Organic compound, optoelectronic device including the same, and electronic apparatus and

Abstract

The present application provides an organic compound, an optoelectronic device including the same, and an electronic apparatus and electronic equipment including the optoelectronic device. An optoelectronic device includes a first electrode, a second electrode on the first electrode, a light-sensitive layer between the first electrode and the second electrode, and a first compound represented by the following chemical structure: # imgabs0 # wherein the composition of the chemical structure is defined in the present disclosure.

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims the priority of Korean Patent Application No. 10-2023-0109124 filed on August 21, 2023 in the Korean Intellectual Property Office, the disclosure of which is incorporated herein by reference in its entirety. Technical Field

[0003] Some embodiments relate to organic compounds, optoelectronic devices including the same, and electronic devices and electronic equipment including the optoelectronic devices. Background Art

[0004] An optoelectronic device is a device that converts light energy or light signals into electrical energy or electrical signals. Examples of optoelectronic devices may include photovoltaic cells or solar cells that convert light energy into electrical energy, and optical detectors or optical sensors that detect light energy and convert it into electrical signals.

[0005] Electronic devices including optoelectronic devices and light-emitting devices are being developed. Light emitted from the light-emitting device may be reflected from an object (e.g., a user's finger) that contacts the electronic device, and the reflected light may be incident on the optoelectronic device. Contact input is recognized by the optoelectronic device detecting incident light energy and converting the incident light energy into an electrical signal. The optoelectronic device may be used as a fingerprint recognition sensor, etc. Summary of the invention

[0006] Some embodiments include organic compounds having excellent deposition stability and heat resistance, optoelectronic devices having excellent external quantum efficiency, and high-quality electronic devices and electronic equipment using the optoelectronic devices.

[0007] 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 presented embodiments of the disclosure.

[0008] According to some embodiments, an optoelectronic device comprises:

[0009] The first electrode,

[0010] a second electrode on the first electrode,

[0011] a photosensitive layer between the first electrode and the second electrode, and

[0012] A first compound represented by Formula 1:

[0013] Formula 1

[0014]

[0015] Among them, in formula 1,

[0016] X1 may be selected from oxygen (O), sulfur (S), selenium (Se) and tellurium (Te),

[0017] Y 1 and Y 2 can be independently selected from a single bond, *-O-*', *-S-*', *-Se-*', *-C(R 5 )(R 6 )-*'、*-Si(R 5 )(R 6 )-*'、*-Ge(R 5 )(R 6 )-*'、*-N(R 5 )-*'、*-P(R 5 )-*', *-C(=O)-*', *-C(=S)-*', *-S(=O)-*' and *-S(=O) 2 -*',

[0018] * and *' each indicate a binding site with an adjacent atom,

[0019] L 1 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0020] a1 can be an integer selected from 1 to 5,

[0021] Ar 1 It may be a C in which two or more cyclic groups are fused to each other. 4 -C 60 A polycyclic group, and two or more cyclic groups may each independently be C 3 -C 30 Carbocyclic or C 1 -C 30 Heterocyclic group,

[0022] Cyclo 1 and CY 2 Can be independently C 5 -C 60 Carbocyclic or C 2 -C 60 Heterocyclic group,

[0023] b1, b2 and b4 may each independently be an integer selected from 0 to 10,

[0024] R 1 To R6 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Heteroaralkyl, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0025] R 1 To R 6 Two or more of the R10a Substituted C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0026] R 10a Can

[0027] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro,

[0028] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof,

[0029] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof, or

[0030] -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

[0031] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q23 and Q 31 To Q 33 Can be independently:

[0032] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy, or

[0033] Each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl.

[0034] According to some embodiments, an electronic device comprises an optoelectronic device,

[0035] a light emitting device proximate to the optoelectronic device, and

[0036] Color filters, color conversion layers, touch screen layers, polarizing layers, or any combination thereof.

[0037] According to some embodiments, the electronic device comprises an optoelectronic device,

[0038] The electronic device is one of the following: a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a telephone, a mobile phone, a tablet computer, a tablet phone, 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 with multiple displays tiled together, a theater screen, a stadium screen, a light therapy device, a sign, an automotive sensor, a home sensor and a solar cell.

[0039] According to some embodiments, an organic compound represented by Formula 1 is provided. BRIEF DESCRIPTION OF THE DRAWINGS

[0040] The above and other aspects, features and advantages of certain embodiments of the present disclosure will become more apparent from the following description taken in conjunction with the accompanying drawings, in which:

[0041] Figure 1 is a schematic diagram of a photovoltaic device according to an embodiment;

[0042] Figure 2 is a schematic diagram of a light emitting device included in an electronic device according to an embodiment;

[0043] Figure 3 is a schematic diagram of a photovoltaic device according to another embodiment;

[0044] Figure 4 is a schematic diagram of a photovoltaic device according to another embodiment;

[0045] Figure 5 is a schematic diagram of an electronic device according to an embodiment;

[0046] Figure 6 is a schematic diagram of an electronic device according to another embodiment;

[0047] Figure 7 is a schematic perspective view of an electronic device including an optoelectronic device according to an embodiment;

[0048] Figure 8 A schematic diagram for explaining the exterior of a vehicle as an electronic device including a photoelectric device according to an embodiment; and

[0049] 9A to 9C To explain Figure 8 Schematic diagram of the interior of a vehicle. DETAILED DESCRIPTION

[0050] The embodiments will now be described in detail with reference to the examples thereof illustrated in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout. In this regard, the present embodiments may have different forms and should not be construed as being limited to the description set forth herein. Accordingly, the embodiments are described below with reference to the figures to explain the various aspects of the present description. As used herein, the term "and / or" includes any and all combinations of one or more related enumerated items. Throughout this disclosure, the expression "at least one of a, b, and c" indicates only a, only b, only c, both a and b, both a and c, both b and c, all a, b, and c, or variations thereof.

[0051] According to some embodiments, an optoelectronic device comprises:

[0052] a first electrode;

[0053] a second electrode on the first electrode;

[0054] a photosensitive layer between the first electrode and the second electrode; and

[0055] A first compound represented by Formula 1:

[0056] Formula 1

[0057]

[0058] Among them, in formula 1,

[0059] X 1 may be selected from oxygen (O), sulfur (S), selenium (Se) and tellurium (Te),

[0060] Y 1 and Y 2 can be independently selected from a single bond, *-O-*', *-S-*', *-Se-*', *-C(R 5 )(R 6 )-*'、*-Si(R 5 )(R 6 )-*'、*-Ge(R 5 )(R 6 )-*'、*-N(R 5 )-*'、*-P(R 5 )-*', *-C(=O)-*', *-C(=S)-*', *-S(=O)-*' and *-S(=O) 2 -*',

[0061] * and *' each indicate a binding site with an adjacent atom,

[0062] L 1 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0063] a1 can be an integer selected from 1 to 5,

[0064] Ar 1 It may be a C in which two or more cyclic groups are fused to each other. 4 -C 60 A polycyclic group, and two or more cyclic groups may each independently be C 3 -C 30 Carbocyclic or C1 -C 30 Heterocyclic group,

[0065] Cyclo 1 and CY 2 Can be independently C 5 -C 60 Carbocyclic or C 2 -C 60 Heterocyclic group,

[0066] b1, b2 and b4 may each independently be an integer selected from 0 to 10,

[0067] R 1 To R 6 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Heteroaralkyl, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3)、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0068] R 1 To R 6 Two or more of the R 10a Substituted C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0069] R 10a Can be:

[0070] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0071] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11)、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0072] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0073] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and

[0074] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Can be independently:

[0075] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 alkoxy; or

[0076] Each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl.

[0077] In an embodiment, the optoelectronic device may further include a hole transport region between the first electrode and the photosensitive layer and an electron transport region between the photosensitive layer and the second electrode. The hole transport region may include a hole injection layer, a hole transport layer, an electron blocking layer, or any combination thereof. 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.

[0078] In embodiments, the optoelectronic device may further include a second compound.

[0079] In an embodiment, the second compound may include fullerene, a fullerene derivative, subphthalocyanine, a subphthalocyanine derivative, thiophene, a thiophene derivative, a compound represented by one of Formula 2-1 to Formula 2-6, or any combination thereof.

[0080] In an embodiment, the second compound may be represented by one of Formula 2-1 to Formula 2-6:

[0081]

[0082] Among them, in Formula 2-1 to Formula 2-6,

[0083] Z 1 and Z 2 can be independently selected from O, S, N (R 24 )、C(R 24 )(R 25 ), C(=O), C(=S) and C=C(R 24 )(R 25 ),

[0084] R 24 and R 25 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 7 -C 60Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Heteroaralkyl, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0085] Q 1 To Q 3 and R 10a may be the same as described herein,

[0086] e2 may be an integer selected from 0 to 2,

[0087] e3 may be an integer selected from 0 to 3, and

[0088] e4 may be an integer selected from 0 to 4.

[0089] In an embodiment, R 24 and R 25 may be each independently unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy or any combination thereof substituted C 1 -C 60 Alkyl, C 3 -C 10 Cycloalkyl, C 6 -C 60 Aryl or C 1 -C 60 Heteroaryl.

[0090] In an embodiment, the second compound may be one of Compound N1 to Compound N43:

[0091]

[0092]

[0093]

[0094]

[0095] In embodiments, the second compound may have a molecular weight of about 200 g / mol to about 1,500 g / mol.

[0096] In an embodiment, the photosensitive layer may include a first compound and a second compound. The photosensitive layer may include a mixture of the first compound and the second compound. The photosensitive layer may be a single layer. In some embodiments, the first compound and the second compound may exist in a mixed state in the photosensitive layer.

[0097] In other embodiments, the photosensitive layer may include a first layer adjacent to the first electrode and a second layer adjacent to the second electrode. For example, the first layer may be disposed between the first electrode and the second layer. The first layer may be disposed between the hole transport region and the second layer. The second layer may be disposed between the first layer and the second electrode. The second layer may be disposed between the first layer and the electron transport region.

[0098] In an embodiment, the first layer may include the first compound. The first layer may not include the second compound.

[0099] In an embodiment, the second layer may include the second compound. The second layer may not include the first compound.

[0100] In some embodiments, the photosensitive layer may have a double-layer structure including a first layer including a first compound and a second layer including a second compound. In some embodiments, the first compound and the second compound may exist in a non-mixed state in the photosensitive layer.

[0101] In other embodiments, the photosensitive layer may further include a third layer between the first layer and the second layer. The third layer may include the first compound and the second compound. The third layer may include a mixture of the first compound and the second compound. In some embodiments, the first compound and the second compound may exist in the third layer in a mixed state. For example, the photosensitive layer may have a three-layer structure of i) a first layer including the first compound but not including the second compound, ii) a third layer including both the first compound and the second compound, and iii) a second layer including the second compound but not including the first compound.

[0102] In embodiments, the photosensitive layer can absorb light having a wavelength of about 400 nm to about 750 nm. In some embodiments, the photosensitive layer can absorb red light, green light, blue light, near infrared light, and / or any combination thereof. For example, the first compound in the photosensitive layer can absorb light having a wavelength of about 400 nm to about 750 nm.

[0103] In embodiments, the photosensitive layer and / or the first compound may have a maximum absorption wavelength in the range of about 500 nm to about 650 nm. For example, the photosensitive layer and / or the first compound may have a maximum absorption wavelength in the range of about 500 nm to about 600 nm, about 510 nm to about 565 nm, about 515 nm to about 550 nm, or about 520 nm to about 540 nm. In some embodiments, the photosensitive layer and / or the first compound may absorb green light.

[0104] According to some embodiments, an electronic device includes: an optoelectronic device;

[0105] A light emitting device adjacent to a photovoltaic device; and

[0106] Color filters, color conversion layers, touch screen layers, polarizing layers, or any combination thereof.

[0107] In an embodiment, a light emitting device may include an emission layer.

[0108] According to some embodiments, the electronic device comprises an optoelectronic device,

[0109] The electronic device is one of the following: a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a telephone, a mobile phone, a tablet computer, a tablet phone, 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 with multiple displays tiled together, a theater screen, a stadium screen, a light therapy device, a sign, an automotive sensor, a home sensor and a solar cell.

[0110] According to some embodiments, an organic compound (first compound) represented by Formula 1 is provided:

[0111] Formula 1

[0112]

[0113] Among them, in formula 1,

[0114] X 1 may be selected from oxygen (O), sulfur (S), selenium (Se) and tellurium (Te),

[0115] Y 1 and Y 2 can be independently selected from a single bond, *-O-*', *-S-*', *-Se-*', *-C(R5 )(R 6 )-*'、*-Si(R 5 )(R 6 )-*'、*-Ge(R 5 )(R 6 )-*'、*-N(R 5 )-*'、*-P(R 5 )-*', *-C(=O)-*', *-C(=S)-*', *-S(=O)-*' and *-S(=O) 2 -*',

[0116] * and *' each indicate a binding site with an adjacent atom,

[0117] L 1 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0118] a1 can be an integer selected from 1 to 5,

[0119] Ar 1 It may be a C in which two or more cyclic groups are fused to each other. 4 -C 60 A polycyclic group, and two or more cyclic groups may each independently be C 3 -C 30 Carbocyclic or C 1 -C 30 Heterocyclic group,

[0120] Cyclo 1 and CY 2 Can be independently C 5 -C 60 Carbocyclic or C 2 -C 60 Heterocyclic group,

[0121] b1, b2 and b4 may each independently be an integer selected from 0 to 10,

[0122] R 1 To R 6 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Heteroaralkyl, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0123] R 1 To R 6 Two or more of the R 10a Substituted C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0124] R 10a Can be:

[0125] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0126] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0127] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0128] -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

[0129] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Can be independently:

[0130] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 alkoxy; or

[0131] Each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl.

[0132] In an embodiment, the organic compound represented by Formula 1 may be represented by one of Formula 1-1 and Formula 1-2:

[0133] Formula 1-1

[0134]

[0135] Formula 1-2

[0136]

[0137] Among them, in formula 1-1 and formula 1-2,

[0138] X 1 , Y 1 , Y 2 , L 1 、a1、Ar 1 CY 1 and CY 2 , b1, b2, b4 and R 1 To R 4 It can be defined as in Formula 1.

[0139] In an embodiment, X in Formula 1, Formula 1-1, and Formula 1-2 1 It may be selected from O, S and Se.

[0140] In an embodiment, Y in Formula 1, Formula 1-1 and Formula 1-2 1 and Y 2 can be independently selected from a single bond, *-O-*', *-S-*', *-Se-*', *-C(R 5 )(R 6)-*'、*-Si(R 5 )(R 6 )-*' and *-N(R 5 )-*'.

[0141] In an embodiment, Y in Formula 1, Formula 1-1 and Formula 1-2 1 and Y 2 At least one of may be a single bond.

[0142] In an embodiment, L in Formula 1, Formula 1-1, and Formula 1-2 1 may be unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylene, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Heteroarylene, unsubstituted or substituted with at least one R 10a The substituted divalent non-aromatic fused polycyclic group is either unsubstituted or substituted with at least one R 10a A substituted divalent non-aromatic fused heteropolycyclic group.

[0143] In an embodiment, L in Formula 1, Formula 1-1, and Formula 1-2 1 may be each unsubstituted or substituted with at least one R 10aSubstituted phenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrenyl, 1,2-benzophenanthryl, cyclopentadienyl, 1,2,3,4-tetrahydronaphthyl, thienyl, selenophenyl, furanyl, indolyl, benzoborol, benzophosphol, indenyl, benzothiazolyl, benzogermanol, benzothienyl, benzoselenophenyl, benzofuranyl, carbazolyl, dibenzoborol, dibenzophosphol , fluorenyl, dibenzothioyl, dibenzogermanyl, dibenzothiophene, dibenzoselenophene, dibenzofuranyl, dibenzothiophene-5-oxide, 9H-fluoren-9-one, dibenzothiophene-5,5-dioxide, azaindolyl, azabenzoborolyl, azabenzophospholyl, azaindenyl, azabenzothioyl, azabenzogermanyl, azabenzothiophene, azabenzo selenophene, azabenzofuranyl, azacarbazolyl, azadibenzoborol, azadibenzophosphol, azafluorenyl, azadibenzothioyl, azadibenzogermanyl, azadibenzothiophenyl, azadibenzoselenophene, azadibenzofuranyl, azadibenzothiophene-5-oxide, aza-9H-fluoren-9-one, azadibenzothiophene-5,5-dioxide, 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.

[0144] In an embodiment, L in Formula 1, Formula 1-1, and Formula 1-2 1 It may be a group represented by one of Formula 3-1 to Formula 3-27:

[0145]

[0146]

[0147] Among them, in Formula 3-1 to Formula 3-27,

[0148] X 31 Can be selected from O, S, Se and Te,

[0149] R 31 To R 34 can be independently identified with reference to R in this article 10a Same as described, and

[0150] * and *' each indicate a binding site with an adjacent atom.

[0151] In an embodiment, a1 in Formula 1, Formula 1-1, and Formula 1-2 may be 1.

[0152] In an embodiment, in Formula 1, Formula 1-1 and Formula 1-2, the *-Ar 1 -(R 4 )b 4 The group represented may be a group represented by one of Formulae 4-1 to 4-6:

[0153]

[0154] Among them, in Formula 4-1 to Formula 4-6,

[0155] T 1 and T 2 may be independently O, S, Se and Te,

[0156] Z 41 To Z 43 can be independently selected from O, S, Se, N (R 41 )、C(R 41 )(R 42 ), C(=O), C(=S) and C=C(R 41 )(R 42 ),

[0157] Y 41 To Y 43 can be N or C (R 43 ),

[0158] Cyclo 4 Can be C 3 -C 30 Carbocyclic or C 1 -C 30 Heterocyclic group,

[0159] R 41 To R 43 can be independently identified with reference to R in this article 4 Same as described,

[0160] R 4 and b4 may be defined as in Formula 1, and

[0161] *Indicates the binding site with the neighboring atoms.

[0162] In an embodiment, in Formula 1, Formula 1-1 and Formula 1-2, the *-Ar 1 -(R 4 )b 4 The group represented may be a group represented by any one of Formula 5-1 to Formula 5-15:

[0163]

[0164]

[0165] Among them, in Formula 5-1 to Formula 5-15,

[0166] T 1 and T 2 may be independently O, S, Se and Te,

[0167] Z 51 To Z 53 can be independently selected from O, S, Se, N (R 41 )、C(R 41 )(R 42 ), C(=O), C(=S) and C=C(R 41 )(R 42 ),

[0168] R 41 , R 42 and R 51 To R 57 can be independently identified with reference to R in this article 4 Same as described,

[0169] R 51 To R 57 Two or more of the R 10a Substituted C 5 -C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 30 a heterocyclic group, and

[0170] *Indicates the binding site with the neighboring atoms.

[0171] In an embodiment, in Formula 1, Formula 1-1 and Formula 1-2, the *-Ar 1 -(R 4 )b 4 The groups represented may include electron acceptor groups.

[0172] In an embodiment, ring CY in Formula 1, Formula 1-1 and Formula 1-2 1 and CY 2 may be independently unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl is either unsubstituted or substituted with at least one R 10a Substituted C 2-C 60 Heteroaryl.

[0173] In an embodiment, ring CY in Formula 1, Formula 1-1 and Formula 1-2 1 and CY 2 Each of the above may be independently phenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrene, 1,2-benzophenanthryl, cyclopentadienyl, 1,2,3,4-tetrahydronaphthyl, thienyl, furanyl, indolyl, benzoborol, benzophosphol, indenyl, benzothiols, benzogermanol, benzothienyl, benzoselenophenyl, benzofuranyl, carbazolyl, dibenzoborol, dibenzophosphol, Fluorenyl, dibenzothioyl, dibenzogermanyl, dibenzothiophenyl, dibenzoselenophene, dibenzofuranyl, dibenzothiophene-5-oxide, 9H-fluoren-9-one, dibenzothiophene-5,5-dioxide, azaindolyl, azabenzoborolyl, azabenzophospholyl, azaindenyl, azabenzothioyl, azabenzogermanyl, azabenzothiophenyl, azabenzoselenyl phenyl, azabenzofuranyl, azacarbazolyl, azadibenzoborol, azadibenzophosphol, azafluorenyl, azadibenzothioyl, azadibenzogermanyl, azadibenzothiophenyl, azadibenzoselenophene, azadibenzofuranyl, azadibenzothiophene-5-oxide, aza-9H-fluoren-9-one, azadibenzothiophene-5,5-dioxide, pyridyl, pyrimidine yl, 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. For example, cycloCY 1 and CY 2 Each independently may be phenyl or naphthyl.

[0174] In an embodiment, R in Formula 1, Formula 1-1, and Formula 1-2 1 To R 6 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C1 -C 60 Alkoxy is either unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Aryl.

[0175] In an embodiment, the organic compound represented by Formula 1 may have a highest occupied molecular orbital (HOMO) energy level of about -5.9 eV to about -5.2 eV, and the organic compound represented by Formula 1 may have a lowest unoccupied molecular orbital (LUMO) energy level of about -3.5 eV to about -2.2 eV.

[0176] In an embodiment, the organic compound represented by Formula 1 may be one of Compound 1 to Compound 72:

[0177]

[0178]

[0179]

[0180] Generally speaking, a donor-acceptor type material containing both an electron donor part and an electron acceptor part is suitable in terms of light absorption characteristics and charge transfer characteristics. However, the electron donor part and the electron acceptor part are connected via a double bond that is easily reactive with a nucleophile and include an amine structure that is easily thermally decomposed, and thus may have low heat resistance and be easily thermally decomposed during a deposition process.

[0181] However, the organic compound represented by Formula 1 has a structure in which the electron donor moiety and the electron acceptor moiety are connected via a single bond and each aromatic group connected to amine is condensed, and thus may have increased thermal stability by suppressing a degradation reaction.

[0182] Therefore, a photoelectric device using the organic compound represented by Formula 1 can maintain high external quantum efficiency even under high-temperature processing conditions, and thus can simultaneously satisfy light absorption characteristics, charge transfer characteristics, and thermal characteristics.

[0183] [ Figure 1 and Figure 2 Description]

[0184] Figure 1 Schematic diagram of an optoelectronic device 30 according to an embodiment. The optoelectronic device 30 may include a first electrode 110 , a hole transport region 120 , a photosensitive layer 135 , an electron transport region 140 , and a second electrode 150 .

[0185] Figure 2is a schematic diagram of a light emitting device 10. The light emitting device 10 may include a first electrode 110, a hole transport region 120, an emission layer 130, an electron transport region 140, and a second electrode 150.

[0186] In an embodiment, the first electrode 110, the hole transport region 120, the electron transport region 140, and the second electrode 150 of the optoelectronic device 30 may be substantially integrated with the first electrode 110, the hole transport region 120, the electron transport region 140, and the second electrode 150 of the light-emitting device 10, respectively. In other embodiments, the first electrode 110, the hole transport region 120, the electron transport region 140, and the second electrode 150 of the optoelectronic device 30 may be spaced apart from the first electrode 110, the hole transport region 120, the electron transport region 140, and the second electrode 150 of the light-emitting device 10, respectively. Even in the latter case where the layers of the optoelectronic device 30 and the layers of the light-emitting device 10 are separated, the respective corresponding elements may include substantially the same material and may be formed simultaneously.

[0187] In the following, reference will be made to Figure 1 and Figure 2 The structures of the optoelectronic device 30 and the light emitting device 10 and the method of manufacturing the same according to the embodiment are described.

[0188] [First electrode 110]

[0189] exist Figure 1 In the embodiment of the present invention, the substrate may be further arranged under the first electrode 110 or on the second electrode 150. As the substrate, a glass substrate or a plastic substrate may be used. The substrate may be a flexible substrate. For example, the substrate 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).

[0190] The first electrode 110 may be formed, for example, by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates hole injection.

[0191] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, a material for forming the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2), zinc oxide (ZnO) or any combination thereof. In some embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag) or any combination thereof.

[0192] The first electrode 110 may have a single-layer structure of a single layer or a multi-layer structure including a plurality of layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0193] [Hole transport region 120]

[0194] The hole transport region 120 may have i) a single-layer structure of a single layer including a single material, ii) a single-layer structure of a single layer including a plurality of different materials, or iii) a multi-layer structure having a plurality of layers including a plurality of different materials.

[0195] The hole transport region 120 may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.

[0196] For example, the hole transport region 120 may have a multi-layer structure, including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure or a hole injection layer / hole transport layer / emission auxiliary layer structure, wherein the constituent layers of each structure are stacked in sequence from the first electrode 110.

[0197] The hole transport region 120 may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0198] Formula 201

[0199]

[0200] Formula 202

[0201]

[0202] Among them, in equation 201 and equation 202,

[0203] L 201 To L 204 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0204] L 205 Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or replaced by at least one R 10a Substituted C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0205] xa1 to xa4 may each independently be an integer selected from 0 to 5,

[0206] xa5 may be an integer selected from 1 to 10,

[0207] R 201 To R 204 and Q 201 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0208] R 201 and R 202 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C 1 -C 5 Alkylene is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 Alkenylene groups are connected to each other to form an unsubstituted or substituted R 10a Substituted C 8 -C 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., compound HT16, etc.),

[0209] R 203 and R 204 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C 1 -C 5Alkylene is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted R 10a Substituted C 8 -C 60 polycyclic groups, and

[0210] na1 may be an integer selected from 1 to 4.

[0211] For example, each of Formula 201 and Formula 202 may include at least one of the groups represented by Formula CY201 to Formula CY217:

[0212]

[0213] R in formula CY201 to formula CY217 10b and R 10c Each may be referred to herein as R 10a Described, Cyclic 201 To Ring CY 204 Can be independently C 3 -C 20 Carbocyclic or C 1 -C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R 10a replaced.

[0214] In an embodiment, ring CY in formula CY201 to formula CY217 201 To Ring CY 204 Each independently may be phenyl, naphthyl, phenanthryl or anthracenyl.

[0215] In other embodiments, each of Formula 201 and Formula 202 may include at least one of the groups represented by Formula CY201 to Formula CY203.

[0216] In some embodiments, Formula 201 may include at least one of the groups represented by Formula CY201 to Formula CY203 and at least one of the groups represented by Formula CY204 to Formula CY217.

[0217] In some embodiments, in Formula 201, xa1 may be 1, R 201 may be a group represented by one of the formulas CY201 to CY203, xa2 may be 0, and R 202 It may be a group represented by one of Formula CY204 to Formula CY207.

[0218] In some embodiments, each of Formula 201 and Formula 202 may not include the groups represented by Formula CY201 to Formula CY203.

[0219] In some embodiments, each of Formula 201 and Formula 202 may not include the groups represented by Formula CY201 to Formula CY203, and may include at least one of the groups represented by Formula CY204 to Formula CY217.

[0220] In some embodiments, each of Formula 201 and Formula 202 may not include the groups represented by Formula CY201 to Formula CY217.

[0221] In an embodiment, the hole transport region 120 may include one of compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tri(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), or any combination thereof:

[0222]

[0223]

[0224]

[0225]

[0226] The hole transport region 120 may have a to about For example, about to about When the hole transport region 120 includes a hole injection layer, a hole transport layer, or any combination thereof, the hole injection layer may have a thickness of about to about For example, about to about The hole transport layer may have a thickness of about to about For example, about to about When the thicknesses of the hole transport region 120, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics may be obtained without significantly increasing the driving voltage.

[0227] The emission auxiliary layer serves to increase luminous efficiency by compensating for an optical resonance distance according to the wavelength of light emitted by the emission layer 130, and the electron blocking layer serves to prevent electrons from the emission layer 130 from leaking to the hole transport region 120. Materials that may be included in the hole transport region 120 may be included in the emission auxiliary layer and the electron blocking layer.

[0228] [p-dopant]

[0229] In addition to the materials described above, the hole transport region 120 may further include a charge generation material to improve conductivity. The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region 120 (which may be, for example, in the form of a single layer including the charge generation material).

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

[0231] For example, the p-dopant may have a LUMO level of -3.5 eV or less.

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

[0233] Examples of the quinone derivative may include TCNQ, F4-TCNQ, and the like.

[0234] Examples of the cyano group-containing compound may include HAT-CN and a compound represented by Formula 221, and the like:

[0235]

[0236] Formula 221

[0237]

[0238] Among them, in formula 221,

[0239] R 221 To R 223 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 a heterocyclic group, and

[0240] R 221 To R 223 At least one of them may be independently C each substituted by 3 -C 60Carbocyclic or C 1 -C 60 Heterocyclic group: cyano; -F; -Cl; -Br; -I; C substituted by cyano, -F, -Cl, -Br, -I or any combination thereof 1 -C 20 or any combination thereof.

[0241] In the compound containing the element EL1 and the element EL2, the element EL1 may be a metal, a metalloid, or any combination thereof, and the element EL2 may be a nonmetal, a metalloid, or any combination thereof.

[0242] Examples of metals may include alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), or cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), or barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt ( Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag) or gold (Au) etc.); late transition metals (e.g., zinc (Zn), indium (In) or 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) or lutetium (Lu) etc.); etc.

[0243] Examples of metalloids may include silicon (Si), antimony (Sb), tellurium (Te), and the like.

[0244] Examples of non-metal may include oxygen (O) and halogen (eg, F, Cl, Br, or I, etc.), and the like.

[0245] Examples of compounds containing element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, or metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, or metalloid iodides, etc.), metal tellurides, or any combination thereof.

[0246] Examples of metal oxides may include tungsten oxides (eg, WO, W 2 O 3 , WO 2 , WO 3 or W 2 O 5etc.), vanadium oxides (e.g., VO, V 2 O 3 , VO 2 or V 2 O 5 etc.), molybdenum oxides (e.g., MoO, Mo 2 O 3 、MoO 2 、MoO 3 Or Mo 2 O 5 etc.) and rhenium oxides (e.g., ReO 3 etc.

[0247] 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.

[0248] 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.

[0249] Examples of alkaline earth metal halides may include BeF 2 MgF 2 , CaF 2 , SrF 2 , BaF 2 、BeCl 2 MgCl 2 , CaCl 2 、SrCl 2 、BaCl 2 ,BeBr 2 MgBr 2 , CaBr 2 , SrBr 2 ,BaBr 2 ,BeI 2 MgI 2 ,CaI 2 , SrI 2 and BaI 2 wait.

[0250] Examples of transition metal halides may include titanium halides (eg, TiF 4 、TiCl 4 、TiBr 4 or TiI 4 etc.), zirconium halides (e.g., ZrF 4 、ZrCl 4 , ZrBr 4or ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4 or HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr 3 or VI 3 etc.), niobium halides (e.g., NbF 3 、NbCl 3 , NbBr 3 or NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 or TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 or CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 or MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 or WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 or MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 、TcBr 2 or TcI 2 etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 or ReI 2 etc.), ferrous halides (e.g., FeF 2 、FeCl 2 , FeBr 2 orFeI 2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2 or RuI 2 etc.), osmium halides (e.g., OsF 2, OsCl 2 、OsBr 2 or OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2 ,CoBr 2 or CoI 2 etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr 2 or RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 or IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 or NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 or PdI 2 etc.), platinum halides (e.g., PtF 2 、PtCl 2 , PtBr 2 or PtI 2 etc.), cuprous halides (e.g., CuF, CuCl, CuBr or CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr or AgI, etc.) and gold halides (e.g., AuF, AuCl, AuBr or AuI, etc.), etc.

[0251] Examples of late transition metal halides may include zinc halides (eg, ZnF 2 、ZnCl 2 、ZnBr 2 or ZnI 2 etc.), indium halides (e.g., InI 3 etc.) and tin halides (e.g., SnI 2 etc.

[0252] Examples of lanthanide metal halides may include YbF, YbF 2 , YbF 3 、SmF 3 、YbCl、YbCl 2 YbCl 3 、SmCl 3 , YbBr, YbBr 2 , YbBr 3 、SmBr3 、YbI、YbI 2 ,YbI 3 and SmI 3 wait.

[0253] Examples of metalloid halides may include antimony halides (eg, SbCl 5 etc.

[0254] Examples of metal tellurides may include alkali metal tellurides (e.g., Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te or Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, or BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe or Au 2 Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.) and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe or LuTe, etc.), etc.

[0255] [Emission layer 130]

[0256] The light emitting device 10 may include an emission layer 130 on the hole transport region 120 .

[0257] In an implementation, the emission layer 130 may further include a metal-containing compound such as an organic metal compound, an inorganic material such as a quantum dot, and the like, in addition to various organic materials.

[0258] In some embodiments, the emission layer 130 may include: i) two or more emission units sequentially stacked between the first electrode 110 and the second electrode 150, and ii) a charge generation layer disposed between the two or more emission units. When the emission layer 130 includes the emission units and the charge generation layer as described above, the light emitting device 10 may be a tandem light emitting device.

[0259] When the light-emitting device 10 is a full-color light-emitting device, the emission layer 130 may be patterned into a red emission layer, a green emission layer, and / or a blue emission layer according to sub-pixels. In some embodiments, the emission layer 130 may have a stacked structure of two or more layers of a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other or separated from each other to emit white light. In some embodiments, the emission layer 130 may include two or more materials of a red light-emitting material, a green light-emitting material, and a blue light-emitting material mixed in a single layer to emit white light.

[0260] The emission layer 130 may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0261] The amount of the dopant in the emission layer 130 may be in the range of about 0.01 parts by weight to about 15 parts by weight relative to 100 parts by weight of the host.

[0262] In some embodiments, emissive layer 130 may include quantum dots.

[0263] In some embodiments, the emission layer 130 can include a delayed fluorescent material. The delayed fluorescent material can act as a host or a dopant in the emission layer.

[0264] The thickness of the emission layer 130 may be about to about For example, about to about When the thickness of the emission layer 130 is within these ranges, excellent light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0265] [main body]

[0266] The host may include a compound represented by Formula 301:

[0267] Formula 301

[0268] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,

[0269] Wherein, in Formula 301,

[0270] Ar 301 and L 301 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0271] xb11 can be 1, 2 or 3,

[0272] xb1 may be an integer selected from 0 to 5,

[0273] R 301 It may be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ),

[0274] xb21 may be an integer selected from 1 to 5, and

[0275] Q 301 To Q303 Each may be referred to in this article as Q 1 Described.

[0276] For example, when xb11 in Formula 301 is 2 or greater, two or more Ar 301 Can be connected to each other via a single bond.

[0277] In some embodiments, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0278] Formula 301-1

[0279]

[0280] Formula 301-2

[0281]

[0282] Among them, in Formula 301-1 and Formula 301-2,

[0283] Ring A 301 To Ring A 304 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0284] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0285] xb22 and xb23 can each independently be 0, 1 or 2,

[0286] L 301 , xb1 and R 301 may each be as described herein,

[0287] L 302 To L 304 Can be independently as above with reference to L 301 Described,

[0288] xb2 to xb4 may each independently be as described above with reference to xb1, and

[0289] R 302 To R 305 and R 311 To R 314 Each can be referred to as above R 301 Described.

[0290] In some embodiments, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. In some embodiments, the host may include a Be complex (eg, compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0291] In some embodiments, the host may include: one of Compounds H1 to H128; 9,10-di(2-naphthyl)anthracene (ADN); 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN); 9,10-di(2-naphthyl)-2-tert-butyl-anthracene (TBADN); 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP); 1,3-di(carbazol-9-yl)benzene (mCP); 1,3,5-tri(carbazol-9-yl)benzene (TCP); or any combination thereof:

[0292]

[0293]

[0294]

[0295]

[0296]

[0297]

[0298]

[0299] [Phosphorescent dopant]

[0300] The phosphorescent dopant may include at least one transition metal as a core metal.

[0301] 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.

[0302] The phosphorescent dopant may be electrically neutral.

[0303] For example, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0304] Formula 401

[0305] M(L401 ) xc1 (L 402 ) xc2 ,

[0306] Wherein, in Formula 401,

[0307] M may be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),

[0308] L 401 may be a ligand represented by Formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 may be the same or different from each other,

[0309] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, two or more L 402 may be the same or different from each other,

[0310] Formula 402

[0311]

[0312] In formula 402, X 401 and X 402 can be independently N or C,

[0313] Ring A 401 and Ring A 402 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0314] 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=*',

[0315] X 403 and X 404 can be independently a chemical bond (e.g., a covalent bond or a coordination bond), O, S, N (Q 413 )、B(Q413 )、P(Q 413 )、C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),

[0316] Q 411 To Q 414 Each may be referred to in this article as Q 1 Described,

[0317] R 401 and R 402 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) or -P(=O)(Q 401 )(Q 402 ),

[0318] Q 401 To Q 403 Each may be referred to in this article as Q 1 Described,

[0319] xc11 and xc12 may each independently be an integer selected from 0 to 10, and

[0320] * and *' in Formula 402 each indicate a binding site with M in Formula 401.

[0321] For example, in equation 402, i)X 401 may be nitrogen and X 402 Can be carbon, or ii) X401 and X 402 Each of may be nitrogen.

[0322] In some embodiments, when xc1 in Formula 401 is 2 or greater, two or more L 401 The two rings A 401 Optionally, T as a linker 402 connected to each other, and two or more L 401 The two rings A 402 Optionally, T as a linker 403 Connected to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 can each be independently referred to herein as T 401 Described.

[0323] In formula 401, L 402 It can be an organic ligand. For example, L 402 It may include a halogen group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, a -CN group, a phosphorus-containing group (e.g., a phosphine group or a phosphite group, etc.), or any combination thereof.

[0324] The phosphorescent dopant may include, for example, one of Compound PD1 to Compound PD39 or any combination thereof:

[0325]

[0326]

[0327]

[0328] [Fluorescent dopant]

[0329] The fluorescent dopant may include an amine-containing compound, a styrene-containing compound, or any combination thereof.

[0330] For example, the fluorescent dopant may include a compound represented by Formula 501:

[0331] Formula 501

[0332]

[0333] Wherein, in Formula 501,

[0334] Ar 501 , L 501 To L 503 , R 501 and R 502 may be each independently unsubstituted or substituted with at least one R10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0335] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0336] xd4 can be 1, 2, 3, 4, 5 or 6.

[0337] For example, Ar in Formula 501 501 It may be a condensed ring group in which three or more monocyclic groups are condensed together (for example, anthracenyl, 1,2-triphenylenyl, or pyrenyl, etc.).

[0338] In some embodiments, xd4 in equation 501 may be 2.

[0339] For example, the fluorescent dopant may include: one of compounds FD1 to FD37; DPVBi; DPAVBi; or any combination thereof:

[0340]

[0341]

[0342]

[0343] [Delayed fluorescence material]

[0344] The emission layer 130 may include a delayed fluorescent material.

[0345] In the present specification, the delayed fluorescent material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0346] The delayed fluorescent material included in the emission layer 130 may serve as a host or a dopant depending on the types of other materials included in the emission layer 130 .

[0347] In an embodiment, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be in the range of about 0 eV to about 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material is in the above range, up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and thus, the light emitting device 10 may have improved luminous efficiency.

[0348] For example, the delayed fluorescent material may include: i) at least one electron donor (eg, a π-electron-rich C3 -C 60 cyclic groups, such as carbazolyl) and at least one electron acceptor (e.g., sulfoxide, cyano, and π-electron-deficient nitrogen-containing C 1 -C 60 cyclic groups, etc.), and ii) a C-containing material comprising at least two cyclic groups fused to each other and simultaneously sharing boron (B) 8 -C 60 Materials with polycyclic groups, etc.

[0349] Examples of the delayed fluorescent material may include at least one of Compound DF1 to Compound DF14:

[0350]

[0351]

[0352] [Quantum dot]

[0353] The emission layer 130 may include quantum dots.

[0354] The term "quantum dot" as used herein refers to 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.

[0355] The diameter of a quantum dot may be in the range of, for example, about 1 nm to about 10 nm.

[0356] Quantum dots can be synthesized by a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, a molecular beam epitaxy (MBE) process, or any similar process.

[0357] The wet chemical process is a method in which an organic solvent and a precursor material are mixed and then a quantum dot particle crystal is grown. When the quantum dot particle crystal grows, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot particle crystal and can control the growth of the quantum dot particle crystal, and thus, the wet chemical method can be performed more easily than a vapor deposition method (such as metal organic chemical vapor deposition or molecular beam epitaxy), and the growth of the quantum dot particle crystal can be controlled by a low-cost process.

[0358] 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.

[0359] Examples of II-VI semiconductor compounds may include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, or MgS; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, Cd ZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe or MgZnS, etc.; quaternary compounds, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe or HgZnSTe, etc.; or any combination thereof.

[0360] Examples of III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, or InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, or InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, or InAlPSb, etc.; or any combination thereof. In some embodiments, the III-V semiconductor compound may further include a Group II element. Examples of the Group III-V semiconductor compound further including the Group II element may include ZnP, InGaZnP, InAlZnP, and the like.

[0361] Examples of III-VI semiconductor compounds may include binary compounds such as GaS, GaSe, Ga 2 Se 3 、GaTe、InS、InSe、In 2 S 3 、In 2 Se 3 or InTe, etc.; ternary compounds, such as InGaS 3 or InGaSe 3 etc.; or any combination thereof.

[0362] Examples of Group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS 2 、CuInS、CuInS 2 、CuGaO 2 、AgGaO 2 or AgAlO 2 etc.; quaternary compounds, such as AgInGaS or AgInGaS 2 etc.; or any combination thereof.

[0363] Examples of Group IV-VI semiconductor compounds may include: binary compounds, such as SnS, SnSe, SnTe, PbS, PbSe or PbTe; ternary compounds, such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe or SnPbTe; quaternary compounds, such as SnPbSSe, SnPbSeTe or SnPbSTe; or any combination thereof.

[0364] Examples of Group IV elements or compounds are: single elements such as Si and Ge, etc.; binary compounds such as SiC and SiGe, etc.; or any combination thereof.

[0365] Each element included in the multi-element compound such as the binary compound, the ternary compound, and the quaternary compound may be present in the particle at a uniform concentration or a non-uniform concentration.

[0366] In some embodiments, the quantum dot may have a single structure in which the concentration of each element in the quantum dot is uniform, or may have a core-shell dual structure. For example, the material included in the core and the material included in the shell may be different from each other.

[0367] The shell of a quantum dot may act as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties, and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell may be a single layer or multiple layers. The interface between the core and the shell may have a concentration gradient, wherein the concentration of the element present in the shell decreases toward the center of the core.

[0368] Examples of quantum dot shells may include metal, metalloid or non-metal oxides, semiconductor compounds, or any combination thereof. Examples of metal, metalloid or non-metal oxides may include: binary compounds, such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4, CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 Or NiO, etc.; ternary compounds, such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 or CoMn 2 O 4 etc.; or any combination thereof. Examples of semiconductor compounds may include: as described herein, 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; or any combination thereof. 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, or any combination thereof.

[0369] The quantum dots may have a full width at half maximum (FWHM) of an emission wavelength spectrum of about 45 nm or less, e.g., about 40 nm or less, e.g., about 30 nm or less. When the FWHM of the quantum dots is within these ranges, color purity or color reproducibility may be improved. In addition, since the light emitted by the quantum dots is emitted in all directions, the optical viewing angle may be improved.

[0370] In some embodiments, quantum dots can be in the form of, for example, spherical, pyramidal, multi-armed, or cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates.

[0371] By adjusting the size of the quantum dots, the energy band gap can be adjusted, thereby obtaining light of various wavelengths in the quantum dot emission layer. Therefore, by using quantum dots of different sizes, a light-emitting device that emits light of various wavelengths can be realized. In some embodiments, the size of the quantum dots can be selected so that the quantum dots can emit red light, green light, and / or blue light. In some embodiments, the size of the quantum dots can be configured so that the quantum dots can emit white light by combining light of various colors.

[0372] [Photosensitive layer 135]

[0373] The optoelectronic device 30 may include a photosensitive layer 135 on the hole transport region 120. The photosensitive layer 135 may be disposed between the hole transport region 120 and the electron transport region 140. In an embodiment, the photosensitive layer 135 may be disposed between the hole transport layer included in the hole transport region 120 and the buffer layer included in the electron transport region 140. In other embodiments, the photosensitive layer 135 may be disposed between the emission auxiliary layer included in the hole transport region 120 and the buffer layer included in the electron transport region 140.

[0374] The photosensitive layer 135 may include a first compound and a second compound. The first compound may be referred to as an electron-donor compound or a p-type compound, and the second compound may be referred to as an electron-acceptor compound or an n-type compound.

[0375] The first compound and the second compound may be included in a mixed state in the photosensitive layer 135. For example, the photosensitive layer 135 may be a single layer including the first compound and the second compound.

[0376] The photosensitive layer 135 may generate excitons by absorbing incident light. The excitons may generate holes and electrons. The holes generated by the photosensitive layer 135 may move to the first electrode 110 through the hole transport region 120. The electrons generated by the photosensitive layer 135 may move to the second electrode 150 through the electron transport region 140.

[0377] In other embodiments, the photosensitive layer 135 may generate an electrical signal by absorbing light. In some embodiments, the first compound included in the photosensitive layer 135 may be used as a donor for supplying electrons, and the second compound included in the photosensitive layer 135 may be used as an acceptor for receiving electrons. Therefore, the optoelectronic device 30 including the photosensitive layer 135 may be used as an optical sensor. For example, the optoelectronic device 30 may be used as a device described below. Figure 5 Description of the fingerprint sensor.

[0378] [Electron transport region 140]

[0379] The electron transport region 140 may have: i) a single-layer structure having a single layer including a single material, ii) a single-layer structure having a single layer including a plurality of different materials, or iii) a multi-layer structure having a plurality of layers including a plurality of different materials.

[0380] The electron transport region 140 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.

[0381] For example, the electron transport region 140 may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the constituent layers of each structure are stacked in sequence from the emission layer 130.

[0382] The electron transport region 140 (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region 140) may include a nitrogen-containing C 1 -C 60 The cyclic group has no metal compounds.

[0383] For example, the electron transport region 140 may include a compound represented by Formula 601:

[0384] Formula 601

[0385] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ,

[0386] Wherein, in Formula 601,

[0387] Ar 601 and L 601 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0388] xe11 can be 1, 2 or 3,

[0389] xe1 can be 0, 1, 2, 3, 4 or 5,

[0390] R 601 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0391] Q 601 To Q 603Each may be referred to in this article as Q 1 Described,

[0392] xe21 can be 1, 2, 3, 4, or 5, and

[0393] Ar 601 , L 601 and R 601 At least one of them may be independently unsubstituted or substituted by at least one R 10a Substituted π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic group.

[0394] For example, when xe11 in Formula 601 is 2 or greater, two or more Ar 601 Can be connected to each other via a single bond.

[0395] In some embodiments, Ar in Formula 601 601 may be unsubstituted or substituted with at least one R 10a Substituted anthracenyl.

[0396] In some embodiments, the electron transport region 140 may include a compound represented by Formula 601-1:

[0397] Formula 601-1

[0398]

[0399] Among them, in formula 601-1,

[0400] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), X 616 Can be N or C(R 616 ), and X 614 To X 616 At least one of may be N,

[0401] L 611 To L 613 Each can be referred to above as L 601 Described,

[0402] xe611 to xe613 may each be as described above with reference to xe1,

[0403] R 611 To R 613 Each can be referred to as above R 601 described, and

[0404] R 614 To R616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.

[0405] For example, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 can each independently be 0, 1, or 2.

[0406] The electron transport region 140 may include: one of the compounds ET1 to ET45; 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP); 4,7-diphenyl-1,10-phenanthroline (Bphen); Alq 3 ; BAlq; TAZ; NTAZ; or any combination thereof:

[0407]

[0408]

[0409]

[0410]

[0411] The thickness of the electron transport region 140 may be about to about For example, about to about When the electron transport region 140 includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be about 1000 nm. to about For example, about to about and the thickness of the electron transport layer can be in the range of about to about For example, about to about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport region 140 is within these ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0412] The electron transport region 140 (eg, an electron transport layer in the electron transport region 140 ) may further include a metal-containing material in addition to the above-mentioned materials.

[0413] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ions of the alkali metal complex may be Li ions, Na ions, K ions, Rb ions, or Cs ions, and the metal ions of the alkaline earth metal complex may be Be ions, Mg ions, Ca ions, Sr ions, or Ba ions. The ligand coordinated with the metal ions of each of the alkali metal complex or the alkaline earth metal complex may include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0414] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (Liq) or compound ET-D2:

[0415]

[0416] The electron transport region 140 may include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer may directly contact the second electrode 150, but embodiments of the present disclosure are not limited thereto.

[0417] The electron injection layer may have: i) a single-layer structure of a single layer including a single material, ii) a single-layer structure of a single layer including a plurality of different materials, or iii) a multi-layer structure having a plurality of layers including a plurality of different materials.

[0418] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0419] 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.

[0420] The alkali metal-containing compound, the alkaline earth metal-containing compound, and the rare earth metal-containing compound may be oxides, halides (eg, fluorides, chlorides, bromides, or iodides), tellurides, or any combination thereof of each of the alkali metal, alkaline earth metal, and rare earth metal.

[0421] Alkali metal compounds may include: alkali metal oxides, such as Li2 O, Cs 2 O or K 2 O, etc.; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI, etc.; or any combination thereof. The alkaline earth metal compound 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) or Ba x Ca 1-x O (where x is a real number satisfying 0 < x < 1), etc. The rare earth metal compound may include YbF 3 , ScF 3 , Sc 2 O 3 , Y 2 O 3 , Ce 2 O 3 , GdF 3 , TbF 3 , YbI 3 , ScI 3 , TbI 3 or any combination thereof. In some embodiments, the rare earth metal compound may include lanthanide metal tellurides. Examples of lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La 2 Te 3 , Ce 2 Te 3 , Pr 2 Te 3 , Nd 2 Te 3 , Pm 2 Te 3 , Sm 2 Te 3 , Eu 2 Te 3 , Gd 2 Te 3 , Tb 2 Te 3 , Dy 2 Te 3 , Ho 2 Te 3 , Er 2 Te 3 , Tm 2 Te 3 , Yb 2 Te 3 and Lu2 Te 3 wait.

[0422] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include: i) one of the ions of alkali metal, alkaline earth metal and rare earth metal; and ii) a ligand bonded to the metal ion, for example, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.

[0423] The electron injection layer may be composed of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above. In some embodiments, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).

[0424] In an embodiment, the electron injection layer may be composed of i) an alkali metal-containing compound (e.g., an alkali metal halide), ii) a) an alkali metal-containing compound (e.g., an alkali metal halide) and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposition layer, a RbI:Yb co-deposition layer, or a LiF:Yb co-deposition layer, etc.

[0425] When the electron injection layer further includes an organic material, an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex or any combination thereof may be uniformly or non-uniformly dispersed in a matrix including the organic material.

[0426] The thickness of the electron injection layer can be about to about For example, about to about When the thickness of the electron injection layer is within these ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0427] [Second electrode 150]

[0428] The second electrode 150 may be disposed on the electron transport region 140. The second electrode 150 may be a cathode as an electron injection electrode, and as a material for forming the second electrode 150, metals, alloys, conductive compounds, or any combination thereof each having a low work function may be used.

[0429] The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive electrode or a reflective electrode.

[0430] The second electrode 150 may have a single-layer structure or a multi-layer structure.

[0431] [Capping layer]

[0432] The first capping layer may be arranged outside the first electrode 110. In addition to or instead of the first capping layer, the second capping layer may be arranged outside the second electrode 150. In some embodiments, the light emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the emission layer 130, and the second electrode 150 are stacked in sequence in a prescribed order, a structure in which the first electrode 110, the emission layer 130, the second electrode 150 and the second capping layer are stacked in sequence in a prescribed order, or a structure in which the first capping layer, the first electrode 110, the emission layer 130, the second electrode 150 and the second capping layer are stacked in sequence in a prescribed order. Figure 1 or Figure 2 The capping layer is not shown.

[0433] Light generated in the emission layer 130 of the light emitting device 10 may pass through the first electrode 110 as a semi-transmissive electrode or a transmissive electrode, and pass through the first capping layer to the outside. Light generated in the emission layer 130 of the light emitting device 10 may pass through the second electrode 150 as a semi-transmissive electrode or a transmissive electrode, and pass through the second capping layer to the outside.

[0434] The first capping layer and the second capping layer may increase external light emitting efficiency based on the principle of constructive interference, and thus may increase optical extraction efficiency of the light emitting device 10, thereby improving light emitting efficiency of the light emitting device 10.

[0435] Each of the first capping layer and the second capping layer may include a material having a refractive index of about 1.6 or greater (at about 520 nm to about 630 nm).

[0436] 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.

[0437] At least one of the first capping layer and the second capping layer may each independently include a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine-containing compound may be optionally substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. In an embodiment, at least one of the first capping layer and the second capping layer may each independently include an amine-containing compound.

[0438] For example, at least one of the first capping layer and the second capping layer may each independently include the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof.

[0439] In some embodiments, at least one of the first capping layer and the second capping layer may each independently include: one of compounds HT28 to HT33; one of compounds CP1 to CP6; β-NPB; or any combination thereof:

[0440]

[0441] [membrane]

[0442] According to some embodiments, the electronic device may include a film. The film may be, for example, an optical member (or light control device) (e.g., a color filter, a color conversion member, a capping layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer, or a quantum dot content layer, etc.), a light shielding member (e.g., a light reflecting layer or a light absorbing layer, etc.), a protective member (e.g., an insulating layer or a dielectric layer, etc.).

[0443] [ Figure 3 Description]

[0444] Figure 3 is a schematic diagram of a photovoltaic device 31 according to another embodiment.

[0445] In addition to the photosensitive layer 135, Figure 3 The optoelectronic device 31 described in Figure 1 The optoelectronic device 30 illustrated in FIG. 1 is the same and / or similar to the optoelectronic device 30 illustrated in FIG. 1 , and thus, descriptions of other components are omitted.

[0446] The optoelectronic device 31 may include a photosensitive layer 135 between the hole transport region 120 and the electron transport region 140. In an embodiment, the photosensitive layer 135 may be disposed between the hole transport layer included in the hole transport region 120 and the buffer layer included in the electron transport region 140. In other embodiments, the photosensitive layer 135 may be disposed between the emission auxiliary layer included in the hole transport region 120 and the buffer layer included in the electron transport region 140.

[0447] The photosensitive layer 135 may include a first layer 131 adjacent to the hole transport region 120 and a second layer 132 adjacent to the electron transport region 140. For example, the first layer 131 may be in direct contact with the second layer 132.

[0448] In an embodiment, the first layer 131 may be in direct contact with a hole transport layer included in the hole transport region 120. In other embodiments, the first layer 131 may be in direct contact with an emission auxiliary layer disposed on the hole transport layer.

[0449] In an implementation, the second layer 132 may directly contact the buffer layer included in the electron transport region 140 .

[0450] The first layer 131 may include a first compound. The first layer 131 may be composed of the first compound. For example, the first layer 131 may not include a second compound. The first layer 131 may also be referred to as a p-type photosensitive layer or a donor layer.

[0451] The second layer 132 may include a second compound. The second layer 132 may be composed of a second compound. For example, the second layer 132 may not include the first compound. The second layer 132 may also be referred to as an n-type photosensitive layer or an acceptor layer.

[0452] In some embodiments, the photosensitive layer 135 may have a double-layered structure of a first layer 131 including a first compound and a second layer 132 including a second compound.

[0453] The photosensitive layer 135 may form excitons by absorbing incident light. The excitons may generate holes and electrons. The holes generated by the photosensitive layer 135 may move to the first electrode 110 through the hole transport region 120. The electrons generated by the photosensitive layer 135 may move to the second electrode 150 through the electron transport region 140.

[0454] In other embodiments, the photosensitive layer 135 may generate an electrical signal by absorbing light. In some embodiments, the first compound included in the first layer 131 may serve as a donor for supplying electrons, and the second compound included in the second layer 132 may serve as an acceptor for receiving electrons. Therefore, the optoelectronic device 31 including the photosensitive layer 135 may be used as an optical sensor. For example, the optoelectronic device 31 may be used as a device described below. Figure 5 Description of the fingerprint recognition sensor.

[0455] [ Figure 4 Description]

[0456] Figure 4 is a schematic diagram of a photovoltaic device 32 according to another embodiment.

[0457] In addition to the photosensitive layer 135, Figure 4 The optoelectronic device 32 described in Figure 3The above reference will be omitted. Figure 3 Description of the component described.

[0458] The optoelectronic device 32 may include a photosensitive layer 135 between the hole transport region 120 and the electron transport region 140. In an embodiment, the photosensitive layer 135 may be disposed between the hole transport layer included in the hole transport region 120 and the buffer layer included in the electron transport region 140. In other embodiments, the photosensitive layer 135 may be disposed between the emission auxiliary layer included in the hole transport region 120 and the buffer layer included in the electron transport region 140.

[0459] As in Figure 4 As depicted in FIG. 1 , the photosensitive layer 135 may include a first layer 131 adjacent to the hole transport region 120, a second layer 132 adjacent to the electron transport region 140, and a third layer 133 between the first layer 131 and the second layer 132. For example, the third layer 133 may be in direct contact with the first layer 131 and / or the second layer 132.

[0460] In an embodiment, the first layer 131 may be in direct contact with a hole transport layer included in the hole transport region 120. In other embodiments, the first layer 131 may be in direct contact with an emission auxiliary layer disposed on the hole transport layer.

[0461] In an implementation, the second layer 132 may directly contact the buffer layer included in the electron transport region 140 .

[0462] The first layer 131 may include a first compound. The first layer 131 may be composed of the first compound. For example, the first layer 131 may not include a second compound. The first layer 131 may also be referred to as a p-type photosensitive layer or a donor layer.

[0463] The second layer 132 may include a second compound. The second layer 132 may be composed of a second compound. For example, the second layer 132 may not include the first compound. The second layer 132 may also be referred to as an n-type photosensitive layer or an acceptor layer.

[0464] The third layer 133 may include a first compound and a second compound. For example, the first compound and the second compound may be included in the third layer 133 in a mixed state. The third layer 133 may also be referred to as a mixed layer.

[0465] In some embodiments, the photosensitive layer 135 may have a triple-layer structure of a first layer 131 including a first compound, a second layer 132 including a second compound, and a third layer 133 including both the first compound and the second compound.

[0466] The photosensitive layer 135 may generate excitons by absorbing incident light. The excitons may generate holes and electrons. The holes generated by the photosensitive layer 135 may move to the first electrode 110 through the hole transport region 120. The electrons generated by the photosensitive layer 135 may move to the second electrode 150 through the electron transport region 140.

[0467] In other embodiments, the photosensitive layer 135 may generate an electrical signal by absorbing light. In some embodiments, the first compound included in each of the first layer 131 and the third layer 133 may be used as a donor for supplying electrons, and the second compound included in each of the second layer 132 and the third layer 133 may be used as an acceptor for receiving electrons. Therefore, the optoelectronic device 32 including the photosensitive layer 135 may be used as an optical sensor. For example, the optoelectronic device 32 may be used as a Figure 5 Description of the fingerprint recognition sensor.

[0468] [Electronic equipment]

[0469] The light emitting device 10 and the optoelectronic devices 30, 31 and 32 may be included in various electronic devices. For example, the electronic device may be a display device, a light emitting device, or an authentication device.

[0470] In addition to the light emitting device 10 and the optoelectronic devices 30, 31 and 32, the electronic device (e.g., a light emitting device) may further include i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and / or the color conversion layer may be arranged in at least one direction of travel of the light emitted from the light emitting device. For example, the light emitted from the light emitting device may be blue light or white light. For details about the light emitting device, reference may be made to the description provided herein. In an embodiment, the color conversion layer may include quantum dots. The quantum dots may be, for example, quantum dots as described herein.

[0471] The electronic device may include a first substrate, the first substrate may include a plurality of sub-pixel regions, the color filter may include a plurality of color filter regions respectively corresponding to the plurality of sub-pixel regions, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixel regions.

[0472] A pixel defining layer may be disposed between the plurality of sub-pixel regions to define each sub-pixel region.

[0473] The color filter may further include a plurality of color filter regions and a light shielding pattern disposed between the plurality of color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a light shielding pattern disposed between the plurality of color conversion regions.

[0474] The plurality of color filter regions (or the plurality of color conversion regions) may include: a first region emitting a first color light; a second region emitting a second color light; and / or a third region emitting a third color light, wherein the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths. For example, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. For example, the plurality of color filter regions (or the plurality of color conversion regions) may include quantum dots. In some embodiments, 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. Details on quantum dots are provided in other parts of the present disclosure. The first region, the second region, and / or the third region may each further include a scatterer.

[0475] For example, the light emitting device may emit a first light, the first region may absorb the first light to emit a first-1 color light, the second region may absorb the first light to emit a second-1 color light, and the third region may absorb the first light to emit a third-1 color light. In this regard, the first-1 color light, the second-1 color light, and the third-1 color light may have different maximum emission wavelengths. In some embodiments, the first light may be blue light, the first-1 color light may be red light, the second-1 color light may be green light, and the third-1 color light may be blue light.

[0476] In addition to the optoelectronic device and the light-emitting device described above, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode and an active layer, wherein any one of the source electrode and the drain electrode may be electrically connected to any one of the first electrode and the second electrode of the light-emitting device.

[0477] The thin film transistor may further include a gate electrode, a gate insulating film, and the like.

[0478] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, or the like.

[0479] The electronic device may further include an encapsulation unit for encapsulating the optoelectronic device and the light-emitting device. The encapsulation unit may be arranged between the color filter and / or the color conversion layer and the light-emitting device. The encapsulation unit allows light to be transmitted from the light-emitting device to the outside and simultaneously prevents air and moisture from penetrating into the optoelectronic device and the light-emitting device. The encapsulation unit may be an encapsulation substrate including a transparent glass substrate or a plastic substrate. The encapsulation unit may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the encapsulation unit is a thin film encapsulation layer, the electronic device may be flexible.

[0480] In addition to the color filter and / or the color conversion layer, various functional layers may be further provided on the packaging unit depending on the purpose of the electronic device. Examples of the functional layer may include a touch screen layer and a polarization layer, etc. The touch screen layer may be a resistive touch screen layer, a capacitive touch screen layer, or an infrared beam touch screen layer. The authentication device may be, for example, a biometric authentication device that identifies an individual by using biometric information of a living body (e.g., a fingertip or a pupil, etc.).

[0481] In addition to the optoelectronic device and the light emitting device as described above, the authentication device may further include a biometric information collector.

[0482] The electronic device can be applied to various displays, light sources, lighting equipment, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical devices (e.g., electronic thermometers, blood pressure meters, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram recorders, ultrasonic diagnostic devices or endoscope displays), fish finders, various measuring devices, instruments (e.g., instruments for cars, airplanes or ships), projectors, sensors (e.g., car sensors or household sensors) and solar cells, etc.

[0483] [Electronic equipment]

[0484] Optoelectronic devices may be included in a variety of electronic equipment.

[0485] For example, the electronic equipment including the optoelectronic device may be one of the following: a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable 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 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays tiled together, a theater screen, a stadium screen, a light therapy device, a sign, a car sensor, a home sensor, and a solar cell.

[0486] Since the optoelectronic device has excellent optoelectronic characteristics, etc., the electronic equipment including the optoelectronic device can have the function of an optical sensor (such as a fingerprint recognition sensor).

[0487] [ Figure 5 and Figure 6 Description]

[0488] Figure 5 is a cross-sectional view of an electronic device according to an embodiment.

[0489] Figure 5 The electronic device includes a substrate 100 , a thin film transistor TFT, a light emitting device 10 , an optoelectronic device 30 and a packaging unit 300 . Figure 5 The optoelectronic device 30 may be a reference Figure 1 The optoelectronic device 30 described above is not limited to this embodiment. Figure 5 The optoelectronic device 30 may be Figure 3 The optoelectronic device 31 or Figure 4 The optoelectronic device 32.

[0490] 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 penetration of impurities through the substrate 100 and may provide a flat surface on the substrate 100.

[0491] 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.

[0492] 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.

[0493] 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 .

[0494] The interlayer insulating film 250 may be disposed on the gate electrode 240. The interlayer insulating film 250 may be disposed between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to provide insulation therebetween.

[0495] Source electrode 260 and drain electrode 270 may be disposed on interlayer insulating film 250. Interlayer insulating film 250 and gate insulating film 230 may be formed to expose source and drain regions of active layer 220 and may be disposed to contact the exposed portions of the source and drain regions of active layer 220.

[0496] The light emitting device 10 and the optoelectronic device 30 may be disposed on the TFT. The light emitting device 10 and the optoelectronic device 30 are disposed close to each other and optically coupled. As used herein, two elements disposed "close to" each other means that they are located on different parts of the substrate 100 so that they do not overlap each other in a cross-sectional view. As used herein, two elements "optically coupled" means that light can propagate between the two elements.

[0497] The TFT electrically connected to the light emitting device 10 may transmit an electrical signal for driving the light emitting device 10. The TFT electrically connected to the optoelectronic device 30 may transmit an electrical signal generated from the optoelectronic device 30. The TFT is covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light emitting device 10 and the optoelectronic device 30 are provided on the passivation layer 280.

[0498] The light emitting device 10 may include a first electrode 110, a hole transport region 120, an emission layer 130, an electron transport region 140, and a second electrode 150. The optoelectronic device 30 may include the first electrode 110, the hole transport region 120, the photosensitive layer 135, the electron transport region 140, and the second electrode 150. The first electrode 110 may be disposed on the passivation layer 280. The passivation layer 280 may be disposed to expose specific portions of the source electrode 260 and the drain electrode 270 and not completely cover the source electrode 260 and the drain electrode 270, and the first electrode 110 may be disposed to be connected to the exposed portions of the source electrode 260 and the drain electrode 270.

[0499] A pixel defining layer 290 including an insulating material may be disposed on the first electrode 110. The pixel defining layer 290 may have an opening exposing a specific region of the first electrode 110. The pixel defining layer 290 may be a polyimide-based organic film or a polyacrylic-based organic film.

[0500] The hole transport region 120 may be disposed on the pixel defining layer 290. The hole transport region 120 included in the light emitting device 10 may be integrated with the hole transport region 120 included in the optoelectronic device 30. The hole transport region 120 included in the light emitting device 10 and the hole transport region 120 included in the optoelectronic device 30 may be disposed on the pixel defining layer 290, may be connected to each other and include substantially the same material, and may be formed substantially simultaneously.

[0501] The emission layer 130 and the photosensitive layer 135 may be disposed on the hole transport region 120. Each of the emission layer 130 and the photosensitive layer 135 may overlap a specific region of the first electrode 110 exposed by the pixel defining layer 290.

[0502] The electron transport region 140 may be disposed on the emission layer 130 and the photosensitive layer 135. The electron transport region 140 included in the light emitting device 10 may be integrated with the electron transport region 140 included in the optoelectronic device 30. The electron transport region 140 included in the light emitting device 10 and the electron transport region 140 included in the optoelectronic device 30 may be disposed on the pixel defining layer 290, may be connected to each other and include substantially the same material, and may be formed substantially simultaneously.

[0503] The second electrode 150 may be disposed on the electron transport region 140. The second electrode 150 included in the light emitting device 10 may be integrated with the second electrode 150 included in the optoelectronic device 30. The second electrode 150 included in the light emitting device 10 and the second electrode 150 included in the optoelectronic device 30 may be disposed on the pixel defining layer 290, may be connected to each other and include substantially the same material, and may be formed substantially simultaneously.

[0504] The capping layer 170 may be further disposed on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0505] The encapsulation unit 300 may be disposed on the capping layer 170. The encapsulation unit 300 may be disposed on the light emitting device 10 and the optoelectronic device 30 and used to protect the light emitting device 10 and the optoelectronic device 30 from moisture or oxygen. The encapsulation unit 300 may include: x ), silicon oxide (SiO x ), indium tin oxide, indium zinc oxide or any combination thereof; an organic film including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyvinyl sulfonate, polyoxymethylene, polyaromatic ester, hexamethyldisiloxane, acrylic resin (for example, polymethyl methacrylate or polyacrylic acid, etc.), epoxy resin (for example, aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of inorganic and organic films.

[0506] The light emitting device 10 may emit light beams L1, L2 and L3. For example, the light beams L1, L2 and L3 may be red light, green light, blue light or near infrared light.

[0507] A portion L3 of the emitted light beams L1, L2, and L3 may be incident on an object 600 outside the electronic device. For example, the object 600 may be a finger of a user of the electronic device. Light L3′ reflected from the object 600 may be incident on the optoelectronic device 30.

[0508] The photosensitive layer 135 can form excitons by absorbing incident light L3'. Excitons can generate holes and electrons. In other embodiments, the photosensitive layer 135 can generate electrical signals by absorbing light. In some embodiments, the first compound included in the photosensitive layer 135 can be used as a donor for supplying electrons, and the second compound included in the photosensitive layer 135 can be used as an acceptor for receiving electrons. In some embodiments, the optoelectronic device 30 can detect the energy of the light L3' and convert it into an electrical signal. In some embodiments, the optoelectronic device 30 can identify an object 600 that is in contact with (or close to) the electronic device. Therefore, the optoelectronic device 30 including the photosensitive layer 135 can be used as an optical sensor (e.g., a fingerprint recognition sensor).

[0509] Figure 6is a cross-sectional view of an electronic device according to another embodiment.

[0510] Figure 6 Electronic equipment and Figure 5 The electronic device is substantially the same as the one of the embodiment of the present invention, except that the light shielding pattern 500 and the functional area 400 are further arranged on the packaging unit 300. The functional area 400 may be i) a color filter area, ii) a color conversion area, or iii) a combination of a color filter area and a color conversion area. In an embodiment, Figure 6 The light emitting device 10 included in the electronic device may be a series light emitting device.

[0511] [ Figure 7 Description]

[0512] Figure 7 1 is a schematic perspective view of an electronic device 1 including an optoelectronic device according to an embodiment. As a device for displaying a moving image or a still image, the electronic device 1 may be a portable electronic device such as a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic notebook computer, an electronic book, a portable multimedia player (PMP), a navigation or ultra mobile PC (UMPC), and various products such as a TV, a laptop computer, a monitor, a billboard or an Internet of Things (IOT) device or a part thereof. In addition, the electronic device 1 may be a wearable device such as a smart watch, a watch phone, a glasses-type display or a head-mounted display (HMD), or a part of a wearable device. However, the embodiments of the present disclosure are not limited thereto. For example, the electronic device 1 may include a dashboard of a vehicle, a central instrument panel of a vehicle, a center information display (CID) arranged on the dashboard of the vehicle, an in-vehicle rearview mirror display replacing a side mirror of the vehicle, an entertainment display for the rear seat of the vehicle, a display arranged on the backrest of the front seat, a head-up display (HUD) mounted in front of the vehicle or projected on the front window glass, or a computer-generated hologram augmented reality head-up display (CGH AR HUD). For the convenience of explanation, Figure 7 Explained is the case where the electronic equipment 1 is a smart phone.

[0513] The electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device may realize an image through a plurality of pixel arrays two-dimensionally arranged in the display area DA.

[0514] The non-display area NDA is an area where no image is displayed, and may completely surround the display area DA. In the non-display area NDA, a driver for providing an electrical signal or power to a display device arranged in the display area DA may be arranged. In the non-display area NDA, a pad may be arranged, which may be electrically connected to an electronic component or a printed circuit board.

[0515] In the electronic device 1, the length in the x-axis direction and the length in the y-axis direction may be different from each other. Figure 7 As explained in , the length in the x-axis direction may be shorter than the length in the y-axis direction. In some embodiments, the length in the x-axis direction may be the same as the length in the y-axis direction. In some embodiments, the length in the x-axis direction may be longer than the length in the y-axis direction.

[0516] [ Figure 8 and 9A to 9C Description]

[0517] Figure 8 1 is a schematic diagram for explaining the exterior of a vehicle 1000 as an electronic device including a light emitting device according to an embodiment. 9A to 9C Schematic diagram for explaining the interior of a vehicle 1000 according to various embodiments.

[0518] refer to Figure 8 , Fig.9A , Fig. 9B and Fig. 9C The vehicle 1000 may refer to various devices used to move an object to be transported (such as a person, object, or animal) from a starting point to a destination point. The vehicle 1000 may include a vehicle traveling on a road or track, a ship moving on an ocean or river, and an airplane flying in the air using the action of air.

[0519] The vehicle 1000 may travel on a road or a track. The vehicle 1000 may move in a predetermined direction according to the rotation of at least one wheel. For example, the vehicle 1000 may include a three-wheeled or four-wheeled vehicle, an engineering machine, a two-wheeled vehicle, a prime mover device, a bicycle, and a train traveling on a track.

[0520] The vehicle 1000 may include a body having an interior and an exterior, and a chassis in which mechanical equipment required for driving is installed as other parts outside the body. The exterior of the body may include a front panel, a hood, a roof panel, a rear panel, a trunk, and pillars provided at the boundaries between the doors, etc. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel device, and front / rear wheels and left / right wheels, etc.

[0521] 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 .

[0522] The side window glass 1100 and the front window glass 1200 may be divided by pillars disposed between the side window glass 1100 and the front window glass 1200 .

[0523] The side window glass 1100 may be installed on the side of the vehicle 1000. In an embodiment, the side window glass 1100 may be installed on a door of the vehicle 1000. A plurality of side window glasses 1100 may be provided, for example, on opposite sides of the vehicle 1000. In an embodiment, as Fig.9A As depicted in FIG. 1 , 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 disposed adjacent to the instrument cluster 1400 . The second side window glass 1120 may be disposed adjacent to the passenger seat instrument panel 1600 .

[0524] In an embodiment, the side window glass 1100 may be spaced apart from each other in the x-axis direction or the -x-axis direction. For example, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x-axis direction or the -x-axis direction. In other words, the imaginary straight line L connecting the side window glass 1100 may extend in the x-axis direction or the -x-axis direction. For example, the imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-axis direction or the -x-axis direction.

[0525] The front window glass 1200 may be installed at the front of the vehicle 1000. The front window glass 1200 may be arranged between the side window glasses 1100 on opposite sides of the vehicle 1000.

[0526] The side view mirror 1300 may provide a rear view of the vehicle 1000. The side view mirror 1300 may be mounted on the exterior of the vehicle body. In one embodiment, a plurality of side view mirrors 1300 may be provided. Any one of the plurality of side view mirrors 1300 may be arranged outside the first side window glass 1110. Another one of the plurality of side view mirrors 1300 may be arranged outside the second side window glass 1120.

[0527] Instrument cluster 1400 may be arranged in front of the steering wheel. Instrument cluster 1400 may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, an automatic shift lever indicator light, a door open warning light, an engine oil warning light, and / or a low fuel warning light.

[0528] The central instrument panel 1500 may include a control panel on which a plurality of buttons for adjusting an audio device, an air conditioning device, and a seat heater are provided. The central instrument panel 1500 may be disposed on one side of the instrument cluster 1400 .

[0529] The passenger seat instrument panel 1600 may be spaced apart from the instrument cluster 1400, and the central instrument panel 1500 is disposed between the passenger seat instrument panel 1600 and the instrument cluster 1400. In an embodiment, the instrument cluster 1400 may be disposed to correspond to a driver's seat (not shown), and the passenger seat instrument panel 1600 may be disposed to correspond to a passenger seat (not shown). In an embodiment, the instrument cluster 1400 may be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window glass 1120.

[0530] In an embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be arranged inside the vehicle 1000. In an embodiment, the display device 2 may be arranged between side window glasses 1100 on opposite sides of the vehicle 1000. The display device 2 may be arranged on at least one of the instrument cluster 1400, the center instrument panel 1500, and the passenger seat instrument panel 1600.

[0531] The display device 2 may include an organic light-emitting display device, an inorganic EL display device, a quantum dot display device, etc. Hereinafter, as the display device 2 according to an embodiment of the present disclosure, an organic light-emitting display device including a light-emitting device according to the present disclosure will be described as an example, but various types of display devices as described above may be used in embodiments of the present disclosure.

[0532] refer to Fig.9A , the display device 2 may be arranged on the central instrument panel 1500. In an embodiment, the display device 2 may display navigation information. In an embodiment, the display device 2 may display audio, video, or information about vehicle settings.

[0533] refer to Fig. 9B , the display device 2 may be arranged on the instrument cluster 1400. When the display device 2 is arranged on the instrument cluster 1400, the instrument cluster 1400 may display driving information and the like through the display device 2. In some embodiments, the instrument cluster 1400 may be implemented digitally. The instrument cluster 1400 may digitally display vehicle information and driving information as images. For example, the pointer and measurement of the tachometer and various warning light icons may be displayed through digital signals.

[0534] refer to Fig. 9C, the display device 2 may be arranged on the passenger seat instrument panel 1600. The display device 2 may be embedded in the passenger seat instrument panel 1600 or arranged on the passenger seat instrument panel 1600. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display an image related to the information displayed on the instrument cluster 1400 and / or the information displayed on the central instrument panel 1500. In some embodiments, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the instrument cluster 1400 and / or the information displayed on the central instrument panel 1500.

[0535] [Manufacturing method]

[0536] The various layers included in the hole transport region 120, the emission layer 130, the photosensitive layer 135 and / or the various layers included in the electron transport region 140 can be formed in a specific region by using various methods (such as vacuum deposition, spin coating, casting, Langmuir-Brokett (LB) method, inkjet printing, laser printing and laser induced thermal imaging, etc.).

[0537] When the various layers included in the hole transport region 120, the emission layer 130, the photosensitive layer 135, and / or the various layers included in the electron transport region 140 are formed by vacuum deposition, the deposition temperature may be within a range of about 100° C. to about 500° C., about 10 -8 To about 10 -3 Torr vacuum and about to about Deposition is performed at a deposition rate within a range of .

[0538] [Definition of terms]

[0539] As used herein, the term "C 3 -C 60 "Carbocyclyl" refers to a cyclic group having only carbon as a ring atom and having 3 to 60 carbon atoms. As used herein, the term "C 1 -C 60 The term "heterocyclic group" refers to a cyclic group having 1 to 60 carbon atoms and further having a hetero atom as a ring-forming atom in addition to carbon. 3 -C 60 Carbocyclic and C 1 -C 60 The heterocyclic groups may each be a monocyclic group having one ring or a polycyclic group in which two or more rings are fused to each other. 1 -C 60 The number of ring-forming atoms of the heterocyclic group may be 3 to 61.

[0540] As used herein, the term "cyclic group" may include C3 -C 60 Carbocyclic and C 1 -C 60 Both heterocyclic groups.

[0541] As used herein, the term "π-electron-rich C 3 -C 60 The term "cyclic group" refers to a cyclic group having 3 to 60 carbon atoms and not including *-N=*' as a ring-constituting part.

[0542] As used herein, the term "π-electron-deficient nitrogen-containing C 1 -C 60 The "cyclic group" refers to a heterocyclic group having 1 to 60 carbon atoms and including *-N=*' as a ring-forming part.

[0543] For example,

[0544] C 3 -C 60 The carbocyclic group may be i) a group T1 or ii) a fused ring group in which two or more groups T1 are fused to each other (e.g., a cyclopentadienyl group, an adamantyl group, a norbornyl group, a phenyl group, a pentalenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylene group, a pyrenyl group, a 1,2-triphenylene group, a peryl group, a pentaphenanthrenyl group, a heptalenyl group, a tetracenyl group, a phenanthrenyl group, a hexacenyl group, a pentacene group, a rubinyl group, a coronet group, an ovalenyl group, an indenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, an indenophenanthrenyl group, or an indenoanthryl group),

[0545] C 1 -C 60The heterocyclic group may be i) a group T2, ii) a condensed ring group in which two or more groups T2 are condensed to each other, or iii) a condensed ring group in which at least one group T2 and at least one group T1 are condensed to each other (e.g., pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiorolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiorolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiorolocarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiorolyl, benzofuranodibenzofuranyl, benzo furanodibenzothiophenyl, benzothiophenedibenzothiophenyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolinyl, benzisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazine, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl or azadibenzofuranyl),

[0546] Pi-electron-rich C 3 -C 60 The cyclic group may be i) a group T1, ii) a fused ring group in which two or more groups T1 are fused to each other, iii) a group T3, iv) a fused ring group in which two or more groups T3 are fused to each other, or v) a fused ring group in which at least one group T3 and at least one group T1 are fused to each other (e.g., C 3 -C 60 carbocyclyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiolyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl or benzothiophenyldibenzothiophenyl, and the like), and

[0547] π-electron-deficient nitrogen-containing C 1-C 60 The cyclic group may be i) a group T4, ii) a fused ring group in which two or more groups T4 are fused to each other, iii) a fused ring group in which at least one group T4 and at least one group T1 are fused to each other, iv) a fused ring group in which at least one group T4 and at least one group T3 are fused to each other, or v) a fused ring group in which at least one group T4, at least one group T1 and at least one group T3 are fused to each other (e.g., pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazole yl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazine, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothioyl, azadibenzothiophenyl and azadibenzofuranyl).

[0548] The group T1 can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornane (or bicyclo[2.2.1]heptane) group, norbornyl, bicyclo[1.1.1]pentanyl, bicyclo[2.1.1]hexanyl, bicyclo[2.2.2]octane or phenyl.

[0549] The group T2 can be furanyl, thienyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiolyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, tetraazinyl, pyrrolidinyl, imidazolidinyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyridazinyl or dihydropyridazinyl.

[0550] The group T3 may be furyl, thienyl, 1H-pyrrolyl, thiolyl or borocyclopentadienyl.

[0551] The group T4 can be 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathioyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl or tetrazinyl.

[0552] As used herein, the term "cyclic group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic, π-electron-rich C 3 -C 60 Cyclic groups or nitrogen-containing C with π-electron deficiency 1 -C 60 "Cyclic group" refers to a monovalent group or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) fused to (e.g., bonded together) a cyclic group, depending on the structure of the formula to which the corresponding term is used.

[0553] For example, "phenyl" may be benzo, phenyl or phenylene, etc., which can be easily understood by those skilled in the art based on the structure of the formula including "phenyl".

[0554] Unit Price C 3 -C 60 Carbocyclic groups and monovalent C 1 -C 60 Examples of the heterocyclic group may include C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, and a monovalent non-aromatic fused heteropolycyclic group.

[0555] Bivalent C 3 -C 60 Carbocyclic groups and divalent C 1 -C 60 Examples of the heterocyclic group may include C 3 -C 10 Cycloalkylene, C 1 -C 10 Heterocycloalkylene, C 3 -C 10 Cycloalkenylene, C 1 -C 10 Heterocycloalkenylene, C 6 -C 60 Arylene, C 1 -C 60 a heteroarylene group, a divalent non-aromatic fused polycyclic group, and a divalent non-aromatic fused heteropolycyclic group.

[0556] As used herein, the term "C 1 -C 60 The “alkyl group” refers to a linear or branched aliphatic hydrocarbon monovalent 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.

[0557] As used herein, the term "C 1 -C 60 "Alkylene" refers to C 1 -C 60 The alkyl group has substantially the same structure as a divalent group.

[0558] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the terminal, and examples thereof may include ethenyl, propenyl, butenyl, and the like.

[0559] As used herein, the term "C 2 -C 60 "Alkenylene" refers to C 2 -C 60 The alkenyl group has a divalent group having substantially the same structure.

[0560] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the terminal, and examples thereof may include ethynyl, propynyl, and the like.

[0561] As used herein, the term "C 2 -C 60 "Alkynylidene" refers to C 2 -C 60 Alkynyl groups have substantially the same structure as a divalent group.

[0562] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (A 101 C 1 -C 60The monovalent group represented by an alkyl group may include a methoxy group, an ethoxy group, an isopropoxy group, and the like.

[0563] As used herein, the term "C 3 -C 10 The term "cycloalkyl" refers to a monovalent saturated hydrocarbon ring 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 and the like.

[0564] As used herein, the term "C 3 -C 10 "Cycloalkylene" refers to 3 -C 10 The cycloalkyl group has a divalent group having substantially the same structure.

[0565] As used herein, the term "C 1 -C 10 The "heterocycloalkyl group" refers to a monovalent cyclic group of 1 to 10 carbon atoms further including at least one hetero atom 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.

[0566] As used herein, the term "C 1 -C 10 "Heterocycloalkylene" refers to a C 1 -C 10 The heterocycloalkyl group has substantially the same structure as a divalent group.

[0567] As used herein, the term "C 3 -C 10 The "cycloalkenyl group" refers to a monovalent cyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, and examples thereof may include cyclopentenyl, cyclohexenyl, cycloheptenyl and the like.

[0568] As used herein, the term "C 3 -C 10 "Cycloalkenylene" refers to 3 -C 10 The cycloalkenyl group has a divalent group having substantially the same structure.

[0569] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl" refers to a monovalent cyclic group of 1 to 10 carbon atoms which further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms in its ring structure and has at least one double bond.1 -C 10 Examples of the heterocycloalkenyl group may include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, 2,3-dihydrothienyl, and the like.

[0570] As used herein, the term "C 1 -C 10 "Heterocycloalkenylene" refers to a C 1 -C 10 The heterocycloalkenyl group has a divalent group having substantially the same structure.

[0571] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent radical of a carbocyclic aromatic system having 6 to 60 carbon atoms.

[0572] As used herein, the term "C 6 -C 60 "Arylene" refers to a divalent radical of a carbocyclic aromatic system having 6 to 60 carbon atoms.

[0573] C 6 -C 60 Examples of aryl groups include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, perylenyl, pentaphenanthrenyl, heptalenyl, tetracenyl, phenanthrenyl, hexacecenyl, pentacecenyl, rubenyl, coronenyl, and ovacenyl, and the like.

[0574] When C 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, these rings may be fused to each other.

[0575] As used herein, the term "C 1 -C 60 The "heteroaryl group" refers to a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which further includes at least one heteroatom as a ring-constituting atom in addition to carbon atoms.

[0576] As used herein, the term "C 1 -C 60 The "heteroarylene group" refers to a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which further includes at least one heteroatom as a ring-constituting atom in addition to carbon atoms.

[0577] C 1 -C 60Examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, and naphthyridinyl.

[0578] When C 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each include two or more rings, these rings may be fused to each other.

[0579] As used herein, the term "monovalent non-aromatic fused polycyclic group" refers to a monovalent group having two or more rings fused to each other, only carbon atoms as ring atoms, and no aromaticity (e.g., having 8 to 60 carbon atoms) in its entire molecular structure. Examples of monovalent non-aromatic fused polycyclic groups include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl, indenoanthryl, and the like.

[0580] The term "divalent non-aromatic condensed polycyclic group" as used herein refers to a divalent group having substantially the same structure as the above-mentioned monovalent non-aromatic condensed polycyclic group.

[0581] The term “monovalent non-aromatic fused heteropolycyclic group” as used herein refers to a monovalent group having two or more rings fused to each other (for example, having 1 to 60 carbon atoms) which further includes at least one heteroatom as a ring-constituting atom in addition to carbon atoms and has no aromaticity in its entire molecular structure. Examples of the monovalent non-aromatic fused heteropolycyclic group include pyrrolyl, thienyl, furanyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothioyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothioyl, dibenzothiophenyl, dibenzofuranyl, azacarbazolyl, azafluorenyl, azadibenzothioyl, azadibenzothiophenyl, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl , benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl, benzothiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazine, imidazopyrazinyl, imidazopyridazinyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenocarbazolyl, benzothiorrolocarbazolyl, benzoindolecarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothiophene, benzonaphthothiorryl, benzofuranodibenzofuranyl, benzofuranodibenzothiophene and benzothiophenodibenzothiophene.

[0582] The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having substantially the same structure as the above-mentioned monovalent non-aromatic fused heteropolycyclic group.

[0583] As used herein, the term "C 6 -C 60 Aryloxy" indicates -OA 102 (A 102 C 6 -C 60 aryl).

[0584] As used herein, the term "C 6 -C 60 Arylthio" indicates -SA 103 (A 103 C 6 -C 60 aryl).

[0585] As used herein, the term "C 7 -C 60 "Aralkyl" refers to -A 104 A 105 (A 104 C 1 -C 54 Alkylene, and A 105 C 6 -C 59 aryl).

[0586] As used herein, the term "C 2 -C 60 "Heteroaralkyl" refers to -A 106 A 107 (A 106 C 1 -C 59 Alkylene, and A 107 C 1 -C 59 heteroaryl).

[0587] As used herein, the term " 10a " can be:

[0588] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0589] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0590] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7-C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0591] -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 ).

[0592] In this manual, Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 alkoxy; each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted C 3 -C 60 Carbocyclic group, C 1 -C 60Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl.

[0593] As used herein, the term "heteroatom" refers to any atom other than a carbon atom and a hydrogen atom. Examples of heteroatoms include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0594] In this specification, the transition metal includes hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), gold (Au), and the like.

[0595] The term "Ph" as used herein refers to a phenyl group, the term "Me" as used herein refers to a methyl group, the term "Et" as used herein refers to an ethyl group, and the terms "tert-Bu" or "Bu" as used herein refer to an ethyl group. t ” refers to a tert-butyl group, and the term “OMe” as used herein refers to a methoxy group.

[0596] As used herein, the term "biphenyl" refers to a "phenyl group substituted by a phenyl group". 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0597] As used herein, the term "terphenyl" refers to a "phenyl group substituted by a biphenyl group". 6 -C 60 Aryl substituted C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0598] Unless otherwise defined, *, *' and *" as used herein each refer to a binding site to an adjacent atom in the corresponding formula or moiety.

[0599] In this specification, the x-axis, y-axis, and z-axis are not limited to the three axes in the orthogonal coordinate system, and can be interpreted in a broad sense as including these axes. For example, the x-axis, y-axis, and z-axis can refer to those axes that are orthogonal to each other, or can refer to those axes in different directions that are not orthogonal to each other.

[0600] 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. As used in the Synthesis Examples, the phrase "using B instead of A" is intended to mean that the amount of B and the amount of A are the same molar equivalent.

[0601] Synthesis Example 1 (Synthesis of Compound 10)

[0602] Synthesis of Intermediate 10-1

[0603]

[0604] 10 g (38.9 mmol) of 2-iodoselenophene and 7.8 g (32 mmol) of 1-bromo-9H-carbazole were dissolved in 40 ml of dioxane. 0.35 g (1.8 mmol) of copper (I) iodide, 0.70 g (6.09 mmol) of trans-1,2-cyclohexanediamine and 12.9 g (61.0 mmol) of tripotassium phosphate were added and refluxed for 30 hours by heating. The mixture was purified by silica gel column chromatography to obtain 8.40 g (70%) of intermediate 10-1.

[0605] Synthesis of Intermediate 10-2

[0606]

[0607] 8.40 g (22.4 mmol) of intermediate 10-1, 6.19 g (44.8 mmol) of K 2 CO 3 and 70 mg (1.12 mmol) of allyl [1,3-bis (2,6-diisopropylphenyl) imidazole-2-ylidene] chloropalladium (II) were dissolved in DMAc and stirred at 130 ° C for 4 hours. The reaction solution was cooled to room temperature, and then extracted three times with water and DCM to obtain an organic layer. The obtained organic layer was washed with a sodium chloride solution, and then dried with sodium sulfate, followed by separation and purification by column chromatography to obtain 3.56 g (69%) of Intermediate 10-2.

[0608] Synthesis of intermediate 10-3

[0609]

[0610] 3.56 g (12.1 mmol) of intermediate 10-2 and 2.58 g (14.5 mmol) of N-bromosuccinimide (NBS) were dissolved in 120 ml of DMF and stirred at room temperature for 24 hours. 40 ml of water was added to the solution, and 50 ml of ether were used to extract three times to obtain an organic layer. The obtained organic layer was dried over magnesium sulfate, and the residue obtained by evaporating the solvent was separated and purified by silica gel column chromatography to obtain 3.36 g (74%) of intermediate 10-3.

[0611] Synthesis of intermediate 10-4

[0612]

[0613] 3.36 g (9.0 mmol) of intermediate 10-3, 2.29 g (9.0 mmol) of biboric acid pinacol ester, 0.36 g (0.5 mmol) of Pd(dppf)Cl 2 and 2.94 g (30.0 mmol) of KOAc were dissolved in 40 ml of DMSO, and then stirred at 80° C. for 6 hours. The reaction solution was cooled to room temperature, and extracted three times with 50 ml of water and 50 ml of diethyl ether to obtain an organic layer. The obtained organic layer was dried over magnesium sulfate, and the residue obtained by evaporating the solvent was separated and purified by silica gel column chromatography to obtain 3.03 g (80%) of Intermediate 10-4.

[0614] Synthesis of Intermediate 10-5

[0615]

[0616] 3.03 g (7.2 mmol) of intermediate 10-4, 2.34 g (7.2 mmol) of 2-bromo-3,4-difluoro-5-iodothiophene, 116 g (1.0 mmol) of Pd(PPh 3 ) 4 and 2.49 g (18 mmol) of K 2 CO 3 Dissolve in 120 ml of THF / H 2 O (volume ratio of 2: 1), followed by stirring at 70 ° C for 5 hours. The reaction solution was cooled to room temperature, and extracted three times with 60 ml of water and 80 ml of ether to obtain an organic layer. The obtained organic layer was dried over magnesium sulfate, and the residue obtained by evaporating the solvent was separated and purified by silica gel column chromatography to obtain 2.62 g (74%) of intermediate 10-5.

[0617] Synthesis of Intermediate 10-6

[0618]

[0619] Intermediate 10-6 was synthesized using substantially the same method as that used to synthesize Intermediate 10-4, except that Intermediate 10-5 was used instead of Intermediate 10-3 in the synthesis of Intermediate 10-4 in Synthesis Example 1.

[0620] Synthesis of Intermediate 10-7

[0621]

[0622] 5.2 g (30 mmol) of 6-mercapto-1,3-dimethylthiouracil and 1.2 g (15 mmol) of sodium acetate were dissolved in 50 ml of water, and 10 ml (38 mmol) of a 30% chloroacetaldehyde solution and 1.2 g (15 mmol) of sodium acetate dissolved in 20 ml of water were added dropwise at room temperature. The precipitate of the reaction solution was filtered to obtain 4.2 g (66%) of intermediate 10-7.

[0623] Synthesis of Intermediate 10-8

[0624]

[0625] 4.2 g (20 mmol) of intermediate 10-7 was dissolved in 50 ml of acetic acid, and then a solution obtained by dissolving 3.2 g (20 mmol) of bromine in 50 ml of acetic acid was added dropwise. The mixture was stirred at room temperature for 1 hour. 150 ml of water was added, and the precipitate was subsequently filtered to obtain 5.36 g (92%) of intermediate 10-8.

[0626] Synthesis of compound 10

[0627]

[0628] 2.26 g (4.2 mmol) of Intermediate 10-6, 1.22 g (4.2 mmol) of Intermediate 10-8, 0.69 g (0.6 mmol) of tetrakis(triphenylphosphine)palladium and 1.45 g (10.5 mmol) of K 2 CO 3 Dissolve in 120 ml of THF / H 2 O (volume ratio is 2: 1) mixed solution, then stirred at 70 ℃ for 5 hours. The reaction solution was cooled to room temperature, and extracted three times with 60ml of water and 80ml of ether to obtain an organic layer. The obtained organic layer was dried over magnesium sulfate, and the residue obtained by evaporating the solvent was separated and purified by silica gel column chromatography to obtain 1.94g (74%) of compound 10.

[0629] Synthesis Example 2 (Synthesis of Compound 12)

[0630] Synthesis of intermediate 12-1

[0631]

[0632] Intermediate 12-1 was synthesized using substantially the same method as that used to synthesize Intermediate 10-1, except that 2-iodothiophene was used instead of 2-iodoselenophene in the synthesis of Intermediate 10-1 in Synthesis Example 1.

[0633] Synthesis of intermediate 12-2

[0634]

[0635] Intermediate 12-2 was synthesized using substantially the same method as that used to synthesize Intermediate 10-2, except that Intermediate 12-1 was used instead of Intermediate 10-1 in the synthesis of Intermediate 10-2 in Synthesis Example 1.

[0636] Synthesis of intermediate 12-3

[0637]

[0638] Intermediate 12-3 was synthesized using substantially the same method as that used to synthesize Intermediate 10-3, except that Intermediate 12-2 was used instead of Intermediate 10-2 in the synthesis of Intermediate 10-3 in Synthesis Example 1.

[0639] Synthesis of intermediate 12-4

[0640]

[0641] Intermediate 12-4 was synthesized using substantially the same method as that used for synthesizing Intermediate 10-4, except that Intermediate 12-3 was used in the synthesis of Intermediate 10-4 in Synthesis Example 1 instead of Intermediate 10-3.

[0642] Synthesis of Intermediate 12-5

[0643]

[0644] Intermediate 12-5 was synthesized using substantially the same method as that used to synthesize Intermediate 10-5, except that in the synthesis of Intermediate 10-5 in Synthesis Example 1, Intermediate 12-4 was used instead of Intermediate 10-4 and 2-bromo-5-iodopyrazine was used instead of 2-bromo-3,4-difluoro-5-iodothiophene.

[0645] Synthesis of Intermediate 12-6

[0646]

[0647] Intermediate 12-6 was synthesized using substantially the same method as that used to synthesize Intermediate 10-4, except that Intermediate 12-5 was used instead of Intermediate 10-3 in the synthesis of Intermediate 10-4 in Synthesis Example 1.

[0648] Synthesis of compound 12

[0649]

[0650] Compound 12 was synthesized using substantially the same method as that used to synthesize Compound 10, except that Intermediate 12-6 was used instead of Intermediate 10-6 in the synthesis of Compound 10 in Synthesis Example 1.

[0651] Synthesis Example 3 (Synthesis of Compound 59)

[0652] Synthesis of Intermediate 59-1

[0653]

[0654] 7.35g (22.4mmol) of intermediate 12-1 was dissolved in 250ml of dehydrated diethyl ether, and 8ml (32.0mmol) of hexane solution containing 2.76M n-butyl lithium was added dropwise at -50°C, followed by stirring at room temperature for 1 hour. 1.3g (25mmol) of dehydrated acetone was added to the mixture at -50°C and stirred at room temperature for 2 hours. The organic layer extracted from diethyl ether was washed with sodium chloride solution and then dried over anhydrous magnesium sulfate. The obtained product was separated and purified by silica gel column chromatography to obtain 4.54g (66%) of intermediate 59-1.

[0655] Synthesis of Intermediate 59-2

[0656]

[0657] 4.54 g (14.8 mmol) of intermediate 59-1 was dissolved in 180 ml of dichloromethane, and 4.98 g (35.5 mmol) of boron trifluoride-ether complex was added dropwise at 0° C., followed by stirring for 2 hours. The organic layer extracted from dichloromethane was washed with a sodium chloride solution, and then dried over anhydrous magnesium sulfate. The obtained product was separated and purified by silica gel column chromatography to obtain 3.51 g (82%) of intermediate 59-2.

[0658] Synthesis of Intermediate 59-3

[0659]

[0660] Intermediate 59-3 was synthesized using substantially the same method as that used to synthesize Intermediate 10-3, except that Intermediate 59-2 was used instead of Intermediate 10-2 in the synthesis of Intermediate 10-3 in Synthesis Example 1.

[0661] Synthesis of Intermediate 59-4

[0662]

[0663] Intermediate 59-4 was synthesized using substantially the same method as that used to synthesize Intermediate 10-4, except that Intermediate 59-3 was used in the synthesis of Intermediate 10-4 in Synthesis Example 1 instead of Intermediate 10-3.

[0664] Synthesis of Intermediate 59-5

[0665]

[0666] Intermediate 59-5 was synthesized using substantially the same method as that used to synthesize Intermediate 10-5, except that in the synthesis of Intermediate 10-5 in Synthesis Example 1, Intermediate 59-4 was used instead of Intermediate 10-4 and 2-bromo-5-iodothiophene was used instead of 2-bromo-3,4-difluoro-5-iodothiophene.

[0667] Synthesis of Intermediate 59-6

[0668]

[0669] Intermediate 59-6 was synthesized using substantially the same method as that used for synthesizing Intermediate 10-4, except that Intermediate 59-5 was used instead of Intermediate 10-3 in the synthesis of Intermediate 10-4 in Synthesis Example 1.

[0670] Synthesis of Intermediate 59-7

[0671]

[0672] Intermediate 59-7 was synthesized using substantially the same method as that used to synthesize Intermediate 10-7, except that 6-mercapto-1,3-dimethylpyrimidine-2,4(1H,3H)-dione was used instead of 6-mercapto-1,3-dimethyluracil in the synthesis of Intermediate 10-7 in Synthesis Example 1.

[0673] Synthesis of Intermediate 59-8

[0674]

[0675] Intermediate 59-8 was synthesized using substantially the same method as that used for synthesizing Intermediate 10-8, except that Intermediate 59-7 was used instead of Intermediate 10-7 in the synthesis of Intermediate 10-8 in Synthesis Example 1.

[0676] Synthesis of compound 59

[0677]

[0678] Compound 59 was synthesized using substantially the same method as that used to synthesize Compound 10, except that in the synthesis of Compound 10 in Synthesis Example 1, Intermediate 59-6 was used instead of Intermediate 10-6 and Intermediate 59-8 was used instead of Intermediate 10-8.

[0679] Synthesis Example 4 (Synthesis of Compound 67)

[0680] Synthesis of compound 67

[0681]

[0682] Compound 67 was synthesized using essentially the same method as that used to synthesize Compound 10, except that in the synthesis of Compound 10 in Synthesis Example 1, Intermediate 59-6 was used instead of Intermediate 10-6 and 2-(2-bromo-9H-fluorene-9-ylidene)malononitrile was used instead of Intermediate 10-8.

[0683] Synthesis Example 5 (Synthesis of Compound 69)

[0684] Synthesis of Intermediate 69-1

[0685]

[0686] Intermediate 69-1 was synthesized using substantially the same method as that used to synthesize Intermediate 10-1, except that 4-fluoro-2-iodothiophene was used instead of 2-iodoselenophene in the synthesis of Intermediate 10-1 in Synthesis Example 1.

[0687] Synthesis of Intermediate 69-2

[0688]

[0689] Intermediate 69-2 was synthesized using substantially the same method as that used to synthesize Intermediate 10-2, except that Intermediate 69-1 was used instead of Intermediate 10-1 in the synthesis of Intermediate 10-2 in Synthesis Example 1.

[0690] Synthesis of Intermediate 69-3

[0691]

[0692] Intermediate 69-3 was synthesized using substantially the same method as that used to synthesize Intermediate 10-3, except that Intermediate 69-2 was used instead of Intermediate 10-2 in the synthesis of Intermediate 10-3 in Synthesis Example 1.

[0693] Synthesis of Intermediate 69-4

[0694]

[0695] Intermediate 69-4 was synthesized using substantially the same method as that used for synthesizing Intermediate 10-4, except that Intermediate 69-3 was used in the synthesis of Intermediate 10-4 in Synthesis Example 1 instead of Intermediate 10-3.

[0696] Synthesis of Intermediate 69-5

[0697]

[0698] Intermediate 69-5 was synthesized using substantially the same method as that used to synthesize Intermediate 10-5, except that in the synthesis of Intermediate 10-5 in Synthesis Example 1, Intermediate 69-4 was used instead of Intermediate 10-4 and 2-bromo-5-iodopyrazine was used instead of 2-bromo-3,4-difluoro-5-iodothiophene.

[0699] Synthesis of Intermediate 69-6

[0700]

[0701] Intermediate 69-6 was synthesized using substantially the same method as that used for synthesizing Intermediate 10-4, except that Intermediate 69-5 was used instead of Intermediate 10-3 in the synthesis of Intermediate 10-4 in Synthesis Example 1.

[0702] Synthesis of Intermediate 69-7

[0703]

[0704] 2.37 g (10.73 mmol) of methyl-4-bromothiophene-3-carboxylate, 1.6 g (12.62 mmol) of 3-thienylboronic acid and 4.6 g (42.92 mmol) of Na 2 CO 3 Dissolved in THF / H 2 O (volume ratio 4:1). 150 mg (0.126 mmol) of Pd(PPh 3 ) 4 , followed by stirring at 70 °C for 16 h. The mixture was cooled to room temperature and then washed with water and CH 2 Cl 2 The organic layer was extracted and separated and purified by column chromatography to obtain 2.38 g (99%) of Intermediate 69-7.

[0705] Synthesis of Intermediate 69-8

[0706]

[0707] 2.37 g (10.58 mmol) of intermediate 69-7 was dissolved in 20 ml of 4N NaOH and 20 ml of EtOH and stirred at 90° C. for 4 hours. The mixture was cooled at 0° C., and then 6N HCl solution was added dropwise. The precipitate was filtered, then washed with distilled water and dried to obtain 1.65 g (74%) of intermediate 69-8.

[0708] Synthesis of Intermediate 69-9

[0709]

[0710] 0.95 g (4.5 mmol) of intermediate 69-8 was dissolved in 30 ml of CH 2 Cl 2 1 ml of oxalyl chloride was added dropwise to the solution, and then 0.2 ml of DMF was added, followed by stirring at room temperature for 24 hours. The product was stirred in 5 ml of CH 2 Cl 2 , and added to the mixture by mixing 1.5 g (11 mmol) of AlCl 3 Dissolve in 30 ml of CH 2 Cl 2 The mixture was stirred for 1 hour, and then added to ice water, followed by CH 2 Cl 2 Extraction. The extract was separated and purified by column chromatography to obtain 0.78 g (90%) of Intermediate 69-9.

[0711] Synthesis of Intermediate 69-10

[0712]

[0713] 0.58 g (3.0 mmol) of intermediate 69-9 and 0.756 g (3 mmol) of NaCO 3 Dissolve in 10 ml of CHCl 3 0.2 ml of Br 2 Add dropwise to the solution and stir for 1.5 hours. Add 20 ml of 1N Na 2 SO 3 , and then an organic layer was obtained by extraction with water. The obtained organic layer was separated and purified by silica gel column chromatography to obtain 0.77 g (95%) of Intermediate 69-10.

[0714] Synthesis of compound 69

[0715]

[0716] Compound 69 was synthesized using substantially the same method as that used to synthesize Compound 10, except that in the synthesis of Compound 10 in Synthesis Example 1, Intermediate 69-6 was used instead of Intermediate 10-6 and Intermediate 69-10 was used instead of Intermediate 10-8.

[0717] Example 1

[0718] A 15 Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonicated in isopropyl alcohol and pure water for 5 minutes each, and then cleaned by irradiation of ultraviolet rays and exposure to ozone for 30 minutes, and then the glass substrate was mounted on a vacuum deposition apparatus.

[0719] 2-TNATA was vacuum deposited on the anode to form a layer with a thickness of Subsequently, NPB was vacuum deposited on the hole injection layer to form a hole injection layer with a thickness of hole transport layer.

[0720] Compound 10 as a p-type semiconductor compound is deposited on the hole transport layer, and then N1 as an n-type semiconductor compound is deposited to form a total thickness of photosensitive layer.

[0721] Alq 3 Vacuum deposition on the photosensitive layer to form a thickness of LiF is deposited on the electron transport layer until Al is vacuum deposited on the electron injection layer to a thickness of A thickness of 1000 nm is used to form a LiF / Al cathode, thereby completing the fabrication of a photovoltaic device.

[0722]

[0723] Examples 2 to 5 and Comparative Examples 1 to 4

[0724] A photovoltaic device was manufactured in substantially the same manner as in Example 1, except that the compound shown in Table 2 was used instead of Compound 10 in the formation of the photosensitive layer.

[0725] Evaluation Example 1

[0726] In order to evaluate the properties of the compound used as a p-type semiconductor compound in each of Examples 1 to 5 and Comparative Examples 1 to 4, changes in HOMO energy level, LUMO energy level, maximum absorption wavelength, oscillator strength (OSC) and purity were measured, and the results are shown in Table 1.

[0727] To evaluate these properties, quantum simulations were performed at the B3LYP / 6-311G** level using the Gaussian program based on the time-dependent density functional theory (TD-DFT) method to evaluate the energy levels and oscillator strengths in the structurally optimized and excited states.

[0728] In addition, changes in the purity of each compound were evaluated by placing each compound in a glass vacuum tube, heating the glass vacuum tube at a deposition process temperature (330° C.), and then maintaining the temperature and measuring the purity of each compound.

[0729] Table 1

[0730]

[0731]

[0732] From Table 1, it can be confirmed that the organic compounds used in Examples 1 to 5 have energy levels suitable for use as p-type semiconductors and have maximum absorption wavelengths in green light. It can also be confirmed that the organic compounds used in Examples 1 to 5 have higher oscillator strengths than Comparative Compound 1C, Comparative Compound 2C, and Comparative Compound 4C used in Comparative Examples 1, 2, and 4, indicating that the extinction coefficient is high. It can also be confirmed that the organic compounds used in Examples 1 to 5 are almost invariant at the deposition process temperature.

[0733] Evaluation Example 2

[0734] In order to evaluate the characteristics of the photoelectric devices manufactured according to Comparative Examples 1 to 4 and Examples 1 to 5, the external quantum efficiency (EQE) was measured, and the results thereof are shown in Table 2.

[0735] Each photovoltaic device was irradiated with light (530 nm) by using an external quantum efficiency meter (K3100, McScience, Korea). The current generated during light irradiation was measured by using an ammeter (Keithley, Tektronix, USA). The external quantum efficiency (EQE) was calculated using the irradiated light and the measured current.

[0736] Table 2

[0737]

[0738]

[0739]

[0740] It can be confirmed from Table 2 that the photovoltaic devices of Examples 1 to 5 exhibit high external quantum efficiency (EQE) in the green wavelength region during the deposition process, compared with the photovoltaic devices of Comparative Examples 1 to 4.

[0741] Therefore, it can be confirmed from Tables 1 and 2 that the photovoltaic devices of Examples 1 to 5 have excellent light absorption characteristics, charge transfer characteristics, and thermal characteristics compared to the photovoltaic devices of Comparative Examples 1 to 4. It can be confirmed from the above results that the photovoltaic devices of Examples 1 to 5 have excellent optoelectronic characteristics.

[0742] According to some embodiments, provided are compounds that can absorb light in the green wavelength region and have excellent absorption intensity and external quantum efficiency as well as high heat resistance, optoelectronic devices that absorb green light and maintain high external quantum efficiency under high temperature process conditions, and electronic devices and electronic equipment including the optoelectronic devices.

[0743] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for limiting purposes. The description of features or aspects in each embodiment should generally be considered to be applicable to other similar features or aspects in other embodiments. Although some embodiments have been described with reference to the accompanying drawings, it will be understood by those of ordinary skill in the art that various changes in form and detail may be made therein without departing from the spirit and scope defined by the appended claims.

Claims

1. A photoelectric device comprising: a first electrode; a second electrode on the first electrode; a photosensitive layer between the first electrode and the second electrode; as well as A first compound represented by Formula 1: Formula 1 Among them, in formula 1, X1 is selected from oxygen, sulfur, selenium and tellurium, Y1 and Y2 are each independently selected from a single bond, *-O-*', *-S-*', *-Se-*', *-C(R5)(R6)-*', *-Si(R5)(R6)-*', *-Ge(R5)(R6)-*', *-N(R5)-*', *-P(R5)-*', *-C(=O)-*', *-C(=S)-*', *-S(=O)-*' and *-S(=O)2-*', * and *' each indicating a binding site to an adjacent atom, L1 is unsubstituted or substituted with at least one R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, a1 is an integer selected from 1 to 5, Ar1 is a C4-C ... 60 A polycyclic group, and the two or more cyclic groups are each independently C3-C 30 Carbocyclic or C1-C 30 Heterocyclic group, Ring CY1 and ring CY2 are each independently C5-C 60 Carbocyclic or C2-C 60 Heterocyclic group, b1, b2 and b4 are each independently an integer selected from 0 to 10, R1 to R6 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, 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 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C7-C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 heteroarylalkyl, -C(Q1)(Q2)(Q3), -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 of R1 to R6 are optionally linked to each other to form an unsubstituted or substituted group. 10a Substituted C5-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 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; Each unsubstituted or substituted 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: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, 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 -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 alkoxy; or Each unsubstituted or deuterated, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted by alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl.

2. The optoelectronic device according to claim 1, further comprising a second compound represented by one of Formula 2-1 to Formula 2-6: in, In Formula 2-1 to Formula 2-6, Z1 and Z2 are each independently selected from O, S, N (R 24 )、C(R 24 )(R 25 ), C(=O), C(=S) and C=C(R 24 )(R 25 ), R 24 and R 25 Each is 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 with at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C7-C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 heteroarylalkyl, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(═O)(Q1), -S(═O)2(Q1), or -P(═O)(Q1)(Q2), Q1 to Q3 and R 10a Each as described in claim 1, e2 is an integer selected from 0 to 2, e3 is an integer selected from 0 to 3, and e4 is an integer selected from 0 to 4.

3. The optoelectronic device according to claim 2, wherein R 24 and R 25 are each independently unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, cyano, C1-C 60 Alkyl, C1-C 60 Alkoxy or any combination thereof substituted C1-C 60 Alkyl, C3-C 10 Cycloalkyl, C6-C 60 Aryl or C1-C 60 Heteroaryl.

4. The optoelectronic device according to claim 2, wherein the second compound is one of Compound N1 to Compound N43: The optoelectronic device of claim 1 , wherein the photosensitive layer comprises the first compound.

6. The optoelectronic device of claim 1, wherein the photosensitive layer comprises a first layer adjacent to the first electrode and a second layer adjacent to the second electrode. The optoelectronic device of claim 6 , wherein the first layer comprises the first compound.

8. An electronic device comprising: The photovoltaic device according to any one of claims 1 to 7; a light emitting device proximate to the optoelectronic device; as well as Color filters, color conversion layers, touch screen layers, polarizing layers, or any combination thereof.

9. An electronic device comprising an optoelectronic device according to any one of claims 1 to 7, wherein the electronic device is one of the following: a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable 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 with multiple displays tiled together, a theater screen, a stadium screen, a light therapy device, a sign, a car sensor, a home sensor and a solar cell.

10. An organic compound represented by Formula 1: Formula 1 in, In formula 1, X1 is selected from oxygen, sulfur, selenium and tellurium, Y1 and Y2 are each independently selected from a single bond, *-O-*', *-S-*', *-Se-*', *-C(R5)(R6)-*', *-Si(R5)(R6)-*', *-Ge(R5)(R6)-*', *-N(R5)-*', *-P(R5)-*', *-C(=O)-*', *-C(=S)-*', *-S(=O)-*' and *-S(=O)2-*', * and *' each indicating a binding site to an adjacent atom, L1 is unsubstituted or substituted with at least one R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, a1 is an integer selected from 1 to 5, Ar1 is a C4-C ... 60 A polycyclic group, and the two or more cyclic groups are each independently C3-C 30 Carbocyclic or C1-C 30 Heterocyclic group, Ring CY1 and ring CY2 are each independently C5-C 60 Carbocyclic or C2-C 60 Heterocyclic group, b1, b2 and b4 are each independently an integer selected from 0 to 10, R1 to R6 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, 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 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C7-C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 heteroarylalkyl, -C(Q1)(Q2)(Q3), -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 of R1 to R6 are optionally linked to each other to form an unsubstituted or substituted group. 10a Substituted C5-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 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; Each unsubstituted or substituted 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: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, 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 -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 alkoxy; or Each unsubstituted or deuterated, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted by alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl. The organic compound according to claim 10 , wherein the organic compound has a maximum absorption wavelength of about 510 nm to about 565 nm.

12. The organic compound according to claim 10, wherein Y1 and Y2 are each independently selected from a single bond, *-O-*', *-S-*', *-Se-*', *-C(R5)(R6)-*', *-Si(R5)(R6)-*' and *-N(R5)-*'.

13. The organic compound according to claim 10, wherein L1 is each unsubstituted or substituted by at least one R 10a Substituted phenyl, naphthyl, anthracenyl, phenanthryl, triphenylene, pyrenyl, 1,2-benzophenanthryl, cyclopentadienyl, 1,2,3,4-tetrahydronaphthyl, thienyl, selenophenyl, furanyl, indolyl, benzoborol, benzophosphol, indenyl, benzothiazolyl, benzogermanol, benzothienyl, benzoselenophenyl, benzofuranyl, carbazolyl, dibenzoborol, dibenzophosphol , fluorenyl, dibenzothioyl, dibenzogermanyl, dibenzothiophene, dibenzoselenophene, dibenzofuranyl, dibenzothiophene-5-oxide, 9H-fluoren-9-one, dibenzothiophene-5,5-dioxide, azaindolyl, azabenzoborolyl, azabenzophospholyl, azaindenyl, azabenzothioyl, azabenzogermanyl, azabenzothiophene, azabenzo selenophene, azabenzofuranyl, azacarbazolyl, azadibenzoborol, azadibenzophosphol, azafluorenyl, azadibenzothioyl, azadibenzogermanyl, azadibenzothiophenyl, azadibenzoselenophene, azadibenzofuranyl, azadibenzothiophene-5-oxide, aza-9H-fluoren-9-one, azadibenzothiophene-5,5-dioxide, 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.

14. The organic compound according to claim 10, wherein L1 is a group represented by one of Formula 3-1 to Formula 3-27: in, In Formula 3-1 to Formula 3-27, X 31 is selected from O, S, Se and Te, R 31 To R 34 Each independently as in claim 10 with reference to R 10a described, and * and *' each indicate a binding site with an adjacent atom. The organic compound according to claim 10 , wherein a1 is 1.

16. The organic compound according to claim 10, wherein *-Ar1-(R4) b4 The group represented is a group represented by one of Formula 4-1 to Formula 4-6: in, In Formula 4-1 to Formula 4-6, T1 and T2 are each independently O, S, Se and Te, Z 41 To Z 43 Each independently selected from O, S, Se, N(R 41 )、C(R 41 )(R 42 ), C(=O), C(=S) and C=C(R 41 )(R 42 ), Y 41 To Y 43 Each independently is N or C(R 43 ), Ring CY4 is C3-C 30 Carbocyclic or C1-C 30 Heterocyclic group, R 41 To R 43 each independently as described with reference to R4 in claim 10, R4 and b4 are as described in claim 10, and *Indicates the binding site with the neighboring atoms.

17. The organic compound according to claim 10, wherein *-Ar1-(R4) b4 The group represented is a group represented by one of Formula 5-1 to Formula 5-15: in, In Formula 5-1 to Formula 5-15, T1 and T2 are each independently O, S, Se and Te, Z 51 To Z 53 Each independently selected from O, S, Se, N(R 41 )、C(R 41 )(R 42 ), C(=O), C(=S) and C=C(R 41 )(R 42 ), R 41 , R 42 and R 51 To R 57 each independently as described with reference to R4 in claim 10, R 51 To R 57 Two or more of the groups are optionally linked to each other to form an unsubstituted or substituted group. 10a Substituted C5-C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 30 a heterocyclic group, and *Indicates the binding site with the neighboring atoms. The organic compound according to claim 10 , wherein ring CY 1 and ring CY 2 are each independently phenyl or naphthyl.

19. The organic compound according to claim 10, wherein the organic compound is represented by one of Formula 1-1 and Formula 1-2: Formula 1-1 Formula 1-2 in, In formula 1-1 and formula 1-2, X1, Y1, Y2, L1, a1, Ar1, ring CY1 and ring CY2, b1, b2, b4 and R1 to R4 are as described in claim 10.

20. The organic compound according to claim 10, wherein the organic compound is one of Compound 1 to Compound 72:

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