalent non-aromatic fused heteropolycyclic group.

[0734] As used herein, the term "C 1 -C 60 The “alkyl” may be a linear or branched monovalent aliphatic hydrocarbon group having 1 to 60 carbon atoms, and examples thereof may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, and tert-decyl. As used herein, the term “C 1 -C 60 The "alkylene" may be 1 -C 60 An alkyl group is a divalent group having the same structure.

[0735] As used herein, the term "C 2 -C 60 The "alkenyl" may be in C 2 -C 60 The term "C" as used herein refers to a monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the terminal of the alkyl group, and examples thereof may include ethenyl, propenyl, and butenyl. 2 -C 60 The "alkenylene" may be 2 -C 60 Alkenyl groups have divalent groups of the same structure.

[0736] As used herein, the term "C 2 -C 60 The "alkynyl" may be in C2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the terminal, and examples thereof may include ethynyl and propynyl, etc. As used herein, the term “C 2 -C 60 The "alkynylene" group may be 2 -C 60 Alkynyl groups are divalent groups with the same structure.

[0737] As used herein, the term "C 1 -C 60 The "alkoxy" may be -O(A 101 )(where A 101 Can be C 1 -C 60 An alkyl group is a monovalent group represented by an alkyl group, and examples thereof may include a methoxy group, an ethoxy group, and an isopropoxy group.

[0738] As used herein, the term "C 3 -C 10 The term "cycloalkyl" as used herein may be a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and examples thereof may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2.2]octyl. 3 -C 10 The cycloalkylene group may be 3 -C 10 The cycloalkyl group has a divalent group of the same structure.

[0739] As used herein, the term "C 1 -C 10 The term "heterocycloalkyl" as used herein may be a monovalent cyclic group having 1 to 10 carbon atoms which includes at least one heteroatom as a ring-forming atom in addition to carbon atoms, and examples thereof may include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, and tetrahydrothienyl. 1 -C 10 The "heterocycloalkylene" may be 1 -C 10 The heterocycloalkyl group has a divalent group of the same structure.

[0740] As used herein, the term "C 3 -C 10The term "cycloalkenyl" as used herein may be a monovalent cyclic group having 3 to 10 carbon atoms and having at least one carbon-carbon double bond in its cyclic structure and having no aromaticity, and examples thereof may include cyclopentenyl, cyclohexenyl, and cycloheptenyl. 3 -C 10 The cycloalkenylene group may be 3 -C 10 The cycloalkenyl group has a divalent group of the same structure.

[0741] As used herein, the term "C 1 -C 10 The "heterocycloalkenyl group" may be a monovalent cyclic group having 1 to 10 carbon atoms, which includes at least one heteroatom as a ring-forming atom in addition to carbon atoms and has at least one double bond in its cyclic structure. 1 -C 10 Examples of heterocycloalkenyl groups may include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl. As used herein, the term “C 1 -C 10 The "heterocycloalkenylene" may be 1 -C 10 The heterocycloalkenyl group has a divalent group of the same structure.

[0742] As used herein, the term "C 6 -C 60 The term "aryl" may be a monovalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms, and as used herein, the term "C 6 -C 60 The "arylene group" may be a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. 6 -C 60 Examples of the aryl group may include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, peryl, pentaphenyl, heptaphenyl, tetraphenyl, peramyl, hexaphenyl, pentaphenyl, rubidinyl, corynyl and ovaphenyl. 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, the corresponding two or more rings may be fused to each other.

[0743] As used herein, the term "C 1 -C 60The term "heteroaryl" as used herein may be a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which includes at least one heteroatom as a ring-forming atom in addition to carbon atoms. 1 -C 60 The "heteroarylene group" may be a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms and including at least one heteroatom as a ring-forming atom in addition to carbon atoms. 1 -C 60 Examples of heteroaryl groups may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, and naphthyridinyl. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each include two or more rings, the corresponding two or more rings may be fused to each other.

[0744] The term "monovalent non-aromatic fused polycyclic group" as used in this article can be a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, only carbon atoms as ring atoms, and generally no aromaticity in its molecular structure. Examples of monovalent non-aromatic fused polycyclic groups can include indenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, indenophenanthryl, and indenoanthryl. The term "divalent non-aromatic fused polycyclic group" as used in this article can be a divalent group having the same structure as the monovalent non-aromatic fused polycyclic group described above.

[0745] The term “monovalent non-aromatic fused heteropolycyclic group” as used herein may be a monovalent group (e.g., having 1 to 60 carbon atoms) having two or more rings fused to each other which includes at least one heteroatom as a ring-constituting atom in addition to carbon atoms and has no aromaticity as a whole in its molecular structure. Examples of the monovalent non-aromatic condensed heteropolycyclic group may include a pyrrolyl group, a thienyl group, a furyl group, an indolyl group, a benzindolyl group, a naphthoindolyl group, an isoindolyl group, a benzisoindolyl group, a naphthoisoindolyl group, a benzothioyl group, a benzofuranyl group, a carbazolyl group, a dibenzothioyl group, a dibenzothioyl group, a dibenzofuranyl group, an azacarbazolyl group, an azafluorenyl group, an azadibenzothioyl group, an azadibenzothioyl group, an azadibenzofuranyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, an oxadiazolyl group, a thiadiazolyl group The term "divalent non-aromatic condensed heteropolycyclic group" as used herein may be a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group described above.

[0746] As used herein, the term "C 6 -C 60 The "aryloxy" may be -O(A 102 )(where A 102 Can be C 6 -C 60 aryl) and as used herein, the term "C 6 -C 60 The "arylthio" group can be -S(A 103 )(where A 103 Can be C 6 -C 60 A group represented by an aryl group.

[0747] As used herein, the term "C 7 -C 60 The "aralkyl" may be -(A 104 )(A 105 )(where A 104 Can be C 1 -C 54 Alkylene, and A 105 Can be C6 -C 59 aryl) and as used herein, the term "C 2 -C 60 The heteroarylalkyl group may be -(A 106 )(A 107 )(where A 106 Can be C 1 -C 59 Alkylene, and A 107 Can be C 1 -C 59 A group represented by a heteroaryl group.

[0748] In the specification, the group "R 10a " can be:

[0749] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0750] C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0751] C 3 -C60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 heteroarylalkyl, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0752] -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 ).

[0753] In the manual, Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Can be independently:

[0754] Hydrogen; Deuterium; -F; -Cl; -Br; -I; Hydroxyl; Cyano; Nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 heteroarylalkyl, each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 or any combination thereof.

[0755] The term "heteroatom" as used herein may be any atom other than a carbon atom and a hydrogen atom. Examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0756] The term “third row transition metal” as used herein may be hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), or gold (Au), among others.

[0757] The term "Ph" as used herein refers to phenyl, the term "Me" as used herein refers to methyl, the term "Et" as used herein refers to ethyl, the term "tert-Bu" or "Bu" as used herein refers to ethyl. t ” each refers to a tert-butyl group, and the term “OMe” as used herein refers to a methoxy group.

[0758] As used herein, the term "biphenyl" may be a "phenyl group substituted with a phenyl group". For example, a "biphenyl group" may be a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0759] The term "terphenyl" as used herein may be a "phenyl group substituted with a biphenyl group". For example, a "terphenyl group" may be a phenyl group substituted with a C 6 -C 60 Aryl substituted C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0760] Unless otherwise defined, the symbols * and *' as used herein each refer to a binding site to an adjacent atom in the corresponding formula or moiety.

[0761] In the specification, the terms "x-axis (x-axis direction)", "y-axis (y-axis direction)", and "z-axis (z-axis direction)" are not limited to the three axes (directions) in an orthogonal coordinate system (e.g., a Cartesian coordinate system), and can be interpreted in a broader sense than the aforementioned three axes (directions) in the orthogonal coordinate system. For example, the x-axis (x-axis direction), the y-axis (y-axis direction), and the z-axis (z-axis direction) can describe axes (directions) that are orthogonal to each other, or can describe axes (directions) in different directions that are not orthogonal to each other.

[0762] Hereinafter, the compound according to the embodiment and the light emitting device according to the embodiment will be described in detail with reference to the following synthesis examples and examples. The expression "B replaces A" used in describing the synthesis examples means that B is replaced by A with the same molar equivalent.

[0763] Synthesis Example

[0764] Synthesis Example 1: Synthesis of Compound 8

[0765]

[0766] Synthesis of intermediate I-1

[0767] 3,6-di-tert-butyl-9-(3,5-dichlorophenyl)-9H-carbazole (1 equivalent), aniline (2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (1.5 equivalent) were dissolved in toluene and stirred at 100° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4The mixture was dried and dried again under reduced pressure. The resultant was purified by column chromatography, thereby obtaining Intermediate I-1. (Yield: 85%)

[0768] Synthesis of intermediate I-2

[0769] Intermediate I-1 (1 equivalent), 1-bromo-3-(tert-butyl)benzene (1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 Dried and dried again under reduced pressure. The resultant was purified by column chromatography, thereby obtaining Intermediate I-2. (Yield: 52%)

[0770] Synthesis of intermediate I-3

[0771] Intermediate I-2 (1 equivalent), 2-bromodibenzo[b,d]furan (1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 The mixture was dried and dried again under reduced pressure. The resultant was purified by column chromatography, thereby obtaining Intermediate I-3. (Yield: 67%)

[0772] Synthesis of compound 8

[0773] Intermediate I-3 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to 0°C, and BBr was slowly injected into it in a nitrogen atmosphere. 3 (3 equivalents). After the addition was completed, the temperature was raised to 180°C and then stirred for 48 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to cause precipitation, thereby obtaining a reaction product. The obtained solid was purified by column chromatography using dichloromethane (MC) and n-hexane to obtain compound 8. (Yield: 38%)

[0774] The obtained compound was confirmed by fast atom bombardment mass spectrometry (MS / FAB).

[0775] C 60 H 54 BN 3 O Calculated value 843.44, Measured value 843.45

[0776] Synthesis Example 2: Synthesis of Compound 46

[0777]

[0778] Synthesis of intermediate I-4

[0779] 1-(tert-butyl)-3,5-dichlorobenzene (1 equivalent), [1,1'-biphenyl]-2-amine (2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (1.5 equivalent) were dissolved in toluene and stirred at 100° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 Dried and dried again under reduced pressure. The resultant was purified by column chromatography, thereby obtaining Intermediate I-4. (Yield: 80%)

[0780] Synthesis of intermediate I-5

[0781] Intermediate I-4 (1 equivalent), 3-bromo-N,N-diphenylaniline (1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 The mixture was dried and dried again under reduced pressure. The resultant was purified by column chromatography, thereby obtaining Intermediate I-5. (Yield: 52%)

[0782] Synthesis of intermediate I-6

[0783] Intermediate I-5 (1 equivalent), 9-([1,1':3',1"-terphenyl]-2'-yl)-3-bromo-9H-carbazole (1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 The product was dried and dried again under reduced pressure. The product was purified by column chromatography to obtain Intermediate I-6.

[0784] (Yield: 42%)

[0785] Synthesis of compound 46

[0786] Intermediate I-6 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to 0°C, and BBr was slowly injected into it in a nitrogen atmosphere. 3 (3 equivalents). After the addition was completed, the temperature was raised to 180 ° C and then stirred for 48 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to cause precipitation, thereby obtaining a reaction product. The solid obtained was purified by column chromatography using MC and n-hexane to obtain compound 46.

[0787] (yield: 16%)

[0788] The obtained compound was confirmed by MS / FAB.

[0789] C 82 H 61 BN 4 Calculated value 1112.50, measured value 1112.51

[0790] Synthesis Example 3: Synthesis of Compound 55

[0791]

[0792] Synthesis of intermediate I-7

[0793] Intermediate I-4 (1 equivalent), 9-(3-bromophenyl-2,5,6-D3)-9H-carbazole-1,2,3,4,5,6,7,8-D8 (1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 The product was dried and dried again under reduced pressure. The resultant was purified by column chromatography, thereby obtaining Intermediate I-7. (Yield: 70%)

[0794] Synthesis of intermediate I-8

[0795] Intermediate I-7 (1 equivalent), 3-bromo-9,9'-spirobi[fluorene] (1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO4 Dried and dried again under reduced pressure. The resultant was purified by column chromatography, thereby obtaining Intermediate I-8. (Yield: 65%)

[0796] Synthesis of compound 55

[0797] Intermediate I-8 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to 0°C, and BBr was slowly injected into it in a nitrogen atmosphere. 3 (3 equivalents). After the addition was completed, the temperature was raised to 180 ° C and then stirred for 48 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to cause precipitation, thereby obtaining a reaction product. The solid obtained was purified by column chromatography using MC and n-hexane to obtain compound 55.

[0798] (yield: 13%)

[0799] The obtained compound was confirmed by MS / FAB.

[0800] C 77 H 43 D 11 BN 3 Calculated value 1042.51, measured value 1041.52

[0801] Synthesis Example 4: Synthesis of Compound 65

[0802]

[0803] Compound 65 was obtained in the same manner as in the synthesis of Compound 46, except that 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine was used instead of [1,1'-biphenyl]-2-amine, 1-bromo-3-(tert-butyl)benzene was used instead of 3-bromo-N,N-diphenylaniline, and 3-bromo-9-phenyl-9H-carbazole was used instead of 9-([1,1':3',1"-terphenyl]-2'-yl)-3-bromo-9H-carbazole. (Yield: 15%)

[0804] The obtained compound was confirmed by MS / FAB.

[0805] C 82 H 76 BN 3 Calculated value 1113.61, measured value 1113.60

[0806] Synthesis Example 5: Synthesis of Compound 70

[0807]

[0808] Compound 70 was obtained in the same manner as in the synthesis of Compound 46, except that 2-(3,5-dichlorophenyl)dibenzo[b,d]furan was used instead of 1-(tert-butyl)-3,5-dichlorobenzene, 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine was used instead of [1,1'-biphenyl]-2-amine, 1-bromo-3-(tert-butyl)benzene was used instead of 3-bromo-N,N-diphenylaniline, and 3-bromo-9-phenyl-9H-carbazole was used instead of 9-([1,1':3',1"-terphenyl]-2'-yl)-3-bromo-9H-carbazole. (Yield: 22%)

[0809] The obtained compound was confirmed by MS / FAB.

[0810] C 90 H 74 BN 3 O calculated value 1223.59, measured value 1223.60

[0811] Synthesis Example 6: Synthesis of Compound 72

[0812]

[0813] Compound 72 was obtained in the same manner as in the synthesis of Compound 46, except that 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine was used instead of [1,1'-biphenyl]-2-amine, 9-(3-bromophenyl)-9H-carbazole was used instead of 3-bromo-N,N-diphenylaniline, and 2-bromodibenzo[b,d]furan was used instead of 9-([1,1':3',1"-terphenyl]-2'-yl)-3-bromo-9H-carbazole. (Yield: 17%)

[0814] The obtained compound was confirmed by MS / FAB.

[0815] C 84 H 70 BN 3 O Calculated value 1147.56, Measured value 1147.55

[0816] Synthesis Example 7: Synthesis of Compound 79

[0817]

[0818] Compound 79 was obtained in the same manner as in the synthesis of Compound 46, except that 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine was used instead of [1,1'-biphenyl]-2-amine, 9-(3-bromophenyl)-9H-carbazole was used instead of 3-bromo-N,N-diphenylaniline, and 3-bromo-9-(4,4"-di-tert-butyl-[1,1':3',1"-terphenyl]-2'-yl)-9H-carbazole was used instead of 9-([1,1':3',1"-terphenyl]-2'-yl)-3-bromo-9H-carbazole. (Yield: 16%)

[0819] The obtained compound was confirmed by MS / FAB.

[0820] C 110 H 99 BN 4 Calculated value 1486.80, measured value 1486.81

[0821] Synthesis Example 8: Synthesis of Compound 87

[0822]

[0823] Compound 87 was obtained in the same manner as the synthesis of compound 46, except that 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine was used instead of [1,1'-biphenyl]-2-amine, 9-(3-bromophenyl)-9H-carbazole-1,2,3,4,5,6,7,8-d8 was used instead of 3-bromo-N,N-diphenylaniline, and 2-bromodibenzo[b,d]thiophene was used instead of 9-([1,1':3',1"-terphenyl]-2'-yl)-3-bromo-9H-carbazole.

[0824] (yield: 11%)

[0825] The obtained compound was confirmed by MS / FAB.

[0826] C 84 H 62 D 8 BN 3 S calculated value 1171.59, measured value 1171.58

[0827] Synthesis Example 9: Synthesis of Compound 88

[0828]

[0829] Synthesis of intermediate I-21

[0830] 3-(tert-butyl)-5-chlorophenol (1 equivalent), 9-(4,4"-di-tert-butyl-[1,1':3',1"-terphenyl]-2'-yl)-3-iodo-9H-carbazole (2 equivalents), CuI (0.1 equivalent) and K 2 CO 3 (3 equivalents) was dissolved in DMF and stirred at 150°C for 24 hours. After cooling, the reaction product was poured into water for precipitation and filtered. The obtained solid was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 The product was dried and dried again under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate I-21. (Yield: 57%).

[0831] Synthesis of intermediate I-22

[0832] Intermediate I-21 (1 equivalent), 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling and washing three times with ethyl acetate and water, the organic layer was separated therefrom and washed with MgSO 4 The product was dried and dried again under reduced pressure. The resultant was purified by column chromatography to obtain Intermediate I-22. (Yield: 65%)

[0833] Synthesis of intermediate I-23

[0834] Intermediate I-22 (1 equivalent), 3,6-di-tert-butyl-9H-carbazole (1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 The product was dried and dried again under reduced pressure. The resultant was purified by column chromatography, thereby obtaining Intermediate I-23. (Yield: 60%)

[0835] Synthesis of compound 88

[0836] Intermediate I-23 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to 0°C, and BBr was slowly injected into it in a nitrogen atmosphere. 3(3 equivalents). After the addition was completed, the temperature was raised to 180 ° C and then stirred for 48 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to cause precipitation, thereby obtaining a reaction product. The solid obtained was purified by column chromatography using MC and n-hexane to obtain compound 88.

[0837] (yield: 12%)

[0838] The obtained compound was confirmed by MS / FAB.

[0839] C 96 H 94 BN 3 O calculated value 1315.75, measured value 1315.76

[0840] Synthesis Example 10: Synthesis of Compound 89

[0841]

[0842] Synthesis of intermediate I-24

[0843] 3-(tert-butyl)-5-chlorobenzenethiol (1 equivalent), 9-(4,4"-di-tert-butyl-[1,1':3',1"-terphenyl]-2'-yl)-3-iodo-9H-carbazole (2 equivalents), CuI (0.1 equivalent) and K 2 CO 3 (3 equivalents) was dissolved in DMF and stirred at 150°C for 24 hours. After cooling, the reaction product was poured into water for precipitation and filtered. The obtained solid was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 The product was dried and dried again under reduced pressure. The obtained product was purified by column chromatography using MC and n-hexane to obtain Intermediate I-24. (Yield: 47%).

[0844] Synthesis of intermediate I-25

[0845] Intermediate I-24 (1 equivalent), 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 The product was dried and dried again under reduced pressure. The product was purified by column chromatography to obtain Intermediate I-25.

[0846] (Yield: 67%)

[0847] Synthesis of intermediate I-26

[0848] Intermediate I-25 (1 equivalent), 9-(3-bromophenyl)-9H-carbazole-1,2,3,4,5,6,7,8-d8 (1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110° C. for 12 hours. After cooling, the mixed solution was washed three times with ethyl acetate and water each and divided equally, and the organic layer thus obtained was washed with MgSO 4 The product was dried and dried again under reduced pressure. The product was purified by column chromatography to obtain Intermediate I-26.

[0849] (Yield: 56%).

[0850] Synthesis of compound 89

[0851] Intermediate I-26 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to 0°C, and BBr was slowly injected into it in a nitrogen atmosphere. 3 (3 equivalents). After the addition was completed, the temperature was raised to 180 ° C and then stirred for 48 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and ethanol was added to the reactants to cause precipitation, thereby obtaining a reaction product. The solid obtained was purified by column chromatography using MC and n-hexane to obtain compound 89.

[0852] (yield: 15%)

[0853] The obtained compound was confirmed by MS / FAB.

[0854] C 88 H 70 D 8 BN 3 S calculated value 1227.65, measured value 1227.66

[0855] MS / FAB of the compounds synthesized according to Synthesis Example 1 to Synthesis Example 10 are shown in Table 1:

[0856] [Table 1]

[0857]

[0858]

[0859] Evaluation Example 1: Evaluation of the properties of compounds

[0860] The S of the exemplary compounds and the compounds D1 to D5 as comparative compounds were evaluated by the DFT method using the Gaussian 09 program structurally optimized at the level of B3LYP / 6-311g(d,p) / LANL2DZ. 1 (Lowest excited singlet state) energy level (eV), T 1 (Lowest excited triplet state) energy level (eV), S 1 Energy Level and T 1 Energy level difference (ΔE, eV), maximum absorption wavelength (λ abs , nm), maximum emission wavelength (λ emi , nm), Stokes shift (nm) and FWHM (nm), and the results are shown in Table 2.

[0861] [Table 2]

[0862]

[0863] Example

[0864] Example 1

[0865] As an anode, a 15Ω / cm 2 A glass substrate of ITO electrode (product of Corning Inc.) was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonically treated with isopropyl alcohol and pure water for 5 minutes respectively, and cleaned by exposure to ultraviolet rays and ozone for 30 minutes. The resulting structure was mounted on a vacuum deposition device.

[0866] NPD is deposited on the anode to form a HT3 is deposited on the hole injection layer to form a hole injection layer having a thickness of CzSi is deposited on the hole transport layer to form a hole transport layer having a thickness of The thickness of the emission auxiliary layer is .

[0867] A mixed host of compound HTH54 and compound ETH66 (weight ratio of 5:5), compound PD41 (phosphorescence sensitizer) and compound 8 (dopant) was co-deposited on the emission auxiliary layer at a weight ratio of 85:14:1 to form a The thickness of the emission layer.

[0868] TSPO1 is deposited on the emitter layer to form a TPBI is deposited on the hole blocking layer to form a hole blocking layer having a thickness of LiF is deposited on the electron transport layer to form an electron transport layer having a thickness of Al is deposited on the electron injection layer to form an electron injection layer having a thickness of A cathode with a thickness of is formed, thereby completing the manufacture of the light-emitting device.

[0869]

[0870] Examples 2 to 10 and Comparative Examples 1 to 5

[0871] A light emitting device was manufactured in the same manner as in Example 1, except that the corresponding compounds shown in Table 3 were used as a host, a sensitizer, and a dopant.

[0872] Evaluation Example 2: Evaluation of characteristics of light-emitting devices

[0873] In order to evaluate the characteristics of the light emitting devices manufactured according to Examples 1 to 10 and Comparative Examples 1 to 5, the current at 10 mA / cm 2 The driving voltage, luminous efficiency and lifetime ratio (T 95 ), and the results are shown in Table 3. The driving voltage of the light emitting device was measured using a source meter (Keithley Instrument Inc., 2400 series). In Table 3, the lifetime ratio indicates the time taken for the luminance to become 95% of the initial luminance (based on the lifetime of compound D1).

[0874] [Table 3]

[0875]

[0876]

[0877]

[0878] It is confirmed from Table 3 that the light emitting devices according to Examples 1 to 10 have excellent driving voltage, light emitting efficiency, and lifespan characteristics compared with the light emitting devices according to Comparative Examples 1 to 5.

[0879] By including the heterocyclic compound represented by Formula 1, the light emitting device may have excellent low driving voltage, high efficiency, and long life characteristics, and high-quality electronic devices and electronic apparatuses may be manufactured using the light emitting device.

[0880] Embodiments have been disclosed herein, and although terms are employed, they are used and interpreted in a general and descriptive sense only and not for purposes of limitation. In some cases, as will be apparent to one of ordinary skill in the art, features, characteristics, and / or elements described in conjunction with embodiments may be used alone or in combination with features, characteristics, and / or elements described in conjunction with other embodiments, unless specifically stated otherwise. Therefore, one of ordinary skill in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of the present disclosure as set forth in the claims.

Claims

1. A light emitting device, wherein: The light emitting device comprises: a first electrode; a second electrode facing the first electrode; and an intermediate layer, between the first electrode and the second electrode and including an emission layer, wherein The emission layer includes a heterocyclic compound represented by Formula 1: Formula 1 Among them, in formula 1, X1 and X2 are each independently O, S, Se, N(R5), C(═O), C(R6)(R7) or Si(R8)(R9), wherein at least one of X1 and X2 is each independently N(R5), Y is O, S, Se, N(R5'), C(=O), C(R6')(R7') or Si(R8')(R9'), Ar1 and Ar2 are each independently unsubstituted or substituted with at least one R 10a Substituted C5-C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, R1 to R9 and R5' to R9' are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 arylthio, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), Two or more adjacent groups among R1 to R9 and R5′ to R9′ may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C5-C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, except that adjacent groups among R2 and R5 are not bonded to each other, a1 is an integer from 0 to 30, a2 is an integer from 0 to 30, a3 is an integer from 0 to 3, a4 is an integer from 0 to 2, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or a combination thereof; C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy or C6-C 60 Arylthio, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or a combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently represents: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or C3-C 60 Carbocyclic or C1-C 60 Heterocyclic groups, each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 heterocyclic group or a combination thereof.

2. The light emitting device according to claim 1, wherein: The first electrode is an anode, The second electrode is a cathode, The intermediate layer also includes: a hole transport region between the first electrode and the emission layer; and an electron transport region, between the emission layer and the second electrode, The hole transport region includes at least one of a hole injection layer, a hole transport layer, a buffer layer, an emission auxiliary layer, and an electron blocking layer, and The electron transport region includes at least one of a hole blocking layer, an electron transport layer, and an electron injection layer.

3. The light emitting device according to claim 1, wherein: The heterocyclic compound has a Stokes shift equal to or less than 20 nm.

4. The light emitting device according to claim 1, wherein: The light emitting device further comprises: A first compound including a heterocyclic compound represented by Formula 1; and A second compound including a group represented by Formula 20, including at least one π-electron-deficient nitrogen-containing C1-C 60 a third compound comprising a cyclic group, a fourth compound comprising a transition metal, or a combination thereof, wherein The first compound, the second compound, the third compound and the fourth compound are different from each other: Formula 20 Among them, in formula 20, Cyclo 71 and CY 72 Each is independently a π-electron-rich C3-C 60 Cyclic group, or pyridyl group, X 71 is: a single bond; or a linking group comprising O, S, N, B, C, Si or a combination thereof, * indicates a binding site with atoms in the remaining part of the second compound other than Formula 20, and The second compound does not include CBP or mCBP:

5. The light emitting device according to claim 4, wherein: The third compound includes a pyridyl group, a pyrimidyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group or a combination thereof.

6. An electronic device, wherein: The electronic device comprises the light emitting device according to any one of claims 1 to 5.

7. The electronic device according to claim 6, wherein: The electronic device further comprises: Color filters, color conversion layers, touch screen layers, polarizing layers, or a combination thereof.

8. The electronic device according to claim 6, wherein: The electronic device further comprises: Thin film transistors, where 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.

9. An electronic device, wherein: The electronic device includes the light emitting device according to any one of claims 1 to 5.

10. The electronic device according to claim 9, wherein: The electronic device is a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a mobile phone, a tablet personal computer, a tablet phone, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device or a billboard.

11. A heterocyclic compound, wherein The heterocyclic compound is represented by Formula 1: Formula 1 Among them, in formula 1, X1 and X2 are each independently O, S, Se, N(R5), C(═O), C(R6)(R7) or Si(R8)(R9), wherein at least one of X1 and X2 is each independently N(R5), Y is O, S, Se, N(R5'), C(=O), C(R6')(R7') or Si(R8')(R9'), Ar1 and Ar2 are each independently unsubstituted or substituted with at least one R 10a Substituted C5-C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, R1 to R9 and R5' to R9' are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 arylthio, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), Two or more adjacent groups among R1 to R9 and R5′ to R9′ may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C5-C 60 Carbocyclic group, either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, except that adjacent groups among R2 and R5 are not bonded to each other, a1 is an integer from 0 to 30, a2 is an integer from 0 to 30, a3 is an integer from 0 to 3, a4 is an integer from 0 to 2, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or a combination thereof; C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy or C6-C 60 Arylthio, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or a combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently represents: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or C3-C 60 Carbocyclic or C1-C 60 Heterocyclic groups, each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 heterocyclic group or a combination thereof.

12. The heterocyclic compound according to claim 11, wherein X1 and X2 are each independently O, S, N(R5) or C(R6)(R7), and At least one of X1 and X2 is each independently N(R5).

13. The heterocyclic compound according to claim 11, wherein Y is O, S, N(R5') or C(R6')(R7').

14. The heterocyclic compound according to claim 11, wherein Ar1 and Ar2 are each independently phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, yl, cyclopentadienyl, 1,2,3,4-tetrahydronaphthyl, thienyl, furanyl, indolyl, benzoborol, benzophosphol, indenyl, benzothiols, benzogermanol, benzothiophenyl, benzoselenophene, benzofuranyl, carbazolyl, dibenzoborol, dibenzophosphol, fluorenyl, dibenzothiols, dibenzogermanol, dibenzothiophene azabenzothiophene-5-oxide group, a 9H-fluorene-9-one group, a dibenzothiophene-5,5-dioxide group, an azaindolyl group, an azabenzoborolyl group, an azabenzophospholyl group, an azaindenyl group, an azabenzothiorolyl group, an azabenzogermanyl group, an azabenzothiophene-5-oxide group, an azabenzofuranyl group, an azacarbazolyl group , azadibenzoborolyl, azadibenzophospholyl, azafluorenyl, azadibenzothioyl, azadibenzogermanyl, azadibenzothiophenyl, azadibenzoselenophene, azadibenzofuranyl, azadibenzothiophene-5-oxide group, aza-9H-fluoren-9-one group, azadibenzothiophene-5,5-dioxide group, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, phenanthrolinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl, benzothiadiazolyl, 5,6,7,8-tetrahydroisoquinolyl or 5,6,7,8-tetrahydroquinolyl.

15. The heterocyclic compound according to claim 11, wherein R1 to R9 and R5' to R9' are each independently: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl or C1-C 20 Alkoxy; C1-C 20 Alkyl or C1-C 20 Alkoxy, each deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxy, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 10 substituted with at least one of alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl and pyrimidyl; Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, 1,2,3,4-tetrahydronaphthyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazolyl azobenzene, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiophenyl, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, 1,2,3,4-tetrahydronaphthyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is replaced by at least one of; or -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), and Q1 to Q3 and Q 31 To Q 33 Each independently is: -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H or -CD2CDH2; or n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl or triazinyl, each of which is unsubstituted or substituted with deuterium, C1-C 10 The present invention is substituted with at least one of an alkyl group, a phenyl group, a biphenyl group, a pyridyl group, a pyrimidyl group, a pyridazinyl group, a pyrazinyl group and a triazinyl group.

16. The heterocyclic compound according to claim 11, wherein R4 is hydrogen, deuterium, -F or cyano.

17. The heterocyclic compound according to claim 11, wherein R5 and R5' are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, cyano or a group represented by one of Formula 5-1 to Formula 5-9: Among them, in Formula 5-1 to Formula 5-9, Z1 is N(R5"), O or S, c3 is an integer from 0 to 3, c4 is an integer from 0 to 4, c5 is an integer from 0 to 5, *Indicates the binding site with N, R5" is the same as described with respect to R5 in Formula 1, and R 10a As described in Eq.

1.

18. The heterocyclic compound according to claim 11, wherein The heterocyclic compound satisfies at least one of condition A and condition B: Condition A: The heterocyclic compound includes at least one tert-butyl group; and Condition B: The heterocyclic compound includes at least one deuterium atom.

19. The heterocyclic compound according to claim 11, wherein The heterocyclic compound represented by Formula 1 is represented by Formula 1-1: Formula 1-1 Among them, in formula 1-1, X1, X2, Y, R1, R2, a1 and a2 are each as described in Formula 1, R 31 To R 33 are each independently the same as described with respect to R3 in Formula 1, and R 41 and R 42 Each is independently the same as described with respect to R4 in Formula 1.

20. The heterocyclic compound according to claim 11, wherein The heterocyclic compound represented by Formula 1 is one of Compound 1 to Compound 90:

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