Light-emitting element including heterocyclic compound, electronic device including light-emitting element, and electronic device including light-emitting element

Abstract

Disclosed are a light-emitting element including a heterocyclic compound, an electronic device including the light-emitting element, and an electronic device including the light-emitting element, the light-emitting element including: a first electrode; a second electrode facing the first electrode; and an intermediate layer disposed between the first electrode and the second electrode and including a light emitting layer including a dopant including a heterocyclic compound represented by the following Chemical Formula 1 and a host including a heterocyclic compound represented by the following Chemical Formula 2. Lt; chemical formula 1gt; # imgabs0 # lt; chemical formula 2gt; # imgabs 1 # refers to the content described in the description with respect to the detailed description of the chemical formula 1 and the chemical formula 2.

Description

Technical Field

[0001] The invention relates to a light-emitting element comprising a heterocyclic compound, an electronic device comprising the light-emitting element, and an electronic device comprising the light-emitting element. Background Art

[0002] Among light-emitting elements, self-luminous elements not only have a wide viewing angle and excellent contrast, but also have a fast response time and excellent brightness, driving voltage and response speed characteristics.

[0003] The light-emitting element may have a structure in which a first electrode is arranged above a substrate, and a hole transport region, a light-emitting layer, an electron transport region, and a second electrode are arranged in sequence above the first electrode. Holes injected from the first electrode move to the light-emitting layer via the hole transport region, and electrons injected from the second electrode move to the light-emitting layer via the electron transport region. Carriers such as holes and electrons recombine in the light-emitting layer region to generate excitons. The excitons generate light while changing from an excited state to a ground state. Summary of the invention

[0004] Provided are a light-emitting element including a heterocyclic compound, an electronic device including the light-emitting element, and an electronic device including the light-emitting element.

[0005] According to one aspect, a light emitting element is provided, comprising:

[0006] a first electrode;

[0007] a second electrode facing the first electrode; and

[0008] an intermediate layer, disposed between the first electrode and the second electrode, and including a light-emitting layer,

[0009] The light-emitting layer includes a dopant and a host,

[0010] The dopant includes a heterocyclic compound represented by the following Chemical Formula 1,

[0011] The host includes a heterocyclic compound represented by the following Chemical Formula 2:

[0012]

[0013] <Chemical Formula 2>

[0014]

[0015] <Chemical formula 3>

[0016]

[0017] <Chemical Formula 4>

[0018]

[0019] In the chemical formula 1 to the chemical formula 4,

[0020] Ar 1 and Ar 2 are independently a group represented by the chemical formula 3,

[0021] Cyclo 1 To Ring CY 3 And CY 6 To Ring CY 8 Independently of each other, C 5 -C 60 Carbocyclic or C 2 -C 60 Heterocyclic group,

[0022] Cyclo 4 And CY 5 Independently of each other, C 5 -C 60 Carbocyclic group,

[0023] a1 to a8 are each independently an integer from 0 to 10,

[0024] R 1 To R 6 are independently a group represented by the chemical formula 4, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidine group, a hydrazine group, a hydrazone group, a 10a Substituted or unsubstituted C 1 -C 60 Alkyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkenyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkynyl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkoxy, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, with at least one R 10aSubstituted or unsubstituted C 3 -C 10 Cycloalkenyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryl, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryloxy, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Arylthio, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryl selenyl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroaryl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroaryloxy, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroarylthio, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Heteroaryl selenyl, with at least one R 10a A substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a 10a Substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2) or -P(=S)(Q 1 )(Q 2 ),

[0025] R 7 , R 8 and R 901 To R 913 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted by at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkenyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkynyl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkoxy, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkenyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryl, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryloxy, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Arylthio, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryl selenyl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroaryl, with at least one R 10a Substituted or unsubstituted C 1 -C60 Heteroaryloxy, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroarylthio, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Heteroaryl selenyl, with at least one R 10a A substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a 10a Substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),

[0026] R 1 To R 3 , R 6 To R 8 and R 901 To R 913 Two or more groups in the formula (optionally) are bonded to each other to form a group surrounded by at least one R 10a Substituted or unsubstituted C 5 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0027] The R 10a yes:

[0028] Deutrium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0029] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-Ge(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 substituted or unsubstituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0030] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-N(Q21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof substituted or unsubstituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy or C 6 -C 60 arylthio; or

[0031] -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),

[0032] The Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 independently of each other are hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60Alkoxy, phenyl, biphenyl or any combination thereof substituted or unsubstituted C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0033] * is the bonding site with the adjacent atom.

[0034] According to another aspect, an electronic device including the light emitting element is provided.

[0035] According to yet another aspect, an electronic device including the light emitting element is provided.

[0036] The organic light emitting element including the heterocyclic compound can have low driving voltage, high efficiency, high color purity and long life, and can be used to manufacture high-quality electronic devices and consumer products. BRIEF DESCRIPTION OF THE DRAWINGS

[0037] Figure 1 is a diagram schematically showing the structure of an organic light-emitting element according to an implementation example.

[0038] Figure 2 is a diagram schematically showing a structure of an electronic device according to an implementation example.

[0039] Figure 3 is a diagram schematically showing a structure of an electronic device according to another implementation example.

[0040] Figure 4 is a perspective view schematically showing an electronic device including an organic light emitting element according to an implementation example.

[0041] Figure 5 FIG. 1 is a diagram schematically showing the exterior of a vehicle as an electronic device including an organic light emitting element according to an implementation example of the present invention.

[0042] Figures 6a to 6c FIG. 1 is a diagram schematically showing the interior of a vehicle according to various implementation examples of the present invention.

[0043] (Explanation of Reference Numerals)

[0044] 10: Light-emitting components

[0045] 110: First electrode

[0046] 130: Middle layer

[0047] 150: Second electrode DETAILED DESCRIPTION

[0048] According to one aspect, a light emitting element is provided, comprising:

[0049] a first electrode;

[0050] a second electrode facing the first electrode; and

[0051] an intermediate layer, disposed between the first electrode and the second electrode, and comprising a light-emitting layer, wherein the light-emitting layer comprises a dopant and a host,

[0052] The dopant includes a heterocyclic compound represented by the following Chemical Formula 1,

[0053] The host includes a heterocyclic compound represented by the following Chemical Formula 2:

[0054] <Chemical Formula 1>

[0055]

[0056] <Chemical Formula 2>

[0057]

[0058] <Chemical formula 3>

[0059]

[0060] <Chemical Formula 4>

[0061]

[0062] In the chemical formula 1, Ar 1 and Ar 2 They may be independently groups represented by Chemical Formula 3.

[0063] The Ar 1 and Ar 2 May be the same as or different from each other.

[0064] In the chemical formula 1 and the chemical formula 4, the ring CY 1 To Ring CY 3 And CY 6 To Ring CY 8 Can be independently C 5 -C 60 Carbocyclic or C 2 -C 60 Heterocyclic group.

[0065] According to an implementation example, the ring CY 1 To Ring CY 3 And CY 6 To Ring CY 8 may be independently phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylene, pyrene, yl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthienyl, benzonaphthothienyl, dinaphthothienyl, selenophenyl, benzoselenophenyl, dibenzoselenophenyl, naphthienyl, benzonaphthothienyl, dinaphthothienyl, selenophenyl, benzoselenophenyl, dibenzoselenophenyl, naphthienyl, benzonaphthoselenophenyl or dinaphthoselenophenyl.

[0066] In the chemical formula 2, the ring CY 4 And CY 5 Can be independently C 5 -C 60 Carbocyclic group.

[0067] According to an implementation example, the ring CY 4 And CY 5 can be independently phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylene, pyrene or For example, it may be phenyl or naphthyl.

[0068] In the Chemical Formula 1, Chemical Formula 2 and Chemical Formula 4, a1 to a8 may be integers of 0 to 10 independently of each other.

[0069] In the chemical formula 1 and the chemical formula 2, R 1 To R 6 may be independently a group represented by the chemical formula 4, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, or a substituted group represented by at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkenyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkynyl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkoxy, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, with at least one R 10a Substituted or unsubstituted C 3 -C10 Cycloalkenyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryl, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryloxy, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Arylthio, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryl selenyl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroaryl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroaryloxy, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroarylthio, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Heteroaryl selenyl, with at least one R 10a A substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a 10a Substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q2 ).

[0070] According to an implementation example, the R 1 To R 6 may be independently a group represented by the chemical formula 4, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, or a substituted group represented by at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkyl, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroaryl, with at least one R 10a A substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a 10a Substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 ) or -N(Q 1 )(Q 2 ).

[0071] According to an implementation example, the a4 R 4 、The a5 R 5 And the a6 R 6 At least one of them may be a group represented by the Chemical Formula 4.

[0072] According to an implementation example, the a1 R 1 and the a2 R 2 At least one of them may be a group represented by the Chemical Formula 4.

[0073] In Chemical Formula 3 and Chemical Formula 4, R 7 , R 8 and R 901 To R 913can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted by at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkenyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkynyl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkoxy, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkenyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryl, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryloxy, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Arylthio, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryl selenyl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroaryl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroaryloxy, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroarylthio, with at least one R 10a Substituted or unsubstituted C 6 -C 60Heteroaryl selenyl, with at least one R 10a A substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a 10a Substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),

[0074] The R 1 To R 3 , R 6 To R 8 and R 901 To R 913 Two or more groups in the formula (R) may be optionally bonded to each other to form a 10a Substituted or unsubstituted C 5 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group.

[0075] According to an implementation example, the R 901 To R 913 can be independently hydrogen, deutrium, -F, -Cl, -Br, -I, cyano, nitro, 10a Substituted or unsubstituted C 1 -C 30 Alkyl, with at least one R 10a Substituted or unsubstituted C 6 -C 30 Aryl, -Si(Q 1 )(Q 2 )(Q 3 ) or -Ge(Q1 )(Q 2 )(Q 3 ).

[0076] According to an implementation example, the R 901 To R 913 At least one of them may be at least one R 10a Substituted or unsubstituted tert-butyl.

[0077] The R 10a yes:

[0078] Deutrium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0079] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-Ge(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 substituted or unsubstituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0080] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-Ge(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 substituted or unsubstituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy or C 6 -C 60 arylthio; or

[0081] -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(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 ),

[0082] The Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q23 and Q 31 To Q 33 independently of each other are hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted or unsubstituted C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0083] * is the bonding site with the adjacent atom.

[0084] According to an implementation example, the group represented by the chemical formula 4 may be any one of the groups represented by the following chemical formulas 4-1 to 4-6:

[0085]

[0086] In the chemical formula 4-1 to the chemical formula 4-6, X may be 71 is C(R 71 ) or N, X 72 is C(R 72 ) or N, X 73 is C(R 73 ) or N, X 74 is C(R 74 ) or N, X 81 is C(R 81 ) or N, X 82 is C(R 82 ) or N, X 83 is C(R 83 ) or N, X 84 is C(R 84 ) or N, X 85 is C(R 85 ) or N, X 86 is C(R 86 ) or N.

[0087] According to an implementation example, the X 71 is C(R 71), the X 72 is C(R 72 ), the X 73 is C(R 73 ), the X 74 is C(R 74 ), the X 81 is C(R 81 ), the X 82 is C(R 82 ), the X 83 is C(R 83 ), the X 84 is C(R 84 ), the X 85 is C(R 85 ), the X 86 is C(R 86 ).

[0088] In the chemical formula 4-1 to the chemical formula 4-6, Y 4 It can be C(R 87 )(R 88 )、N(R 89 ), O or S.

[0089] The R 71 To R 74 Independently of each other and for R in the chemical formula 4 7 Same as the description, R 81 To R 89 Independently of each other and for R in the chemical formula 4 8 Same description as

[0090] * is the bonding site with the adjacent atom.

[0091] According to an implementation example, the R 87 and R 88 can be optionally bonded to each other to form at least one R 10a Substituted or unsubstituted C 5 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group. For example, R 87 and R 88 can be optionally bonded to each other to form at least one R 10a A substituted or unsubstituted fluorenyl group.

[0092] According to an implementation example, the heterocyclic compound represented by the chemical formula 1 may be a compound represented by the following chemical formula 1-1.

[0093] <Chemical Formula 1-1>

[0094]

[0095] In the chemical formula 1-1,

[0096] R 11 , R 14 , R 21 , R 24 , R 31 and R 33 independently of each other are hydrogen or deutrium,

[0097] Ar 1 and Ar 2 The same as defined in the chemical formula 1,

[0098] R 12 and R 13 are independently of each other and are the same as for R in the chemical formula 1 1 Same as the description, R 22 and R 23 are independently of each other and are the same as for R in the chemical formula 1 2 Same as the description, R 32 With respect to R in the chemical formula 1 3 Same description as .

[0099] According to an implementation example, the heterocyclic compound represented by the chemical formula 2 may be a compound represented by the following chemical formula 2-1:

[0100] <Chemical Formula 2-1>

[0101]

[0102] In the chemical formula 2-1,

[0103] R 41 , R 44 , R 51 and R 54 independently of each other are hydrogen or deutrium,

[0104] R 42 and R 43 Independently of each other and for R in the chemical formula 2 4 Same description as

[0105] R 52 and R 53 Independently of each other and for R in the chemical formula 2 5 Same description as

[0106] R61 To R 63 Independently of each other and for R in the chemical formula 2 6 Same description as .

[0107] According to an implementation example, the heterocyclic compound represented by the chemical formula 1 may be any one of the following compounds A1 to A80:

[0108]

[0109]

[0110]

[0111]

[0112]

[0113]

[0114]

[0115] According to an implementation example, the heterocyclic compound represented by the chemical formula 2 may be any one of the following compounds B1 to B20:

[0116]

[0117]

[0118] In the heterocyclic compound represented by the chemical formula 1, Ar 1 and Ar 2 Independently of each other, the group represented by the chemical formula 3 increases the distance between molecules physically, thereby greatly suppressing the efficiency of Dexter energy transfer and hindering the coagulation caused by intermolecular interactions. Therefore, the density of triplet excitons in the molecule can be reduced, and when it is used in a light-emitting element, the life of the element can be improved. In addition, the generation of transition compounds such as intermolecular quasi-molecules / exciplexes can be suppressed to improve the luminous efficiency of the element.

[0119] In addition, the heterocyclic compound represented by the chemical formula 2 can improve the efficiency of the device by hindering the formation of excimers / excimers with adjacent common layer molecules due to the steric hindrance effect of the carbazole group. In addition, the introduction of the carbazole group has a small ΔE ST, thus the reverse intersystem crossing (RISC) speed of triplet excitons can be greatly improved, thereby improving the life of the host including the heterocyclic compound represented by the chemical formula 2. In addition, the heterocyclic compound represented by the chemical formula 2 has a carbazole group, and thus can have a deep HOMO (highest occupied molecular orbital) energy level.

[0120] In addition, in the case of a light-emitting element in which the heterocyclic compound represented by the chemical formula 1 is used as a dopant and the heterocyclic compound represented by the chemical formula 2 is used as a host, the HOMO energy levels of the host and the dopant are well matched, thereby improving the efficiency and life of the element, and the emission wavelength of the host and the absorption wavelength of the dopant are well matched, thereby greatly increasing the efficiency of Forster resonance energy transfer (FRET), thereby improving the efficiency of the element.

[0121] Therefore, when the heterocyclic compound represented by the Chemical Formula 1 is used as a dopant and the heterocyclic compound represented by the Chemical Formula 2 is used as a host, the light emitting element can have low driving voltage, high efficiency, high color purity, and long life.

[0122] According to an implementation example, the heterocyclic compound represented by Chemical Formula 1 and the heterocyclic compound represented by Chemical Formula 2 may be delayed fluorescent substances, respectively.

[0123] According to an implementation example, the light-emitting element may further include a photosensitizer in the light-emitting layer.

[0124] According to an implementation example, the main body of the light-emitting element may further include a compound different from the heterocyclic compound represented by Chemical Formula 2.

[0125] According to an implementation example, the light-emitting layer of the light-emitting element may emit blue light with a maximum emission wavelength of 400 nm to 500 nm (for example, 410 nm to 490 nm).

[0126] According to an implementation example, the first electrode of the light emitting element may be an anode, the second electrode of the light emitting element may be a cathode,

[0127] The intermediate layer further includes a hole transport region between the first electrode and the light emitting layer and an electron transport region between the light emitting layer and the second electrode.

[0128] The hole transport region includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer or any combination thereof.

[0129] The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer or any combination thereof.

[0130] According to an implementation example, the light emitting element may further include: a first capping layer disposed on the outer side of the first electrode; or a second capping layer disposed on the outer side of the second electrode.

[0131] In this specification, the term "intermediate layer" refers to a single layer and / or a plurality of layers disposed between the first electrode and the second electrode in the organic light emitting element.

[0132] According to yet another aspect, an electronic device including the organic light-emitting element as described above is provided. The electronic device may further include a thin film transistor. For example, the electronic device may further include a thin film transistor including a source electrode and a drain electrode, and the first electrode of the organic light-emitting element is electrically connected to the source electrode or the drain electrode. On the other hand, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof. For a more detailed description of the electronic device, refer to the contents described in this specification.

[0133] According to yet another aspect, there is provided an electronic device including the organic light emitting element as described above.

[0134] For example, the electronic device can be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, indoor or outdoor lighting and / or signaling, a head-up display, a fully or partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a portable phone, a tablet, a tablet phone, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a 3D display, a virtual reality or augmented reality display, a vehicle, a video wall comprising multiple displays tiled together, a theater or stadium screen, a light therapy device, or a plaque.

[0135] [against Figure 1 Description]

[0136] Figure 1 The cross-sectional view of an organic light emitting element 10 according to an embodiment of the present invention is schematically shown. The organic light emitting element 10 includes a first electrode 110 , an intermediate layer 130 and a second electrode 150 .

[0137] Below, refer to Figure 1 The structure and manufacturing method of the organic light emitting element 10 according to an embodiment of the present invention are described as follows.

[0138] [First electrode 110]

[0139] exist Figure 1 A substrate may be additionally arranged below the first electrode 110 or above the second electrode 150. As the substrate, a glass substrate or a plastic substrate may be used. Alternatively, the substrate may be a flexible substrate, for example, a plastic having excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphtalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0140] The first electrode 110 can be formed, for example, by providing a first electrode material on the substrate by evaporation or sputtering. When the first electrode 110 is an anode, a high work function material that is easy to inject holes can be used as the first electrode material.

[0141] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode or a transmissive electrode. In order to form the first electrode 110 as a transmissive electrode, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO) or any combination thereof. Alternatively, in order to form the first electrode 110 as a semi-transmissive electrode or a reflective electrode, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag) or any combination thereof can be used as the first electrode material.

[0142] The first electrode 110 may have a single-layer structure consisting 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.

[0143] [Middle layer 130]

[0144] An intermediate layer 130 is disposed above the first electrode 110. The intermediate layer 130 includes a light-emitting layer.

[0145] The intermediate layer 130 may further include a hole transport region disposed between the first electrode 110 and the light emitting layer and an electron transport region disposed between the light emitting layer and the second electrode 150 .

[0146] In addition to various organic substances, the intermediate layer 130 may also include metal-containing compounds such as heterocyclic compounds, inorganic substances such as quantum dots, and the like.

[0147] On the other hand, the intermediate layer 130 may include i) two or more light emitting units sequentially stacked between the first electrode 110 and the second electrode 150 and ii) a charge generation layer disposed between the two light emitting units. When the intermediate layer 130 includes the light emitting units and the charge generation layer as described above, the organic light emitting element 10 may be a tandem organic light emitting element.

[0148] [Hole Transport Region in Intermediate Layer 130]

[0149] The hole transport region may have i) a single-layer structure consisting of a single layer composed of a single substance, ii) a single-layer structure consisting of a single layer including a plurality of substances different from each other, or iii) a multilayer structure including a plurality of layers including a plurality of substances different from each other.

[0150] The hole transport region may include a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof.

[0151] For example, the hole transport region may have a multilayer structure of hole injection layer / hole transport layer, hole injection layer / hole transport layer / luminescence auxiliary layer, hole injection layer / luminescence auxiliary layer, hole transport layer / luminescence auxiliary layer or hole injection layer / hole transport layer / electron blocking layer stacked in sequence from the first electrode 110.

[0152] The hole transport region may include a compound represented by the following Chemical Formula 201, a compound represented by the following Chemical Formula 202, or any combination thereof:

[0153] <Chemical Formula 201>

[0154]

[0155] <Chemical formula 202>

[0156]

[0157] In the chemical formula 201 and the chemical formula 202, it can be,

[0158] L 201 To L 204 Independently of each other, at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0159] L 205 It is *-O-*', *-S-*', *-N(Q 201 )-*', by at least one R 10a Substituted or unsubstituted C 1 -C 20 Alkylene, with at least one R 10a Substituted or unsubstituted C 2 -C 20 Alkenylene, with at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0160] xa1 to xa4 are independently one of integers from 0 to 5,

[0161] xa5 is an integer from 1 to 10,

[0162] R 201 To R 204 and Q 201 Independently of each other, at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0163] R 201 and R 202 can be optionally connected via a single bond, by at least one R 10a Substituted or unsubstituted C1 -C 5 Alkylene or at least one R 10a Substituted or unsubstituted C 2 -C 5 Alkenylene groups are connected to each other to form a 10a Substituted or unsubstituted C 8 -C 60 A polycyclic group (e.g., a carbazole group, etc.) (for example, refer to the following compound HT16, etc.),

[0164] R 203 and R 204 can be optionally connected via a single bond, by at least one R 10a Substituted or unsubstituted C 1 -C 5 Alkylene or at least one R 10a Substituted or unsubstituted C 2 -C 5 Alkenylene groups are connected to each other to form a 10a Substituted or unsubstituted C 8 -C 60 Polycyclic groups,

[0165] na1 is one of integers from 1 to 4.

[0166] For example, each of the chemical formula 201 and the chemical formula 202 may include at least one of the groups represented by the following chemical formulas CY201 to CY217:

[0167]

[0168] In the chemical formulas CY201 to CY217, for R 10b and R 10c For details, refer to the instructions for R 10a Description of the ring CY 201 To Ring CY 204 Independently of each other, C 3 -C 20 Carbocyclic or C 1 -C 20 heterocyclic group, at least one hydrogen in the chemical formula CY201 to the chemical formula CY217 may be replaced by R as described in this specification 10a Replaced or not replaced.

[0169] According to an implementation example, the ring CY in the chemical formula CY201 to the chemical formula CY217 201 To Ring CY 204 They may independently be phenyl, naphthyl, phenanthryl or anthracenyl.

[0170] According to another implementation example, each of the chemical formula 201 and the chemical formula 202 may include at least one of the groups represented by the chemical formulas CY201 to CY203.

[0171] According to yet another implementation example, the chemical formula 201 may include at least one of the groups represented by the chemical formulas CY201 to CY203 and each of at least one of the groups represented by the chemical formulas CY204 to CY217.

[0172] According to yet another implementation example, xa1 in the chemical formula 201 is 1, R 201 is a group represented by one of the chemical formulas CY201 to CY203, xa2 is 0, R 202 A group represented by one of the chemical formulas CY204 to CY207.

[0173] According to yet another implementation example, each of the chemical formula 201 and the chemical formula 202 may not include the groups represented by the chemical formulas CY201 to CY203.

[0174] According to yet another implementation example, each of the chemical formula 201 and the chemical formula 202 may not include the groups represented by the chemical formulas CY201 to CY203, and include at least one of the groups represented by the chemical formulas CY204 to CY217.

[0175] As yet another example, each of the Chemical Formula 201 and the Chemical Formula 202 may not include the groups represented by the Chemical Formulas CY201 to CY217.

[0176] For example, the hole transport region may include one of the following compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, S-spiro-TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, TCTA (4,4',4"-tris(N-carbazolyl)triphenylamine), PANI / DBSA (Polyaniline / Dodecylbenzenesulfonic acid), PEDOT / PSS (Poly(3,4-ethylenedioxythiophene) / Pol y(4-styrenesulfonate), PANI / CSA (Polyaniline / Camphorsulfonic acid(Polyaniline / Camphorsulfonic acid)), PANI / PSS(Polyaniline / Poly(4-styrenesulfonate))) or any combination thereof:

[0177]

[0178]

[0179]

[0180]

[0181]

[0182] The thickness of the hole transport region may be about to about For example, about to about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to about For example, about to about The thickness of the hole transport layer may be about to about For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer satisfy the above ranges, satisfactory hole transport characteristics can be obtained without a substantial increase in driving voltage.

[0183] The light-emitting auxiliary layer is a layer that increases the light-emitting efficiency by compensating for the optical resonance distance according to the wavelength of light emitted from the light-emitting layer, and the electron blocking layer is a layer that prevents electrons from leaking from the light-emitting layer to the hole transport region. The substance that can be included in the hole transport region can be included in the light-emitting auxiliary layer and the electron blocking layer.

[0184] [p-dopant]

[0185] In addition to the above-mentioned substances, the hole transport region may include a charge generating substance in order to improve conductivity. The charge generating substance may be uniformly or non-uniformly dispersed (eg, in the form of a monolayer consisting of the charge generating substance) in the hole transport region.

[0186] The charge generating species may be, for example, a p-dopant.

[0187] For example, the LUMO (Lowest Unoccupied Molecular Orbital) energy level of the p-dopant may be -3.5 eV or less.

[0188] According to an implementation example, the p-dopant may include a quinone derivative, a cyanide-containing compound, a compound containing the element EL1 and the element EL2, or any combination thereof.

[0189] Examples of the quinone derivative may include TCNQ, F4-TCNQ, and the like.

[0190] Examples of the cyano group-containing compound may include HAT-CN, a compound represented by the following Chemical Formula 221, and the like.

[0191]

[0192] <Chemical Formula 221>

[0193]

[0194] In the chemical formula 221, it can be,

[0195] R 221 To R 223 Independently of each other, at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C1 -C 60 Heterocyclic group,

[0196] The R 221 To R 223 At least one of them is independently cyano; -F; -Cl; -Br; -I; C substituted by cyano, -F, -Cl, -Br, -I or any combination thereof 1 -C 20 Alkyl; or C substituted by any combination thereof 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0197] In the compound containing the element EL1 and the element EL2, the element EL1 may be a metal, a metalloid or a combination thereof, and the element EL2 may be a non-metal, a metalloid or a combination thereof.

[0198] Examples of the metal may include: alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), etc.); (Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); late transition metals (for example, zinc (Zn), indium (In), tin (Sn), etc.); lanthanide metals (for example, lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.); etc.

[0199] Examples of the metalloid may include silicon (Si), antimony (Sb), tellurium (Te), and the like.

[0200] Examples of the non-metal may include oxygen (O), halogen (eg, F, Cl, Br, I, etc.), and the like.

[0201] For example, the compound containing element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, metalloid iodides, etc.), metal tellurides, or any combination thereof.

[0202] Examples of the metal oxide may include tungsten oxide (eg, WO, W 2 O 3 , WO 2 , WO 3 , W 2 O 5 etc.), vanadium oxides (e.g., VO, V 2 O 3 , VO 2 、V 2 O 5 etc.), molybdenum oxides (MoO, Mo 2 O 3 、MoO 2 、MoO 3 、Mo 2 O 5 etc.), rhenium oxides (e.g., ReO 3 etc.

[0203] 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.

[0204] Examples of the alkali metal halide may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, CsI, etc.

[0205] Examples of the alkaline earth metal halide 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 ,BeI2 MgI 2 ,CaI 2 , SrI 2 ,BaI 2 wait.

[0206] Examples of the transition metal halide may include titanium halide (eg, TiF 4 、TiCl 4 、TiBr 4 、TiI 4 etc.), zirconium halides (e.g., ZrF 4 、ZrCl 4 , ZrBr 4 , ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4 , HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr 3 VI 3 etc.), niobium halides (e.g., NbF 3 、NbCl 3 , NbBr 3 , NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 、TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 、MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 , WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 、MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 , TcBr 2 , TcI 2etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 、ReI 2 etc.), iron halides (e.g., FeF 2 、FeCl 2 , FeBr 2 ,FeI 2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2 , RuI 2 etc.), osmium halides (e.g., OsF 2 , OsCl 2 、OsBr 2 , OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2 ,CoBr 2 、CoI 2 etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr 2 , RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 ,IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 , NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 , PdI 2 etc.), platinum halides (e.g., PtF 2 、PtCl 2 , PtBr 2 , PtI 2 etc.), copper halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.), etc.

[0207] Examples of the late transition metal halide may include zinc halide (e.g., ZnF 2 、ZnCl 2 、ZnBr 2 、ZnI2 etc.), indium halides (e.g., InI 3 etc.), tin halides (e.g., SnI 2 etc.

[0208] Examples of the lanthanide metal halides may include YbF, YbF 2 , YbF 3 、SmF 3 、YbCl、YbCl 2 YbCl 3 、SmCl 3 , YbBr, YbBr 2 , YbBr 3 、SmBr 3 、YbI、YbI 2 ,YbI 3 、SmI 3 wait.

[0209] Examples of the metalloid halide may include antimony halide (eg, SbCl 5 etc.

[0210] Examples of the metal telluride may include alkali metal tellurides (eg, Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te, Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe, Au 2Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.), lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.), etc.

[0211] [Light Emitting Layer in Intermediate Layer 130]

[0212] When the organic light emitting element 10 is a full-color organic light emitting element, the light emitting layer can be patterned into a red light emitting layer, a green light emitting layer and / or a blue light emitting layer according to each sub-pixel. Alternatively, the light emitting layer has a structure in which two or more layers of the red light emitting layer, the green light emitting layer and the blue light emitting layer are in contact or separated and stacked, or has a structure in which two or more substances of the red light emitting substance, the green light emitting substance and the blue light emitting substance are mixed without stratification, so that white light can be emitted.

[0213] The light emitting layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0214] The content of the dopant in the light emitting layer may be about 0.01 parts by weight to about 15 parts by weight relative to 100 parts by weight of the host.

[0215] Alternatively, the light-emitting layer may include quantum dots.

[0216] On the other hand, the light emitting layer may include a delayed fluorescent substance. The delayed fluorescent substance may function as a host or a dopant in the light emitting layer.

[0217] In addition to the heterocyclic compound described above, the light-emitting layer may further include a host, a dopant, a photosensitizer, a delayed fluorescent substance or any combination thereof. Each of the host, the dopant, the photosensitizer, the delayed fluorescent substance or any combination thereof may include at least one deutrium.

[0218] For example, the light-emitting layer may include a host, and the host may include a compound different from the heterocyclic compound represented by the chemical formula 2. The host may include an electron transport compound, a hole transport compound, a bipolar compound, or any combination thereof. The host may not include a metal. Each of the electron transport compound, the hole transport compound, and the bipolar compound is different from each other.

[0219] According to an implementation example, the light-emitting layer may include a host, and the host includes an electron transport compound and a hole transport compound.

[0220] According to an implementation example, the electron transport compound and the hole transport compound may form an exciplex.

[0221] The thickness of the light-emitting layer may be about to about For example, about to about When the thickness of the light-emitting layer satisfies the above range, excellent light-emitting characteristics can be exhibited without a substantial increase in driving voltage.

[0222] [main body]

[0223] The host may further include a compound different from the heterocyclic compound represented by the Chemical Formula 2.

[0224] For example, the host may include a compound represented by the following chemical formula 301:

[0225] <Chemical Formula 301>

[0226] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0227] In the chemical formula 301,

[0228] Ar 301 and L 301 Independently of each other, at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0229] xb11 is 1, 2 or 3,

[0230] xb1 is an integer from 0 to 5,

[0231] R 301 is hydrogen, deutrium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, or 10a Substituted or unsubstituted C 1 -C 60 Alkyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkenyl, with at least one R 10aSubstituted or unsubstituted C 2 -C 60 Alkynyl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkoxy, with at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group, with at least one R 10a Substituted or unsubstituted 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 ),

[0232] xb21 is an integer from 1 to 5,

[0233] Targeting Q 301 To Q 303 For instructions on Q 1 Description.

[0234] For example, when xb11 in the chemical formula 301 is 2 or more, 2 or more Ar 301 Can be connected to each other by a single key.

[0235] As another example, the main body may include a compound represented by the following chemical formula 301-1, a compound represented by the following chemical formula 301-2, or any combination thereof:

[0236] <Chemical Formula 301-1>

[0237]

[0238] <Chemical formula 301-2>

[0239]

[0240] In the chemical formula 301-1 and the chemical formula 301-2,

[0241] Ring A 301 To Ring A 304Independently of each other, at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0242] X 301 O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0243] xb22 and xb23 are independently 0, 1 or 2,

[0244] For L 301 , xb1 and R 301 Please refer to the contents in this manual for the instructions.

[0245] For L 302 To L 304 The descriptions are independent of each other and refer to the L 301 Description,

[0246] The descriptions of xb2 to xb4 refer to the description of xb1 independently of each other.

[0247] For R 302 To R 305 and R 311 To R 314 For the description, refer to the R 301 Description.

[0248] As another example, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. For example, the host may include a Be complex (e.g., compound H55 described below), a Mg complex, a Zn complex, or any combination thereof.

[0249] As another example, the host may include one of the following compounds H1 to H124, ADN (9,10-di(2-naphthyl)anthracene), MADN (2-methyl-9,10-bis(naphthalen-2-yl)anthracene), TBADN (9,10-di(2-naphthyl)-2-t-butyl-anthracene), racene), CBP (4,4'-bis(9-carbazolyl)-1,1'-biphenyl), mCP (1,3-di-9-carbazolylbenzene), TCP (1,3,5-tri(carbazol-9-yl)benzene) or any combination thereof:

[0250]

[0251]

[0252]

[0253]

[0254]

[0255]

[0256] According to an implementation example, the host may include a first host compound and a second host compound.

[0257] According to an implementation example, the first host compound may be a hole transporting host.

[0258] According to an implementation example, the second host compound may be an electron transporting host.

[0259] According to an implementation example, the “hole transporting host” may be a compound including a hole transporting moiety.

[0260] According to an implementation example, the “electron transporting host” may be not only a compound including an electron transporting portion but also a compound having a bipolar property.

[0261] In this specification, "hole transporting host" and "electron transporting host" can be understood based on the relative difference in hole mobility and electron mobility between the two. For example, even if the electron transporting host does not include an electron transporting part, in the case of a bipolar compound that exhibits a relatively high electron mobility compared to the hole transporting host, it can also be understood as an electron transporting host.

[0262] According to an implementation example, the hole transport host may be represented by any one of the following Chemical Formulas 311-1 to 311-6, and the electron transport host may be represented by any one of the following Chemical Formulas 312-1 to 312-4 and 313.

[0263] <Chemical formula 311-1>

[0264]

[0265] <Chemical formula 311-2>

[0266]

[0267] <Chemical formula 311-3>

[0268]

[0269] <Chemical formula 311-4>

[0270]

[0271] <Chemical formula 311-5>

[0272]

[0273] <Chemical formula 311-6>

[0274]

[0275] <Chemical formula 312-1>

[0276]

[0277] <Chemical formula 312-2>

[0278]

[0279] <Chemical formula 312-3>

[0280]

[0281] <Chemical formula 312-4>

[0282]

[0283] <Chemical formula 313>

[0284]

[0285] <Chemical formula 313A>

[0286]

[0287] In the chemical formulas 311-1 to 311-6, chemical formulas 312-1 to 312-4, chemical formula 313, and chemical formula 313A,

[0288] Ar 301 is at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0289] A 301 To A 304 Independently of each other, C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0290] X 301 O, S, N[(L 304 ) xb4 -R 304 ]、C[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ],

[0291] X 302 , Y 301 and Y 302 are independently single bonds, O, S, N[(L 305 ) xb5 -R 305 ]、C[(L 304 ) xb4 -R 304 ][(L 305 )xb5 -R 305 ]、Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or S(=O) 2 ,

[0292] xb1 to xb5 are 0, 1, 2, 3, 4, or 5,

[0293] xb6 is 1, 2, 3, 4 or 5,

[0294] X 321 To X 328 are independently N or C[(L 324 ) xb24 -R 324 ],

[0295] Y 321 It is *-O-*', *-S-*', *-N[(L 325 ) xb25 -R 325 ]-*'、*-C[(L 325 ) xb25 -R 325 ][(L 326 ) xb26 -R 326 ]-*'、*-C[(L 325 ) xb25 -R 325 ]=C[(L 326 ) xb26 -R 326 ]-*'、*-C[(L 325 ) xb25 -R 325 ]=N-*'or*-N=C[(L 326 ) xb26 -R 326 ]-*',

[0296] k21 is 0, 1 or 2. When k21 is 0, Y 321 does not exist,

[0297] xb21 to xb26 are independently 0, 1, 2, 3, 4 or 5,

[0298] A 31 , A 32 and A 34 Independently of each other, C 3 -C 60 Carbocyclic or C1 -C 30 Heterocyclic group,

[0299] A 33 is a group represented by the chemical formula 313A,

[0300] X 31 is N[(L 335 ) xb35 -(R 335 )]、O、S、Se、C[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R 336 )] or Si[(L 335 ) xb35 -(R 335 )][(L 336 ) xb36 -(R 336 )],

[0301] xb31 to xb36 are independently 0, 1, 2, 3, 4 or 5,

[0302] xb42 to xb44 are independently 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10,

[0303] L 301 To L 306 , L 321 To L 326 and L 331 To L 336 are independently single bonds, are 10a Substituted or unsubstituted C 1 -C 20 Alkylene, with at least one R 10a Substituted or unsubstituted C 2 -C 20 Alkenylene, with at least one R 10a Substituted or unsubstituted C 2 -C 20 Alkyne, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkylene, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkenylene, with at least one R10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Arylene, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroarylene, with at least one R 10a A substituted or unsubstituted divalent non-aromatic fused polycyclic group or a ... 10a a substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,

[0304] R 301 To R 305 , R 311 To R 314 , R 321 To R 324 and R 331 To R 336 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted by at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkenyl, with at least one R 10a Substituted or unsubstituted C 2 -C 60 Alkynyl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Alkoxy, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, with at least one R 10a Substituted or unsubstituted C 3 -C 10 Cycloalkenyl, with at least one R 10a Substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Aryl, with at least one R 10aSubstituted or unsubstituted C 6 -C 60 Aryloxy, with at least one R 10a Substituted or unsubstituted C 6 -C 60 Arylthio, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroaryl, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroaryloxy, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heteroarylthio, with at least one R 10a A substituted or unsubstituted monovalent non-aromatic fused polycyclic group, which is 10a Substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),

[0305] R 321 To R 324 Two or more adjacent substituents in the formula (R) may be optionally bonded to each other to form a 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0306] The R 10a yes:

[0307] Deutrium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0308] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof substituted or unsubstituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0309] 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 1 -C 60 Heteroaryloxy, C 1 -C 60Heteroarylthio, -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 substituted or unsubstituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy or C 1 -C 60 heteroarylthio; or

[0310] -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 ),

[0311] Q 11 To Q 13 , Q 21 To Q 23 , Q 31 To Q 33 , Q 41 To Q 43 , Q 301 To Q 303 , Q 321 To Q 323 and Q 331 To Q 333 independently of each other are hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; or deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted or unsubstituted C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0312] According to an implementation example, the first host compound and the second host compound can form an exciplex.

[0313] [Phosphorescent dopant]

[0314] According to an implementation example, the light-emitting layer may further include a phosphorescent dopant.

[0315] For example, the light-emitting layer may further include a phosphorescent dopant, and the phosphorescent dopant functions as a photosensitizer.

[0316] The phosphorescent dopant may include at least one transition metal as a central metal.

[0317] The phosphorescent dopant may include a monodentate, a bidentate, a tridentate, a tetradentate, a pentadentate, a hexadentate, or any combination thereof.

[0318] The phosphorescent dopant may be electrically neutral.

[0319] According to an implementation example, the phosphorescent dopant may be an organic metal compound.

[0320] According to an implementation example, the phosphorescent dopant may include an organic metal compound represented by the following chemical formula 401:

[0321] <Chemical Formula 401>

[0322] M(L 401 ) xc1 (L 402 ) xc2

[0323] <Chemical Formula 402>

[0324]

[0325] In the chemical formula 401 and the chemical formula 402,

[0326] M is 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)),

[0327] L 401 is a ligand represented by the chemical formula 402, xc1 is 1, 2 or 3, when xc1 is 2 or more, 2 or more L 401 Same or different from each other,

[0328] L 402 is an organic ligand, xc2 is 0, 1, 2, 3 or 4. When xc2 is 2 or more, 2 or more L 402 Same or different from each other,

[0329] X 401 and X 402 independently of each other is nitrogen or carbon,

[0330] Ring A 401 and Ring A 402 Independently of each other, C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0331] T 401 is 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=*',

[0332] X 403 and X 404 are independently chemical bonds (e.g., covalent bonds or coordination bonds), O, S, N (Q 413 )、B(Q 413 )、P(Q 413 )、C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),

[0333] Regarding the Q 411 To Q 414For instructions on Q 1 Description,

[0334] R 401 and R 402 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, 10a Substituted or unsubstituted C 1 -C 20 Alkyl, with at least one R 10a Substituted or unsubstituted C 1 -C 20 Alkoxy, with at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group, with at least one R 10a Substituted or unsubstituted 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 ),

[0335] Regarding the Q 401 To Q 403 For instructions on Q 1 Description,

[0336] xc11 and xc12 are independently an integer from 0 to 10,

[0337] * and *' in the chemical formula 402 are bonding positions with M in the chemical formula 401, respectively.

[0338] For example, it can be that in the chemical formula 402, i) X 401 is nitrogen, X 402 is carbon, or ii) X 401 and X 402 All are nitrogen.

[0339] As another example, when xc1 in the chemical formula 401 is 2 or more, 2 or more L 401 The two rings A 401Optionally, through T as a linker 402 Connected to each other, or two rings A 402 Selectively through T as a linker 403 are connected to each other (see compounds PD1 to PD4 and PD7 below). 402 and T 403 For the description of T 401 Description.

[0340] In the chemical formula 401, L 402 It can be any organic ligand. For example, the L 402 It may include a halogen group, a diketone group (e.g., an acetylacetone group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, a -CN group, a phosphorus group (e.g., a phosphine group, a phosphite group, etc.), or any combination thereof.

[0341] The phosphorescent dopant may include, for example, one of the following compounds PD1 to PD41 or any combination thereof:

[0342]

[0343]

[0344]

[0345] [Fluorescent dopant]

[0346] According to an implementation example, the light-emitting layer may further include a fluorescent dopant.

[0347] The fluorescent dopant may include an amine-containing compound, a styryl-containing compound, or any combination thereof.

[0348] For example, the fluorescent dopant may include a compound represented by the following Chemical Formula 501:

[0349] <Chemical Formula 501>

[0350]

[0351] In the chemical formula 501, it can be,

[0352] Ar 501 , L 501 To L 503 , R 501 and R 502 Independently of each other, at least one R 10aSubstituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0353] xd1 to xd3 are independently 0, 1, 2 or 3,

[0354] xd4 is 1, 2, 3, 4, 5 or 6.

[0355] For example, Ar in the chemical formula 501 501 It may include a fused ring group in which three or more monocyclic groups are fused to each other (for example, anthracenyl, yl, pyrene, etc.).

[0356] As another example, xd4 in the chemical formula 501 may be 2.

[0357] For example, the fluorescent dopant may include one of the following compounds FD1 to FD36, DPVBi, DPAVBi, or any combination thereof:

[0358]

[0359]

[0360]

[0361] [Delayed fluorescent substance]

[0362] According to an implementation example, the light-emitting layer may further include a delayed fluorescent substance.

[0363] In the present specification, the delayed fluorescent substance may be selected from any compound capable of releasing delayed fluorescence based on a delayed fluorescence release mechanism.

[0364] The delayed fluorescent substance included in the light emitting layer may function as a host or a dopant according to the kind of other substances included in the light emitting layer.

[0365] According to an implementation example, the difference between the triplet energy level (eV) of the delayed fluorescent substance and the singlet energy level (eV) of the delayed fluorescent substance can be greater than 0eV and less than 0.5eV. By satisfying the above range between the triplet energy level (eV) of the delayed fluorescent substance and the singlet energy level (eV) of the delayed fluorescent substance, reverse energy transfer (up-conversion) from the triplet state to the singlet state in the delayed fluorescent substance can be effectively achieved, thereby improving the luminous efficiency of the organic light-emitting element 10, etc.

[0366] For example, the delayed fluorescent material may include i) at least one electron donor (eg, a π-electron-rich C 3 -C 60 Ring group (πelectron-rich C 3 -C 60 cyclic group) and at least one electron acceptor (e.g., sulfoxide, cyano, π-electron-deficient nitrogen-containing C 1 -C 60 Ring group(πelectron-deficient nitrogen-containingC 1 -C 60 cyclic group) etc.), ii) including C 8 -C 60 Polycyclic substances, etc., the C 8 -C 60 The polycyclic group includes two or more cyclic groups which are fused while sharing boron (B).

[0367] Examples of the delayed fluorescent substance may include at least one of the following compounds DF1 to DF9:

[0368]

[0369] [Quantum dot]

[0370] The light emitting layer may include quantum dots.

[0371] In this specification, a quantum dot means a crystal of a semiconductor compound, and includes any substance capable of emitting light of various emission wavelengths according to the size of the crystal.

[0372] The diameter of the quantum dots may be, for example, about 1 nm to 10 nm.

[0373] The quantum dots can be synthesized by wet chemical process, organic metal chemical evaporation process, molecular beam epitaxy process or similar processes.

[0374] The wet chemical process is a method of growing quantum dot particle crystals after mixing an organic solvent and a precursor substance. When the crystal grows, the organic solvent acts as a dispersant that naturally coordinates to the surface of the quantum dot crystal and regulates the growth of the crystal. Therefore, it is easier than vapor deposition methods such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE), and the growth of quantum dot particles can be controlled through a low-cost process.

[0375] The quantum dots may include II-VI semiconductor compounds; III-V semiconductor compounds; III-VI semiconductor compounds; I-III-VI semiconductor compounds; IV-VI semiconductor compounds; IV elements or compounds; or any combination thereof.

[0376] Examples of the II-VI semiconductor compounds may include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, etc.; CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZn Te, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and the like; quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe and the like; or any combination thereof.

[0377] Examples of the III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, etc.; or any combination thereof. On the other hand, the III-V semiconductor compounds may also include Group II elements. Examples of Group III-V semiconductor compounds further including Group II elements may include InZnP, InGaZnP, InAlZnP, and the like.

[0378] Examples of the III-VI semiconductor compounds may include GaS, GaSe, Ga 2 Se 3 、GaTe、InS、InSe、In 2 S 3 、In 2 Se 3 , InTe, etc.; InGaS 3 、InGaSe 3 Ternary compounds such as ; or any combination thereof.

[0379] Examples of the I-III-VI group semiconductor compounds may include AgInS, AgInS 2 、CuInS、CuInS 2 、CuGaO 2 、AgGaO 2 、AgAlO 2 Ternary compounds such as ; or any combination thereof.

[0380] Examples of the IV-VI group semiconductor compounds may include binary compounds such as SnS, SnSe, SnTe, PbS, PbSe, PbTe, etc.; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, etc.; quaternary compounds such as SnPbSSe, SnPbSeTe, SnPbSTe, etc.; or any combination thereof.

[0381] The Group IV element or compound may include a single element such as Si, Ge, etc.; a binary compound such as SiC, SiGe, etc.; or any combination thereof.

[0382] 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.

[0383] On the other hand, the quantum dot may have a single structure in which the concentration of each element included in the corresponding quantum dot is uniform or a core-shell dual structure. For example, a substance included in the core and a substance included in the shell may be different from each other.

[0384] The shell of the quantum dot may perform the role of a protective layer that prevents the chemical denaturation of the core to maintain semiconductor properties and / or a charging layer that imparts electrophoretic properties to the quantum dot. The shell may be a single layer or a multilayer. The interface of the core and the shell may have a concentration gradient in which the concentration of the element present in the shell decreases toward the center.

[0385] Examples of the shell of the quantum dot include metal, metalloid or non-metal oxides, semiconductor compounds or combinations thereof. Examples of the metal, metalloid or non-metal oxides include 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 , NiO and other binary compounds; MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 、CoMn 2 O 4or any combination thereof. Examples of the semiconductor compound may include II-VI semiconductor compounds as described in this specification; III-V semiconductor compounds; III-VI semiconductor compounds; I-III-VI semiconductor compounds; IV-VI semiconductor compounds; or any combination thereof. For example, the semiconductor compound may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0386] The quantum dots may have a full width at half maximum (FWHM) of a light emission wavelength spectrum of about 45 nm or less, specifically about 40 nm or less, and more specifically about 30 nm or less, within which range the color purity or color reproducibility may be improved. In addition, the light emitted by such quantum dots is emitted in all directions, which may improve the wide viewing angle.

[0387] In addition, the quantum dots may be in the form of spherical, pyramidal, multi-arm or cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, and the like.

[0388] By adjusting the size of the quantum dots, the band gap can be adjusted, so that light of various wavelength ranges can be obtained in the quantum dot light-emitting layer. Therefore, by using quantum dots of different sizes, an organic light-emitting element that emits light of various wavelengths can be realized. Specifically, the size of the quantum dots can be selected to emit red light, green light and / or blue light. In addition, the size of the quantum dots can be configured to emit white light by combining light of various colors.

[0389] [Electron Transport Region in Intermediate Layer 130]

[0390] The electron transport region may have i) a single-layer structure consisting of a single layer consisting of a single substance, ii) a single-layer structure consisting of a single layer including a plurality of substances different from each other, or iii) a multilayer structure including a plurality of layers including a plurality of substances different from each other.

[0391] The electron transport region may include a buffer layer, a hole blocking layer, an electron regulating layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0392] For example, the electron transport region may have a structure of an electron transport layer / electron injection layer, a hole blocking layer / electron transport layer / electron injection layer, an electron regulating layer / electron transport layer / electron injection layer or a buffer layer / electron transport layer / electron injection layer stacked in sequence from the light-emitting layer.

[0393] The electron transport region (for example, a buffer layer, a hole blocking layer, an electron regulating layer, or an electron transport layer in the electron transport region) may include a nitrogen-containing C1-C 60 Ring group (πelectron-deficient nitrogen-containing C 1 -C 60 A metal-free compound having a cyclic group.

[0394] For example, the electron transport region may include a compound represented by the following Chemical Formula 601.

[0395] <Chemical Formula 601>

[0396] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0397] In the chemical formula 601, it can be,

[0398] Ar 601 and L 601 Independently of each other, at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group,

[0399] xe11 is 1, 2 or 3,

[0400] xe1 is 0, 1, 2, 3, 4, or 5,

[0401] R 601 is at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group, with at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group, -Si(Q 601 )(Q602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0402] Regarding the Q 601 To Q 603 For instructions on Q 1 Description,

[0403] xe21 is 1, 2, 3, 4 or 5,

[0404] The Ar 601 , L 601 and R 601 At least one of them is independently selected by at least one R 10a Substituted or unsubstituted π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic group.

[0405] For example, when the xe11 in the chemical formula 601 is 2 or more, 2 or more Ar 601 Can be connected to each other by a single key.

[0406] As another example, Ar in the chemical formula 601 601 The anthracene group may be substituted or unsubstituted.

[0407] As yet another example, the electron transport region may include a compound represented by the following Chemical Formula 601-1:

[0408] <Chemical Formula 601-1>

[0409]

[0410] In the chemical formula 601-1, it can be,

[0411] X 614 Is N or C (R 614 ), X 615 Is N or C (R 615 ), X 616 Is N or C (R 616 ), X 614 To X 616 At least one of them is N,

[0412] For L 611 To L 613 For the description, refer to the L 601Description,

[0413] For the descriptions of xe611 to xe613, refer to the descriptions of xe1.

[0414] For R 611 To R 613 For the description, refer to the R 601 Description,

[0415] R 614 To R 616 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, with at least one R 10a Substituted or unsubstituted C 3 -C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C 1 -C 60 Heterocyclic group.

[0416] For example, xe1 and xe611 to xe613 in the chemical formula 601 and the chemical formula 601-1 may be 0, 1 or 2 independently of each other.

[0417] The electron transport region may include one of the following compounds ET1 to ET45, BCP (2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline), Bphen (4,7-diphenyl-1,10-phenanthroline), Alq 3 , BAlq, TAZ, NTAZ or any combination thereof:

[0418]

[0419]

[0420]

[0421] The thickness of the electron transport region may be about to about For example, about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron regulating layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron regulating layer may be independently about 100 Å. to about For example, about to about The thickness of the electron transport layer may be about to about For example, about to about When the thickness of the buffer layer, the hole blocking layer, the electron regulating layer, the electron transport layer and / or the electron transport region satisfies the above range, satisfactory electron transport characteristics can be obtained without a substantial increase in driving voltage.

[0422] The electron transport region (eg, the electron transport layer in the electron transport region) may further include a metal-containing substance in addition to the substances described above.

[0423] The metal-containing substance may include an alkali metal complex, an alkaline earth metal complex or any combination thereof. The metal ion of the alkali metal complex may be a Li ion, a Na ion, a K ion, a Rb ion or a Cs ion, and the metal ion of the alkaline earth metal complex may be a Be ion, a Mg ion, a Ca ion, a Sr ion or a Ba ion. The ligands assigned to the metal ions of the alkali metal complex and the alkaline earth metal complex may independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.

[0424] For example, the metal-containing substance may include a Li complex. The Li complex may include, for example, the following compound ET-D1 (LiQ) or compound ET-D2:

[0425]

[0426] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 150. The electron injection layer may directly contact the second electrode 150.

[0427] The electron injection layer may have i) a single-layer structure consisting of a single layer composed of a single substance, ii) a single-layer structure consisting of a single layer including a plurality of different substances from each other, or iii) a multi-layer structure including a plurality of layers each including a plurality of different substances from each other.

[0428] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, a compound containing an alkali metal, a compound containing an alkaline earth metal, a compound containing a rare earth metal, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0429] 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.

[0430] The compound containing an alkali metal, the compound containing an alkaline earth metal, and the compound containing a rare earth metal may include oxides, halides (e.g., fluorides, chlorides, bromides, iodides, etc.), tellurides of each of the alkali metal, the alkaline earth metal, and the rare earth metal, or any combination thereof.

[0431] The compound containing an alkali metal may include alkali metal oxides such as Li 2 O, Cs 2 O, K 2 O, etc., alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, etc., or any combination thereof. The compound containing an alkaline earth metal may include alkaline earth metal compounds such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying 0 < x < 1), Ba x Ca 1-x O (where x is a real number satisfying 0 < x < 1), etc. The compound containing a rare earth metal 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 3Or any combination thereof. Alternatively, the rare earth metal-containing compound may include a lanthanide metal telluride. Examples of the lanthanide metal telluride may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, LaTe, 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 、Lu 2 Te 3 wait.

[0432] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include i) one of the ions of the alkali metal, alkaline earth metal and rare earth metal as described above 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.

[0433] The electron injection layer may be composed solely 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, or may also include an organic substance (for example, a compound represented by the chemical formula 601).

[0434] According to an implementation example, the electron injection layer may consist of i) a compound containing an alkali metal (e.g., an alkali metal halide), or may consist of ii) a) a compound containing an alkali metal (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-evaporated layer, a RbI:Yb co-evaporated layer, a LiF:Yb co-evaporated layer, etc.

[0435] When the electron injection layer also includes organic matter, the alkali metal, alkaline earth metal, rare earth metal, alkali metal-containing compound, alkaline earth metal-containing compound, rare earth metal-containing compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex or any combination thereof can be uniformly or unevenly dispersed in the matrix including the organic matter.

[0436] The thickness of the electron injection layer may be about to about about to about When the thickness of the electron injection layer satisfies the above range, satisfactory electron injection characteristics can be obtained without a substantial increase in driving voltage.

[0437] [Second electrode 150]

[0438] The second electrode 150 is disposed on the intermediate layer 130. The second electrode 150 may be a cathode as an electron injection electrode, and in this case, the second electrode 150 may be made of a metal, alloy, conductive compound, or any combination thereof having a low work function.

[0439] 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.

[0440] The second electrode 150 may have a single-layer structure of a single layer or a multi-layer structure of a plurality of layers.

[0441] [Capping layer]

[0442] A first capping layer may be disposed on the outer side of the first electrode 110 and / or a second capping layer may be disposed on the outer side of the second electrode 150. Specifically, the organic light emitting element 10 may have a structure in which a first capping layer, a first electrode 110, an intermediate layer 130, and a second electrode 150 are sequentially stacked, a structure in which a first electrode 110, an intermediate layer 130, a second electrode 150, and a second capping layer are sequentially stacked, or a structure in which a first capping layer, a first electrode 110, an intermediate layer 130, a second electrode 150, and a second capping layer are sequentially stacked.

[0443] The light generated from the light-emitting layer in the intermediate layer 130 of the organic light-emitting element 10 can be emitted to the outside through the semi-transmissive electrode or the transmissive electrode, i.e., the first electrode 110 and the first capping layer, and the light generated from the light-emitting layer in the intermediate layer 130 of the organic light-emitting element 10 can be emitted to the outside through the semi-transmissive electrode or the transmissive electrode, i.e., the second electrode 150 and the second capping layer.

[0444] The first capping layer and the second capping layer can improve the external light emitting efficiency according to the principle of constructive interference, thereby increasing the light extraction efficiency of the organic light emitting element 10 and thus improving the light emitting efficiency of the organic light emitting element 10 .

[0445] Each of the first capping layer and the second capping layer may include a substance having a refractive index (at 589 nm) of 1.6 or more.

[0446] The first capping layer and the second capping layer may be independently an organic capping layer including an organic substance, an inorganic capping layer including an inorganic substance, or an opportunistic-inorganic composite capping layer including an organic substance and an inorganic substance.

[0447] At least one of the first capping layer and the second capping layer may independently include carbocyclic compounds, heterocyclic compounds, amine-containing compounds, porphine derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, alkaline earth metal complexes, or any combination thereof. The carbocyclic compounds, heterocyclic compounds, and amine-containing compounds may be selectively substituted with substituents including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. According to an implementation example, at least one of the first capping layer and the second capping layer may independently include amine-containing compounds.

[0448] For example, at least one of the first capping layer and the second capping layer may independently include the compound represented by Chemical Formula 201, the compound represented by Chemical Formula 202, or any combination thereof.

[0449] According to yet another implementation example, at least one of the first capping layer and the second capping layer may independently include one of the compounds HT28 to HT33, one of the following compounds CP1 to CP6, β-NPB, or any compound thereof:

[0450]

[0451] [membrane]

[0452] The heterocyclic compound represented by the chemical formula 1 or the heterocyclic compound represented by the chemical formula 2 may be included in various films. Therefore, according to another aspect, a film including the heterocyclic compound represented by the chemical formula 1 and / or the heterocyclic compound represented by the chemical formula 2 may be provided. The film may be, for example, an optical component (or, a light control mechanism) (e.g., a color filter, a color conversion component, a capping layer, a light extraction efficiency improvement layer, a selective light absorption layer, a polarization layer, a layer containing quantum dots, etc.), a light shielding component (e.g., a light reflecting layer, a light absorbing layer, etc.), a protective component (e.g., an insulating layer, a dielectric layer, etc.), etc.

[0453] [Electronic devices]

[0454] The organic light emitting element may be included in various electronic devices. For example, the electronic device including the organic light emitting element may be a light emitting device, an authentication device, and the like.

[0455] In addition to the organic light-emitting element, the electronic device (e.g., light-emitting device) may further include i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and / or the color conversion layer may be arranged in at least one direction of travel of the light emitted from the organic light-emitting element. For example, the light emitted from the organic light-emitting element may be blue light or white light. For the description of the organic light-emitting element, refer to the above content. According to an implementation example, the color conversion layer may include quantum dots. The quantum dots may be, for example, the quantum dots described in this specification.

[0456] The electronic device may include a first substrate, wherein the first substrate includes a plurality of sub-pixel regions, the color filter includes a plurality of color filter regions corresponding to each of the plurality of sub-pixel regions, and the color conversion layer includes a plurality of color conversion regions corresponding to each of the plurality of sub-pixel regions.

[0457] A pixel defining film is disposed between the plurality of sub-pixel regions to define each sub-pixel region.

[0458] 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.

[0459] It may be that the multiple color filter regions (or, multiple color conversion regions) 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, and the first color light, the second color light and / or the third color light have different maximum emission wavelengths from each other. For example, it may be that the first color light is red light, the second color light is green light, and the third color light is blue light. For example, the multiple color filter regions (or, multiple color conversion regions) may include quantum dots. Specifically, it may be that the first region includes red quantum dots, the second region includes green quantum dots, and the third region does not include quantum dots. For the description of quantum dots, refer to the contents described in this specification. The first region, the second region and / or the third region may also include scatterers, respectively.

[0460] For example, the organic light emitting element may emit a first light, the first region may absorb the first light and emit a 1-1 color light, the second region may absorb the first light and emit a 2-1 color light, and the third region may absorb the first light and emit a 3-1 color light. At this time, the 1-1 color light, the 2-1 color light, and the 3-1 color light may have different maximum emission wavelengths. Specifically, the first light may be blue light, the 1-1 color light may be red light, the 2-1 color light may be green light, and the 3-1 color light may be blue light.

[0461] In addition to the organic light emitting element 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, and 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 organic light emitting element.

[0462] The thin film transistor may further include a gate electrode, a gate insulating film, and the like.

[0463] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, or the like.

[0464] The electronic device may further include a sealing portion for sealing the organic light-emitting element. The sealing portion may be disposed between the color filter and / or the color conversion layer and the organic light-emitting element. The sealing portion may allow light from the organic light-emitting element to be emitted to the outside while blocking external gas and moisture from penetrating into the organic light-emitting element. The sealing portion may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin film encapsulation layer including one or more organic layers and / or inorganic layers. When the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.

[0465] In addition to the color filter and / or color conversion layer, various functional layers may be additionally configured on the sealing portion according to the purpose of the electronic device. The functional layers may include a touch screen layer, a polarization layer, etc. The touch screen layer may be a decompression touch screen layer, an electrostatic touch screen layer, or an infrared touch screen layer.

[0466] In addition to the organic light emitting element as described above, the authentication device may further include a biological information collecting member. The authentication device may be, for example, a biometric authentication device that uses biological information of a living being (eg, fingertips, pupils, etc.) to authenticate an individual.

[0467] The electronic device can be applied to various displays, light sources, lighting, personal computers (for example, mobile personal computers), portable phones, digital cameras, electronic manuals, electronic dictionaries, electronic game consoles, medical equipment (for example, electronic thermometers, blood pressure meters, blood glucose meters, pulse measuring devices, pulse measuring devices, electrocardiogram display devices, ultrasonic diagnostic devices, endoscope display devices), fish finders, various measuring equipment, instruments (for example, instruments for vehicles, aircraft, and ships), projectors, etc.

[0468] [against Figure 2 as well as Figure 3 Description]

[0469] Figure 2 is a cross-sectional view of a light emitting device according to an implementation example of the present invention.

[0470] Figure 2 The light emitting device includes a substrate 100, a thin film transistor TFT, an organic light emitting element, and a packaging part 300 for sealing the organic light emitting element.

[0471] The substrate 100 may be a flexible substrate, a glass substrate or a metal substrate. A buffer layer 210 may be disposed on the substrate 100. The buffer layer 210 may prevent the penetration of impurities through the substrate 100 and provide a flat surface above the substrate 100.

[0472] A thin film transistor TFT may be disposed on the buffer layer 210 . The thin film transistor TFT may include an active layer 220 , a gate electrode 240 , a source electrode 260 , and a drain electrode 270 .

[0473] The active layer 220 may include an inorganic semiconductor such as silicon or polysilicon, an organic semiconductor, or an oxide semiconductor, and include a source region, a drain region, and a channel region.

[0474] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be disposed above the active layer 220 , and the gate electrode 240 may be disposed above the gate insulating film 230 .

[0475] An interlayer insulating film 250 may be disposed above the gate electrode 240. The interlayer insulating film 250 is disposed between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to insulate them.

[0476] A source electrode 260 and a drain electrode 270 may be disposed on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source region and the drain region of the active layer 220, and the source electrode 260 and the drain electrode 270 may be disposed to contact the exposed source region and the drain region of the active layer 220.

[0477] The thin film transistor TFT as described above can be electrically connected to the organic light emitting element to drive the organic light emitting element, and is protected by being covered by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or a combination thereof. An organic light emitting element is provided on the passivation layer 280. The organic light emitting element includes a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0478] The first electrode 110 may be disposed on the passivation layer 280 . The passivation layer 280 may be configured not to cover the entire drain electrode 270 but to expose a predetermined region, and the first electrode 110 may be configured to be connected to the exposed drain electrode 270 .

[0479] A pixel defining film 290 including an insulator may be disposed on the first electrode 110. The pixel defining film 290 may expose a predetermined region of the first electrode 110 and form the intermediate layer 130 in the exposed region. The pixel defining film 290 may be an organic film of a polyimide or polyacrylic acid series. Figure 2 Although not shown in the figure, more than a portion of the intermediate layer 130 may extend above the pixel defining film 290 and be configured in the form of a common layer.

[0480] Alternatively, the second electrode 150 may be disposed on the intermediate layer 130 , and the capping layer 170 may be additionally formed on the second electrode 150 . The capping layer 170 may be formed to cover the second electrode 150 .

[0481] The encapsulation unit 300 may be disposed on the capping layer 170. The encapsulation unit 300 may be disposed on the organic light emitting element to protect the organic light emitting element from moisture or oxygen. The encapsulation unit 300 may include silicon nitride (SiN x ), silicon oxide (SiO x ), indium tin oxide, indium zinc oxide or any combination thereof, an inorganic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, an acrylic resin (for example, polymethyl methacrylate, polyacrylic acid, etc.), an epoxy resin (for example, AGE (aliphatic glycidyl ether; aliphatic glycidyl ether) etc.) or any combination thereof, or a combination of an inorganic film and an organic film.

[0482] Figure 3 is a cross-sectional view of a light emitting device according to another implementation example of the present invention.

[0483] In addition to the additional configuration of the light shielding pattern 500 and the functional area 400 above the packaging unit 300, Figure 3 The light emitting device is Figure 2 The functional region 400 may be i) a color filter region, ii) a color conversion region, or iii) a combination of a color filter region and a color conversion region. According to an implementation example, Figure 3 The organic light-emitting elements included in the light-emitting device may be tandem organic light-emitting elements.

[0484] [against Figure 4 Description]

[0485] Figure 41 is a perspective view schematically showing an electronic device 1 including an organic light-emitting element according to an implementation example of the present invention. The electronic device 1 is a device for displaying dynamic images or still images, and can be not only a portable electronic device such as a mobile phone, a smart phone, a tablet PC (tablet personal computer), a mobile communication terminal, an electronic manual, an electronic book, a PMP (portable multimedia player) or a navigator, a UMPC (Ultra Mobile PC), etc., but also a TV, a laptop computer, a monitor, a billboard, or an Internet of Things (IOT) device, etc., or a part thereof. In addition, the electronic device 1 can be a wearable device (wearabledevice) such as a smart watch, a watch phone, a glasses-type display, or a head mounted display (HMD), or a part thereof. Obviously, the present invention is not limited to this. For example, the electronic device 1 may be a dashboard of a car, a center fascia of a car, or a CID (Center Information Display) configured in the dashboard, a room mirror display replacing a rearview mirror of a car, an entertainment device for the rear seat of a car, or a display configured on the back of a front seat, a head up display (HUD) set in front of the vehicle or projected onto the front windshield, or a computer generated hologram augmented reality head up display (CGH AR HUD). For ease of explanation, Figure 4 The case where the electronic device 1 is a smart phone is shown.

[0486] The electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The electronic device 1 may realize an image by an array of a plurality of pixels two-dimensionally arranged in the display area DA.

[0487] The non-display area NDA is an area where no image is displayed, and may surround the display area DA as a whole. A driver for providing an electrical signal or power to a display element arranged in the display area DA may be arranged in the non-display area NDA. A pad, which is an area capable of electrically connecting an electronic element or a printed circuit board, may be arranged in the non-display area NDA.

[0488] The electronic device 1 may have a length in the x-axis direction and a length in the y-axis direction that are different from each other. Figure 4 As shown, the length in the x-axis direction may be shorter than the length in the y-axis direction. As another example, the length in the x-axis direction and the length in the y-axis direction may be the same. As another example, the length in the x-axis direction may be longer than the length in the y-axis direction.

[0489] [against Figure 5 as well as Figures 6a to 6c Description]

[0490] Figure 5 FIG. 1 is a diagram schematically showing the exterior of a vehicle 1000 as an electronic device including an organic light emitting element according to an implementation example of the present invention. Figures 6a to 6c FIG. 1 is a diagram schematically showing the interior of a vehicle 1000 according to various implementation examples of the present invention.

[0491] Reference Figure 5 , Figure 6a , Figure 6b as well as Figure 6c The vehicle 1000 may refer to various devices that move a transported object such as a person, an article, or an animal from a departure point to a destination. The vehicle 1000 may include a vehicle that travels on a road or a track, a ship that moves on the sea or a river, and an airplane that flies in the air using the action of air.

[0492] 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, a construction machine, a two-wheeled vehicle, a prime mover, a bicycle, and a train traveling on a track.

[0493] The vehicle 1000 may include a body having interior and exterior parts and a chassis as the rest of the body on which mechanical devices required for driving are arranged. The exterior parts of the body may include a front panel, a hood, a roof, a rear panel, a trunk, and fillers arranged at the boundaries between doors. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a travel device, a steering device, a brake device, a suspension device, a transmission device, a fuel device, front and rear wheels, left and right wheels, etc.

[0494] The vehicle 1000 may include side windows 1100 , a front window 1200 , a rearview mirror 1300 , a combination meter 1400 , a center console 1500 , a passenger seat instrument panel 1600 , and a display device 2 .

[0495] The side window glass 1100 and the front window glass 1200 may be divided by a filler disposed between the side window glass 1100 and the front window glass 1200 .

[0496] The side window glass 1100 may be disposed on the side of the vehicle 1000. In one embodiment, the side window glass 1100 may be disposed on the door of the vehicle 1000. The side window glass 1100 may be disposed in a plurality and may face each other. In one embodiment, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In one embodiment, the first side window glass 1110 may be disposed adjacent to the combination meter 1400. The second side window glass 1120 may be disposed adjacent to the front passenger seat instrument panel 1600.

[0497] In one 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 virtual straight line L connecting the side window glass 1100 may extend in the x-axis direction or the -x-axis direction. For example, the virtual straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-axis direction or the -x-axis direction.

[0498] The front window glass 1200 may be provided at the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.

[0499] The rearview mirror 1300 can provide a view of the rear of the vehicle 1000. The rearview mirror 1300 can be provided on an exterior part of the vehicle body. In one implementation example, the rearview mirror 1300 can be provided in a plurality. Any one of the plurality of rearview mirrors 1300 can be arranged on the outer side of the first side window glass 1110. Another one of the plurality of rearview mirrors 1300 can be arranged on the outer side of the second side window glass 1120.

[0500] The instrument cluster 1400 may be disposed in front of the steering wheel and may be equipped with a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn signal indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a driving recorder, an automatic shift lever indicator light, a door open warning light, an engine oil warning light, and / or a low fuel warning light.

[0501] The center console 1500 may include a control panel configured with a plurality of buttons for adjusting an audio device, an air conditioning device, and a heater of a seat. The center console 1500 may be configured at one side of the combination meter 1400 .

[0502] The passenger seat instrument panel 1600 may be separated from the instrument cluster 1400 via the center console 1500. In one embodiment, the instrument cluster 1400 may be configured corresponding to the driver's seat (not shown), and the passenger seat instrument panel 1600 may be configured corresponding to the passenger seat (not shown). In one implementation example, 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.

[0503] In one 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 disposed inside the vehicle 1000. In one embodiment, the display device 2 may be disposed between the side window glasses 1100 facing each other. The display device 2 may be disposed in at least any one of the combination meter 1400, the center console 1500, and the passenger seat instrument panel 1600.

[0504] The display device 2 may include an organic light emitting display device (Organic Light Emitting Display), an inorganic EL display device (Inorganic Light Emitting Display), a quantum dot display device (Quantum dot display), etc. Hereinafter, as a display device 2 according to an implementation example of the present invention, an organic light emitting display device including an organic light emitting element according to the present invention is described as an example, but the embodiments of the present invention may use display devices in various ways as described above.

[0505] Reference Figure 6a , the display device 2 can be configured on the center console 1500. In one implementation example, the display device 2 can display navigation information. In one implementation example, the display device 2 can display information related to audio, video or vehicle settings.

[0506] Reference Figure 6b , the display device 2 may be configured in the instrument cluster 1400. In this case, the instrument cluster 1400 may display operation information and the like through the display device 2. That is, the instrument cluster 1400 may be implemented in a digital manner. The digital instrument cluster 1400 may display vehicle information and driving information as images. For example, the pointer of the tachometer, the gauge, and various warning light icons may be displayed through digital signals.

[0507] Reference Figure 6c, the display device 2 may be configured in the front passenger seat instrument panel 1600. The display device 2 may be embedded in the front passenger seat instrument panel 1600 or disposed on the front passenger seat instrument panel 1600. In one implementation example, the display device 2 configured in the front passenger seat instrument panel 1600 may display images related to the information displayed in the instrument cluster 1400 and / or the information displayed in the center console 1500. In another implementation example, the display device 2 configured in the front passenger seat instrument panel 1600 may display information different from the information displayed in the instrument cluster 1400 and / or the information displayed in the center console 1500.

[0508] [Manufacturing method]

[0509] The layers included in the hole transport region, the light-emitting layer, and the layers included in the electron transport region can be formed in a predetermined region by various methods such as vacuum evaporation, spin coating, casting, LB (Langmuir-Blodgett), inkjet printing, laser printing, laser induced thermal imaging (LITI), etc.

[0510] When the layers included in the hole transport region, the light emitting layer, and the layers included in the electron transport region are formed separately by vacuum evaporation, the evaporation conditions may be, for example, a evaporation temperature of about 100° C. to about 500° C. ... -8 To about 10 -3 Torr vacuum and about to about The evaporation rate is selected within the range of 0.1 to 0.25 V / sec in consideration of the material included in the layer to be formed and the structure of the layer to be formed.

[0511] [Definition of terms]

[0512] In this manual, C 3 -C 60 A carbocyclic group refers to a carbon number 3 to 60 cyclic group whose ring atoms consist only of carbon. 1 -C 60 The heterocyclic group means a ring group having 1 to 60 carbon atoms and including a heteroatom as a ring-constituting atom in addition to carbon. 3 -C 60 Carbocyclic and C 1 -C 60 Each of the heterocyclic groups may be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are fused to each other. 1 -C 60 The heterocyclic group may have 3 to 61 ring atoms.

[0513] In this specification, the ring group includes the C 3 -C 60 Carbocyclic and C 1 -C 60 All heterocyclic groups.

[0514] In this specification, the π-electron-rich C 3 -C 60 Ring group (πelectron-rich C 3 -C 60 cyclic group) means a cyclic group having 3 to 60 carbon atoms and not including *-N=*' as a ring forming part, a nitrogen-containing C 1 -C 60 Ring group (πelectron-deficient nitrogen-containing C 1 -C 60 The term "cyclic group" refers to a heterocyclic group having 1 to 60 carbon atoms and including *-N=*' as a ring-forming portion.

[0515] For example,

[0516] The C 3 -C 60 The carbocyclic group may be i) a group T1 or ii) a fused cyclic group in which two or more groups T1 are fused to each other (e.g., cyclopentadienyl, adamantyl, norbornyl, phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrene, phenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl or indenoanthryl),

[0517] The C 1 -C 60The heterocyclic group may be i) a group T2, ii) a fused ring group in which two or more groups T2 are fused to each other, or iii) a fused ring group in which one or more groups T2 and one or more groups T1 are fused to each other (for example, a pyrrolyl group, a thienyl group, a furyl group, an indolyl group, a benzindolyl group, a naphthoindolyl group, an isoindolyl group, a benzisoindolyl group, a naphthoisoindolyl group, a benzothiorolyl group, a benzothiophenyl group, a benzofuranyl group, a carbazolyl group, a dibenzothiorolyl group, a dibenzothiophenyl group, a dibenzofuranyl group, an indenocarbazolyl group, an indolcarbazolyl group, a benzofuranocarbazolyl group, a benzothiophenylcarbazolyl group, a benzothiorolocarbazolyl group, a benzoindolcarbazolyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a benzonaphthothiorolyl group, a benzofuranodibenzofuran ... dibenzothiophene, benzothiophene dibenzothiophene, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, 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, azadibenzofuranyl, etc.),

[0518] The π-electron-rich C 3 -C 60 The ring 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 one or more groups T3 and one or more groups T1 are fused to each other (for example, the C 3 -C 60 carbocyclyl, 1H-pyrrolyl, thiolyl, boroleyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furanyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenocarbazolyl, benzothiorrolocarbazolyl, benzoindolecarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothiophene, benzonaphthothiorryl, benzofuranodibenzofuranyl, benzofuranodibenzothiophene, benzothiophenodibenzothiophene, etc.),

[0519] The π-electron-deficient nitrogen-containing C 1-C 60 The cyclic group may be i) a group T4, ii) a fused cyclic group in which two or more groups T4 are fused to each other, iii) a fused cyclic group in which one or more groups T4 and one or more groups T1 are fused to each other, iv) a fused cyclic group in which one or more groups T4 and one or more groups T3 are fused to each other, or v) a fused cyclic group in which one or more groups T4, one or more groups T1, and one or more groups T3 are fused to each other (for example, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl , benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl, azadibenzofuranyl, etc.),

[0520] The group T1 can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantane, norbornane (or bicyclo[2.2.1]heptane), norbornene, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane or phenyl,

[0521] The group T2 can be furanyl, thienyl, 1H-pyrrolyl, thiolyl, boroleyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazole, 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,

[0522] The group T3 may be a furyl group, a thienyl group, a 1H-pyrrolyl group, a thiolyl group or a borole group.

[0523] The group T4 can be 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazole, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathioyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl or tetrazinyl.

[0524] In this specification, the term "cyclic group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic, π-electron-rich C 3 -C 60 Ring group or π-electron-deficient nitrogen-containing C 1 -C 60 The term of the cyclic group may be a group, a monovalent group or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) fused to any cyclic group according to the structure of the chemical formula used for the corresponding term. For example, "phenyl" may be benzo, phenyl, phenylene, etc., and those skilled in the art can easily understand it according to the structure of the chemical formula including "phenyl".

[0525] For example, a price C 3 -C 60 Carbocyclic groups and monovalent C 1 -C 60 Examples of heterocyclic groups may include C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group, divalent C 3 -C 60 Carbocyclic groups and divalent C 1 -C 60 Examples of heterocyclic groups may include C 3 -C 10 Cycloalkylene, C 1 -C 10 Heterocycloalkylene, C 3 -C 10 Cycloalkenylene, C1 -C 10 Heterocycloalkenylene, C 6 -C 60 Arylene, C 1 -C 60 a heteroarylene group, a divalent non-aromatic condensed polycyclic group, and a divalent non-aromatic condensed heteropolycyclic group.

[0526] In this manual, C 1 -C 60 Alkyl means a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and examples thereof include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, tert-decyl, etc. In the present specification, C 1 -C 60 Alkylene means a group having the same 1 -C 60 Alkyl is a divalent group of the same structure.

[0527] In this manual, C 2 -C 60 Alkenyl means a 2 -C 60 The alkyl group is a monovalent hydrocarbon group containing one or more carbon-carbon double bonds in the middle or at the end, and its implementation examples include vinyl, propenyl, butenyl, etc. In this specification, C 2 -C 60 Alkenylene means a group having the same 2 -C 60 Alkenyl is a divalent group of the same structure.

[0528] In this manual, C 2 -C 60 Alkynyl means a 2 -C 60 The alkyl group is a monovalent hydrocarbon group having one or more carbon-carbon triple bonds in the middle or at the end, and its implementation examples include ethynyl, propynyl, etc. 2 -C 60 Alkyne means a group having the same 2 -C 60 Alkynyl is a divalent group of the same structure.

[0529] In this manual, C 1 -C 60Alkoxy means a group having -OA 101 (Here, A 101 It is the C 1 -C 60 alkyl), examples of which include methoxy, ethoxy, isopropoxy, and the like.

[0530] In this manual, C 3 -C 10 Cycloalkyl refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and its examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornanyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, etc. In the present specification, C 3 -C 10 Cycloalkylene refers to a group having a 3 -C 10 Cycloalkyl is a divalent group of the same structure.

[0531] In this manual, C 1 -C 10 Heterocycloalkyl refers to a monovalent ring group having 1 to 10 carbon atoms and including at least one heteroatom as a ring atom in addition to carbon atoms, and its examples include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, tetrahydrophenylthio, etc. In this specification, C 1 -C 10 Heterocycloalkylene refers to a group having the same 1 -C 10 Heterocycloalkyl is a divalent group of the same structure.

[0532] In this manual, C 3 -C 10 Cycloalkenyl is a monovalent cyclic group having 3 to 10 carbon atoms, and means a group having at least one carbon-carbon double bond in the ring but not having aromaticity, and its implementation examples include cyclopentenyl, cyclohexenyl, cycloheptenyl, etc. In the present specification, C 3 -C 10 Cycloalkenylene means a cycloalkenylene group having 3 -C 10 Cycloalkenyl is a divalent group of the same structure.

[0533] In this manual, C 1 -C 10 The heterocycloalkenyl group is a monovalent cyclic group having 1 to 10 carbon atoms and including at least one heteroatom as a ring atom in addition to carbon atoms, and having at least one double bond in the ring. 1 -C 10 Examples of heterocycloalkenyl include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, 2,3-dihydrophenylthio, etc. In the present specification, C 1 -C 10 Heterocycloalkenylene refers to a 1 -C 10 Heterocycloalkenyl is a divalent group of the same structure.

[0534] In this manual, C 6 -C 60 Aryl refers to a monovalent group having a carbon ring aromatic system with 6 to 60 carbon atoms. 6 -C 60 The arylene group refers to a divalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. 6 -C 60 Examples of aryl groups include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, phenyl, peryl, pentylphenyl, heptaphenyl, tetraphenyl, peryl, hexyl, pentyl, rubidinyl, corynyl, ovaphenyl, etc. When the C 6 -C 60 Aryl and C 6 -C 60 When the arylene group includes two or more rings, the two or more rings may be fused to each other.

[0535] In this manual, C 1 -C 60 The heteroaryl group refers to a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms and including at least one heteroatom as a ring atom in addition to carbon atoms. 1 -C 60 The heteroarylene group means a divalent group which includes at least one heteroatom as a ring-forming atom in addition to carbon atoms and has a heterocyclic aromatic system having a carbon number of 1 to 60. 1 -C 60 Examples of heteroaryl include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, naphthyridinyl, and the like.1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene group includes two or more rings, the two or more rings may be fused to each other.

[0536] In the present specification, a monovalent non-aromatic condensed polycyclic group means a monovalent group (for example, having a carbon number of 8 to 60) in which two or more rings are fused to each other, and only carbon is included as the ring-forming atoms, and the molecule as a whole has non-aromaticity. Examples of the monovalent non-aromatic condensed polycyclic group include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl, indenoanthryl, etc. In the present specification, a divalent non-aromatic condensed polycyclic group means a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

[0537] In the present specification, a monovalent non-aromatic condensed heteropolycyclic group means a monovalent group (for example, having 1 to 60 carbon atoms) in which two or more rings are fused to each other and at least one heteroatom is included as a ring atom in addition to carbon atoms, and the molecule as a whole has non-aromatic properties. Examples of the monovalent non-aromatic condensed heteropolycyclic group include pyrrolyl, phenylthio, furanyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothioyl, benzofuranyl, carbazolyl, dibenzothioyl, dibenzothiophenyl, dibenzofuranyl, azacarbazolyl, azafluorenyl, azadibenzothioyl, azadibenzothiophenyl, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazole The divalent non-aromatic condensed heteropolycyclic group includes, for example, a benzopyrazolyl group, a benzoimidazolyl group, a benzoxazolyl group, a benzothiazolyl group, a benzoxadiazolyl group, a benzothiadiazolyl group, an imidazopyridyl group, an imidazopyrimidyl group, an imidazotriazine group, an imidazopyrazinyl group, an imidazopyridazinyl group, an indenocarbazolyl group, an indolecarbazolyl group, a benzofuranocarbazolyl group, a benzothiophenocarbazolyl group, a benzothiorrolocarbazolyl group, a benzoindolecarbazolyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthophenylthio group, a benzonaphthothiophenylthio group, a benzofuranodibenzofuranyl group, a benzofuranodibenzophenylthio group, and a benzothiophenodibenzophenylthio group. In the present specification, the divalent non-aromatic condensed heteropolycyclic group means a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

[0538] In this manual, C 6 -C 60 Aryloxy refers to -OA102 (Here, A 102 It is the C 6 -C 60 Aryl), the C 6 -C 60 Arylthio refers to -SA 103 (Here, A 103 It is the C 6 -C 60 aryl).

[0539] In this manual, C 7 -C 60 Arylalkyl refers to -A 104 A 105 (Here, A 104 It is C 1 -C 54 Alkylene, A 105 It is C 6 -C 59 Aryl), in this specification, C 2 -C 60 Heteroaralkyl refers to -A 106 A 107 (Here, A 106 It is C 1 -C 59 Alkylene, A 107 It is C 1 -C 59 heteroaryl).

[0540] In this manual, “R 10a "It could be,

[0541] Deutrium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0542] 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 substituted or unsubstituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0543] 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 substituted or unsubstituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 heteroarylalkyl; or

[0544] -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 ).

[0545] 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; or deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted or unsubstituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group; C 7 -C 60 Aralkyl; or C 2 -C 60 Heteroaralkyl.

[0546] In the present specification, a heteroatom means any atom other than a carbon atom. Examples of the heteroatom include O, S, N, P, Si, B, Ge, Se or any combination thereof.

[0547] In the present specification, "Ph" means phenyl, "Me" means methyl, "Et" means ethyl, and "tert-Bu" or "Bu t ” means tert-butyl and “OMe” means methoxy.

[0548] In this specification, "biphenyl" means "phenyl substituted by phenyl". The "biphenyl" belongs to a group in which the substituent is "C 6 -C 60 "substituted phenyl" or "aryl".

[0549] In this specification, "terphenyl" means "phenyl substituted by biphenyl". The "terphenyl" belongs to a phenyl group substituted by C 6 -C 60 Aryl substituted C 6 -C 60 "substituted phenyl" or "aryl".

[0550] In this specification, the x-axis, y-axis, and z-axis are not limited to the three axes on the rectangular coordinate system, and can be interpreted as a broad meaning including this. For example, the x-axis, y-axis, and z-axis can be orthogonal to each other, but can also refer to different directions that are not orthogonal to each other.

[0551] In the present specification, unless otherwise defined, * and *' mean a bonding position with an adjacent atom in the corresponding chemical formula or part.

[0552] The following synthesis examples and embodiments are given to more specifically describe the compound and the organic light-emitting device according to an embodiment of the present invention. In the following synthesis examples, the molar equivalent of A and the molar equivalent of B in the expression "B is used instead of A" are the same.

[0553] [Synthesis example]

[0554] Synthesis Example 1: Synthesis of Compound A3

[0555]

[0556] (Synthesis of Intermediate Compound A3-1)

[0557] Under argon atmosphere, 5-(tert-butyl)-N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)benzene-1,3-diamine (10 g, 13.5 mmol), 1-chloro-3-iodobenzene-2,4,5,6-D4 (6.6 g, 27 mmol), Pd 2 (dba) 3(1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol), sodium tert-butoxide (11.5 g, 120 mmol), dissolved in 300 mL of o-xylene, the reaction solution was stirred at 140 degrees for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A3-1 (white solid, 10 g, 77%).

[0558] ESI-LCMS: [M] + :C 66 H 56 D 6 Cl 2 N 2 .958.4711.

[0559] (Synthesis of Intermediate Compound A3-2)

[0560] Under argon atmosphere, intermediate compound A3-1 (10 g, 10 mmol) was added to a 1 L flask and dissolved in 100 mL of o-dichlorobenzene. BBr 3 (1.5 equivalents). The reaction solution was stirred at 140 degrees for 12 hours. After cooling, triethylamine was added to terminate the reaction, and the solvent was removed under reduced pressure. 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A3-2 (yellow solid, 2.4 g, 24%).

[0561] ESI-LCMS: [M] + :C 66 H 53 D 6 BCl 2 N 2 .966.4532.

[0562] (Synthesis of Compound A3)

[0563] Under argon atmosphere, intermediate compound A3-2 (2.4 g, 2.5 mmol), 9H-carbazole-1,2,4,5,6,7,8-D7 (0.9 g, 5 mmol), Pd 2 (dba) 3(0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol), sodium tert-butoxide (0.5 g, 5.1 mmol) were dissolved in 100 mL of xylene, and the reaction solution was stirred at 100 degrees for 12 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain Compound A3 (yellow solid, 1.7 g, 72%).

[0564] ESI-LCMS: [M] + :C 90 H 53 D 22 BN 4 .1244.7475.

[0565] 1 H-NMR (CDCl 3 ): δ=7.43 (s, 4H), 7.22 (m, 12H), 7.09 (m, 8H), 6.88 (s, 2H), 1.32 (s, 18H), 1.12 (s, 9H).

[0566] Synthesis Example 2: Synthesis of Compound A9

[0567]

[0568] (Synthesis of Compound A9)

[0569] Under argon atmosphere, intermediate compound A3-2 (2.4 g, 2.5 mmol), 3-(phenyl-D5)-9H-carbazole-1,2,4,5,6,7,8-D7 (1.3 g, 5 mmol), Pd 2 (dba) 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol), sodium tert-butoxide (0.5 g, 5.1 mmol) were dissolved in 100 mL of xylene, and the reaction solution was stirred at 100 degrees for 12 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain Compound A9 (yellow solid, 2.6 g, 75%).

[0570] ESI-LCMS: [M] + :C 102 H 53 D 30 BN 4 .1404.8661.

[0571] 1 H-NMR (CDCl 3 ): δ = 7.47 (s, 4H), 7.17 (m, 12H), 7.06 (m, 8H), 6.92 (s, 2H), 1.36 (s, 18H), 1.19 (s, 9H).

[0572] Synthesis Example 3: Synthesis of Compound A22

[0573]

[0574] (Synthesis of Intermediate Compound A22-1)

[0575] Under argon atmosphere, N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)-5-(methyl-D3)benzene-1,3-diamine (10 g, 14.4 mmol), 1-chloro-3-iodobenzene (6.9 g, 28.8 mmol), Pd 2 (dba) 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol), sodium tert-butoxide (11.5 g, 120 mmol), dissolved in 300 mL of o-xylene, the reaction solution was stirred at 140 degrees for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A22-1 (white solid, 9.7 g, 74%).

[0576] ESI-LCMS: [M] + :C 63 H 53 D 3 Cl 2 N 2 913.4130.

[0577] (Synthesis of Intermediate Compound A22-2)

[0578] Under argon atmosphere, intermediate compound A22-1 (9.7 g, 10 mmol) was added to a 1 L flask and dissolved in 100 mL of o-dichlorobenzene. BBr was added. 3 (1.5 equivalents). The reaction solution was stirred at 140 degrees for 12 hours. After cooling, triethylamine was added to terminate the reaction, and the solvent was removed under reduced pressure. 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A22-2 (yellow solid, 2.44 g, 25%).

[0579] ESI-LCMS: [M] + :C 63 H 50 D 3 BCl 2 N 2 .1183.8008.

[0580] (Synthesis of Compound A22)

[0581] Under argon atmosphere, intermediate compound A22-2 (2.4 g, 2.6 mmol), 9H-carbazole (0.87 g, 5.2 mmol), Pd 2 (dba) 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol), sodium tert-butoxide (0.5 g, 5.1 mmol) were dissolved in 100 mL of xylene, and the reaction solution was stirred at 100 degrees for 12 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain Compound A22 (yellow solid, 2.4 g, 77%).

[0582] ESI-LCMS: [M] + :C 87 H 66 D 3 BN 4 .1183.5821.

[0583] 1 H-NMR (CDCl 3): δ=8.88(d, 2H), 8.55(d, 4H), 7.94(d, 4H), 7.77(d, 4H), 7.56(d, 4H), 7.41(s, 4H) , 7.35(d, 2H), 7.24(s, 2H), 7.20(m, 12H), 7.12(m, 8H), 6.91(s, 2H), 1.36(s, 18H).

[0584] Synthesis Example 4: Synthesis of Compound A28

[0585]

[0586] (Synthesis of Intermediate Compound A28-1)

[0587] Under argon atmosphere, N3,N5-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)-[1,1'-biphenyl]-2',3',4',5',6'-D5-3,5-diamine (10 g, 13.2 mmol), 1-chloro-3-iodobenzene (6.3 g, 26.4 mmol), Pd 2 (dba) 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol), sodium tert-butoxide (11.5 g, 120 mmol), dissolved in 300 mL of o-xylene, the reaction solution was stirred at 140 degrees for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A28-1 (white solid, 10 g, 78%).

[0588] ESI-LCMS: [M] + :C 68 H 53 D 5 Cl 2 N 2 977.0043.

[0589] (Synthesis of Intermediate Compound A28-2)

[0590] Under argon atmosphere, intermediate compound A28-1 (10 g, 10 mmol) was added to a 1 L flask and dissolved in 100 mL of o-dichlorobenzene. BBr was added. 3(1.5 equivalents). The reaction solution was stirred at 140 degrees for 12 hours. After cooling, triethylamine was added to terminate the reaction, and the solvent was removed under reduced pressure. 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A28-2 (yellow solid, 3.9 g, 39%).

[0591] ESI-LCMS: [M] + :C 68 H 50 D 5 BCl 2 N 2 .985.4137.

[0592] (Synthesis of Compound A28)

[0593] Under argon atmosphere, intermediate compound A28-2 (3.9 g, 3.9 mmol), 9H-carbazole (1.4 g, 7.8 mmol), Pd 2 (dba) 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol), sodium tert-butoxide (0.5 g, 5.1 mmol) were dissolved in 100 mL of xylene, and the reaction solution was stirred at 100 degrees for 12 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain Compound A28 (yellow solid, 3.4 g, 71%).

[0594] ESI-LCMS: [M] + :C 92 H 66 D 5 BN 4 .1247.6017.

[0595] 1 H-NMR (CDCl 3 ): δ=8.75(d, 2H), 8.48(d, 4H), 7.90(d, 4H), 7.73(d, 4H), 7.51(d, 4H), 7.44(s, 4H) , 7.31 (d, 2H), 7.21 (s, 2H), 7.18 (m, 12H), 7.05 (m, 8H), 6.90 (s, 2H), 1.44 (s, 18H).

[0596] Synthesis Example 5: Synthesis of Compound A74

[0597]

[0598] (Synthesis of Intermediate Compound A74-1)

[0599] Under argon atmosphere, 5-(tert-butyl)-N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)benzene-1,3-diamine (10 g, 13.6 mmol), 1-chloro-3-iodobenzene (6.3 g, 26.4 mmol), Pd 2 (dba) 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol), sodium tert-butoxide (11.5 g, 120 mmol), dissolved in 300 mL of o-xylene, the reaction solution was stirred at 140 degrees for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A74-1 (white solid, 8.6 g, 78%).

[0600] ESI-LCMS: [M] + :C 60 H 56 D 3 C1N 2 .845.4546.

[0601] (Synthesis of Intermediate Compound A74-2)

[0602] Under argon atmosphere, intermediate compound A74-1 (8.6 g, 10 mmol), 4-iodo-1,1'-biphenyl-2,2',3,3',4',5,5',6,6'-D9 (2.9 g, 10 mmol), Pd 2 (dba) 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol), sodium tert-butoxide (11.5 g, 120 mmol), dissolved in 300 mL of o-xylene, the reaction solution was stirred at 140 degrees for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A74-2 (white solid, 6.1 g, 61%).

[0603] ESI-LCMS: [M] + :C 72 H 56 D 11 C1N 2 .1005.5247.

[0604] (Synthesis of Intermediate Compound A74-3)

[0605] Under argon atmosphere, intermediate compound A74-2 (6 g, 5.9 mmol) was added to a 1 L flask and dissolved in 100 mL of o-dichlorobenzene. BBr was added. 3 (1.5 equivalents). The reaction solution was stirred at 140 degrees for 12 hours. After cooling, triethylamine was added to terminate the reaction, and the solvent was removed under reduced pressure. 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A74-3 (yellow solid, 1.4 g, 23%).

[0606] ESI-LCMS: [M] + :C 72 H 53 D 11 BCN 2 .1013.5515.

[0607] (Synthesis of Compound A74)

[0608] Under argon atmosphere, intermediate compound A74-3 (1.4 g, 1.4 mmol), 9H-carbazole-1,2,3,4,5,6,7,8-D8 (0.25 g, 1.4 mmol), Pd 2 (dba) 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol), sodium tert-butoxide (0.5 g, 5.1 mmol) were dissolved in 100 mL of xylene, and the reaction solution was stirred at 100 degrees for 12 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain compound A74 (yellow solid, 1.2 g, 71%).

[0609] ESI-LCMS: [M] + :C 84 H 53 D 19 BN 3 .1152.7071.

[0610] 1 H-NMR (CDCl 3 ): δ=7.38(s, 4H), 7.22(m, 12H), 7.12(m, 8H), 6.86(s, 2H), 1.36(s, 18H), 1.18(s, 9H).

[0611] Synthesis Example 6: Synthesis of Compound A75

[0612]

[0613] (Synthesis of Intermediate Compound A75-1)

[0614] Under argon atmosphere, 5-(tert-butyl)-N1,N3-bis(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)benzene-1,3-diamine (10 g, 13.6 mmol), 1-chloro-3-iodobenzene (6.3 g, 26.4 mmol), Pd 2 (dba) 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol), sodium tert-butoxide (11.5 g, 120 mmol), dissolved in 300 mL of o-xylene, the reaction solution was stirred at 140 degrees for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A75-1 (white solid, 8.6 g, 78%).

[0615] ESI-LCMS: [M] + :C 60 H 56 D 3 C1N 2 .845.4546.

[0616] (Synthesis of Intermediate Compound A75-2)

[0617] Under argon atmosphere, intermediate compound A75-1 (8.6 g, 10 mmol), 3,5-di-tert-butyl-3'-iodo-1,1'-biphenyl (3.9 g, 10 mmol), Pd 2 (dba) 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol), sodium tert-butoxide (11.5 g, 120 mmol), dissolved in 300 mL of o-xylene, the reaction solution was stirred at 140 degrees for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A75-2 (white solid, 7.2 g, 61%).

[0618] ESI-LCMS: [M] + :C 80 H 83 C1N 2 .1106.6002.

[0619] (Synthesis of Intermediate Compound A75-3)

[0620] Under argon atmosphere, intermediate compound A75-2 (7 g, 6.3 mmol) was added to a 1 L flask and dissolved in 100 mL of o-dichlorobenzene. BBr 3 (1.5 equivalents). The reaction solution was stirred at 140 degrees for 12 hours. After cooling, triethylamine was added to terminate the reaction, and the solvent was removed under reduced pressure. 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound A75-3 (yellow solid, 1.55 g, 22%).

[0621] ESI-LCMS: [M] + :C 80 H 80 BCN 2 .1114.6161.

[0622] (Synthesis of Compound A75)

[0623] Under argon atmosphere, intermediate compound A75-3 (1.5 g, 1.3 mmol), 9H-carbazole-1,2,3,4,5,6,7,8-D8 (0.23 g, 1.3 mmol), Pd 2 (dba) 3 (0.06 g, 0.12 mmol), tri-tert-butylphosphine (0.06 mL, 0.24 mmol), sodium tert-butoxide (0.5 g, 5.1 mmol) were dissolved in 100 mL of xylene, and the reaction solution was stirred at 100 degrees for 12 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain Compound A75 (yellow solid, 1.3 g, 77%).

[0624] ESI-LCMS: [M] + :C 92 H 80 D 8 BN 3 .1253.7637.

[0625] 1 H-NMR (CDCl 3 ): δ = 8.85 (d, 2H), 7.73 (s, 2H), 7.55 (s, 1H), 7.43 (s, 4H), 7.36 (d, 2H), 7.29 (s, 2H) , 7.24(m, 12H), 7.05(m, 8H), 6.85(s, 2H), 1.36(s, 18H), 1.22(s, 18H), 1.14(s, 9H).

[0626] Synthesis Example 7: Synthesis of Compound B1

[0627]

[0628] (Synthesis of Intermediate Compound B1-1)

[0629] Under argon atmosphere, 3,3'-((4,6-dibromo-1,3-phenylene)bis(oxy))bis(chlorobenzene) (10 g, 20 mmol), phenylboronic acid (5.2 g, 40 mmol), Pd(PPh 3 ) 4 (2.3 g, 2 mmol), potassium carbonate (8 g, 60 mmol), dissolved in 200 mL of toluene and 50 mL of H 2O, the reaction solution was stirred at 100 degrees for 12 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound B1-1 (white solid, 7.1 g, 74%).

[0630] ESI-LCMS: [M] + :C 30 H 2i Cl 2 O 2 .482.0811.

[0631] (Synthesis of Intermediate Compound B1-2)

[0632] Under argon atmosphere, intermediate compound B1-1 (7 g, 14.5 mmol), 9H-carbazole-1,2,3,4,5,6,7,8-D8 (5 g, 29 mmol), Pd 2 (dba) 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol), sodium tert-butoxide (5.9 g, 60 mmol) were dissolved in 150 mL of xylene, and the reaction solution was stirred at 140 degrees for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound B1-2 (white solid, 9.2 g, 81%).

[0633] ESI-LCMS: [M] + :C 54 H 20 D 16 N 2 O 2 .760.3338.

[0634] (Synthesis of Compound B1)

[0635] Under argon atmosphere, in a 1L flask, the intermediate compound B1-2 (9 g, 12 mmol) was dissolved in 200 mL of xylene and cooled to 0 degrees. A 1.0 M sec-butyl lithium (sec-BuLi) solution (1.5 equivalents) was added dropwise, and when the reaction was complete, the temperature was raised to 70 degrees and stirred for 3 hours. The mixture was cooled to -60 degrees again and BBr was added. 3 (3 equivalents), warmed to room temperature, and stirred for 2 hours. Cooled to 0 degrees again and added N,N-diisopropylethylamine, then warmed to 130 degrees and stirred for 4 hours. After the reaction was completed, the solvent was removed under reduced pressure and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain Compound B1 (yellow solid, 1.9 g, 21%).

[0636] ESI-LCMS: [M] + :C 54 H 17 D 16 BN 2 O 2 .768.3612.

[0637] 1 H-NMR (CDCl 3 ): δ=8.55(d, 2H), 7.93(s, 1H), 7.55(m, 10H), 7.41(d, 2H), 7.11(s, 2H).

[0638] Synthesis Example 8: Synthesis of Compound B4

[0639]

[0640] (Synthesis of Intermediate Compound B4-1)

[0641] Under argon atmosphere, 4,4'-((4,6-dichloro-1,3-phenylene)bis(oxy))bis(bromobenzene) (10 g, 20 mmol), phenylboronic acid (5.2 g, 40 mmol), Pd(PPh 3 ) 4 (2.3 g, 2 mmol), potassium carbonate (8 g, 60 mmol), dissolved in 200 mL of toluene and 50 mL of H 2 O, the reaction solution was stirred at 100 degrees for 12 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound B4-1 (white solid, 7.5 g, 78%).

[0642] ESI-LCMS: [M] + :C 30 H 20 Cl 2 O 2 .482.1227.

[0643] (Synthesis of Intermediate Compound B4-2)

[0644] Under argon atmosphere, intermediate compound B4-1 (7.5 g, 15.5 mmol), 9H-carbazole-1,2,3,4,5,6,7,8-D8 (5 g, 29 mmol), Pd 2 (dba) 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol), sodium tert-butoxide (5.9 g, 60 mmol) were dissolved in 150 mL of xylene, and the reaction solution was stirred at 140 degrees for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound B4-2 (white solid, 9.7 g, 82%).

[0645] ESI-LCMS: [M] + :C 54 H 20 D 16 N 2 O 2 .760.0828.

[0646] (Synthesis of Compound B4)

[0647] Under argon atmosphere, in a 1L flask, the intermediate compound B4-2 (9.7 g, 12.5 mmol) was dissolved in 200 mL of xylene and cooled to 0 degrees. A 1.0 M sec-butyl lithium (sec-BuLi) solution (1.5 equivalents) was added dropwise, and when the reaction was complete, the temperature was raised to 70 degrees and stirred for 3 hours. The mixture was cooled to -60 degrees again and BBr was added. 3 (3 equivalents), warmed to room temperature, and stirred for 2 hours. Cooled to 0 degrees again and added N,N-diisopropylethylamine, then warmed to 130 degrees and stirred for 4 hours. After the reaction was completed, the solvent was removed under reduced pressure and CH2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain Compound B4 (yellow solid, 2.4 g, 23%).

[0648] ESI-LCMS: [M] + :C 54 H 17 D 16 BN 2 O 2 .768.1008.

[0649] 1 H-NMR (CDCl 3 ): δ=8.72(d, 2H), 7.75(d, 4H), 7.67(d, 2H), 7.55(s, 1H), 7.49(m, 4H), 7.36(t, 2H).

[0650] Synthesis Example 9: Synthesis of Compound B11

[0651]

[0652] (Synthesis of Intermediate Compound B11-1)

[0653] In a 2L flask under argon atmosphere, 3,3'-((4,6-dibromo-1,3-phenylene)bis(oxy))bis(chlorobenzene) (10 g, 20 mmol), 9H-carbazole-1,2,3,4,5,6,7,8-D8 (14 g, 80 mmol), Pd 2 (dba) 3 (1.6 g, 1.9 mmol), tri-tert-butylphosphine (1.6 mL, 3.8 mmol), sodium tert-butoxide (5.9 g, 60 mmol) were dissolved in 150 mL of xylene, and the reaction solution was stirred at 140 degrees for 2 hours. After cooling, water (1 L) and ethyl acetate (300 mL) were added for extraction to collect the organic layer, and MgSO 4 After drying, the mixture was filtered. The filtered solution was decompressed to remove the solvent and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain an intermediate compound B11-1 (white solid, 14.6 g, 77%).

[0654] ESI-LCMS: [M] + :C 66 H 10 D 32 N 4 O 2.954.5343.

[0655] (Synthesis of Compound B11)

[0656] Under argon atmosphere, in a 1L flask, the intermediate compound B11-1 (14 g, 14.5 mmol) was dissolved in 200 mL of xylene and cooled to 0 degrees. A 1.0 M sec-butyl lithium (sec-BuLi) solution (1.5 equivalents) was added dropwise, and when the reaction was complete, the temperature was raised to 70 degrees and stirred for 3 hours. The mixture was cooled to -60 degrees again and BBr was added. 3 (3 equivalents), warmed to room temperature, and stirred for 2 hours. Cooled to 0 degrees again and added N,N-diisopropylethylamine, then warmed to 130 degrees and stirred for 4 hours. After the reaction was completed, the solvent was removed under reduced pressure and CH 2 Cl 2 The obtained solid was purified and separated by column chromatography using silica gel with hexane as a developing solvent to obtain Compound B11 (yellow solid, 3.5 g, 25%).

[0657] ESI-LCMS: [M] + :C 66 H 7 D 32 BN 4 O 2 .962.5212.

[0658] 1 H-NMR (CDCl 3 ): δ=8.62(d, 2H), 7.69(s, 1H), 7.57(d, 2H), 7.12(s, 2H).

[0659] Evaluation Example 1

[0660] The HOMO energy level (eV), S 1 Energy level (eV), T 1 Energy level (eV), S 1 Energy Level and T 1 The difference in energy levels (ΔE S1-T1 , eV), maximum absorption wavelength (λ Abs , nm), maximum emission wavelength (λ emi / sol and emi / film , nm), Stokes-shift and FWQM (full-width quarter maximum), and the results are shown in Table 1.

[0661] The HOMO energy level was measured using the Smart Manager software of the SP2 electrochemical workstation from ZIVE LAB. Abs The measurements were performed using Labsolution UV-Vis software with a deuterium / tungsten-halogen light source and a silicon photodiode installed in a UV-1800 UV / visible scanning spectrophotometer from SHIMADZU. emi The FWQM and the FWQM were measured by using the FluorEssence software with a xenon light source and a monochromator installed in the HORIBA fluoromax+ spectrometer. emi / sol It is expressed by measuring the maximum emission wavelength of the compound in toluene solution, λ emi / film The maximum emission wavelength of the compound in the film is measured and expressed. The Stokes shift indicates the difference between the maximum wavelength when absorbing energy and the maximum wavelength when releasing energy.

[0662]

Table 1

[0663]

[0664]

[0665] [Example]

[0666] Example 1-1

[0667] As the first electrode, a 15Ω / cm 2 The glass substrate with ITO electrode (Corning product) was cut into a size of 50 mm × 50 mm × 0.7 mm, and ultrasonically cleaned with isopropyl alcohol and pure water for 5 minutes respectively, irradiated with ultraviolet light for 30 minutes, exposed to ozone for cleaning, and then installed in a vacuum evaporation device. NPD was evaporated on the first electrode to form After a hole injection layer of a thickness of 1000 mm, H-1-19 was evaporated on the hole injection layer to form After that, a hole transport layer with a thickness of 1000 mm was formed by evaporating CzSi on the hole transport layer. The electron blocking layer is formed by co-evaporating the main body (compound B1) and the dopant (compound A3) at a weight ratio of 98:2 on the electron blocking layer. Next, TSPO1 is evaporated on the light-emitting layer to form After a hole blocking layer of a thickness of 1000 mm, TPBi is evaporated on the hole blocking layer to form After the electron transport layer is formed, LiF is evaporated on the electron transport layer to form An electron injection layer having a thickness of 1000 mm is formed by vapor depositing Al on the electron injection layer. A second electrode having a thickness of 100 mm is formed by evaporating HT28 on the second electrode. The compound used for making the light-emitting element is disclosed as follows.

[0668] Examples 1-2 to 1-10 and Comparative Examples 1-1 to 1-13

[0669] A light-emitting element was prepared in the same manner as in Example 1-1, except that the compounds listed in the following Table 2 were used as a host and a dopant in forming the light-emitting layer.

[0670] Example 2-1

[0671] In addition to forming a light-emitting layer by co-evaporating a host (compound B1), a photosensitizer (PS-1) and a dopant (compound A3) at a weight ratio of 85:14:1, A light-emitting element was prepared by the same method as in Example 1-1 except for the light-emitting layer having a thickness of 1000 Å.

[0672] Examples 2-2 to 2-10 and Comparative Examples 2-1 to 2-15

[0673] A light-emitting element was prepared in the same manner as in Example 2-1, except that the compounds listed in the following Table 3 were used as a host and a dopant in forming the light-emitting layer.

[0674] Example 3-1

[0675] In addition to the mixed host, a photosensitive agent (PS-1) and a dopant (compound A3) formed by co-evaporating a first host (compound B1) and a second host (HT-1) in a weight ratio of 1:1 in a weight ratio of 85:14:1 when forming the light-emitting layer, A light-emitting element was prepared by the same method as in Example 1-1 except for the light-emitting layer having a thickness of 1000 Å.

[0676] Examples 3-2 to 3-10 and Comparative Examples 3-1 to 3-16

[0677] A light-emitting element was prepared in the same manner as in Example 3-1, except that the compounds listed in the following Table 4 were used as a host and a dopant in forming the light-emitting layer.

[0678]

[0679]

[0680]

[0681] Evaluation Example 2

[0682] The evaluation results of the light emitting elements of the examples and comparative examples are shown in Tables 2 to 4. On the other hand, in the evaluation results of the light emitting element characteristics, the light emitting element characteristics were measured at a current density of 1000 cd / m by using Keithley MU 236 and a luminance meter PR650. 2 The driving voltage (V), quantum efficiency (%) and luminous color under the same conditions were respectively measured, and the time required for the brightness to reach 95% of the initial brightness was measured as the lifespan (T95). The relative lifespan was calculated based on Comparative Example 1-1 in Table 2, Comparative Example 2-1 in Table 3, and Comparative Example 3-1 in Table 4, and the results are shown respectively.

[0683]

Table 2

[0684]

[0685]

[0686] From Table 2, it can be confirmed that the light-emitting elements of Examples 1-1 to 1-10 have excellent low driving voltage, light-emitting efficiency, and life characteristics compared with the light-emitting elements of Comparative Examples 1-1 to 1-13.

[0687]

Table 3

[0688]

[0689]

[0690]

[0691] From Table 3, it can be confirmed that the light-emitting elements of Examples 2-1 to 2-10 have excellent low driving voltage, light-emitting efficiency, and life characteristics compared with the light-emitting elements of Comparative Examples 2-1 to 2-15.

[0692]

Table 4

[0693]

[0694]

[0695]

[0696] From Table 4, it can be confirmed that the light-emitting elements of Examples 3-1 to 3-10 have excellent low driving voltage, light-emitting efficiency, and life characteristics compared with the light-emitting elements of Comparative Examples 3-1 to 3-16.

Claims

1. A light emitting element, wherein: include: a first electrode; a second electrode, facing the first electrode; as well as an intermediate layer, disposed between the first electrode and the second electrode, and comprising a light-emitting layer, wherein the light-emitting layer comprises a dopant and a host, The dopant includes a heterocyclic compound represented by the following Chemical Formula 1, The host includes a heterocyclic compound represented by the following Chemical Formula 2: <Chemical Formula 1> <Chemical Formula 2> <Chemical formula 3> <Chemical Formula 4> In the chemical formula 1 to the chemical formula 4, Ar1 and Ar2 are independently a group represented by the chemical formula 3, Ring CY1 to Ring CY3 and Ring CY6 to Ring CY8 are independently C5-C 60 Carbocyclic or C2-C 60 Heterocyclic group, Ring CY4 and ring CY5 are independently C5-C 60 Carbocyclic group, a1 to a8 are each independently an integer from 0 to 10, R1 to R6 are independently a group represented by the chemical formula 4, hydrogen, deutrium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted by at least one R 10a Substituted or unsubstituted C1-C 60 Alkyl, with at least one R 10a Substituted or unsubstituted C2-C 60 Alkenyl, with at least one R 10a Substituted or unsubstituted C2-C 60 Alkynyl, with at least one R 10a Substituted or unsubstituted C1-C 60 Alkoxy, with at least one R 10a Substituted or unsubstituted C3-C 10 Cycloalkyl, with at least one R 10a Substituted or unsubstituted C1-C 10 Heterocycloalkyl, with at least one R 10a Substituted or unsubstituted C3-C 10 Cycloalkenyl, with at least one R 10a Substituted or unsubstituted C1-C 10 Heterocycloalkenyl, with at least one R 10a Substituted or unsubstituted C6-C 60 Aryl, with at least one R 10a Substituted or unsubstituted C6-C 60 Aryloxy, with at least one R 10a Substituted or unsubstituted C6-C 60 Arylthio, with at least one R 10a Substituted or unsubstituted C6-C 60 Aryl selenyl, with at least one R 10a Substituted or unsubstituted C1-C 60 Heteroaryl, with at least one R 10a Substituted or unsubstituted C1-C 60 Heteroaryloxy, with at least one R 10a Substituted or unsubstituted C1-C 60 Heteroarylthio, with at least one R 10a Substituted or unsubstituted C6-C 60 Heteroaryl selenyl, with at least one R 10a A substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a 10a a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), R7, R8 and R 901 To R 913 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted by at least one R 10a Substituted or unsubstituted C1-C 60 Alkyl, with at least one R 10a Substituted or unsubstituted C2-C 60 Alkenyl, with at least one R 10a Substituted or unsubstituted C2-C 60 Alkynyl, with at least one R 10a Substituted or unsubstituted C1-C 60 Alkoxy, with at least one R 10a Substituted or unsubstituted C3-C 10 Cycloalkyl, with at least one R 10a Substituted or unsubstituted C1-C 10 Heterocycloalkyl, with at least one R 10a Substituted or unsubstituted C3-C 10 Cycloalkenyl, with at least one R 10a Substituted or unsubstituted C1-C 10 Heterocycloalkenyl, with at least one R 10a Substituted or unsubstituted C6-C 60 Aryl, with at least one R 10a Substituted or unsubstituted C6-C 60 Aryloxy, with at least one R 10a Substituted or unsubstituted C6-C 60 Arylthio, with at least one R 10a Substituted or unsubstituted C6-C 60 Aryl selenyl, with at least one R 10a Substituted or unsubstituted C1-C 60 Heteroaryl, with at least one R 10a Substituted or unsubstituted C1-C 60 Heteroaryloxy, with at least one R 10a Substituted or unsubstituted C1-C 60 Heteroarylthio, with at least one R 10a Substituted or unsubstituted C6-C 60 Heteroaryl selenyl, with at least one R 10a A substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a 10a a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2) or -P(=S)(Q1)(Q2), R1 to R3, R6 to R8, and R 901 To R 913 Two or more groups in the selectively bond to each other to form a 10a Substituted or unsubstituted C5-C 60 A carbocyclic group or a group consisting of at least one R 10a Substituted or unsubstituted C1-C 60 Heterocyclic group, The R 10a yes: Deutz, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-Ge(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, substituted or unsubstituted 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, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, -Si(Q 21 )(Q 22 )(Q 23 )、-Ge(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 substituted or unsubstituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy or C6-C 60 arylthio; or -Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 independently of each other are hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted or unsubstituted C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group, * is the bonding site with the adjacent atom.

2. The light-emitting element according to claim 1, wherein At least one of a4 R4s, a5 R5s, and a6 R6s is a group represented by the chemical formula 4.

3. The light-emitting element according to claim 1, wherein Ring CY1 to Ring CY3 and Ring CY6 to Ring CY8 are independently phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylene, pyrene, yl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthienyl, benzonaphthothienyl, dinaphthothienyl, selenophenyl, benzoselenophenyl, dibenzoselenophenyl, naphthienyl, benzonaphthothienyl, dinaphthothienyl, selenophenyl, benzoselenophenyl, dibenzoselenophenyl, naphthienyl, benzonaphthoselenophenyl or dinaphthoselenophenyl.

4. The light-emitting element according to claim 1, wherein Ring CY4 and ring CY5 are independently phenyl, naphthyl, phenanthryl, fluoranthenyl, triphenylene, pyrene or base.

5. The light emitting element according to claim 1, wherein R1 to R6 are independently a group represented by the chemical formula 4, hydrogen, deutrium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted by at least one R 10a Substituted or unsubstituted C1-C 60 Alkyl, with at least one R 10a Substituted or unsubstituted C3-C 10 Cycloalkyl, with at least one R 10a Substituted or unsubstituted C1-C 10 Heterocycloalkyl, with at least one R 10a Substituted or unsubstituted C6-C 60 Aryl, with at least one R 10a Substituted or unsubstituted C1-C 60 Heteroaryl, with at least one R 10a A substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a 10a a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -Ge(Q1)(Q2)(Q3), -B(Q1)(Q2) or -N(Q1)(Q2).

6. The light-emitting element according to claim 1, wherein At least one of a1 R1s and a2 R2s is a group represented by the chemical formula 4.

7. The light-emitting element according to claim 1, wherein The group represented by the chemical formula 4 is any one of the groups represented by the following chemical formulas 4-1 to 4-6: In the chemical formula 4-1 to the chemical formula 4-6, X 71 is C(R 71 ) or N, X 72 is C(R 72 ) or N, X 73 is C(R 73 ) or N, X 74 is C(R 74 ) or N, X 81 is C(R 81 ) or N, X 82 is C(R 82 ) or N, X 83 is C(R 83 ) or N, X 84 is C(R 84 ) or N, X 85 is C(R 85 ) or N, X 86 is C(R 86 ) or N, Y4 is C(R 87 )(R 88 )、N(R 89 ), O or S, R 71 To R 74 Independently of each other, the same as the description for R7 in claim 1, R 81 To R 89 Independently of each other, the same as the description for R8 in claim 1, * is the bonding site with the adjacent atom.

8. The light-emitting element according to claim 1, wherein The heterocyclic compound represented by the chemical formula 1 is a compound represented by the following chemical formula 1-1: <Chemical Formula 1-1> In the chemical formula 1-1, R 11 , R 14 , R 21 , R 24 , R 31 and R 33 independently of each other are hydrogen or deutrium, Ar1 and Ar2 are the same as those defined in claim 1, R 12 and R 13 Independently of each other, they are the same as the description for R1 in claim 1, R 22 and R 23 Independently of each other, the same as the description for R2 in claim 1, R 32 The same as the description about R3 in claim 1.

9. The light-emitting element according to claim 1, wherein The heterocyclic compound represented by the chemical formula 2 is a compound represented by the following chemical formula 2-1: <Chemical Formula 2-1> In the chemical formula 2-1, R 41 , R 44 , R 51 and R 54 independently of each other are hydrogen or deutrium, R 42 and R 43 Independently of each other, the same as the description for R4 in claim 1, R 52 and R 53 Independently of each other, the same as the description for R5 in claim 1, R 61 To R 63 Independently of each other, they are the same as the description regarding R6 in claim 1.

10. The light emitting element according to claim 1, wherein The heterocyclic compound represented by the chemical formula 1 is any one of the following compounds A1 to A80:

11. The light emitting element according to claim 1, wherein The heterocyclic compound represented by the chemical formula 2 is any one of the following compounds B1 to B20:

12. The light emitting element according to claim 1, wherein The light-emitting layer also includes a photosensitizer.

13. The light emitting element according to claim 1, wherein The host further includes a compound different from the heterocyclic compound represented by the Chemical Formula 2.

14. The light emitting element according to claim 1, wherein The light-emitting layer emits blue light with a maximum emission wavelength of 410 nm to 490 nm.

15. The light emitting element according to claim 1, wherein The first electrode is an anode, The second electrode is a cathode, The intermediate layer further includes a hole transport region between the first electrode and the light emitting layer and an electron transport region between the light emitting layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer or any combination thereof. The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer or any combination thereof.

16. The light emitting element according to claim 1, wherein The light emitting element further comprises: a first capping layer, disposed on the outer side of the first electrode; or The second capping layer is disposed on the outer side of the second electrode.

17. An electronic device, wherein: include: The light-emitting element according to any one of claims 1 to 16.

18. The electronic device according to claim 17, wherein: The electronic device further comprises: a thin film transistor electrically connected to the light emitting element; and Color filters, color conversion layers, touch screen layers, polarizing layers, or any combination thereof.

19. An electronic device, wherein: include: The light-emitting element according to any one of claims 1 to 16.

20. The electronic device according to claim 19, wherein: The electronic device is one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, indoor or outdoor lighting and / or signaling, a head-up display, a fully or partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a portable phone, a tablet, a tablet phone, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a 3D display, a virtual reality or augmented reality display, a vehicle, a video wall comprising multiple displays tiled together, a theater or stadium screen, a light therapy device, and a plaque.

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