Light-emitting device, electronic apparatus, electronic equipment, 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 including an emission layer between the first electrode and the second electrode, and the heterocyclic compound. The heterocyclic compound is represented by Formula 1 described in the specification: [Formula 1]

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2024-0041289 filed in the Korean Intellectual Property Office on March 26, 2024, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The embodiments relate to a light-emitting device including a heterocyclic compound, an electronic device including the light-emitting device, electronic equipment including the light-emitting device, and the heterocyclic compound. Background Art

[0004] The light-emitting device is a self-emitting device having a wide viewing angle, high contrast, short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed.

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

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

[0007] Embodiments include a light-emitting device including a heterocyclic compound, an electronic device including the light-emitting device, electronic equipment 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 learned by practice of the disclosed embodiments.

[0009] According to an embodiment, a light emitting device may include:

[0010] a first electrode;

[0011] a second electrode facing the first electrode;

[0012] an intermediate layer between the first electrode and the second electrode and including an emission layer; and

[0013] Heterocyclic compound represented by Formula 1:

[0014] [Formula 1]

[0015]

[0016] [Formula 2]

[0017]

[0018] In Equation 1 and Equation 2,

[0019] X1 can be O, S, Se, Te, C (Ar 11 )(Ar 12 )、Si(Ar 11 )(Ar 12 ) or N(Ar 11 ),

[0020] X2 can be O, S, Se, Te, C (Ar 21 )(Ar 22 )、Si(Ar 21 )(Ar 22 ) or N(Ar 21 ), Ar1 and Ar2 may each independently be a group represented by Formula 2,

[0021] Ring CY1 to Ring CY5 can each independently be C4-C 60 Carbocyclic or C1-C 60 heterocyclic group,

[0022] a1 to a5 can each independently be an integer from 0 to 20,

[0023] b1 and b3 can each independently be an integer from 0 to 5,

[0024] b2 can be an integer from 0 to 3,

[0025] Ar 11 、Ar 12 、Ar 21 、Ar 22 , Z1 to Z3 and R1 to R5 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by 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-C60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2),

[0026] Two or more adjacent groups among Z1 to Z3 and R1 to R5 may be optionally bonded together (ie, may be bonded together or may not be bonded together) to form an unsubstituted or substituted group. 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0027] R 10a It can be:

[0028] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, or nitro;

[0029] 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, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0030] C3-C 60 Carbocyclic group, C1-C60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, 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, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0031] -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 ),

[0032] Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Can be independently:

[0033] hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; or nitro; or

[0034] 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, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl, each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 substituted with alkoxy, phenyl, biphenyl or any combination thereof, and

[0035] *Indicates the binding site with the adjacent atoms.

[0036] In an embodiment, 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 a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or any combination thereof, and 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.

[0037] In an embodiment, the emission layer may include the heterocyclic compound.

[0038] In an embodiment, the emission layer may include a host and a dopant, and the dopant may include the heterocyclic compound.

[0039] In an embodiment, the heterocyclic compound may have a Stokes shift of less than or equal to about 20 nm.

[0040] According to an embodiment, an electronic device may include the light emitting device.

[0041] In an embodiment, the electronic device may further include: a thin film transistor electrically connected to the light emitting device; and a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof.

[0042] According to an embodiment, an electronic equipment may include the light emitting device.

[0043] In embodiments, the electronic equipment may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an interior light, an exterior 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 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 having multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0044] According to an embodiment, a heterocyclic compound may be represented by Formula 1.

[0045] In the embodiment, X1 can be O, S, Se or N (Ar 11 ), and X2 can be O, S, Se or N (Ar 21 ).

[0046] In an embodiment, ring CY1 to ring CY5 can each independently be phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, Benzophene, acenaphthenyl, perylenyl, benzopyrenyl, benzo benzophenanthryl, fluoranthenyl, coryl, cyclopentadienyl, 1,2,3,4-tetrahydronaphthyl, acridinyl, thienyl, furyl, indolyl, benzoborol, benzophosphol, indenyl, benzothiols, benzogermanyl, benzothiols, benzoselenophene, benzofuranyl, benzotellurophene, carbazolyl, dibenzoborol, dibenzophosphol, fluorenyl, dibenzothiols , dibenzogermanyl, dibenzothiophene, dibenzoselenophene, dibenzofuranyl, dibenzotelluryl, dibenzothiophene-5-oxide group, 9H-fluoren-9-one group, dibenzothiophene-5,5-dioxide group, azaindolyl, azabenzoborolyl, azabenzophospholyl, azaindenyl, azabenzothiorolyl, azabenzogermanyl, azabenzothiophene, azabenzoselenophene azabenzofuranyl, azacarbazolyl, azadibenzoborol, azadibenzophosphol, azafluorenyl, azadibenzothioyl, azadibenzogermanyl, azadibenzothiophene, azadibenzoselenophene, azadibenzofuranyl, azadibenzothiophene-5-oxide group, aza-9H-fluoren-9-one, azadibenzothiophene-5,5-dioxide group, pyridyl, pyrimidinyl, pyridyl, 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.

[0047] In an embodiment, ring CY1 to ring CY5 may each independently be a 6-membered ring.

[0048] In an embodiment, ring CY1 to ring CY5 may each independently be phenyl, naphthyl, or pyridyl.

[0049] In the embodiment, Ar 11 and Ar 21 may be each independently unsubstituted or substituted by at least one R 10a substituted biphenyl, or unsubstituted or replaced by at least one R 10a Substituted terphenyl groups.

[0050] In the embodiment, Ar 11 、Ar 12 、Ar 21 、Ar 22 , Z1 to Z3 and R1 to R5 may each independently be:

[0051] Deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 alkylthio;

[0052] C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 Alkylthio, each deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 10 substituted with alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, naphthyl, pyridinyl, pyrimidinyl, or any combination thereof;

[0053] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl oxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiorol, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzisoxazolyl, 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 ), -P(=O)(Q1)(Q2) or a combination thereof; or

[0054] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -P(=O)(Q1)(Q2), and

[0055] Q1 to Q3 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; cyano; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; C1-C 60 Alkylthio; 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, C1-C 60 The alkylthio group is substituted with alkylthio, phenyl, biphenyl or any combination thereof.

[0056] In an embodiment, at least one of R1, R2, R4 and R5 may be each independently:

[0057] C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 alkylthio;

[0058] C1-C 20 Alkyl, C1-C 20Alkoxy or C1-C 20 Alkylthio, each deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, naphthyl, pyridinyl, pyrimidinyl or a combination thereof;

[0059] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl oxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiorol, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, -O(Q 31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q33 )、-N(Q 31 )(Q 32 ), -P(=O)(Q1)(Q2) or a combination thereof; or

[0060] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -P(=O)(Q1)(Q2), and

[0061] Q1 to Q3 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; cyano; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; C1-C 60 Alkylthio; 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, C1-C 60 The alkylthio group is substituted with alkylthio, phenyl, biphenyl or any combination thereof.

[0062] In an embodiment, the heterocyclic compound may be represented by Formula 1A described below.

[0063] In an embodiment, the heterocyclic compound may be represented by one of Formula 1-1 to Formula 1-3 described below.

[0064] In an embodiment, the heterocyclic compound may be one of Compounds 1 to 60 described below.

[0065] It should be understood that the above embodiments have been described in a general and illustrative sense only, and not for purposes of limitation, and the present disclosure is not limited to the above embodiments. BRIEF DESCRIPTION OF THE DRAWINGS

[0066] The accompanying drawings are included to provide a further understanding of the embodiments and are incorporated into and constitute a part of this specification. The accompanying drawings illustrate embodiments of the present disclosure and its principles. The above and other aspects and features of the present disclosure will become more apparent by describing the embodiments of the present disclosure in detail with reference to the accompanying drawings, in which:

[0067] Figure 1 is a schematic cross-sectional view of a light emitting device according to an embodiment;

[0068] Figure 2is a schematic cross-sectional view of an electronic device according to an embodiment;

[0069] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment;

[0070] Figure 4 is a schematic perspective view of electronic equipment including a light emitting device according to an embodiment;

[0071] Figure 5 is a schematic perspective view of the exterior of a vehicle as electronic equipment including a light emitting device according to an embodiment; and

[0072] Figures 6A to 6C Each is a schematic diagram of the interior of a vehicle according to an embodiment. DETAILED DESCRIPTION

[0073] 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 embodied in different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete and will fully convey the scope of the disclosure to those skilled in the art.

[0074] In the drawings, for convenience of description and for clarity, the size, thickness, ratio and dimensions of elements may be exaggerated. The same reference numerals and / or the same reference letters refer to the same elements throughout.

[0075] In the description, it will be understood that when an element (or region, layer, component, etc.) is referred to as being “on”, “connected to” or “coupled to” another element, the element can be directly on, directly connected to or directly coupled to the other element, or one or more intervening elements may be present between the element and the other element. In a similar sense, when an element (or region, layer, component, etc.) is described as “overlying” another element, the element can directly overly the other element, or one or more intervening elements may be present between the element and the other element.

[0076] In the description, 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 additional elements, such as adhesive elements, between them.

[0077] As used herein, articles used in the singular such as “a,” “an,” and “the” are intended to include the plural forms as well, unless the context clearly indicates otherwise.

[0078] As used herein, the term "and / or" includes any and all combinations of one or more of the 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 a conjunction or disjunction sense and may be understood to be equivalent to "and / or."

[0079] In the specification and claims, for purposes of its meaning and interpretation, the term "at least one of" 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" may 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 AB. When following a list of elements, the term "at least one of" modifies the entire list and does not modify the individual elements in the list.

[0080] It will be understood that although the terms "first," "second," etc. may be used herein to describe various elements, these elements should not be limited by these terms. These terms are only used to distinguish one element from another. Therefore, without departing from the teachings of the present disclosure, a first element may be named a second element. Similarly, without departing from the scope of the present disclosure, a second element may be named a first element.

[0081] For ease of description, spatially relative terms such as "below," "beneath," "below," "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 figures. It will be understood that the spatially relative terms are intended to encompass different orientations of the device in use or operation in addition to the orientation depicted in the figures. For example, in the case of flipping the devices shown in the figures, a device that is "below" or "below" another device may be located "above" another device. Thus, the exemplary term "below" may include both below and above positions. Devices may also be oriented in other directions, and thus spatially relative terms may be interpreted differently depending on the orientation.

[0082] As used herein, the terms "about" or "approximately" are inclusive of the stated value and mean within an acceptable range of deviation from the stated value as determined by one of ordinary skill in the art, taking into account the measurements in question and errors associated with measurement of the stated quantities (e.g., 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.

[0083] It should be understood that the terms “comprises / comprising,” “inclues / including,” “have / having,” and “contains / containing” are intended to indicate the presence of the features, integers, steps, operations, elements, components, or combinations thereof stated 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.

[0084] Unless otherwise defined or implied herein, all terms (including technical and scientific terms) used have the same meaning as commonly understood by those skilled in the art to which the present disclosure belongs. It will be further understood that, unless clearly defined in the specification, terms (such as those defined in general dictionaries) should be interpreted as having a meaning consistent with their meaning in the context of the relevant art and should not be interpreted in an ideal or overly formal sense.

[0085] According to embodiments, a light emitting device (eg, an organic light emitting device) may include: a first electrode; a second electrode facing the first electrode; an intermediate layer between the first and second electrodes and including an emission layer; and a heterocyclic compound represented by Formula 1.

[0086] Hereinafter, the heterocyclic compound represented by Formula 1 will be described in detail:

[0087] [Formula 1]

[0088]

[0089] [Formula 2]

[0090]

[0091] In Equation 1 and Equation 2,

[0092] X1 can be O, S, Se, Te, C (Ar 11 )(Ar 12 )、Si(Ar 11 )(Ar 12 ) or N(Ar 11 ),

[0093] X2 can be O, S, Se, Te, C (Ar 21 )(Ar 22 )、Si(Ar 21 )(Ar 22 ) or N(Ar 21 ), Ar1 and Ar2 may each independently be a group represented by Formula 2,

[0094] Ring CY1 to Ring CY5 can each independently be C4-C 60 Carbocyclic or C1-C 60 heterocyclic group,

[0095] a1 to a5 can each independently be an integer from 0 to 20,

[0096] b1 and b3 can each independently be an integer from 0 to 5,

[0097] b2 can be an integer from 0 to 3,

[0098] Ar 11 、Ar 12 、Ar 21 、Ar 22 , Z1 to Z3 and R1 to R5 can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by 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 by at least one R 10a Substituted C1-C 60 heterocyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2),

[0099] Two or more adjacent groups among Z1 to Z3 and R1 to R5 may be optionally bonded together to form a group which is unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0100] R 10a It can be:

[0101] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, or nitro;

[0102] C1-C 60Alkyl, 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, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ) or a combination thereof;

[0103] C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, 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, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 )、-S(=O)2(Q 21),-P(=O)(Q 21 )(Q 22 ) or a combination thereof; or

[0104] -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 ),

[0105] Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Can be independently:

[0106] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; or

[0107] 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, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl, each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 substituted with alkoxy, phenyl, biphenyl or a combination thereof, and

[0108] *Indicates the binding site with the adjacent atoms.

[0109] In the embodiment, in Formula 1, X1 can be O, S, Se or N (Ar 11 ), and X2 can be O, S, Se or N (Ar 21 ).

[0110] In an embodiment, in Formula 1, ring CY1 to ring CY5 can each independently be phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, Benzophene, acenaphthenyl, perylenyl, benzopyrenyl, benzo benzophenanthryl, fluoranthenyl, coryl, cyclopentadienyl, 1,2,3,4-tetrahydronaphthyl, acridinyl, thienyl, furyl, indolyl, benzoborol, benzophosphol, indenyl, benzothiols, benzogermanyl, benzothiols, benzoselenophene, benzofuranyl, benzotellurophene, carbazolyl, dibenzoborol, dibenzophosphol, fluorenyl, dibenzothiols , dibenzogermanyl, dibenzothiophene, dibenzoselenophene, dibenzofuranyl, dibenzotelluryl, dibenzothiophene-5-oxide group, 9H-fluoren-9-one group, dibenzothiophene-5,5-dioxide group, azaindolyl, azabenzoborolyl, azabenzophospholyl, azaindenyl, azabenzothiorolyl, azabenzogermanyl, azabenzothiophene, azabenzoselenophene azabenzofuranyl, azacarbazolyl, azadibenzoborol, azadibenzophosphol, azafluorenyl, azadibenzothioyl, azadibenzogermanyl, azadibenzothiophene, azadibenzoselenophene, azadibenzofuranyl, azadibenzothiophene-5-oxide group, aza-9H-fluoren-9-one, azadibenzothiophene-5,5-dioxide group, pyridyl, pyrimidinyl, pyridyl, 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.

[0111] In an embodiment, in Formula 1, rings CY1 to CY5 may each independently be a 6-membered ring.

[0112] In an embodiment, in Formula 1, two or more of R1 to R5 may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 For example, when a2 is 2 or greater, two or more R2 can be bonded together to form an unsubstituted or substituted heterocyclic group. 10a and when a4 is 2 or greater, 2 or more R4 may be optionally bonded together to form an unsubstituted or substituted group. 10a substituted naphthyl, etc. wherein the unsubstituted or substituted R 10a Substituted C3-C 60Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Examples of the heterocyclic group formed by bonding two or more R2's together and by bonding two or more R4's together may include Compound 32 and Compound 33:

[0113]

[0114] In an embodiment, in Formula 1, rings CY1 to CY5 may each independently be a phenyl group, a naphthyl group, or a pyridyl group.

[0115] In the embodiment, in Formula 1, Ar 11 and Ar 21 may be each independently unsubstituted or substituted by at least one R 10a substituted biphenyl, or unsubstituted or replaced by at least one R 10a Substituted terphenyl groups.

[0116] In the embodiment, in Formula 1 and Formula 2, Ar 11 、Ar 12 、Ar 21 、Ar 22 , Z1 to Z3 and R1 to R5 may each independently be:

[0117] Deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 alkylthio;

[0118] C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 Alkylthio, each deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 10 substituted with alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, naphthyl, pyridinyl, pyrimidinyl, or any combination thereof;

[0119] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10Alkylphenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl oxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiorol, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzisoxazolyl, 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 ), -P(=O)(Q1)(Q2) or a combination thereof; or

[0120] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -P(=O)(Q1)(Q2), and

[0121] Q1 to Q3 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; cyano; C1-C60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; C1-C 60 Alkylthio; 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, C1-C 60 The alkylthio group is substituted with alkylthio, phenyl, biphenyl or any combination thereof.

[0122] In an embodiment, in Formula 1, at least one of R1, R2, R4 and R5 may be each independently:

[0123] C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 alkylthio;

[0124] C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 Alkylthio, each deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, naphthyl, pyridinyl, pyrimidinyl or a combination thereof;

[0125] Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10Alkylphenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl oxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiorol, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzisoxazolyl, 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 ), -P(=O)(Q1)(Q2) or a combination thereof; or

[0126] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -P(=O)(Q1)(Q2), and

[0127] Q1 to Q3 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; cyano; C1-C60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; C1-C 60 Alkylthio; 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, C1-C 60 The alkylthio group is substituted with alkylthio, phenyl, biphenyl or any combination thereof.

[0128] In an embodiment, the heterocyclic compound may be represented by Formula 1A:

[0129] [Formula 1A]

[0130]

[0131] In Formula 1A,

[0132] CycloCY 31 It can be a C4-C6 carbocyclic group or a C1-C6 heterocyclic group,

[0133] a31 can be an integer from 0 to 4, and

[0134] X1, X2, Ar1, Ar2, ring CY1, ring CY2, ring CY4, ring CY5, R1 to R5, a1, a2, a4, and a5 may each be the same as described herein.

[0135] In an embodiment, the heterocyclic compound may be represented by one of Formula 1-1 to Formula 1-3:

[0136] [Formula 1-1]

[0137]

[0138] [Formula 1-2]

[0139]

[0140] [Formula 1-3]

[0141]

[0142] In Formula 1-1 to Formula 1-3,

[0143] a32, a33 and a34 can each independently be an integer from 0 to 2,

[0144] a12, a13, a14, a23, a24, a44, a52, a53 and a54 may each independently be an integer from 0 to 3,

[0145] a22, a42 and a43 may each independently be an integer from 0 to 4, and

[0146] X1, X2, Ar1, Ar2, and R1 to R5 may each be the same as described herein.

[0147] In the embodiment, the heterocyclic compound represented can be one of Compound 1 to Compound 60:

[0148]

[0149]

[0150]

[0151]

[0152]

[0153] In an embodiment, the heterocyclic compound represented by Formula 1 may have a rigid B-π-B skeleton. Due to a structure in which the overlap between the highest occupied molecular orbital (HOMO) energy level and the lowest unoccupied molecular orbital (LUMO) energy level is minimized, the heterocyclic compound has a high triplet energy while also having a small difference between the singlet energy and the triplet energy. The triplet excitons formed in the light-emitting layer can be converted to singlet excitons via anti-intersystem crossing, thereby improving the luminous efficiency of the device.

[0154] In an embodiment, the heterocyclic compound represented by Formula 1 has a structure in which two o-terphenyl groups, each independently represented by Formula 2, are each bonded to a ring including a boron atom. Therefore, the intermolecular distance is relatively increased, so that the possibility of intermolecular interactions such as intermolecular aggregation, intermolecular excimer formation, or intermolecular exciplex formation, which may lead to a decrease in luminous efficiency, can be reduced. For example, when intermolecular aggregation is prevented, the solubility of the compound can be increased to facilitate purification of the compound, and also ensure material stability related to avoiding thermal decomposition during sublimation purification.

[0155] In embodiments, the heterocyclic compound represented by Formula 1 may have a Stokes shift of less than or equal to about 20 nm.

[0156] In an embodiment, the heterocyclic compound represented by Formula 1 may have a full width at half maximum (FWHM) of an emission wavelength spectrum of less than or equal to about 20 nm, thereby resulting in a very high level of color purity. Therefore, the heterocyclic compound represented by Formula 1 may be suitable for use in a top-emitting light-emitting device using an optical resonance structure.

[0157] Therefore, when the heterocyclic compound represented by Formula 1 is applied to a light-emitting device, driving voltage may be reduced and color purity, luminous efficiency, and lifespan characteristics may be improved.

[0158] In an embodiment, the heterocyclic compound may emit green light. For example, the heterocyclic compound may emit green light having a maximum emission wavelength in the range of about 500 nm to about 570 nm. For example, the heterocyclic compound may emit green light having a maximum emission wavelength in the range of about 510 nm to about 550 nm, but the embodiment is not limited thereto. Therefore, the heterocyclic compound represented by Formula 1 may be useful in manufacturing a light-emitting device that emits green light.

[0159] In embodiments, the heterocyclic compound may emit green light having a maximum emission wavelength in the range of about 510 nm to about 550 nm.

[0160] In an embodiment, the heterocyclic compound represented by Formula 1 may have a color purity in which the top emission CIEx coordinate is in the range of about 0.200 to about 0.240. For example, the heterocyclic compound represented by Formula 1 may have a color purity in which the top emission CIEx coordinate is in the range of about 0.205 to about 0.235. For example, the heterocyclic compound represented by Formula 1 may have a color purity in which the top emission CIEx coordinate is in the range of about 0.210 to about 0.230. For example, the heterocyclic compound represented by Formula 1 may have a color purity in which the top emission CIEx coordinate is in the range of about 0.215 to about 0.225. The heterocyclic compound represented by Formula 1 may have a color purity in which the top emission CIEy coordinate is in the range of about 0.685 to about 0.725. For example, the heterocyclic compound represented by Formula 1 may have a color purity in which the top emission CIEy coordinate is in the range of about 0.690 to about 0.720. For example, the heterocyclic compound represented by Formula 1 may have a color purity in which the top emission CIE y coordinate is in the range of about 0.695 to about 0.715. For example, the heterocyclic compound represented by Formula 1 may have a color purity in which the top emission CIE y coordinate is in the range of about 0.700 to about 0.710.

[0161] Those skilled in the art can recognize a method for synthesizing the heterocyclic compound represented by Formula 1 by referring to the examples provided below.

[0162] In an embodiment,

[0163] The first electrode of the light emitting device may be an anode,

[0164] The second electrode of the light emitting device may be a cathode, and

[0165] 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, wherein

[0166] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof, and

[0167] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0168] In an embodiment, the emission layer may include a heterocyclic compound. In an embodiment, the emission layer may emit green light having a maximum emission wavelength in a range of about 500 nm to about 570 nm.

[0169] In an embodiment, the emission layer of the light-emitting device may include a dopant and a host, and the dopant may include a heterocyclic compound. For example, the heterocyclic compound may be used as the dopant. The emission layer may emit, for example, green light. In an embodiment, the green light may have a maximum emission wavelength in the range of, for example, about 500 nm to about 570 nm.

[0170] In an embodiment, the emission layer may emit green light having a maximum emission wavelength in the range of about 510 nm to about 550 nm.

[0171] In an embodiment, the emission layer may include a host and a dopant.

[0172] In an embodiment, in the emission layer, the amount of the host may be greater than the amount of the dopant on a weight basis.

[0173] In embodiments, the body may be the same as described herein.

[0174] Therefore, a light-emitting device (eg, an organic light-emitting device) including the heterocyclic compound represented by Formula 1 may have high luminous efficiency, low driving voltage, and long lifespan characteristics.

[0175] The term "intermediate layer" as used herein may refer to a single layer and / or all layers disposed between a first electrode and a second electrode of a light emitting device.

[0176] According to an embodiment, an electronic device may include a light-emitting device. The electronic device may further include a thin film transistor electrically connected to the light-emitting device. For example, the electronic device may further include a thin film transistor including a source electrode and a drain electrode, wherein the first electrode of the light-emitting device may be electrically connected to the source electrode or the drain electrode. In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof. The electronic device may be the same as described herein.

[0177] According to an embodiment, electronic equipment may include a light emitting device.

[0178] In embodiments, the electronic equipment may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television (TV), a billboard, an interior light, an exterior 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 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 having multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0179] [ Figure 1 Description]

[0180] Figure 1 1 is a schematic cross-sectional view of a light emitting device 10 according to an embodiment of the present invention. The light emitting device 10 includes a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0181] 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.

[0182] [First electrode 110]

[0183] exist Figure 1 In the embodiment, a substrate may be further included below the first electrode 110 or on the second electrode 150. In an embodiment, 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.

[0184] The first electrode 110 may be formed, for example, by depositing or sputtering a material for forming the first electrode 110 onto a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates hole injection.

[0185] The first electrode 110 may be a reflective electrode, a semi-transmissive semi-reflective electrode, or a transmissive electrode. In an embodiment, when the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In an embodiment, when the first electrode 110 is a semi-transmissive semi-reflective 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.

[0186] 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.

[0187] [Middle layer 130]

[0188] The intermediate layer 130 may be disposed on the first electrode 110. The intermediate layer 130 may include an emission layer.

[0189] 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 .

[0190] In addition to various organic materials, the intermediate layer 130 may further include a metal-containing compound such as a heterocyclic compound, or an inorganic material such as a quantum dot, etc.

[0191] 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 between adjacent units among the two or more emission units. When the intermediate layer 130 includes the two or more emission units and the at least one charge generation layer as described above, the light-emitting device 10 may be a tandem light-emitting device.

[0192] [Hole Transport Region in Intermediate Layer 130]

[0193] The hole transport region may have a structure composed of a layer composed of a single material, a structure composed of layers including different materials, or a structure including a plurality of layers including different materials.

[0194] 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.

[0195] In an embodiment, the hole transport region may have a multi-layer structure, which includes a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assisting layer structure, a hole injection layer / emission assisting layer structure, a hole transport layer / emission assisting layer structure or a hole injection layer / hole transport layer / emission assisting layer structure, wherein the layers in each structure may be stacked in the order in which they are respectively stated starting from the first electrode 110, but the structure of the hole transport region is not limited thereto.

[0196] 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:

[0197] [Formula 201]

[0198]

[0199] [Formula 202]

[0200]

[0201] In Equations 201 and 202,

[0202] L 201 To L 204 may be each independently unsubstituted or substituted by at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0203] L 205 Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or replaced by at least one R 10a Substituted C1-C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C2-C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0204] xa1 to xa4 can each independently be an integer from 0 to 5,

[0205] xa5 can be an integer from 1 to 10,

[0206] R 201 to R 204 and Q 201 may be each independently unsubstituted or substituted by at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0207] R 201 and R 202 may be optionally substituted via a single bond, unsubstituted or substituted by at least one R 10a Substituted C1-C5 alkylene, or unsubstituted or replaced by at least one R 10a The substituted C2-C5 alkenylene groups are linked to each other to form an unsubstituted or substituted R 10a Replaced C8-C 60 Polycyclic groups (e.g., carbazolyl, etc.) (e.g., compound HT16, etc.),

[0208] R 203 and R 204 may be optionally substituted via a single bond, unsubstituted or substituted by at least one R 10a Substituted C1-C5 alkylene, or unsubstituted or replaced by at least one R 10a The substituted C2-C5 alkenylene groups are linked to each other to form an unsubstituted or substituted R 10a Replaced C8-C 60 Polycyclic groups, and

[0209] na1 can be an integer from 1 to 4.

[0210] 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:

[0211]

[0212] In formulas CY201 to 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 C3-C 20 Carbocyclic or C1-C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R 10a replace.

[0213] In an embodiment, in Formula CY201 to Formula CY217, ring CY 201 To Ring CY 204 Each independently may be phenyl, naphthyl, phenanthrenyl or anthracenyl.

[0214] 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.

[0215] 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.

[0216] In the embodiment, in formula 201, xa1 can be 1, R 201 may be a group represented by one of Formula CY201 to Formula CY203, xa2 may be 0, and R 202 It may be a group represented by one of Formula CY204 to Formula CY207.

[0217] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include the groups represented by Formulas CY201 to CY203.

[0218] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include the groups represented by Formula CY201 to Formula CY203, and may each independently include at least one of the groups represented by Formula CY204 to Formula CY217.

[0219] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include the groups represented by Formulas CY201 to CY217.

[0220] 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"-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), or any combination thereof:

[0221]

[0222]

[0223]

[0224]

[0225]

[0226] The thickness of the hole transport region can be approximately to approximately For example, the thickness of the hole transport region can be in the range of about to approximately When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to approximately and the thickness of the hole transport layer can be in the range of about to approximately For example, the thickness of the hole injection layer can be about to approximately For example, the thickness of the hole transport layer can be in the range of about to approximately 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.

[0227] The emission-assisting layer can improve light emission efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer can block electrons from leaking from the emission layer to the hole transport region. Materials that can be included in the hole transport region can be included in the emission-assisting layer and the electron blocking layer.

[0228] [p-dopant]

[0229] In addition to the above materials, the hole transport region may further include a charge generating material for improving the conductive properties. The charge generating material may be dispersed uniformly or non-uniformly in the hole transport region (eg, in the form of a single layer composed of the charge generating material).

[0230] The charge generating material may be, for example, a p-dopant.

[0231] For example, the p-dopant can have a lowest unoccupied molecular orbital (LUMO) energy level less than or equal to approximately -3.5 eV.

[0232] In an embodiment, the p-dopant may include a quinone derivative, a cyano group-containing compound, a compound containing element EL1 and element EL2, or any combination thereof.

[0233] Examples of quinone derivatives may include TCNQ and F4-TCNQ, etc.:

[0234]

[0235] Examples of the cyano group-containing compound may include HAT-CN and a compound represented by Formula 221, and the like:

[0236]

[0237] [Formula 221]

[0238]

[0239] In formula 221,

[0240] R 221 to R 223 may be each independently unsubstituted or substituted by at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group, and

[0241] R 221 to R 223 At least one of them can be independently: C3-C 60 Carbocyclic or C1-C 60 heterocyclic group, each substituted by the following groups: cyano; -F; -Cl; -Br; -I; C1-C1-substituted by cyano, -F, -Cl, -Br, -I or any combination thereof 20 an alkyl group; or any combination thereof.

[0242] In the compound containing element EL1 and element EL2, element EL1 may be a metal, a metalloid, or any combination thereof, and element EL2 may be a nonmetal, a metalloid, or any combination thereof.

[0243] 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 ( (e.g., Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); late transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); and lanthanide metals (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.); etc.

[0244] Examples of metalloids may include silicon (Si), antimony (Sb), tellurium (Te), and the like.

[0245] Examples of non-metals may include oxygen (O), halogens (eg, F, Cl, Br, I, etc.), and the like.

[0246] For example, the compound containing element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, metalloid iodides, etc.), metal tellurides, or any combination thereof.

[0247] Examples of metal oxides may include tungsten oxide (e.g., WO, W2O3, WO2, WO3, W2O5, etc.), vanadium oxide (e.g., VO, V2O3, VO2, V2O5, etc.), molybdenum oxide (e.g., MoO, Mo2O3, MoO2, MoO3, Mo2O5, etc.), and rhenium oxide (e.g., ReO3, etc.), etc.

[0248] Examples of the metal halide may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, lanthanide metal halides, and the like.

[0249] 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.

[0250] Examples of alkaline earth metal halides may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, and BaI2, among others.

[0251] Examples of transition metal halides may include titanium halides (e.g., TiF4, TiCl4, TiBr4, TiI4, etc.), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4, HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3, VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3, NbI3, etc.), tantalum halides (e.g., TaF3, TaCl3, T aBr3, TaI3, etc.), chromium halides (e.g., CrF3, CrCl3, CrBr3, CrI3, etc.), molybdenum halides (e.g., MoF3, MoCl3, MoBr3, MoI3, etc.), tungsten halides (e.g., WF3, WCl3, WBr3, WI3, etc.), manganese halides (e.g., MnF2, MnCl2, MnBr2, MnI2, etc.), technetium halides (e.g., TcF2, TcCl2, TcBr2, TcI2, etc.), rhenium halides (e.g., ReF2, ReCl2, ReBr 2, ReI2, etc.), iron halides (e.g., FeF2, FeCl2, FeBr2, FeI2, etc.), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, RuI2, etc.), osmium halides (e.g., OsF2, OsCl2, OsBr2, OsI2, etc.), cobalt halides (e.g., CoF2, CoCl2, CoBr2, CoI2, etc.), rhodium halides (e.g., RhF2, RhCl2, RhBr2, RhI2, etc.), iridium halides (e.g., IrF2, IrCl2, IrBr2, etc.), r2, IrI2, etc.), nickel halides (e.g., NiF2, NiCl2, NiBr2, NiI2, etc.), palladium halides (e.g., PdF2, PdCl2, PdBr2, PdI2, etc.), platinum halides (e.g., PtF2, PtCl2, PtBr2, PtI2, 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.), etc.

[0252] Examples of late transition metal halides may include zinc halides (eg, ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halides (eg, InI3, etc.), and tin halides (eg, SnI2, etc.), among others.

[0253] Examples of lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, and SmI3, among others.

[0254] Examples of the metalloid halide may include antimony halide (eg, SbCl 5 , etc.), and the like.

[0255] Examples of metal tellurides may include alkali metal tellurides (e.g., Li2Te, Na2Te, K2Te, Rb2Te, Cs2Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe2, ZrTe2, HfTe2, V2Te3, Nb2Te3, Ta2Te3, Cr2Te3, Mo2Te3, W2Te3, MnTe, TcTe, ReTe, F eTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.) and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.), etc.

[0256] [Emitting Layer in Intermediate Layer 130]

[0257] 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 can have a stacked structure in which two or more layers among the red emission layer, the green emission layer, and the blue emission layer can be in contact with each other or can be separated from each other to emit white light. In an embodiment, the emission layer can have a structure in which two or more materials among the red light-emitting material, the green light-emitting material, and the blue light-emitting material can be mixed with each other in a single layer to emit white light.

[0258] In an embodiment, the emissive layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0259] The amount of the dopant 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.

[0260] In an embodiment, the emissive layer may include quantum dots.

[0261] In an embodiment, the emission layer may include a delayed fluorescent material. The delayed fluorescent material may be used as a host or as a dopant in the emission layer.

[0262] In addition to the aforementioned heterocyclic compound, the emission layer may further include a host, an auxiliary dopant, a sensitizer, a delayed fluorescent material, or any combination thereof. The host, the auxiliary dopant, the sensitizer, the delayed fluorescent material, or any combination thereof may each include at least one deuterium.

[0263] For example, the emissive layer may include a heterocyclic compound and a host. The host may be different from the heterocyclic compound, and the host may include an electron transport compound, a hole transport compound, a bipolar compound, or any combination thereof. The host may not include a metal. The electron transport compound, the hole transport compound, and the bipolar compound may be different from each other.

[0264] In an embodiment, the emission layer may include a heterocyclic compound and a host, and the host may include an electron transport compound and a hole transport compound.

[0265] In an embodiment, the electron transport compound and the hole transport compound may form an exciplex.

[0266] The thickness of the emission layer can be approximately to approximately For example, the thickness of the emission layer can be in the range of to approximately When the thickness of the emission layer is within any of the above ranges, excellent light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0267] [main body]

[0268] In an embodiment, the host may include a compound represented by Formula 301:

[0269] [Equation 301]

[0270] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0271] In formula 301,

[0272] Ar301 and L 301 may be each independently unsubstituted or substituted by at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0273] xb11 can be 1, 2, or 3,

[0274] xb1 can be an integer from 0 to 5,

[0275] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by 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 by at least one R 10a Substituted C1-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 )replace,

[0276] xb21 can be an integer from 1 to 5, and

[0277] Q 301 To Q 303 Each may independently be the same as described with respect to Q1.

[0278] In the embodiment, in Formula 301, when xb11 is 2 or greater, two or more Ar 301 Can be linked together via a single bond.

[0279] 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:

[0280] [Formula 301-1]

[0281]

[0282] [Formula 301-2]

[0283]

[0284] In Formula 301-1 and Formula 301-2,

[0285] Ring A 301 To Ring A 304 may be each independently unsubstituted or substituted by at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0286] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0287] xb22 and xb23 can each independently be 0, 1 or 2,

[0288] L 301 , xb1 and R 301 may each be the same as described herein,

[0289] L 302 To L 304 Can be independently compared with L 301 Same as described,

[0290] xb2 to xb4 may each independently be the same as described with respect to xb1, and

[0291] R 302 to R 305 and R 311 to R 314 can be independently compared with R 301 Same as described.

[0292] In an embodiment, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. In an embodiment, the host may include a Be complex (eg, compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0293] In an embodiment, the host may include: one of Compound H1 to Compound H124; 9,10-di(2-naphthyl)anthracene (ADN); 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN); 9,10-di(2-naphthyl)-2-tert-butyl-anthracene (TBADN); 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP); 1,3-di-9-carbazolylbenzene (mCP); 1,3,5-tris(carbazol-9-yl)benzene (TCP); or any combination thereof:

[0294]

[0295]

[0296]

[0297]

[0298]

[0299]

[0300]

[0301] In an embodiment, the host may include a first host compound and a second host compound.

[0302] In an embodiment, the first host compound may be a hole transporting host.

[0303] In an embodiment, the second host compound may be an electron transporting host.

[0304] In an embodiment, the term “hole transport host” may be a compound including a hole transport moiety.

[0305] In the embodiment, the term “electron transport host” may be not only a compound including an electron transport moiety but also a compound having a bipolar property.

[0306] In this specification, the terms "hole transport host" and "electron transport host" can be understood based on the relative difference between the hole mobility and the electron mobility in the hole transport host and the electron transport host, respectively. For example, even when the electron transport host does not include an electron transport moiety, a bipolar compound that exhibits relatively higher electron mobility than the hole transport host can also be an electron transport host.

[0307] In an embodiment, the hole transport host may be represented by one of Formulas 311-1 to 311-6, and the electron transport host may be represented by one of Formulas 312-1 to 312-4 and 313:

[0308] [Formula 311-1]

[0309]

[0310] [Formula 311-2]

[0311]

[0312] [Formula 311-3]

[0313]

[0314] [Formula 311-4]

[0315]

[0316] [Formula 311-5]

[0317]

[0318] [Formula 311-6]

[0319]

[0320] [Formula 312-1]

[0321]

[0322] [Formula 312-2]

[0323]

[0324] [Formula 312-3]

[0325]

[0326] [Formula 312-4]

[0327]

[0328] [Formula 313]

[0329]

[0330] [Formula 313A]

[0331]

[0332] In Formulas 311-1 to 311-6, Formulas 312-1 to 312-4, Formula 313, and Formula 313A,

[0333] Ar 301 It may be unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0334] A 301 To A 304 Can be independently C3-C 60 Carbocyclic or C1-C 60 heterocyclic group,

[0335] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ],

[0336] X 302 、Y 301 and Y 302 Can be independently a single bond, O, S, N[(L 305 ) xb5 -R 305 ]、C[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ]、Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5-R 305 ] or S(=O)2,

[0337] xb1 to xb5 can each be 0, 1, 2, 3, 4, or 5,

[0338] xb6 can be 1, 2, 3, 4, or 5,

[0339] X 321 To X 328 Can be each independently N or C[(L 324 ) xb24 -R 324 ],

[0340] Y 321 Can be *-O-*', *-S-*', *-N[(L 325 ) xb25 -R 325 ]-*'、*-C[(L 325 ) xb25 -R 325 ][(L 326 ) xb26 -R 326 ]-*'、*-C[(L 325 ) xb25 -R 325 ]=C[(L 326 ) xb26 -R 326 ]-*'、*-C[(L 325 ) xb25 -R 325 ]=N-*'or*-N=C[(L 326 ) xb26 -R 326 ]-*',

[0341] k21 can be 0, 1 or 2, wherein when k21 is 0, Y 321 does not exist,

[0342] xb21 to xb26 can each independently be 0, 1, 2, 3, 4 or 5,

[0343] A 31 、A 32 and A 34 Can be independently C3-C 60 Carbocyclic group or C1-C30 heterocyclic group, A 33 may be a group represented by formula 313A,

[0344] X 31 It can be N[(L 335 ) xb35 -(R 335)]、O、S、Se、C[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R 336 )] or Si[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R 336 )], xb31 to xb36 may each independently be 0, 1, 2, 3, 4 or 5,

[0345] xb42 to xb44 may each independently be 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10,

[0346] L 301 To L 306 、L 321 To L 326 and L 331 To L 336 can each independently be a single bond, unsubstituted or substituted by at least one R 10a Substituted C1-C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C1-C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C1-C 20 Alkyne, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkylene, unsubstituted or substituted by at least one R 10a Substituted C1-C 10 Heterocycloalkylene, unsubstituted or substituted by at least one R 10a Substituted C3-C 10 Cycloalkenylene, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenylene, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylene, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylene, unsubstituted or substituted by at least one R 10a a substituted divalent non-aromatic fused polycyclic group, or an unsubstituted or ... 10a a substituted divalent non-aromatic fused heteropolycyclic group,

[0347] R 301 to R 305、R 311 to R 314 、R 321 to R 326 and R 331 to R 336 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by 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 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted by at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, 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, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a a substituted monovalent non-aromatic fused polycyclic group, an unsubstituted or substituted monovalent non-aromatic fused polycyclic group, 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2),

[0348] R 321 to R 326 Two or more adjacent groups in the group may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0349] R 10a It can be:

[0350] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, or nitro;

[0351] 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, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0352] C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryloxy or C1-C 60 Heteroarylthio, each unsubstituted or substituted by deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0353] -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

[0354] Q 11 To Q 13 , Q 21 To Q 23 , Q 31 To Q 33 and Q 41 To Q 43 , can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or 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 The present invention is substituted with alkoxy, phenyl, biphenyl or any combination thereof.

[0355] In an embodiment, the first host compound and the second host compound may form an exciplex.

[0356] [Phosphorescent dopant]

[0357] In an embodiment, the emissive layer may further include a phosphorescent dopant.

[0358] For example, the emission layer may further include a phosphorescent dopant, and the phosphorescent dopant may serve as a sensitizer.

[0359] The phosphorescent dopant may include at least one transition metal as a central metal.

[0360] 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.

[0361] The phosphorescent dopant may be electrically neutral.

[0362] In an embodiment, the phosphorescent dopant may be an organometallic compound.

[0363] In an embodiment, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0364] [Formula 401]

[0365] M(L 401 ) xc1 (L 402 ) xc2

[0366] [Formula 402]

[0367]

[0368] In Equations 401 and 402,

[0369] M can be a transition metal (e.g., Ir, Pt, Pd, Os, Ti, Au, Hf, Eu, Tb, Rh, Re, or Tm),

[0370] L 401 The ligand 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 as or different from each other,

[0371] L 402 It can be an organic ligand, and xc2 can be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, two or more L 402 can be the same as or different from each other,

[0372] X401 and X 402 may each independently be nitrogen or carbon,

[0373] Ring A 401 and Ring A 402 Can be independently C3-C 60 Carbocyclic or C1-C 60 heterocyclic group,

[0374] 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=*',

[0375] X 403 and X 404 can be each independently a chemical bond (eg, 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 ),

[0376] Q 411 To Q 414 can each be independently the same as described for Q1,

[0377] R 401 and R 402 can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by at least one R 10a Substituted C1-C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q401 )(Q 402 ),-C(=O)(Q 401 )、-S(=O)2(Q 401 ) or -P(=O)(Q 401 )(Q 402 ),

[0378] Q 401 To Q 403 can each be independently the same as described for Q1,

[0379] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0380] * and *' in formula 402 each indicate a binding site with M in formula 401.

[0381] For example, in Equation 402, X 401 can be nitrogen and X 402 Can be carbon, or X 401 and X 402 Each may be nitrogen.

[0382] In the embodiment, in Formula 401, when xc1 is 2 or greater, two or more L 401 The two rings A 401 It can optionally be connected via T as a linker 402 connected to each other, and two or more L 401 The two rings A 402 It can optionally be connected via T as a linker 403 connected 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.

[0383] In formula 401, L 402 Can be an organic ligand. In the embodiment, L 402 It may include a halogen group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, -CN, a phosphorus-containing group (e.g., a phosphine group, a phosphite group, etc.), or any combination thereof.

[0384] In an embodiment, the phosphorescent dopant may include, for example, one of Compound PD1 to Compound PD41 or any combination thereof:

[0385]

[0386]

[0387]

[0388] [Fluorescent dopant]

[0389] In an embodiment, the emissive layer may further include a phosphorescent dopant.

[0390] The fluorescent dopant may include an amine group-containing compound, a styryl group-containing compound, or any combination thereof.

[0391] In an embodiment, the fluorescent dopant may include a compound represented by Formula 501:

[0392] [Formula 501]

[0393]

[0394] In formula 501,

[0395] Ar 501 、L 501 To L 503 、R 501 and R 502 may be each independently unsubstituted or substituted by at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0396] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0397] xd4 can be 1, 2, 3, 4, 5 or 6.

[0398] In an 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, pyrene, etc.).

[0399] In an embodiment, in formula 501, xd4 may be 2.

[0400] In an embodiment, the fluorescent dopant may include one of compounds FD1 to FD36, DPVBi, DPAVBi, or any combination thereof:

[0401]

[0402]

[0403]

[0404] [Delayed fluorescence material]

[0405] In an embodiment, the emission layer may further include a delayed fluorescent material.

[0406] In an embodiment, the delayed fluorescent material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0407] 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.

[0408] 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 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 is within the above range, up-conversion from the triplet state of the delayed fluorescent material to the singlet state may occur efficiently, and thus, the light-emitting device 10 may have improved luminous efficiency.

[0409] In an embodiment, the delayed fluorescent material may include: at least one electron donor (eg, a π-electron-rich C3-C 60 Cyclic groups, such as carbazolyl groups, etc.) and at least one electron acceptor (e.g., sulfoxide groups, cyano groups, π-electron-deficient nitrogen-containing C1-C 60 cyclic groups, etc.); or including C8-C 60 Polycyclic materials, in C8-C 60 In a polycyclic group, two or more cyclic groups are fused together to share boron (B).

[0410] In an embodiment, the delayed fluorescent material may include, for example, at least one of Compound DF1 to Compound DF9:

[0411]

[0412] [Quantum dot]

[0413] The emissive layer may include quantum dots.

[0414] In this 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 depending on the size of the crystal.

[0415] The diameter of the quantum dots may be, for example, in the range of about 1 nm to about 10 nm.

[0416] 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.

[0417] The wet chemical process involves mixing precursor materials with an organic solvent and growing quantum dot particle crystals. As the crystals grow, the organic solvent naturally acts as a dispersant that coordinates to the surface of the quantum dot crystals and controls their growth. This allows the growth of quantum dot particles to be controlled using a process that is less expensive and easier to perform than vapor deposition methods such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).

[0418] 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.

[0419] Examples of II-VI semiconductor compounds may include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, and MgS; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnS, and CdZnS; nSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe and MgZnS, etc.; quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and HgZnSTe, etc.; and any combination thereof.

[0420] Examples of III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, etc.; ternary compounds such as GaNPs, GaNAs, GaNSb, GaPAs, GaPSb, AlNPs, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNPs, InAlP, InNAs, InNSb, InPAs, InPSb, etc.; quaternary compounds such as GaAlNPs, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNPs, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNPs, InAlNAs, InAlNSb, InAlPAs, InAlPSb, etc.; and any combination thereof. In embodiments, the III-V semiconductor compound may further include a Group II element. Examples of the Group III-V semiconductor compound further including a Group II element may include InZnP, InGaZnP, InAlZnP, and the like.

[0421] Examples of III-VI semiconductor compounds may include binary compounds such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3, InTe; ternary compounds such as InGaS3, InGaSe3; and any combination thereof.

[0422] Examples of Group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, AgAlO2, etc.; and any combination thereof.

[0423] 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, SnPbTe, etc.; quaternary compounds such as SnPbSSe, SnPbSeTe, SnPbSTe, etc.; and any combination thereof.

[0424] Examples of Group IV elements or compounds may include: single element materials such as Si, Ge, etc.; binary compounds such as SiC, SiGe, etc.; and any combination thereof.

[0425] Each element included in the compound such as the binary compound, the ternary compound, or the quaternary compound may be present in the particle at a uniform concentration or at a non-uniform concentration.

[0426] 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. In an embodiment, when the quantum dot has a core-shell structure, the material included in the core and the material included in the shell may be different from each other.

[0427] The shell of a quantum dot can serve as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties, and / or can serve as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be monolayer or multilayer. The interface between the core and the shell can have a concentration gradient, where the concentration of the material present in the shell decreases toward the core.

[0428] Examples of materials for the quantum dot shell 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 SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, and NiO; ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, and CoMn2O4; and any combination thereof.

[0429] 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, as described above. Examples of semiconductor compounds may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, and any combination thereof.

[0430] The full width at half maximum (FWHM) of the emission wavelength spectrum of the quantum dot can be less than or equal to about 45 nm. For example, the quantum dot can have a FWHM of the emission wavelength spectrum less than or equal to about 40 nm. For example, the quantum dot can have a FWHM of the emission wavelength spectrum less than or equal to about 30 nm. When the FWHM is within any of these ranges, the color purity or color reproducibility of the quantum dot can be improved. Light emitted by the quantum dot can be emitted in all directions, thereby improving a wide viewing angle.

[0431] In an embodiment, the quantum dots may be nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, etc., or the quantum dots may be in the form of spherical particles, pyramidal particles, multi-arm particles, or cubic particles.

[0432] By controlling the size of the quantum dots, the band gap can be adjusted, so that light with various wavelength bands can be obtained from the emission layer including the quantum dots. Therefore, by using quantum dots of different sizes, a light-emitting device that emits light of various wavelengths can be realized. In embodiments, the size of the quantum dots can be selected to emit red light, green light, and / or blue light. In embodiments, the size of the quantum dots can be configured to emit white light by combining light of various colors.

[0433] [Electron Transport Region in Intermediate Layer 130]

[0434] The electron transport region may have a structure composed of a layer composed of a single material, a structure composed of layers including different materials, or a structure including a plurality of layers including different materials.

[0435] 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.

[0436] 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 in 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.

[0437] 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 C1-C 60 Cyclic base.

[0438] In an embodiment, the electron transport region may include a compound represented by Formula 601:

[0439] [Equation 601]

[0440] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0441] In Equation 601,

[0442] Ar 601and L 601 may be each independently unsubstituted or substituted by at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group,

[0443] xe11 can be 1, 2 or 3,

[0444] xe1 can be 0, 1, 2, 3, 4 or 5,

[0445] R 601 It may be unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted by at least one R 10a Substituted C1-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 ),

[0446] Q 601 To Q 603 can each be independently the same as described for Q1,

[0447] xe21 can be 1, 2, 3, 4, or 5, and

[0448] Ar 601 、L 601 and R 601 At least one of them may be independently unsubstituted or replaced by at least one R 10a Substituted π-electron-deficient nitrogen-containing C1-C 60 Cyclic base.

[0449] In an 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.

[0450] In an embodiment, in Formula 601, Ar 601 It may be unsubstituted or substituted with at least one R 10a substituted anthracenyl.

[0451] In an embodiment, the electron transport region may include a compound represented by Formula 601-1:

[0452] [Formula 601-1]

[0453]

[0454] In formula 601-1,

[0455] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), and X 616 Can be N or C(R 616 ), where X 614 To X 616 At least one of them can each be N,

[0456] L 611 To L 613 Can be independently compared with L 601 Same as described,

[0457] xe611 to xe613 can each independently be the same as described for xe1,

[0458] R 611 to R 613 can be independently compared with R 601 Same as described, and

[0459] R 614 to R 616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Heterocyclic group.

[0460] In an embodiment, in Formula 601 and Formula 601-1, xe1 and xe611 to xe613 may each independently be 0, 1, or 2.

[0461] In an embodiment, the electron transport region may include one of Compound ET1 to Compound ET45, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, TAZ, NTAZ, or any combination thereof:

[0462]

[0463]

[0464]

[0465] The thickness of the electron transport region can be approximately to approximately For example, the thickness of the electron transport region can be in the range of about to approximately When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be independently about to approximately and the thickness of the electron transport layer can be in the range of about to approximately For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer can be independently about to approximately For example, the thickness of the electron transport layer can be in the range of about to approximately 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.

[0466] In addition to the aforementioned materials, the electron transport region (eg, the electron transport layer in the electron transport region) may further include a metal-containing material.

[0467] The metal-containing material can include alkali metal complex, alkaline earth metal complex or any combination thereof. The metal ion of the alkali metal complex can be Li ion, Na ion, K ion, Rb ion or Cs ion, and the metal ion of the alkaline earth metal complex can be Be ion, Mg ion, Ca ion, Sr ion or Ba ion. The part coordinated with the metal ion of the alkali metal complex or the metal ion of the alkaline earth metal complex can independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.

[0468] In an embodiment, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (Liq) or compound ET-D2:

[0469]

[0470] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 150. The electron injection layer may contact (e.g., directly contact) the second electrode 150.

[0471] The electron injection layer may have a structure composed of layers of a single material, a structure composed of layers including different materials, or a structure including multiple layers containing different materials.

[0472] In an embodiment, the electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, a compound containing an alkali metal, a compound containing an alkaline earth metal, a compound containing a rare earth metal, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0473] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0474] The compounds containing an alkali metal, the compounds containing an alkaline earth metal, and the compounds containing a rare earth metal may include oxides, halides (e.g., fluorides, chlorides, bromides, or iodides), or tellurides of the alkali metal, the alkaline earth metal, and the rare earth metal, or any combination thereof.

[0475] The compounds containing an alkali metal may include: alkali metal oxides such as Li2O, Cs2O, or K2O; alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI; or any combination thereof. The compounds containing an alkaline earth metal may include alkaline earth metal oxides such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying 0 < x < 1) and Ba x Ca 1-xO (where x is a real number satisfying 0 < x < 1), etc. Compounds containing rare earth metals may include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, or any combination thereof. In an embodiment, the compound containing rare earth metals may include lanthanide metal tellurides. Examples of lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La2Te3, Ce2Te3, Pr2Te3, Nd2Te3, Pm2Te3, Sm2Te3, Eu2Te3, Gd2Te3, Tb2Te3, Dy2Te3, Ho2Te3, Er2Te3, Tm2Te3, Yb2Te3, and Lu2Te3, etc.

[0476] Alkali metal complexes, alkaline earth metal complexes, and rare earth metal complexes may include: alkali metal ions, alkaline earth metal ions, or rare earth metal ions; and ligands bonded to the metal ions (e.g., hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof).

[0477] In an embodiment, the electron injection layer may be composed of an alkali metal, an alkaline earth metal, a rare earth metal, a compound containing an alkali metal, a compound containing an alkaline earth metal, a compound containing a rare earth metal, 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 further include an organic material (e.g., a compound represented by Formula 601).

[0478] In an embodiment, the electron injection layer may be composed of a compound containing an alkali metal (e.g., an alkali metal halide); or the electron injection layer may be composed of a compound containing an alkali metal (e.g., an alkali metal halide) and an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. In an embodiment, the electron injection layer may be a KI:Yb co-deposited layer, a RbI:Yb co-deposited layer, a LiF:Yb co-deposited layer, etc.

[0479] When the electron injection layer further includes an organic material, an alkali metal, an alkaline earth metal, a rare earth metal, a compound containing an alkali metal, a compound containing an alkaline earth metal, a compound containing a rare earth metal, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix including the organic material.

[0480] The thickness of the electron injection layer can be approximately to approximately For example, the thickness of the electron injection layer can be about to approximately When the thickness of the electron injection layer is within any of these ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0481] [Second electrode 150]

[0482] The second electrode 150 may be disposed on the intermediate layer 130 having the aforementioned structure. The second electrode 150 may be a cathode serving as an electron injection electrode. When the second electrode 150 is a cathode, the material used to form 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.

[0483] The second electrode 150 may include Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb, Ag-Yb, ITO, IZO, or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive semi-reflective electrode, or a reflective electrode.

[0484] The second electrode 150 may have a single-layer structure or a multi-layer structure.

[0485] [Overlay]

[0486] The light-emitting device 10 may include a first covering layer outside the first electrode 110 and / or a second covering layer outside the second electrode 150. For example, 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.

[0487] Light generated in the emission layer of the intermediate layer 130 of the light emitting device 10 can pass through the first electrode 110, which can be a semi-transmissive and semi-reflective electrode or a transmissive electrode, and through the first cover layer to the outside. Light generated in the emission layer of the intermediate layer 130 of the light emitting device 10 can pass through the second electrode 150, which can be a semi-transmissive and semi-reflective electrode or a transmissive electrode, and through the second cover layer to the outside.

[0488] The first cover layer and the second cover layer can each improve external emission efficiency according to the principle of constructive interference. Therefore, the light emission efficiency of the light emitting device 10 can be improved, and thus, the light emitting efficiency of the light emitting device 10 can be improved.

[0489] The first and second cover layers may include a material having a refractive index greater than or equal to approximately 1.6 (with respect to a wavelength of approximately 589 nm).

[0490] The first capping layer and the second capping layer may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or an organic-inorganic composite capping layer including an organic material and an inorganic material.

[0491] 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 each be optionally substituted with a substituent comprising O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.

[0492] In an embodiment, at least one of the first cover layer and the second cover layer may each independently include an amine-containing compound.

[0493] In an embodiment, at least one of the first cover layer and the second cover layer may each independently include the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof.

[0494] 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:

[0495]

[0496] [membrane]

[0497] The heterocyclic compound represented by Formula 1 can be included in various films. The film can 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.).

[0498] [Electronic equipment]

[0499] Light emitting device (e.g. Figure 1The light emitting device 10 in the embodiment can be included in various electronic devices. For example, the electronic device including the light emitting device can be a light emitting device or an authentication device.

[0500] In addition to the light-emitting device, the electronic device (e.g., a light-emitting device) may further include a color filter, a color conversion layer, or both a color filter and a color conversion layer. The color filter and / or the color conversion layer may be arranged in at least one direction in which the light emitted from the light-emitting device travels. For example, the light emitted from the light-emitting device may be blue light or white light. The light-emitting device may be the same as described herein. In an embodiment, the color conversion layer may include quantum dots. The quantum dots may be, for example, the aforementioned quantum dots.

[0501] The electronic device may include a substrate, the substrate may include a plurality of sub-pixels, the color filter may include a plurality of color filter regions respectively corresponding to the plurality of sub-pixels, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixels.

[0502] A pixel defining layer may be disposed between the plurality of sub-pixels to define each sub-pixel.

[0503] The color filter may further include a plurality of color filter areas and a light shielding pattern between the plurality of color filter areas, and the color conversion layer may further include a plurality of color conversion areas and a light shielding pattern between the plurality of color conversion areas.

[0504] The plurality of color filter regions (or color conversion regions) may include a first region emitting a first color of light, a second region emitting a second color of light, and / or a third region emitting a third color of light, wherein the first color of light, the second color of light, and / or the third color of light may have different maximum emission wavelengths. In an embodiment, the first color of light may be red light, the second color of light may be green light, and the third color of light may be blue light. In an embodiment, the plurality of color filter regions (or color conversion regions) may include quantum dots. In an embodiment, 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 the same as those described herein. The first region, the second region, and / or the third region may each further include a scatterer.

[0505] 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. In an embodiment, the first-first color light, the second-first color light, and the third-first color light may have different maximum emission wavelengths. For example, 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.

[0506] In addition to the aforementioned light-emitting device, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode, and an active layer, wherein either the source electrode or the drain electrode may be electrically connected to a corresponding one of the first electrode 110 and the second electrode 150 of the light-emitting device 10.

[0507] The thin film transistor may further include a gate electrode, a gate insulating film, and the like.

[0508] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, or the like.

[0509] The electronic device may further include a sealing portion for sealing the light-emitting device 10. The sealing portion may be disposed between the color filter and / or color conversion layer and the light-emitting device 10. The sealing portion may allow light from the light-emitting device to be emitted to the outside and may prevent ambient air and moisture from penetrating 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.

[0510] Depending on the application of the electronic device, various functional layers may be included on the sealing portion in addition to the color filter and / or color conversion layer. These functional layers may include a touch screen layer and a polarizing layer. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer.

[0511] In addition to the light emitting device described above, the authentication device may further include a biometric information collector. The authentication device may be, for example, a biometric authentication device that authenticates an individual by using biometric information of a living body (eg, fingertips, pupils, etc.).

[0512] The electronic device can be applied to various displays, light sources, lighting equipment, personal computers (PCs) (for example, mobile personal computers), mobile phones, digital cameras, electronic organizers, electronic dictionaries, electronic game consoles, medical instruments (for example, electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasonic diagnostic devices or endoscope displays), fish finders, various measuring instruments, meters (for example, meters for vehicles, aircraft and ships) and projectors, etc.

[0513] [ Figure 2 and Figure 3 Description]

[0514] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment.

[0515] Figure 2The electronic device may include a substrate 100, a thin film transistor (TFT), a light emitting device, and an encapsulation portion 300 that seals the light emitting device.

[0516] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 may be disposed on the substrate 100. The buffer layer 210 may prevent impurities from penetrating through the substrate 100 and provide a flat surface on the substrate 100.

[0517] The TFT may be disposed 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.

[0518] 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.

[0519] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be disposed on the active layer 220 , and the gate electrode 240 may be disposed on the gate insulating film 230 .

[0520] Interlayer insulating film 250 may be disposed on gate electrode 240 . Interlayer insulating film 250 may be disposed 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 .

[0521] The source electrode 260 and the drain electrode 270 may be disposed 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.

[0522] The TFT may be electrically connected to the light-emitting device to drive the light-emitting device and may be covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light-emitting device may be provided on the passivation layer 280. The light-emitting device may include a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0523] The first electrode 110 may be disposed 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.

[0524] A pixel defining layer 290 including an insulating material may be disposed 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-based organic film or a polyacrylic-based organic film. Figure 2 Although not shown in the figures, at least some layers of the intermediate layer 130 may extend beyond an upper portion of the pixel defining layer 290 to be provided in the form of a common layer.

[0525] The second electrode 150 may be disposed 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.

[0526] The encapsulation portion 300 may be located on the cover layer 170. The encapsulation portion 300 may be disposed on the light emitting device to protect the light emitting device from moisture or oxygen. The encapsulation portion 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, polyacrylic acid, etc.), epoxy resins (e.g., aliphatic glycidyl ether (AGE) etc.) or any combination thereof; or any combination of inorganic and organic films.

[0527] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment.

[0528] Figure 3 Electronic devices can be used with Figure 2 The difference of the electronic device is at least that: the packaging portion 300 further includes a light shielding pattern 500 and a functional area 400. The functional area 400 can be a color filter area, a color conversion area, or a combination of a color filter area and a color conversion area. Figure 4 The light-emitting device in the electronic device may be a series light-emitting device.

[0529] [ Figure 4 Description]

[0530] Figure 4 is a schematic perspective view of electronic equipment 1 including a light emitting device according to an embodiment.

[0531] The electronic equipment 1 that can serve as a device for displaying moving images or still images can be not only portable electronic equipment such as a mobile phone, a smart phone, a tablet computer, 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 can also be various products such as a television, a laptop computer, a monitor, a billboard, or an Internet of Things (IoT) device, or a part thereof.

[0532] In an embodiment, the electronic equipment 1 may be a wearable device or a part of a wearable device such as a smart watch, a watch phone, a glasses-type display, or a head-mounted display (HMD). However, the embodiment is not limited thereto.

[0533] In an embodiment, examples of the electronic equipment 1 may include a dashboard of a vehicle, a central control panel of a vehicle, a center information display arranged on the dashboard of a vehicle, a room mirror display replacing a side mirror of a vehicle, an entertainment display for a rear seat of a vehicle or a display arranged on the back of a front seat, a head-up display (HUD) mounted on 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 equipment 1 is a smartphone.

[0534] The electronic equipment 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device may realize an image through a two-dimensional array of a plurality of pixels arranged in the display area DA.

[0535] The non-display area NDA may be an area that does not display an image and may surround (e.g., completely surround) the display area DA. A driver for supplying electrical signals or power to the plurality of pixels arranged in the display area DA may be arranged in the non-display area NDA. Pads, which are areas to which electronic components or a printed circuit board can be electrically connected, may be arranged in the non-display area.

[0536] In the electronic equipment 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 greater than the length in the y-axis direction.

[0537] [ Figure 5 and 6A to Figure 6C Description]

[0538] Figure 5is a schematic perspective view of the exterior of a vehicle 1000 as electronic equipment including a light emitting device according to an embodiment. Figures 6A to 6C Each is a schematic diagram of the interior of a vehicle 1000 according to an embodiment.

[0539] refer to Figure 5 、 Figure 6A 、 Figure 6B and Figure 6C , embodiments of the vehicle 1000 may include various devices for moving a transported object, such as a person, object, or animal, from a starting point to a destination. Examples of the vehicle 1000 may include a vehicle that travels on roads or tracks, a ship that travels on oceans or rivers, and an airplane that flies through the sky using air.

[0540] The vehicle 1000 can travel on roads or tracks. The vehicle 1000 can move in selectable directions according to the rotation of at least one wheel. Examples of the vehicle 1000 include three-wheeled or four-wheeled vehicles, construction machines, two-wheeled vehicles, prime movers, bicycles, and trains running on tracks.

[0541] Vehicle 1000 may include a main body of vehicle 1000 having an interior and an exterior, and a chassis, which is a portion other than the main body in which mechanical equipment required for driving is mounted. The exterior of 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. The chassis of vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel system, front and rear wheels, and left and right wheels.

[0542] The vehicle 1000 may include side windows 1100 , a front window 1200 , side mirrors 1300 , an instrument cluster 1400 , a central instrument panel 1500 , a passenger seat instrument panel 1600 , and a display device 2 .

[0543] 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 .

[0544] A side window glass 1100 may be mounted on a side of the vehicle 1000. In an embodiment, the side window glass 1100 may be mounted on a door of the vehicle 1000. A plurality of side window glasses 1100 may be provided, and the plurality of side window glasses 1100 may face each other. In an embodiment, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In an embodiment, the first side window glass 1110 may be positioned adjacent to the instrument cluster 1400, and the second side window glass 1120 may be positioned adjacent to the passenger seat instrument panel 1600.

[0545] In an embodiment, the side window glasses 1100 may be spaced apart from each other in the x-axis direction or the -x-axis direction. In an embodiment, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x-axis direction or the -x-axis direction. For example, the virtual straight line L connecting the side window glasses 1100 may extend in the x-axis direction or the -x-axis direction. For example, the virtual 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.

[0546] The front window glass 1200 may be installed in the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.

[0547] The side-view mirror 1300 can provide a rear view of the vehicle 1000. The side-view mirror 1300 can be installed on the exterior of the vehicle 1000. In an embodiment, a plurality of side-view mirrors 1300 can be provided. For example, one of the side-view mirrors 1300 can be arranged on the exterior of the first side window glass 1110, and another of the side-view mirrors 1300 can be arranged on the exterior of the second side window glass 1120.

[0548] Instrument cluster 1400 may be arranged in front of the steering wheel and may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn signal indicator, a high beam indicator, warning lights, a seat belt warning light, an odometer, a tachometer, an automatic shift selector indicator light, a door open warning light, an engine oil warning light, and / or a low fuel warning light.

[0549] The central instrument panel 1500 may include a control panel on which buttons for adjusting an audio device, an air conditioning device, and a seat heater may be provided. The central instrument panel 1500 may be arranged on one side of the instrument cluster 1400 .

[0550] Passenger seat instrument panel 1600 may be spaced apart from instrument cluster 1400, and center console 1500 may be disposed between instrument cluster 1400 and passenger seat instrument panel 1600. In an embodiment, instrument cluster 1400 may be disposed corresponding to a driver's seat (not shown), and passenger seat instrument panel 1600 may be disposed corresponding to a passenger seat (not shown). In an embodiment, instrument cluster 1400 may be adjacent to first side window glass 1110, and passenger seat instrument panel 1600 may be adjacent to second side window glass 1120.

[0551] 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 the facing side windows 1100. The display device 2 may be arranged on at least one of the instrument cluster 1400, the center console 1500, and the passenger seat instrument panel 1600.

[0552] The display device 2 may include an organic light-emitting display device, an inorganic electroluminescent display device, a quantum dot display device, or the like. Hereinafter, as an example of the display device 2, an organic light-emitting display device including the light-emitting device according to the embodiment will be described. However, in the embodiment, various types of the aforementioned display devices may be used.

[0553] refer to Figure 6A , the display device 2 can be arranged on the central control instrument panel 1500. In an embodiment, the display device 2 can display navigation information. In an embodiment, the display device 2 can display information about audio settings, video settings, or vehicle settings.

[0554] refer to Figure 6B The display device 2 may be disposed on the instrument cluster 1400. In an embodiment, the instrument cluster 1400 may display driving information, etc., via the display device 2. For example, the instrument cluster 1400 may digitally display driving information, etc. The instrument cluster 1400 may digitally display vehicle information and driving information as images. In an embodiment, the tachometer needle and gauges, as well as various warning lights or icons, may be displayed via digital signals.

[0555] refer to Figure 6C, display device 2 may be arranged in / on passenger seat instrument panel 1600. Display device 2 may be embedded in or arranged on passenger seat instrument panel 1600. In an embodiment, display device 2 arranged on passenger seat instrument panel 1600 may display images related to the information displayed in instrument cluster 1400 and / or the information displayed in center console 1500. In an embodiment, display device 2 arranged on passenger seat instrument panel 1600 may display information different from the information displayed in instrument cluster 1400 and / or the information displayed in center console 1500.

[0556] [Manufacturing method]

[0557] The layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region can be formed in a selected region by using various methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and laser induced thermal imaging.

[0558] 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 in the range of about 100° C. to about 500° C. ... -8 Up to about 10 -3 The vacuum degree is within the range of Torr and is approximately to approximately Deposition is performed at a deposition rate within a range of .

[0559] [Definition of terms]

[0560] As used herein, the term "C3-C 60 The term "C1-C2-1" as used herein may be a cyclic group consisting of carbon atoms as the only ring-forming atoms and having 3 to 60 carbon atoms. 60 The "heterocyclic group" may be a cyclic group having 1 to 60 carbon atoms and having at least one heteroatom as a ring-constituting atom in addition to carbon atoms. 60 Carbocyclic and C1-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. 60 The heterocyclic group can have 3 to 61 ring-forming atoms.

[0561] The term "cyclic group" as used herein may be a C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0562] As used herein, the term "π-electron-rich C3-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 portion, and the term "π-electron-deficient nitrogen-containing C1-C 60 The "cyclic group" may be a heterocyclic group having 1 to 60 carbon atoms and may include *-N=*' as a ring-constituting portion.

[0563] In an embodiment,

[0564] C3-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, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, benzophenanthrenyl ...

[0565] C1-C 60 The heterocyclic group may be a T2 group, a group in which at least two 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., pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiorolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiorolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolocarbazolyl, benzofuranocarbazolyl, benzothiophenocarbazolyl, benzothiorolocarbazolyl, benzindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiorolyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl ... phenyl, 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, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiophene or azadibenzofuranyl, etc.),

[0566] π-electron-rich C3-C60 The 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., C3-C 60 carbocyclyl, 1H-pyrrolyl, thiolyl, borocyclopentadienyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolocarbazolyl, benzofuranocarbazolyl, benzothienocarbazolyl, benzothiololocarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiolyl, benzofuranodibenzofuranyl, benzofuranodibenzothienyl or benzothienodibenzothienyl, etc.),

[0567] π-electron-deficient nitrogen-containing C1-C 60 The cyclic group may be a T4 group, a group in which at least two 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, benzoxazolyl, yl, benzoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl and azadibenzofuranyl, etc.),

[0568] 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, norbornenyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane or phenyl,

[0569] The T2 group can be furyl, 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, tetrazinyl, pyrrolidinyl, imidazolidinyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyridazinyl or dihydropyridazinyl,

[0570] The T3 group may be a furyl group, a thienyl group, a 1H-pyrrolyl group, a thiol group or a borocyclopentadienyl group, and

[0571] The T4 group may include a 2H-pyrrolyl group, a 3H-pyrrolyl group, an imidazolyl group, a pyrazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a thiazolyl group, an isothiazolyl group, a thiadiazolyl group, an azasilyl group, an azaborol group, a pyridyl group, a pyrimidyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, or a tetrazinyl group.

[0572] As used herein, the terms "cyclic group", "C3-C 60 Carbocyclic group", "C1-C 60 Heterocyclic group", "π-electron-rich C3-C 60 Cyclic group" or "π-electron-deficient nitrogen-containing C1-C 60 The “cyclic 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 a benzo group, a phenyl group, or a phenylene group, etc., which may be easily understood by those skilled in the art based on the structure of the formula including “phenyl”.

[0573] One price C3-C 60 Carbocyclic or monovalent C1-C 60 Examples of heterocyclic groups may include C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 heteroaryl group, a monovalent non-aromatic fused polycyclic group, and a monovalent non-aromatic fused heteropolycyclic group.

[0574] Divalent C3-C 60 Carbocyclic or divalent C1-C 60 Examples of heterocyclic groups may include C3-C 10Cycloalkylene, C1-C 10 Heterocycloalkylene, C3-C 10 Cycloalkenylene, C1-C 10 Heterocycloalkenylene, C6-C 60 Arylene, C1-C 60 heteroarylene group, a divalent non-aromatic fused polycyclic group, and a divalent non-aromatic fused heteropolycyclic group.

[0575] As used herein, the term "C1-C 60 The “alkyl group” 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 “C1- ... 60 "Alkylene" can be C1-C 60 An alkyl group is a divalent group having the same structure.

[0576] As used herein, the term "C2-C 60 "Alkenyl" can be a C2-C 60 The term "C2-C4" 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 vinyl, propenyl, butenyl, and the like. 60 "Alkenylene" can be a C2-C 60 Alkenyl is a divalent group having the same structure.

[0577] As used herein, the term "C2-C 60 "Alkynyl" can be a C2-C 60 The term "C2-C4" as used herein refers to a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the terminal of the alkyl group, and examples thereof may include ethynyl and propynyl. 60 "Alkynylidene" can be a C2-C 60 Alkynyl is a divalent group having the same structure.

[0578] As used herein, the term "C1-C 60 "Alkoxy" can be -O(A 101 ) represented by a monovalent group (wherein A 101 Can be C1-C 60 alkyl), and examples thereof may include methoxy, ethoxy, isopropoxy, and the like.

[0579] As used herein, the term "C3-C 10 The term "cycloalkyl" 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. As used herein, the term "C3-C 10 "Cycloalkylene" can be C3-C 10 The cycloalkyl group is a divalent group having the same structure.

[0580] As used herein, the term "C1-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-constituting atom in addition to carbon atoms, and examples thereof may include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, tetrahydrothienyl, and the like. 10 "Heterocycloalkylene" can be C1-C 10 The heterocycloalkyl group is a divalent group having the same structure.

[0581] As used herein, the term "C3-C 10 The term "C3-C4-cycloalkenyl" as used herein may be a monovalent cyclic group having 3 to 10 carbon atoms, having at least one carbon-carbon double bond in its cyclic structure, and having no aromaticity, and examples thereof may include cyclopentenyl, cyclohexenyl, cycloheptenyl, and the like. 10 "Cycloalkenylene" can be a C3-C 10 The cycloalkenyl group is a divalent group having the same structure.

[0582] As used herein, the term "C1-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. 10 Examples of heterocycloalkenyl groups may include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, 2,3-dihydrothienyl, and the like. As used herein, the term "C1-C 10 "Heterocycloalkylene" can be C1-C 10 The heterocycloalkyl group is a divalent group having the same structure.

[0583] As used herein, the term "C6-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 "C6-C60 The "arylene group" may be a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. 60 Examples of aryl groups may include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, phenyl, peryl, pentyl, heptaphenyl, tetraphenyl, peryl, hexyl, pentyl, rubidinyl, coryl and oxadiphenyl. 60 Aryl and C6-C 60 When the arylene groups each include two or more rings, the two or more corresponding rings may be fused to each other.

[0584] As used herein, the term "C1-C 60 The 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. 60 The "heteroarylene group" may be a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which includes at least one heteroatom as a ring atom in addition to carbon atoms. 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. 60 Heteroaryl and C1-C 60 When the heteroarylene groups each include two or more rings, the two or more corresponding rings may be fused to each other.

[0585] The term "monovalent non-aromatic fused polycyclic radical" as used in this article can be a monovalent group (e.g., 8 to 60 carbon atoms) having two or more rings fused to each other, only carbon atoms as ring atoms, and no aromaticity in its molecular structure when considered as a whole. Examples of monovalent non-aromatic fused polycyclic radicals can include indenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, indenophenanthryl, and indenoanthryl. The term "divalent non-aromatic fused polycyclic radical" as used in this article can be a divalent group having the same structure as the monovalent non-aromatic fused polycyclic radical described above.

[0586] The term "monovalent non-aromatic heterofused polycyclic group" as used herein may be a monovalent group (for example, having 1 to 60 carbon atoms) having two or more rings fused to each other, including at least one heteroatom as a ring-constituting atom in addition to carbon atoms, and having no aromaticity in its molecular structure when considered as a whole. Examples of the monovalent non-aromatic heterocondensed polycyclic 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 benzothiorolyl group, a benzofuranyl group, a carbazolyl group, a dibenzothiorolyl group, a dibenzothiophenyl group, a dibenzofuranyl group, an azacarbazolyl group, an azafluorenyl group, an azadibenzothiorolyl group, an azadibenzothiophenyl 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 a monovalent non-aromatic condensed heteropolycyclic group.

[0587] As used herein, the term "C6-C 60 Aryloxy" can be -O(A 102 ) represented by a group (wherein A 102 Can be C6-C 60 aryl), and as used herein the term "C6-C 60 "Arylthio" can be represented by -S(A 103 ) represented by a group (wherein A 103 Can be C6-C 60 aryl).

[0588] As used herein, the term "C7-C 60 Aralkyl" may be -(A 104 )(A 105 ) represented by a group (wherein A 104 Can be C1-C 54 Alkylene, and A 105 Can be C6-C 59 aryl), and as used herein the term "C2-C 60 "Heteroaralkyl" can be composed of -(A 106)(A 107 ) represented by a group (wherein A 106 Can be C1-C 59 Alkylene, and A 107 Can be C1-C 59 heteroaryl).

[0589] In this specification, the group "R 10a ” can be:

[0590] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, or nitro;

[0591] 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, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0592] C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, 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 60Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0593] -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 ).

[0594] In this manual, Q1 to Q3, 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; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; 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, phenyl, biphenyl or any combination thereof; C7-C 60 Aralkyl; or C2-C 60 Heteroaralkyl.

[0595] 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.

[0596] In this specification, the term "Ph" refers to a phenyl group, the term "Me" refers to a methyl group, the term "Et" refers to an ethyl group, the term "ter-Bu", "tBu" or "Bu" refers to an ethyl group. t ” each refers to a tert-butyl group, and the term “OMe” refers to a methoxy group.

[0597] The term "biphenyl" as used herein may be a "phenyl group substituted by a phenyl group". For example, a "biphenyl group" may be a C6-C 60 A phenyl group substituted with an aryl group as a substituent.

[0598] The term "terphenyl" as used herein may be a "phenyl group substituted with a biphenyl group". For example, a "terphenyl group" may be a C6-C 60 Aryl-substituted C6-C 60 A phenyl group substituted with an aryl group as a substituent.

[0599] In this 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 an 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.

[0600] Unless otherwise defined, the symbols * and *' as used herein each refer to a binding site to the adjacent atom in the corresponding formula or moiety.

[0601] 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 phrase "using B instead of A" used in describing the synthesis examples means using B instead of A with the same molar equivalent.

[0602] [Synthesis examples and examples]

[0603] [Synthesis Example 1: Synthesis of Compound 1]

[0604]

[0605] (Synthesis of Intermediate Compound 1-a)

[0606] Under argon atmosphere, in a 2L flask, 3-([1,1':3',1"-terphenyl]-2'-ylamino)-5-(tert-butyl)phenol (10 g, 25.3 mmol), 4-iodo-1,1'-biphenyl (7.1 g, 25.3 mmol), Pd2dba3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol) and sodium tert-butoxide (5.8 g, 60 mmol) were added and dissolved in 15% ethanol. 6g, 75%).

[0607] Electrospray ionization-liquid chromatography-mass spectrometry (ESI-LCMS): [M] + :C 40 H 35 NO, 545.2718.

[0608] (Synthesis of Intermediate Compound 1-b)

[0609] Under argon atmosphere, in 2L flask, add intermediate compound 1-a (10g, 18.3mmol), 1,4-diiodobenzene (6g, 18.3mmol), CuI (1.7g, 9.1mmol), potassium carbonate (4.1g, 30mmol) and picolinic acid (1.1g, 9.1mmol) and be dissolved among the 200mL DMF.Reaction solution was stirred 2 hours at 140 ℃.After cooling, add water (1L) and ethyl acetate (300mL) and extract, and from wherein collected organic layer, use MgSO4 dry and filter.Filtrate is decompressed to remove solvent, and by utilizing CH2Cl2 and hexane as the solid obtained by column chromatography purification of the use silica gel of developing agent, thus obtain intermediate compound 1-b (white solid, 13.8g, 65%).

[0610] ESI-LCMS: [M] + :C 86 H 72 N2O2, 1165.5353.

[0611] (Synthesis of Compound 1)

[0612] Under argon atmosphere, in 1L flask, add intermediate compound 1-b (10g, 8.5mmol) and be dissolved in 200mL o-dichlorobenzene, and BBr3 (3 equivalents) is added thereto. The reaction solution is stirred at 140 ℃ for 12 hours. After cooling, triethylamine is added thereto to terminate the reaction, and the resulting solution is decompressed to remove the solvent. By utilizing CH2Cl2 and hexane as the column chromatography purification of silica gel using a developing agent, compound 1 (yellow solid, 2.2g, 22%) is obtained.

[0613] ESI-LCMS: [M] + :C 86 H 66 B2N2O2, 1180.5319

[0614] Nuclear magnetic resonance hydrogen spectrum (1H-NMR) (CDCl3): d = 8.20 (d, 4H), 7.75 (d, 4H), 7.63 (s, 2H), 7.49 (m, 15H), 7.39 (m, 6H), 7.12 (s, 2H), 7.08 (m, 8H), 6.95 (s, 2H), 6.70 (s, 2H), 1.27 (s, 18H).

[0615] [Synthesis Example 2: Synthesis of Compound 11]

[0616]

[0617] (Synthesis of Intermediate Compound 11-a)

[0618] Under argon atmosphere, in a 2L flask, N-([1,1'-biphenyl]-3-yl)-N-(5-bromo-[1,1'-biphenyl]-3-yl)-5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (10 g, 14.6 mmol), 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (4.4 g, 14.6 mmol), Pd2dba3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol) and sodium tert-butoxide (5.8 g, 60 mmol) were added and dissolved in 150 mL of o-xylene. The reaction solution was stirred at 140°C for 2 hours. After cooling, add water (1L) and ethyl acetate (300mL) and extract, and from wherein collected organic layer, use MgSO4 dry and filter.Filtrate is decompressed to remove solvent, and by utilizing CH2Cl2 and hexane as the solid thus obtained by column chromatography purification of silica gel using developing agent, thus obtain intermediate compound 11-a (white solid, 9.4g, 71%).

[0619] ESI-LCMS: [M]+ :C 68 H 60 N2,904.4861.

[0620] (Synthesis of Intermediate Compound 11-b)

[0621] Under argon atmosphere, in a 2L flask, intermediate compound 11-a (8g, 9mmol), 1,4-diiodobenzene (3.4g, 10mmol), Pd2dba3 (1.6g, 1.9mmol), tri-tert-butylphosphine (1.6mL, 3.8mmol) and sodium tert-butoxide (5.8g, 60mmol) are added and dissolved in 150mL o-xylene. The reaction solution is stirred at 140 ° C for 2 hours. After cooling, water (1L) and ethyl acetate (300mL) are added thereto to extract, and the organic layer is collected therefrom, MgSO4 is dried and filtered. The filtrate is decompressed to remove the solvent, and the solid obtained by column chromatography purification using silica gel using CH2Cl2 and hexane as a developing agent is obtained, thus obtaining intermediate compound 11-b (white solid, 7.1g, 73%).

[0622] ESI-LCMS: [M] + :C 74 H 63 IN2, 1106.4091.

[0623] (Synthesis of Intermediate Compound 11-c)

[0624] Under argon atmosphere, in a 2L flask, intermediate compound 11-b (8 g, 7.2 mmol), 5-((5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)amino)-[1,1'-biphenyl]-3-ol (3.4 g, 7.2 mmol), CuI (1.4 g, 7.2 mmol), potassium carbonate (4.1 g, 30 mmol) and picolinic acid (0.9 g, 7.2 mmol) were added and dissolved in 200 mL of 4% paraffin. In DMF.The reaction solution was stirred at 140 ℃ for 2 hours.After cooling, water (1L) and ethyl acetate (300mL) were added thereto for extraction, and the organic layer was collected therefrom, dried and filtered with MgSO4. The filtrate was decompressed to remove the solvent, and the solid thus obtained was purified by column chromatography using silica gel using CH2Cl2 and hexane as a developing agent, thus obtaining intermediate compound II-c (white solid, 6.1g, 59%).

[0625] ESI-LCMS: [M] + :C 108 H 93 N3O, 1447.7311.

[0626] (Synthesis of Intermediate Compound 11-d)

[0627] Under argon atmosphere, in a 2L flask, intermediate compound 11-c (6g, 4.1mmol), 3-iodo-1,1'-biphenyl (1.7g, 6mmol), Pd2dba3 (1.6g, 1.9mmol), tri-tert-butylphosphine (1.6mL, 3.8mmol) and sodium tert-butoxide (5.8g, 60mmol) were added and dissolved in 150mL o-xylene. The reaction solution was stirred at 140°C for 2 hours. After cooling, water (1L) and ethyl acetate (300mL) were added thereto for extraction, and the organic layer was collected therefrom, dried and filtered with MgSO4. The filtrate was decompressed to remove the solvent, and the solid obtained was purified by column chromatography using silica gel using CH2Cl2 and hexane as a developing agent, thus obtaining intermediate compound 11-d (white solid, 5g, 75%).

[0628] ESI-LCMS: [M] + :C 120 H 101 N3O, 1599.7975.

[0629] (Synthesis of Compound 11)

[0630] Under argon atmosphere, in 1L flask, add intermediate compound 11-d (5g, 3.1mmol) and be dissolved in 200mL o-dichlorobenzene, and add BBr3 (3 equivalents) thereto.The reaction solution is stirred at 140 ℃ for 12 hours.After cooling, triethylamine is added thereto to terminate the reaction, and the resulting solution is decompressed to remove the solvent.By utilizing CH2Cl2 and hexane as the column chromatography purification of the obtained solid using silica gel as a developing agent, thus obtain compound 11 (yellow solid, 1.5g, 30%).

[0631] ESI-LCMS: [M] + :C 120 H 95 B2N3O, 1615.7711

[0632] 1H-NMR(CDCl3):d=8.10(d,1H),7.99(s,4H),7.90(d,2H),7.75(d,4H),7.49(m,27H ),7.43(m,4H),7.27(s,2H),7.08(m,11H),6.95(s,1H),6.88(s,2H),1.33(s,18H).

[0633] [Synthesis Example 3: Synthesis of Compound 13]

[0634]

[0635] (Synthesis of Intermediate Compound 13-a)

[0636] Under argon atmosphere, in a 2 L flask, N-(5-bromo-[1,1'-biphenyl]-3-yl)-N-(3-chlorophenyl)-[1,1':3',1"-terphenyl]-2'-amine (10 g, 17 mmol), [1,1'-biphenyl]-2-amine (2.9 g, 17 mmol), Pd2dba3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol) and sodium tert-butoxide (5.8 g, 60 mmol) were added. At 140 ℃, add 1% 4-nitropropene (1% d-butylbenzene) and 1% d-butylbenzene (1% d-butylbenzene) and 1% d-butylbenzene (1% d-butylbenzene) to obtain 13-a (white solid, 8.4 g, 73%).

[0637] ESI-LCMS: [M] + :C 48 H 35 ClN2, 674.2523.

[0638] (Synthesis of Intermediate Compound 13-b)

[0639] Under argon atmosphere, in 2L flask, add intermediate compound 13-a (8.4g, 12.5mmol), 1,4-diiodobenzene (4.1g, 12.5), Pd2dba3 (1.6g, 1.9mmol), tri-tert-butylphosphine (1.6mL, 3.8mmol) and sodium tert-butoxide (5.8g, 60mmol) and be dissolved in o-xylene 150mL.The reaction solution is stirred at 140 DEG C for 2 hours.After cooling, water (1L) and ethyl acetate (300mL) are added thereto and extracted, and from wherein collected organic layer, use MgSO4 dry and filter.The filtrate is decompressed to remove solvent, and by utilizing CH2Cl2 and hexane as the solid obtained by column chromatography purification of the use silica gel of developing agent, thus obtain intermediate compound 13-b (white solid, 7.7g, 76%).

[0640] ESI-LCMS: [M] + :C 54 H 38 ClIN2, 876.1891.

[0641] (Synthesis of Intermediate Compound 13-c)

[0642] Under argon atmosphere, in a 2L flask, intermediate compound 13-b (7.7 g, 8.7 mmol), 5-([1,1':3',1"-terphenyl]-2'-yl-amino)-[1,1'-biphenyl]-3-ol (3.6 g, 8.7 mmol), CuI (1.4 g, 7.2 mmol), potassium carbonate (4.1 g, 30 mmol) and picolinic acid (0.9 g, 7.2 mmol) were added and dissolved in 200 mL of DMF. The reaction solution was stirred at 140°C for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added thereto for extraction, and the organic layer was collected therefrom, dried over MgSO4 and filtered. The filtrate was decompressed to remove the solvent, and the solid obtained was purified by column chromatography using silica gel using CH2Cl2 and hexane as a developing agent, thereby obtaining intermediate compound 13-c (white solid, 5.5 g, 54%).

[0643] ESI-LCMS: [M] + :C 84 H 60 ClN3O, 1161.4434.

[0644] (Synthesis of Intermediate Compound 13-d)

[0645] Under argon atmosphere, in 2L flask, add intermediate compound 13-c (6g, 4.6mmol), 1-chloro-3-iodobenzene (1.1g, 4.6mmol), Pd dba (1.6g, 1.9mmol), tri-tert-butylphosphine (1.6mL, 3.8mmol) and sodium tert-butoxide (5.8g, 60mmol) and be dissolved in o-xylene 150mL.Reaction solution was stirred 2 hours at 140 ℃.After cooling, add water (1L) and ethyl acetate (300mL) and extract, and from wherein collected organic layer, use MgSO dry and filter.Filtrate is decompressed to remove solvent, and by utilizing CH cl and hexane as the solid obtained by column chromatography purification of the use silica gel of developing agent, thus obtain intermediate compound 13-d (white solid, 3.9g, 67%).

[0646] ESI-LCMS: [M] + :C 90 H 63 Cl2N3O, 1271.4345.

[0647] (Synthesis of Intermediate Compound 13-e)

[0648] Under argon atmosphere, in 1L flask, add intermediate compound 13-d (3.9g, 3.0mmol) and be dissolved in 200mL o-dichlorobenzene, add BBr3 (3 equivalents) thereto.The reaction solution is stirred at 140 ℃ for 12 hours.After the reaction solution is cooled, triethylamine is added thereto to terminate the reaction, and the resulting solution is decompressed to remove the solvent.By utilizing CH2Cl2 and hexane as the solid thus obtained by column chromatography purification using silica gel as a developing agent, thus obtain intermediate compound 13-e (yellow solid, 1g, 25%).

[0649] ESI-LCMS: [M] + :C 90 H 57 B2Cl2N3O, 1287.4121

[0650] (Synthesis of Compound 13)

[0651] Under argon atmosphere, in a 2L flask, intermediate compound 13-e (1g, 0.8mmol), 9H-carbazole (0.26g, 1.6mmol), Pd2dba3 (0.04g, 0.04mmol), tri-tert-butylphosphine (0.08mL, 0.08mmol) and sodium tert-butoxide (0.3g, 3mmol) are added and dissolved in 20mL o-xylene. The reaction solution was stirred at 140°C for 2 hours. After cooling, water (1L) and ethyl acetate (300mL) were added thereto for extraction, and the organic layer was collected therefrom, dried and filtered with MgSO4. The filtrate was decompressed to remove the solvent, and the solid obtained was purified by column chromatography using silica gel with hexane as a developing agent to obtain compound 13 (yellow solid, 0.9g, 75%).

[0652] ESI-LCMS: [M] + :C 114 H 73 B2N5O,1549.6009.

[0653] 1H-NMR (CDCl3): d=8.55(d,2H),8.22(d,6H),8.10(d,1H),7.94(d,2H),7.85(d,4H),7.75 (d,4H),7.49(m,21H),7.43(m,6H),7.36(m,6H),7.23(m,8H),7.08(m,10H),6.99(m,5H).

[0654] [Synthesis Example 4: Synthesis of Compound 37]

[0655]

[0656] (Synthesis of Intermediate Compound 37-a)

[0657] Under an argon atmosphere, in a 2L flask, 3-([1,1':3',1"-terphenyl]-2'-yl(3-(tert-butyl)phenyl)amino)-5-bromophenol (10 g, 18 mmol), quinolin-2-ylboronic acid (3.2 g, 18 mmol), Pd(PPh3)4 (2 g, 1.8 mmol) and potassium carbonate (8.3 g, 60 mmol) were added and dissolved in 150 mL of toluene and 50 mL of H2O. The reaction solution was stirred at 100°C for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added thereto for extraction, and the organic layer was collected therefrom, dried over MgSO4 and filtered. The filtrate was decompressed to remove the solvent, and the solid thus obtained was purified by column chromatography using silica gel using CH2Cl2 and hexane as a developing agent to obtain intermediate compound 37-a (white solid, 6.5 g, 61%).

[0658] ESI-LCMS: [M] + :C 43 H 36 N2O, 596.2898.

[0659] (Synthesis of Intermediate Compound 37-b)

[0660] Under argon atmosphere, in 2L flask, add intermediate compound 37-a (6.5g, 10mmol), 1,4-diiodobenzene (1.8g, 8.7mmol), CuI (1.4g, 5mmol), potassium carbonate (4.1g, 30mmol) and picolinic acid (0.9g, 7.2mmol) and be dissolved among the 200mL DMF.Reaction soln was stirred 2 hours at 140 ℃.After cooling, add water (1L) and ethyl acetate (300mL) and extract, and from wherein collected organic layer, use MgSO4 dry and filter.Filtrate is decompressed to remove solvent, and by utilizing CH2Cl2 and hexane as the solid obtained by column chromatography purification of the use silica gel of developing agent, thus obtain intermediate compound 37-b (white solid, 4.4g, 70%).

[0661] ESI-LCMS: [M] + :C 92 H 74 N4O2, 1266.5891.

[0662] (Synthesis of Compound 37)

[0663] Under argon atmosphere, in 1L flask, add intermediate compound 37-b (4.4g, 3.5mmol) and be dissolved in 200mL o-dichlorobenzene, and add BBr3 (3 equivalents) thereto.The reaction solution was stirred at 140 ℃ for 12 hours.After cooling, triethylamine was added thereto to terminate the reaction, and the resulting solution was decompressed to remove the solvent.By utilizing CH2Cl2 and hexane as the column chromatography purification of the obtained solid using silica gel as a developing agent, thus obtaining compound 37 (yellow solid, 1g, 22%).

[0664] ESI-LCMS: [M] + :C 92 H 68 B2N4O2, 1282.5558

[0665] 1H-NMR (CDCl3): d=8.71(d,1H),8.22(m,4H),8.06(d,1H),7.94(d,1H),7.85(t,1H),7.69(d,2H ),7.54(m,1H),7.43(m,12H),7.31(m,8H),7.29(m,2H),7.08(d,8H),6.97(m,4H),1.23(s,18H).

[0666] [Synthesis Example 5: Synthesis of Compound 57]

[0667]

[0668] (Synthesis of Intermediate Compound 57-a)

[0669] Under argon atmosphere, in a 2 L flask, N-([1,1'-biphenyl]-3-yl)-N-(3-bromo-5-(tert-butyl)phenyl)-[1,1':3',1"-terphenyl]-2'-amine (10 g, 16 mmol), benzene-1,4-dithiol (1.2 g, 8 mmol), N-([1,1':3',1"-terphenyl]-4-yl)-N-(3-bromo-5-(tert-butyl)phenyl)-[1,1':3',1"-terphenyl]-2'-amine, CuI (1.4 g, 5 mmol), potassium carbonate (4.1 g, 30 mmol) and picolinic acid (0.9 g, 7.2 mmol) were added and dissolved in 200 mL In DMF.The reaction solution was stirred at 140 ℃ for 2 hours.After cooling, water (1L) and ethyl acetate (300mL) were added thereto for extraction, and the organic layer was collected therefrom, dried and filtered with MgSO4. The filtrate was decompressed to remove the solvent, and the solid thus obtained was purified by column chromatography using silica gel with CH2Cl2 and hexane as a developing agent, thus obtaining intermediate compound 57-a (white solid, 7.1g, 71%).

[0670] ESI-LCMS: [M] + :C 92 H 76 N2S2, 1272.5434.

[0671] (Synthesis of Compound 57)

[0672] Under argon atmosphere, in 1L flask, add intermediate compound 57-a (7.1g, 5.5mmol) and be dissolved in 200mL o-dichlorobenzene, and add BBr (3 equivalents) thereto.The reaction solution was stirred at 140 ℃ for 12 hours.After cooling, triethylamine was added thereto to terminate the reaction, and the resulting solution was decompressed to remove the solvent.By utilizing CH Cl and hexane as the column chromatography purification of the resulting solid using silica gel as a developing agent, to obtain compound 57 (yellow solid, 1.5g, 21%).

[0673] ESI-LCMS: [M] + :C 92 H 70 B2N2S2, 1288.5254

[0674] 1H-NMR (CDCl3): d=8.22(m,4H),7.92(d,2H),7.81(t,1H),7.75(d,4H),7.63(m,4H),7.49(m,18 H),7.39(m,4H),7.27(s,1H),7.14(s,2H),7.08(m,8H),7.03(s,2H),6.94(s,2H),1.28(s,18H).

[0675] [Evaluation Example 1]

[0676] For each of Compound 1, Compound 11, Compound 13, Compound 37, and Compound 57, and Comparative Compounds A to E synthesized according to the above Synthesis Examples, the maximum absorption wavelength (λ abs ), the maximum emission wavelength in solution and film (λ emi / sol and λ emi / film ), and the maximum absorption wavelength in the solution (λ abs ) and the maximum emission wavelength (λ emi / so ), the full width at half maximum (FWHM) of the emission spectrum, the photoluminescence quantum yield (PLQY), and the sublimation temperature (° C.) were measured, and the results are shown in Table 1.

[0677] The maximum absorption wavelength (λ) in the solution was measured using a UV-1800 ultraviolet (UV) / visible scanning spectrophotometer manufactured by SHIMADZU equipped with a deuterium / tungsten-halogen light source and a silicon photodiode by using Labsolution UV-Vis software. abs ).

[0678] The maximum emission wavelength (λ) in the solution and film was measured by using a fluoromax+ spectrometer manufactured by HORIBA equipped with a xenon light source and monochromator and FluorEssence software. emi / sol and λ emi / film ) and FWHM.

[0679] The PLQY was measured using a Quantaurus-QY absolute PL quantum yield spectrometer manufactured by Hamamatsu equipped with a xenon light source, a monochromator, a photon multi-channel analyzer, and an integrating sphere by using PLQY measurement software.

[0680] As for the sublimation temperature, the temperature at which 1 gram sublimates was measured by using a P100D-PC device manufactured by PVD Co., Ltd.

[0681] [Table 1]

[0682]

[0683]

[0684]

[0685] Referring to Table 1, it was confirmed that, compared with the compounds of the comparative examples, Compounds 1, 11, 13, 37, and 57 represented by Formula 1 had very small differences in emission wavelengths in solution and film due to the suppression of intermolecular interactions of the terphenyl substituents, exhibited excellent thermal stability due to a reduced sublimation temperature, and had narrow Stokes shifts and full width at half maximum (FWHM). Therefore, it was found that the heterocyclic compounds represented by Formula 1 are suitable for use as dopants in light-emitting devices.

[0686] [Example 1]

[0687] As the anode (first electrode), 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, cleaned by ultrasonic treatment with isopropyl alcohol and pure water for 5 minutes each, by ultraviolet irradiation and exposure to ozone for 30 minutes, and mounted on a vacuum deposition apparatus.

[0688] NPD is deposited on the anode to form a A hole injection layer having a thickness of A hole transport layer having a thickness of 1000 nm is formed, and CzSi is deposited on the hole transport layer to form a hole transport layer having a thickness of 1000 nm. The thickness of the electron blocking layer is .

[0689] A host mixture in which HT-1 and ET-1 were mixed in a ratio of 1:1, compound PS-1, and compound 1 were co-deposited on the electron blocking layer in a weight ratio of 85:14:1 to form a The emission layer is formed by depositing a compound TSPO1 on the emission layer to form an emission layer having a thickness of The hole blocking layer is formed by depositing a compound TPBi on the hole blocking layer to form a hole blocking layer having a thickness of An electron transport layer having a thickness of , and LiF is deposited on the electron transport layer to form The electron injection layer is formed by using Al. A second electrode with a thickness of 1000 nm was formed on the LiF / Al electrode. The following discloses the compounds used to manufacture the light emitting devices of the examples and comparative examples:

[0690]

[0691] [Examples 2 to 5 and Comparative Examples 1 to 5]

[0692] A light-emitting device was manufactured in the same manner as in Example 1, except that the compounds shown in Table 2 were used as dopants in the formation of the emission layer.

[0693] [Evaluation Example 2]

[0694] For the light-emitting devices of Examples 1 to 5 and Comparative Examples 1 to 5, the light-emitting devices were tested at 10 mA / cm by using a V7000 OLED IVL test system (Polaronix). 2 The driving voltage, luminous efficiency, emission wavelength and lifespan were measured at the current density of 100 nm and 100 nm, respectively, and the results are shown in Table 2. In Table 2, the lifespan (T 95 ) represents the relative ratio of the time (hours) required for the luminance to reach 95% of the initial luminance to the lifetime of the luminescence of Comparative Example 1 by measuring the luminance.

[0695] [Table 2]

[0696]

[0697]

[0698] Referring to Table 2, it was confirmed that the light emitting devices of Examples 1 to 5 had low driving voltage, excellent luminous efficiency, and long life characteristics compared with the light emitting devices of Comparative Examples 1 to 5.

[0699] According to the embodiment, a light-emitting device including the heterocyclic compound represented by Formula 1 may have low driving voltage, excellent luminous efficiency, and long life characteristics, and may be used to manufacture high-quality electronic devices and electronic apparatuses.

[0700] Embodiments have been disclosed herein, and although terms are employed, they are used and interpreted in a generic 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 connection with an embodiment may be used alone or in combination with features, characteristics, and / or elements described in connection with other embodiments, unless otherwise specifically stated. Accordingly, it will be understood by one of ordinary skill in the art that various changes in form and detail may be made without departing from the spirit and scope of the present disclosure.

Claims

1. A light emitting device, wherein: The light emitting device comprises: 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 Heterocyclic compound represented by Formula 1: Formula 1 Formula 2 Among them, in formula 1 and formula 2, X1 is O, S, Se, Te, C (Ar 11 )(Ar 12 )、Si(Ar 11 )(Ar 12 ) or N(Ar 11 ), X2 is O, S, Se, Te, C (Ar 21 )(Ar 22 )、Si(Ar 21 )(Ar 22 ) or N(Ar 21 ), Ar1 and Ar2 are each independently a group represented by formula 2, Ring CY1 to Ring CY5 are each independently C4-C 60 Carbocyclic or C1-C 60 heterocyclic group, a1 to a5 are each independently an integer from 0 to 20, b1 and b3 are each independently an integer from 0 to 5, b2 is an integer from 0 to 3, Ar 11 、Ar 12 、Ar 21 、Ar 22 , Z1 to Z3 and R1 to R5 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by 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 by at least one R 10a Substituted C1-C 60 heterocyclic group, -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 Z1 to Z3 and R1 to R5 may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group, R 10a yes: 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, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ) or a combination thereof; C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, 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, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ), -C(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ) or 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 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently is: hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; or 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, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl, each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 substituted with alkoxy, phenyl, biphenyl or a combination thereof, and *Indicates the binding site with the adjacent atoms.

2. The light emitting device according to claim 1, wherein The intermediate layer further comprises: a hole transport region between the first electrode and the emissive layer; and an electron transport region, between the emission layer and the second electrode, The hole transport region includes a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or a combination thereof, and The electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer or a combination thereof.

3. The light emitting device according to claim 1, wherein The emission layer includes the heterocyclic compound. The light emitting device according to claim 1 , wherein: The emission layer includes a host and a dopant, and The dopant includes the heterocyclic compound. The light emitting device according to claim 1 , wherein: The heterocyclic compound has a Stokes shift of less than or equal to 20 nm.

6. An electronic device, wherein: The electronic device includes 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: a thin film transistor electrically connected to the light emitting device; and Color filters, color conversion layers, touch screen layers, polarizing layers, or combinations thereof.

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

9. The electronic equipment according to claim 8, wherein: The electronic equipment is a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an interior light, an exterior 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 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 having multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

10. A heterocyclic compound, wherein The heterocyclic compound is represented by Formula 1: Formula 1 Formula 2 Among them, in formula 1 and formula 2, X1 is O、S、Se、Te、C(Ar 11 )(Ar 12 )、Si(Ar 11 )(Ar 12 )or N(Ar 11 ), X2 is O, S, Se, Te, C(Ar 21 )(Ar 22 )、Si(Ar 21 )(Ar 22 ) or N(Ar 21 ), Ar1 and Ar2 are each independently a group represented by formula 2, Ring CY1 to Ring CY5 are each independently C4-C 60 Carbocyclic or C1-C 60 heterocyclic group, a1 to a5 are each independently an integer from 0 to 20, b1 and b3 are each independently an integer from 0 to 5, b2 is an integer from 0 to 3, Ar 11 、Ar 12 、Ar 21 、Ar 22 , Z1 to Z3 and R1 to R5 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by 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 by at least one R 10a Substituted C1-C 60 heterocyclic group, -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 Z1 to Z3 and R1 to R5 may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C3-C 60 Carbocyclic group, either unsubstituted or substituted by at least one R 10a Substituted C1-C 60 heterocyclic group, R 10a yes: 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, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ),-P(=O)(Q 11 )(Q 12 ) or a combination thereof; C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, 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, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 )、-S(=O)2(Q 21 ),-P(=O)(Q 21 )(Q 22 ) or 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 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently is: hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; or 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, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl, each unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 substituted with alkoxy, phenyl, biphenyl or a combination thereof, and *Indicates the binding site with the adjacent atoms.

11. The heterocyclic compound according to claim 10, wherein X1 is O, S, Se or N(Ar 11 ),and X2 is O, S, Se or N(Ar 21 ).

12. The heterocyclic compound according to claim 10, wherein Ring CY1 to Ring CY5 are each independently phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, Benzophene, acenaphthenyl, perylenyl, benzopyrenyl, benzo benzophenanthryl, fluoranthenyl, coryl, cyclopentadienyl, 1,2,3,4-tetrahydronaphthyl, acridinyl, thienyl, furyl, indolyl, benzoborol, benzophosphol, indenyl, benzothiols, benzogermanyl, benzothiols, benzoselenophene, benzofuranyl, benzotellurophene, carbazolyl, dibenzoborol, dibenzophosphol, fluorenyl, dibenzothiols , dibenzogermanyl, dibenzothiophene, dibenzoselenophene, dibenzofuranyl, dibenzotelluryl, dibenzothiophene-5-oxide group, 9H-fluoren-9-one group, dibenzothiophene-5,5-dioxide group, azaindolyl, azabenzoborolyl, azabenzophospholyl, azaindenyl, azabenzothiorolyl, azabenzogermanyl, azabenzothiophene, azabenzoselenophene azabenzofuranyl, azacarbazolyl, azadibenzoborol, azadibenzophosphol, azafluorenyl, azadibenzothioyl, azadibenzogermanyl, azadibenzothiophene, azadibenzoselenophene, azadibenzofuranyl, azadibenzothiophene-5-oxide group, aza-9H-fluoren-9-one, azadibenzothiophene-5,5-dioxide group, pyridyl, pyrimidinyl, pyridyl, 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.

13. The heterocyclic compound according to claim 10, wherein Ring CY1 to ring CY5 are each independently a 6-membered ring.

14. The heterocyclic compound according to claim 10, wherein Ring CY1 to Ring CY5 are each independently a phenyl group, a naphthyl group or a pyridyl group.

15. The heterocyclic compound according to claim 10, wherein Ar 11 and Ar 21 are each independently unsubstituted or substituted with at least one R 10a substituted biphenyl, or unsubstituted or replaced by at least one R 10a Substituted terphenyl groups.

16. The heterocyclic compound according to claim 10, wherein Ar 11 、Ar 12 、Ar 21 、Ar 22 , Z1 to Z3 and R1 to R5 are each independently: Deuterium, -F, -Cl, -Br, -I, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 alkylthio; C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 Alkylthio, each deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, naphthyl, pyridinyl, pyrimidinyl or a combination thereof; Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl oxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiorol, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzisoxazolyl, 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 ), -P(=O)(Q1)(Q2) or a combination thereof; or -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -P(=O)(Q1)(Q2), and Q1 to Q3 and Q 31 To Q 33 Each independently represents: hydrogen; deuterium; -F; -Cl; -Br; -I; cyano; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; C1-C 60 Alkylthio; 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, C1-C 60 The alkylthio group, phenyl group, biphenyl group or a combination thereof can be substituted.

17. The heterocyclic compound according to claim 10, wherein At least one of R1, R2, R4 and R5 is independently: C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 alkylthio; C1-C 20 Alkyl, C1-C 20 Alkoxy or C1-C 20 Alkylthio, each deuterated, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, naphthyl, pyridinyl, pyrimidinyl or a combination thereof; Cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthrenyl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl oxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiorol, each of which is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, C1-C 20 Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, piperidinyl, piperazinyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, phthalazinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzisoxazolyl, 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 ), -P(=O)(Q1)(Q2) or a combination thereof; or -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -P(=O)(Q1)(Q2), and Q1 to Q3 and Q 31 To Q 33 Each independently represents: hydrogen; deuterium; -F; -Cl; -Br; -I; cyano; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; C1-C 60 Alkylthio; 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, C1-C 60 The alkylthio group, phenyl group, biphenyl group or a combination thereof can be substituted.

18. The heterocyclic compound according to claim 10, wherein The heterocyclic compound is represented by Formula 1A: Formula 1A Wherein, in Formula 1A, CycloCY 31 is a C4-C6 carbocyclic group or a C1-C6 heterocyclic group, a31 is an integer from 0 to 4, and X1, X2, Ar1, Ar2, ring CY1, ring CY2, ring CY4, ring CY5, R1 to R5, a1, a2, a4 and a5 are each the same as defined in Formula 1.

19. The heterocyclic compound according to claim 10, wherein The heterocyclic compound is represented by one of Formula 1-1 to Formula 1-3: Formula 1-1 Formula 1-2 Formula 1-3 Among them, in formula 1-1 to formula 1-3, a32, a33 and a34 are each independently an integer from 0 to 2, a12, a13, a14, a23, a24, a44, a52, a53 and a54 are each independently an integer from 0 to 3, a22, a42 and a43 are each independently an integer from 0 to 4, and X1, X2, Ar1, Ar2, and R1 to R5 are each the same as defined in Formula 1.

20. The heterocyclic compound according to claim 10, wherein The heterocyclic compound is one of Compound 1 to Compound 60:

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