Condensed ring compound and organic light-emitting element comprising the same

By using specific condensation ring compounds in the light emitting layer of the organic light emitting element, the limitations of existing materials in terms of optical properties and stability are solved, and an organic light emitting element with low driving voltage, high efficiency and long life is achieved.

CN113493474BActive Publication Date: 2025-04-15SAMSUNG DISPLAY CO LTD
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Patent Information

Application Number
CN202011479789.5
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2020-04-03
Filing Date
2020-12-15
Publication Date
2025-04-15
Estimated Expiration
2040-12-15

AI Technical Summary

Technical Problem

The materials used by existing organic light emitting elements in the light emitting layer limit their optical properties and stability, especially with room for improvement in driving voltage and lifetime.

Method used

A new condensation ring compound is employed, whose chemical formula includes specific heterocyclic structures and substituent groups to improve the optical properties and stability of the luminescent layer. The condensation ring compound enhances the separation effect of donor and acceptor through its flat structure and the presence of multiple heteroatoms, and improves the delocalization and polarization of electrons.

Benefits of technology

The organic light-emitting element with low driving voltage, high maximum quantum efficiency, high efficiency and long life is achieved, and the optical performance and stability of the light-emitting layer are improved.

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Abstract

Disclosed are a condensed ring compound represented by the following Chemical Formula 1 and an organic light-emitting element including the same: <Chemical Formula 1> #imgabs0# For the description of Chemical Formula 1, refer to the description in this specification.
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Description

Technical Field

[0001] The present invention relates to a condensed ring compound and an organic light-emitting element comprising the same. Background Art

[0002] Organic light emitting devices are self-luminous devices that have a wider viewing angle and better contrast than existing devices, and also have a shorter response time, better brightness characteristics, driving voltage characteristics, and response speed characteristics, and can achieve multi-colorization.

[0003] The organic light-emitting element may have the following structure: a first electrode is arranged on the upper part of the substrate, and a hole transport region, a light-emitting layer, an electron transport region, and a second electrode are sequentially formed on the upper part of the first electrode. Holes injected from the first electrode may move to the light-emitting layer through the hole transport region, and electrons injected from the second electrode may move to the light-emitting layer through the electron transport region. Carriers such as holes and electrons are recombined in the light-emitting layer region to generate excitons. The excitons are transformed from an excited state to a ground state to generate light. Summary of the invention

[0004] Provided are a condensed ring compound and an organic light-emitting element comprising the same.

[0005] According to one aspect, a condensed ring compound is provided, represented by the following Chemical Formula 1:

[0006] <Chemical Formula 1>

[0007]

[0008] In the chemical formula 1,

[0009] X 1 O, S or N (R 11 ),

[0010] X 2 O, S or N (R 12 ),

[0011] R 1 To R 7 , R 11 and R 12 are independently selected from: hydrogen, deutrium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2 )middle,

[0012] d1 to d4 are independently integers from 1 to 3,

[0013] d5 is 1 or 2,

[0014] d6 and d7 are independently integers from 1 to 6,

[0015] R 1 To R 7 , R 11 and R 12 Two or more groups in the formula (optionally) are optionally combined with each other to form a group surrounded by at least one R 10a Substituted or unsubstituted C 5 -C30 A carbocyclic group or a 10a Substituted or unsubstituted C 2 -C 30 Heterocyclic groups,

[0016] About the R 10a For details, refer to the R 5 Description,

[0017] The substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 The substituents of the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group are selected from:

[0018] Deutrium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0019] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, -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 ) and -P(=O)(Q 11 )(Q 12 ) at least one substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0020] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, 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 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C1 -C 60 heteroaryl, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, -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 ) and -P(=O)(Q 21 )(Q 22 ) at least one substituted or unsubstituted 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 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0021] -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 ) and -P(=O)(Q 31 )(Q 32 )middle,

[0022] The Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33are independently selected from: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazine; hydrazone; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; C 3 -C 10 Cycloalkyl; C 1 -C 10 Heterocycloalkyl; C 3 -C 10 Cycloalkenyl; C 1 -C 10 Heterocycloalkenyl; C 6 -C 60 Aryl; C 1 -C 60 Heteroaryl; a monovalent non-aromatic condensed polycyclic group; a monovalent non-aromatic condensed heteropolycyclic group; a C substituted by at least one selected from deuterium, -F and cyano 1 -C 60 Alkyl; C substituted by at least one selected from deuterium, -F and cyano 6 -C 60 aryl; biphenyl; and terphenyl.

[0023] According to another aspect, an organic light emitting element is provided, comprising: a first electrode; a second electrode facing the first electrode; and an organic layer disposed between the first electrode and the second electrode and comprising a light emitting layer.

[0024] At least one of the first electrode and the second electrode independently includes indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), magnesium (Mg), silver (Ag), aluminum (Al), lithium (Li), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), or any combination thereof,

[0025] The organic light-emitting element further comprises one or more condensed ring compounds as described above. BRIEF DESCRIPTION OF THE DRAWINGS

[0026] Figures 1 to 4 The figures schematically show the structure of an organic light emitting element according to an implementation example.

[0027] Explanation of symbols

[0028] 10: Organic light emitting element 110: First electrode

[0029] 150: organic layer 190: second electrode

[0030] 210: first capping layer 220: second capping layer DETAILED DESCRIPTION

[0031] The condensed ring compound is represented by the following chemical formula 1:

[0032] <Chemical Formula 1>

[0033]

[0034] In the chemical formula 1,

[0035] X 1 Can be O, S or N (R 11 ).

[0036] X 2 Can be O, S or N (R 12 ).

[0037] According to an implementation example, X 1 It can be N(R 11 ).

[0038] According to another implementation example, the condensed ring compound represented by the chemical formula 1 may satisfy at least one of the following conditions 1a and 2a:

[0039] [Condition 1a]

[0040] X 1 N(R 11 ).

[0041] [Condition 2a]

[0042] X 2 N(R 12 ).

[0043] According to another implementation example, it can be: 1 N(R 11 ), X 2 is O; or X 1 N(R 11 ), X 2 S; or X 1 N(R 11 ), X 2 N(R 12 ).

[0044] According to another implementation example, it can be:

[0045] X 2 N(R 12 ), X 1 is O;

[0046] X 2 N(R 12 ), X 1 is S; or

[0047] X 2 N(R 12 ), X 1 N(R 11 ).

[0048] R 1 To R 7 , R 11 and R 12 can be independently selected from: hydrogen, deutrium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl (e.g. substituted or unsubstituted C 2 -C 10 Heterocycloalkyl), substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl (e.g. substituted or unsubstituted C 2 -C 10 Heterocycloalkenyl), substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2 )middle.

[0049] The substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60 Aryl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 The substituents of the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group are selected from:

[0050] Deutrium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0051] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, -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 ) and -P(=O)(Q 11 )(Q 12 ) at least one substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0052] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, -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 ) and -P(=O)(Q 21 )(Q 22 ) at least one substituted or unsubstituted 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 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0053] -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 ) and -P(=O)(Q 31 )(Q 32 )middle,

[0054] The Q1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are independently selected from: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazine; hydrazone; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; C 3 -C 10 Cycloalkyl; C 1 -C 10 Heterocycloalkyl; C 3 -C 10 Cycloalkenyl; C 1 -C 10 Heterocycloalkenyl; C 6 -C 60 Aryl; C 1 -C 60 Heteroaryl; a monovalent non-aromatic condensed polycyclic group; a monovalent non-aromatic condensed heteropolycyclic group; a C substituted by at least one selected from deuterium, -F and cyano 1 -C 60 Alkyl; C substituted by at least one selected from deuterium, -F and cyano 6 -C 60 aryl; biphenyl; and terphenyl.

[0055] R 1 To R 7 , R 11 and R 12 Two or more groups in the formula (R) may be optionally combined with each other to form a 10a Substituted or unsubstituted C 5 -C 30 A carbocyclic group or a 10a Substituted or unsubstituted C 2 -C 30 Heterocyclic groups,

[0056] About the R 10a For details, refer to the description of R in this manual. 5 Description.

[0057] According to an implementation example, the R 1To R 7 , R 11 and R 12 Can be independently selected from:

[0058] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0059] Deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 10 C substituted with at least one of alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl and pyrimidyl. 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0060] Deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted or unsubstituted cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, and azadibenzothioyl;

[0061] Groups represented by the following Chemical Formulae 2-1A to 2-6A; and

[0062] -Si(Q 1 )(Q 2)(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2 )middle,

[0063] Q 1 To Q 3 and Q 31 To Q 33 Independently selected from:

[0064] -CH 3 、-CD 3 、-CD 2 H.-CDH 2 、-CH 2 CH 3 、-CH 2 CD 3 、-CH 2 CD 2 H, -CH 2 CDH 2 、-CHDCH 3 、-CHDCD 2 H, -CHDCDH 2 、-CHDCD 3 、-CD 2 CD 3 、-CD 2 CD 2 H and -CD 2 CDH 2 ;as well as

[0065] By heavy hydrogen, C 1 -C 10 at least one of alkyl, phenyl, biphenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl and triazinyl substituted or unsubstituted n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl and triazinyl,

[0066]

[0067] In the chemical formulae 2-1A to 2-6A,

[0068] Ring A 1 and A 2are independently selected from C 6 -C 30 Carbocyclic group or C 1 -C 30 In the heterocyclic group,

[0069] About R 21 To R 32 For details, refer to the description of R in this manual. 5 Description,

[0070] d31 and d32 may be integers from 1 to 20 independently of each other.

[0071] According to an implementation example, the R 1 To R 4 Independently selected from:

[0072] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0073] Deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 10 C substituted with at least one of alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl and pyrimidyl. 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0074] Groups represented by the following Chemical Formulae 2-1A to 2-6A; and

[0075] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2)、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) and -P(=O)(Q 1 )(Q 2 )middle,

[0076] Q 1 To Q 3 and Q 31 To Q 33 Independently selected from:

[0077] -CH 3 、-CD 3 、-CD 2 H.-CDH 2 、-CH 2 CH 3 、-CH 2 CD 3 、-CH 2 CD 2 H, -CH 2 CDH 2 、-CHDCH 3 、-CHDCD 2 H, -CHDCDH 2 、-CHDCD 3 、-CD 2 CD 3 、-CD 2 CD 2 H and -CD 2 CDH 2 ;as well as

[0078] By heavy hydrogen, C 1 -C 10 at least one of alkyl, phenyl, biphenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl and triazinyl substituted or unsubstituted n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl and triazinyl,

[0079]

[0080] In the chemical formulae 2-1A to 2-6A,

[0081] Ring A 1 and A 2 are independently selected from C 6 -C 30 Carbocyclic group or C 1 -C 30 In the heterocyclic group,

[0082] About R 21 To R 32 For details, refer to the description of R in this manual. 5 Description,

[0083] d31 and d32 may be integers from 1 to 20 independently of each other.

[0084] According to an implementation example, the ring A 1 and A 2 may be independently a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a benzo[9,10]phenanthrene group, a pyrene group, group, cyclopentadiene group, 1,2,3,4-tetrahydronaphthalene group, thiophene group, furan group, indole group, benzoboron group, benzophosphine group, indene group, benzosilole group, benzoazole group, benzothiophene group, benzoselenophene group, benzofuran group, carbazole group, dibenzoboron group, dibenzophosphine group, fluorene group, dibenzosilole group, dibenzoazole group, dibenzothiophene group , dibenzoselenophene group, dibenzofuran group, 5-dibenzothiophene oxide group, 9H-fluorene-9-one group, 5,5-dibenzothiophene dioxide group, azaindole group, azabenzoboron group, azabenzophosphine group, azaindene group, azabenzosilole group, azabenzoazole group, azabenzothiophene group, azabenzoselenophene group, azabenzofuran group, azacarbazole group, azadibenzoboron group, azadibenzophosphine group, azafluorene group, azadibenzosilole group, an azadibenzoxazole group, an azadibenzothiophene group, an azadibenzoselenophene group, an azadibenzofuran group, an aza-5-oxidized dibenzothiophene group, an aza-9H-fluoren-9-one group, an aza-5,5-dioxidized dibenzothiophene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, An isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole group, a benzooxadiazole group, a benzothiadiazole group, a 5,6,7,8-tetrahydroisoquinoline group or a 5,6,7,8-tetrahydroquinoline group.

[0085] According to another implementation example, the ring A 1 and A 2Each of them may be independently a benzene group, a naphthalene group, a carbazole group, a fluorene group, a dibenzothiophene group or a benzofuran group.

[0086] According to an implementation example, the condensed ring compound represented by the chemical formula 1 may satisfy at least one of the following conditions 1 to 4:

[0087] [Condition 1]

[0088] R 1 Selected from -N(Q 1 )(Q 2 ) and the groups represented by the following chemical formulas 2-1 to 2-6;

[0089] [Condition 2]

[0090] R 2 Selected from -N(Q 1 )(Q 2 ) and the groups represented by the following chemical formulas 2-1 to 2-6;

[0091] [Condition 3]

[0092] R 3 Selected from -N(Q 1 )(Q 2 ) and the groups represented by the following chemical formulas 2-1 to 2-6;

[0093] [Condition 4]

[0094] R 4 Selected from -N(Q 1 )(Q 2 ) and the groups represented by the following chemical formulas 2-1 to 2-6,

[0095] The Q 1 and Q 2 are independently selected from: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazine; hydrazone; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; C 3 -C 10 Cycloalkyl; C 1 -C 10 Heterocycloalkyl; C 3 -C 10 Cycloalkenyl; C 1 -C 10 Heterocycloalkenyl; C6 -C 60 Aryl; C 1 -C 60 Heteroaryl; a monovalent non-aromatic condensed polycyclic group; a monovalent non-aromatic condensed heteropolycyclic group; a C substituted by at least one selected from deuterium, -F and cyano 1 -C 60 Alkyl; C substituted by at least one selected from deuterium, -F and cyano 6 -C 60 aryl; biphenyl; and terphenyl,

[0096] Adjacent to the Q 1 and Q 2 can be optionally combined with each other to form at least one R 20a Substituted or unsubstituted C 2 -C 30 Heterocyclic groups,

[0097] About R 20a For details, refer to the description of R in this manual. 5 Description;

[0098]

[0099] In the chemical formulas 2-1 to 2-6,

[0100] R 41 To R 46 Refer to the instructions for R 5 Description,

[0101] d41 to d46 are each independently an integer from 1 to 10,

[0102] * is the binding site with the adjacent atom.

[0103] According to an implementation example, R 5 To R 7 , R 11 and R 12 Independently selected from:

[0104] Hydrogen, deuterium, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0105] By deuterium, -CD 3 、-CD 2 H.-CDH 2 , C 1 -C 10C substituted with at least one of alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl and naphthyl. 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0106] By deuterium, -CD 3 、-CD 2 H.-CDH 2 , C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, isoindolyl, indolyl, indazolyl, purinyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ), at least one substituted or unsubstituted cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, isoindolyl, indolyl, indazolyl, purinyl, carbazolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, and dibenzocarbazolyl; and

[0107] -Si(Q 1 )(Q2 )(Q 3 )、-N(Q 1 )(Q 2 ) and -B(Q 1 )(Q 2 )middle,

[0108] Q 1 To Q 3 and Q 31 To Q 33 Can be independently selected from:

[0109] -CH 3 、-CD 3 、-CD 2 H.-CDH 2 、-CH 2 CH 3 、-CH 2 CD 3 、-CH 2 CD 2 H, -CH 2 CDH 2 、-CHDCH 3 、-CHDCD 2 H, -CHDCDH 2 、-CHDCD 3 、-CD 2 CD 3 、-CD 2 CD 2 H and -CD 2 CDH 2 ;as well as

[0110] By heavy hydrogen, C 1 -C 10 At least one of the alkyl, phenyl and biphenyl groups may be substituted or unsubstituted n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl and naphthyl.

[0111] According to an implementation example, the X 1 It can be N(R 11 ),

[0112] The R 11 and R 1 can be combined with each other to form at least one R 30a Substituted or unsubstituted C 5 -C 30 A carbocyclic group or a 30a Substituted or unsubstituted C 2 -C 30 Heterocyclic group.

[0113] According to another implementation example, the X 2 It can be N(R 12 ),

[0114] The R 12 and R 4 can be combined with each other to form at least one R 20a Substituted or unsubstituted C 5 -C 30 A carbocyclic group or a 20a Substituted or unsubstituted C 2 -C 30 Heterocyclic group.

[0115] About R 30a For details, refer to the description of R in this manual. 10a Description.

[0116] According to an implementation example, there are the following possibilities:

[0117] R 1 , R 2 , R 3 and R 4 It is not hydrogen;

[0118] R 1 is hydrogen, R 2 , R 3 and R 4 It is not hydrogen;

[0119] R 2 is hydrogen, R 1 , R 3 and R 4 It is not hydrogen;

[0120] R 3 is hydrogen, R 1 , R 2 and R 4 It is not hydrogen;

[0121] R 4 is hydrogen, R 1 , R 2 and R 3 It is not hydrogen;

[0122] R 1 and R 4 is hydrogen, R 2 and R 3 It is not hydrogen;

[0123] R 1 and R 2 is hydrogen, R 3 and R4 It is not hydrogen;

[0124] R 1 and R 3 is hydrogen, R 2 and R 4 It is not hydrogen;

[0125] R 2 and R 3 is hydrogen, R 1 and R 4 It is not hydrogen;

[0126] R 2 and R 4 is hydrogen, R 1 and R 3 It is not hydrogen;

[0127] R 1 , R 2 and R 4 is hydrogen, R 3 It is not hydrogen;

[0128] R 1 , R 3 and R 4 is hydrogen, R 2 It is not hydrogen;

[0129] R 1 , R 2 and R 3 is hydrogen, R 4 It is not hydrogen;

[0130] R 2 , R 3 and R 4 is hydrogen, R 1 is not hydrogen; or

[0131] R 1 , R 2 , R 3 and R 4 It's hydrogen.

[0132] According to another implementation example, there are the following possibilities:

[0133] R 1 , R 2 , R 3 and R 4 It is not hydrogen;

[0134] R 1 is hydrogen, R 2 , R 3 and R 4 It is not hydrogen;

[0135] R 2 is hydrogen, R 1 , R 3 and R 4 It is not hydrogen;

[0136] R 1 and R 4 is hydrogen, R 2 and R 3 It is not hydrogen;

[0137] R 1 and R 2 is hydrogen, R 3 and R 4 It is not hydrogen;

[0138] R 1 and R 3 is hydrogen, R 2 and R 4 It is not hydrogen;

[0139] R 1 , R 2 and R 4 is hydrogen, R 3 It is not hydrogen;

[0140] R 1 , R 2 and R 3 is hydrogen, R 4 is not hydrogen; or

[0141] R 1 , R 2 , R 3 and R 4 It's hydrogen.

[0142] According to another implementation example, there are the following possibilities:

[0143] R 1 , R 2 , R 3 and R 4 It is not hydrogen;

[0144] R 1 and R 4 is hydrogen, R 2 and R 3 It is not hydrogen;

[0145] R 2 and R 3 is hydrogen, R 1 and R 4 is not hydrogen; or

[0146] R 1 , R 2 , R3 and R 4 It's hydrogen.

[0147] d1 to d4 can be independently integers from 1 to 3,

[0148] d5 can be 1 or 2,

[0149] d6 and d7 may be integers of 1 to 6 independently of each other.

[0150] According to an implementation example, the values ​​d1 to d4 may be 1.

[0151] According to an implementation example, the condensed ring compound represented by the chemical formula 1 may be represented by one of the following chemical formulas 1-1 to 1-9:

[0152]

[0153]

[0154]

[0155] In the chemical formulas 1-1 to 1-9, with respect to X 1 , X 2 , R 1 To R 7 The descriptions of d5 to d7 refer to the descriptions in this specification, and R 1 To R 4 Each of may not be hydrogen.

[0156] According to an implementation example, the condensed ring compound can be selected from the following compounds 1 to 30, but is not limited thereto:

[0157]

[0158]

[0159]

[0160] The condensed ring compound represented by the Chemical Formula 1 has a wide plate structure including two boron atoms.

[0161] The chemical formula 1 has a skeleton of a wider plate structure including two boron atoms, whereby multiple resonance is further activated by the wider plate structure having a condensed ring, so that HOMO and LUMO can be separated at the atomic level, thereby showing a smaller E STValue and TADF characteristics. The structure of the present invention contains multiple N, O, S atoms and two B atoms and shows the effect of multiple donors and acceptors, thereby increasing the HOMO / LUMO separation effect. Due to the flat and wide structure, the delocalization of electrons in the molecule is amplified, and the polarizability becomes higher, which further increases the f value, so it can be used as a high-efficiency delayed fluorescence luminescent material. In addition, since the main chain has a substituent condensed into a heterocyclic ring, the number of freely rotating CN bonds is reduced compared to the uncondensed substituent, so it can have the effect of making the molecule more rigid in terms of molecular binding energy (BDE), and because it is rich in electrons, it can also have the effect of compensating for the chemical instability that may become fragile due to the characteristics of the electron-deficient boron atom.

[0162] Therefore, an electronic element, for example, an organic light emitting element, using the condensed ring compound represented by Chemical Formula 1 may have low driving voltage, high maximum quantum efficiency, high efficiency, and long lifespan.

[0163] Those skilled in the art can recognize the synthesis method of the condensed ring compound represented by the chemical formula 1 with reference to the examples described below.

[0164] At least one of the condensed ring compounds represented by the chemical formula 1 can be used between a pair of electrodes of an organic light-emitting element. For example, the condensed ring compound can be included in a light-emitting layer. Alternatively, the condensed ring compound represented by the chemical formula 1 can be used as a capping layer material located outside a pair of electrodes of an organic light-emitting element.

[0165] Therefore, an organic light emitting element is provided, comprising: a first electrode; a second electrode facing the first electrode; an organic layer disposed between the first electrode and the second electrode and comprising a light emitting layer; and comprising one or more condensed ring compounds represented by the chemical formula 1.

[0166] In the present specification, “(the organic layer) includes more than one condensed ring” may be interpreted as “(the organic layer) may include one condensed ring compound belonging to the scope of Chemical Formula 1 or two or more condensed ring compounds different from each other belonging to the scope of Chemical Formula 1”.

[0167] For example, the organic layer may include only the compound 1 as the condensed ring compound. In this case, the compound 1 may be present in the light-emitting layer of the organic light-emitting element. Alternatively, the organic layer may include the compound 1 and the compound 2 as the condensed ring compound. In this case, the compound 1 and the compound 2 may be present in the same layer (for example, both the compound 1 and the compound 2 may be present in the light-emitting layer), or in different layers from each other (for example, the compound 1 is present in the light-emitting layer, and the compound 2 is present in the electron transport layer).

[0168] According to an implementation example, the first electrode is an anode.

[0169] The second electrode is a cathode,

[0170] The organic layer includes the condensed ring compound, and the organic layer may further include: a hole transport region arranged between the first electrode and the light emitting layer; and an electron transport region arranged between the light emitting layer and the second electrode.

[0171] According to an implementation example, 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.

[0172] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0173] According to an implementation example, a second capping layer may be further included on the second electrode, and the refractive index of the second capping layer may be greater than 1.6. For example, the refractive index of the second capping layer may be greater than 1.6 at a wavelength of 589 nm.

[0174] According to an implementation example, the light-emitting layer may include the condensed ring compound.

[0175] According to an implementation example, the light-emitting layer may include a host and a dopant.

[0176] The host and the dopant are different from each other,

[0177] The content of the host is greater than the content of the dopant,

[0178] The dopant may include the condensed ring compound.

[0179] According to another implementation example, the light emitting layer may include a dopant and a host.

[0180] The dopant may include more than one of the condensed-ring compounds.

[0181] According to an implementation example, the light-emitting layer can emit blue light or blue-green light.

[0182] According to an implementation example, the condensed ring compound can emit light with a maximum emission wavelength ranging from 400 nm to 500 nm.

[0183] According to an implementation example, the condensed ring compound may be used as a capping layer material located outside a pair of electrodes of the organic light emitting element.

[0184] According to an implementation example, the hole transport region may include a compound represented by the following chemical formula 201 or chemical formula 202:

[0185] <Chemical Formula 201>

[0186]

[0187] <Chemical Formula 202>

[0188]

[0189] In the chemical formula 201 and the chemical formula 202,

[0190] L 201 To L 204 are independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0191] L 205 Selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 Alkylene, substituted or unsubstituted C 2 -C 20 Alkenylene, substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0192] xa1 to xa4 are independently selected from integers from 0 to 3,

[0193] xa5 is selected from integers from 1 to 10,

[0194] R 201 To R 204 and Q 201 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0195] According to an implementation example, the electron transport region may include a compound represented by the following chemical formula 601:

[0196] <Chemical Formula 601>

[0197] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0198] In the chemical formula 601,

[0199] Ar 601 is substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0200] xe11 is 1, 2 or 3,

[0201] L 601 Selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0202] xe1 is selected from integers from 0 to 5,

[0203] R 601 Selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60heteroaryl, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 )middle,

[0204] The Q 601 To Q 603 Independently of each other, C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,

[0205] xe21 can be selected from integers of 1 to 5.

[0206] According to an implementation example, the electron transport region includes an electron injection layer, and the electron injection layer may include alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes or any combination thereof.

[0207] According to an implementation example, an electronic device including the above-mentioned organic light-emitting element is provided.

[0208] According to an implementation example, an electronic device is provided, including the above-mentioned organic light-emitting element and a thin film transistor, wherein the thin film transistor includes 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.

[0209] In this specification, the term "organic layer" refers to all layers of a single layer and / or a plurality of layers interposed between the first electrode and the second electrode in the organic light-emitting element. The substances included in the layer of the "organic layer" are not limited to organic substances.

[0210] For example, the organic light-emitting element may have a structure of i) a first electrode, an organic layer, a second electrode and a second capping layer stacked in sequence; ii) a first capping layer, a first electrode, an organic layer and a second electrode stacked in sequence; or iii) a first capping layer, a first electrode, an organic layer, a second electrode and a second capping layer stacked in sequence, and at least one of the first capping layer and the second capping layer may include the condensed ring compound.

[0211] In this specification, the term "organic layer" refers to all layers, single or multiple, interposed between the first electrode and the second electrode in the organic light-emitting element. The material included in the layer of the "organic layer" is not limited to organic matter.

[0212] [for Figure 1 Description]

[0213] Figure 1 FIG. 1 is a cross-sectional view schematically showing an organic light emitting element 10 according to an embodiment of the present invention. The organic light emitting element 10 includes a first electrode 110 , an organic layer 150 , and a second electrode 190 .

[0214] 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.

[0215] [First electrode 110]

[0216] exist Figure 1 A substrate may be additionally disposed at the lower portion of the first electrode 110 or the upper portion of the second electrode 190. As the substrate, a glass substrate or a plastic substrate having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and waterproofness may be used.

[0217] The first electrode 110 can be formed by providing a first electrode material on a substrate by deposition or sputtering, etc. When the first electrode 110 is an anode, the first electrode material can be selected from materials with a high work function in order to facilitate hole injection.

[0218] 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, the first electrode material may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO) and any combination thereof, but not limited thereto. Alternatively, in order to form the first electrode 110 as a semi-transmissive electrode or a reflective electrode, the first electrode material may be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag) and any combination thereof, but not limited thereto.

[0219] As an implementation example, the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2), zinc oxide (ZnO), magnesium (Mg), silver (Ag), aluminum (Al), lithium (Li), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), silver-magnesium (Ag-Mg), ytterbium (Yb), silver-ytterbium (Ag-Yb) or any combination thereof, but not limited to these.

[0220] The first electrode 110 may have a single-layer structure or a multi-layer structure, for example, a three-layer structure of ITO / Ag / ITO, but is not limited thereto.

[0221] [Organic layer 150]

[0222] An organic layer 150 is disposed on the first electrode 110. The organic layer 150 includes a light emitting layer.

[0223] The organic layer 150 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 190 .

[0224] [Hole Transport Region in Organic Layer 150]

[0225] 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 composed of a plurality of substances different from each other, or iii) a multi-layer structure having a plurality of layers composed of a plurality of substances different from each other.

[0226] The hole transport region may include at least one layer selected from a hole injection layer (HIL), a hole transport layer (HTL), a light emitting auxiliary layer, and an electron blocking layer (EBL).

[0227] For example, the hole transport region may have a single-layer structure composed of a single layer composed of multiple substances different from each other, or 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, but is not limited thereto.

[0228] The hole transport region may include a member selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, Spiro-TPD (Spiro-TPD), Spiro-NPB (Spiro-NPB), methylated NPB, TAPC, HMTPD, 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA: 4,4',4"-tris(N-carbazolyl)triphenylamine), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA: Polyaniline / Dodecylbenzenesulfonic acid), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS: Poly(3,4-ethylenedioxythiophene) / Poly(4-styrenesulfonate)), polyaniline / camphorsulfonic acid (PANI / CSA: Polyaniline / Camphor sulfonicacid), polyaniline / poly(4-styrenesulfonate) (PANI / PSS: Polyaniline / Poly(4-styrenesulfonate)), 9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole (CzSi: 9-(4-tert-Butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole), at least one of the compound represented by the following Chemical Formula 201 and the compound represented by the following Chemical Formula 202:

[0229]

[0230] <Chemical Formula 201>

[0231]

[0232] <Chemical Formula 202>

[0233]

[0234] In the chemical formula 201 and the chemical formula 202,

[0235] L 201 To L 204 are independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0236] L 205 Selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 Alkylene, substituted or unsubstituted C 2 -C 20 Alkenylene, substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0237] xa1 to xa4 are independently selected from integers from 0 to 3,

[0238] xa5 is selected from integers from 1 to 10,

[0239] R 201 To R 204 and Q 201 may be independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0240] For example, in the chemical formula 202, R 201 and R 202 can be optionally linked to each other via a single bond, a dimethyl-methylene group or a diphenyl-methylene group, R 203 and R 204 The groups may be optionally linked to one another via single bonds, dimethyl-methylene groups or diphenyl-methylene groups.

[0241] According to an implementation example, in the chemical formula 201 and the chemical formula 202,

[0242] L 201 To L 205 Independently selected from:

[0243] Phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, tetraphenylene, perylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubidinylene, camphenylene, ovaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzosilylene, and pyridinylene; and

[0244] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one substituted phenylene, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptalene, indacenylene, acenaphthenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, tetraphenylene, perylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, rubidinylene, camphenylene, ovphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene and pyridylene,

[0245] The Q 31 To Q 33 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0246] According to another implementation example, xa1 to xa4 can be 0, 1 or 2 independently of each other.

[0247] According to another implementation example, xa5 can be 1, 2, 3 or 4.

[0248] According to another implementation example, R 201 To R 204 and Q 201 Can be independently selected from:

[0249] Phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridyl; and

[0250] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, pyridyl, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one substituted phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl,

[0251] For the Q 31 To Q 33For details, please refer to the description in this manual.

[0252] According to another implementation example, in the chemical formula 201, R 201 To R 203 At least one of can be independently selected from:

[0253] fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl; and

[0254] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl substituted by at least one of fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl, but not limited thereto.

[0255] According to another implementation example, in the chemical formula 202, i) R 201 and R 202 can be connected to each other via a single bond, and / or ii) R 203 and R 204 can be connected to each other by a single bond.

[0256] According to another implementation example, in the chemical formula 202, R 201 To R 204 At least one of may be selected from:

[0257] carbazolyl; and

[0258] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 The present invention may include at least one substituted carbazolyl group selected from the group consisting of alkyl-substituted phenyl group, -F-substituted phenyl group, naphthyl group, fluorenyl group, spirobifluorenyl group, carbazolyl group, dibenzofuranyl group and dibenzothiophenyl group, but is not limited thereto.

[0259] The compound represented by the chemical formula 201 can be represented by the following chemical formula 201-1:

[0260] <Chemical Formula 201-1>

[0261]

[0262] For example, the compound represented by the chemical formula 201 may be represented by the following chemical formula 201-2, but is not limited thereto:

[0263] <Chemical formula 201-2>

[0264]

[0265] As another example, the compound represented by the chemical formula 201 can be represented by the following chemical formula 201-2(1), but is not limited thereto:

[0266] <Chemical formula 201-2 (1)>

[0267]

[0268] The compound represented by the chemical formula 201 can be represented by the following chemical formula 201A:

[0269] <Chemical Formula 201A>

[0270]

[0271] For example, the compound represented by the chemical formula 201 may be represented by the following chemical formula 201A(1), but is not limited thereto:

[0272] <Chemical formula 201A (1)>

[0273]

[0274] As another example, the compound represented by the chemical formula 201 may be represented by the following chemical formula 201A-1, but is not limited thereto:

[0275] <Chemical Formula 201A-1>

[0276]

[0277] According to an implementation example, the compound represented by the chemical formula 202 can be represented by the following chemical formula 202-1:

[0278] <Chemical formula 202-1>

[0279]

[0280] According to another implementation example, the compound represented by the chemical formula 202 can be represented by the following chemical formula 202-1(1):

[0281] <Chemical formula 202-1(1)>

[0282]

[0283] In addition, the compound represented by the chemical formula 202 may be represented by the following chemical formula 202A:

[0284] <Chemical Formula 202A>

[0285]

[0286] According to another implementation example, the compound represented by the chemical formula 202 can be represented by the following chemical formula 202A-1:

[0287] <Chemical Formula 202A-1>

[0288]

[0289] In the chemical formulae 201-1, 201-2, 201-2(1), 201A, 201A(1), 201A-1, 202-1, 202-1(1), 202A and 202A-1,

[0290] About L 201 To L 203 , xa1 to xa3, xa5 and R 202 To R 204 Please refer to the description of this manual.

[0291] L 205 is selected from phenylene and fluorenylene,

[0292] X 211 Selected from O, S and N(R 211 )middle,

[0293] X 212 Selected from O, S and N(R 212 )middle,

[0294] About R 211 and R 212 For details, refer to the description of R in this manual. 203 Description,

[0295] R 213 To R 217 can be independently selected from hydrogen, deutrium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C 1 -C 10 Alkyl-substituted phenyl, -F-substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, tetraphenyl, peryl, peryl, pentaphenyl, hexaphenyl, pentacene, rubinyl, camphenyl, ovalenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl.

[0296] The hole transport region may include at least one compound selected from the following compounds HT1 to HT48, but is not limited thereto:

[0297]

[0298]

[0299]

[0300]

[0301]

[0302] The thickness of the hole transport region may be approximately To about For example, it can be approximately To about If the hole transport region includes at least one of a hole injection layer and a hole transport layer, the thickness of the hole injection layer may be about To about For example, for approximately To about The thickness of the hole transport layer may be approximately To about For example, approximately To about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer satisfy the aforementioned ranges, satisfactory hole transport characteristics can be obtained without substantially increasing the driving voltage.

[0303] The light-emitting auxiliary layer is a layer that increases the light emission 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 electron injection from the electron transport region. The light-emitting auxiliary layer and the electron blocking layer may include the substances described above.

[0304] [p-dopant]

[0305] In addition to the above-mentioned substances, the hole transport region may further include a charge generating substance in order to improve conductivity. The charge generating substance may be uniformly or non-uniformly dispersed in the hole transport region.

[0306] The charge generating substance may be, for example, a p-dopant.

[0307] According to an implementation example, the LUMO of the p-dopant may be below -3.5 eV.

[0308] The p-dopant may include at least one selected from a quinone derivative, a metal oxide, and a cyano-containing compound, but is not limited thereto.

[0309] For example, the p-dopant may include a member selected from:

[0310] Quinone derivatives such as tetracyanoquinodimethane (TCNQ: Tetracyanoquinodimethane) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ: 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane);

[0311] Metal oxides such as tungsten oxide and molybdenum oxide;

[0312] 1,4,5,8,9,12-hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

[0313] At least one of the compounds represented by the following Chemical Formula 221, but not limited thereto.

[0314]

[0315] <Chemical Formula 221>

[0316]

[0317] In the chemical formula 221,

[0318] R221 To R 223 are independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 1 -C 60 In the heteroaryl group, the substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and the substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, the R 221 To R 223 At least one of them has a cyano group, -F, -Cl, -Br, -I, C substituted by -F 1 -C 20 Alkyl, C substituted by -Cl 1 -C 20 Alkyl, C substituted by -Br 1 -C 20 Alkyl and C substituted by -I 1 -C 20 At least one substituent in the alkyl group.

[0319] [Light Emitting Layer in Organic Layer 150]

[0320] In the case where 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 a blue light emitting layer according to independent sub-pixels. Alternatively, the light emitting layer can have a structure in which two or more layers selected from the red light emitting layer, the green light emitting layer, and the blue light emitting layer are in contact or stacked apart, or can have a structure in which two or more substances selected from the red light emitting substance, the green light emitting substance, and the blue light emitting substance are mixed without distinguishing the layers, thereby emitting white light.

[0321] The light emitting layer may include the condensed ring compound represented by the Chemical Formula 1.

[0322] The light emitting layer may include a host and a light emitting material. The light emitting material may include at least one of a phosphorescent dopant, a fluorescent dopant, and a quantum dot.

[0323] The content of the dopant in the light emitting layer may generally be selected within a range of about 0.01 to about 15 parts by weight based on about 100 parts by weight of the host, but is not limited thereto.

[0324] The light-emitting layer may emit blue light or blue-green light.

[0325] The heterocyclic compound of the light-emitting layer may emit blue light or blue-green light having a maximum light-emitting wavelength in the range of 400 nm to 500 nm.

[0326] The thickness of the light emitting layer may be approximately To about For example, it can be approximately To about When the thickness of the light-emitting layer satisfies the above-mentioned range, excellent light-emitting characteristics can be exhibited without substantially increasing the driving voltage.

[0327] [Subject in the luminous layer]

[0328] The host and the dopant are different from each other, a content of the host is greater than a content of the dopant, and the host may include a condensed ring compound represented by the Chemical Formula 1.

[0329] The host may further include a compound represented by the following Chemical Formula 301.

[0330] <Chemical Formula 301>

[0331] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0332] In the chemical formula 301,

[0333] Ar 301 is substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0334] xb11 is 1, 2 or 3,

[0335] L 301 Selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0336] xb1 is selected from integers from 0 to 5,

[0337] R 301 is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 60 Alkyl, substituted or unsubstituted C 2 -C 60 Alkenyl, substituted or unsubstituted C 2 -C 60 Alkynyl, substituted or unsubstituted C 1 -C 60 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic 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 ) and -P(=O)(Q 301 )(Q 302 )middle,

[0338] xb21 can be selected from integers from 1 to 5,

[0339] Q 301 To Q 303 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Among them, alkoxy, phenyl, biphenyl, terphenyl and naphthyl, but are not limited thereto.

[0340] According to an implementation example, in the chemical formula 301, Ar 301 Selected from:

[0341] naphthyl group, fluorene group, spirobifluorene group, benzofluorene group, dibenzofluorene group, phenanthene group, phenanthren group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, group, a naphthacene group, a phenene group, a perylene group, a pentaphene group, an indenoanthracene group, a dibenzofuran group, and a dibenzothiophene group; and

[0342] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -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 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted naphthyl group, fluorene group, spirobifluorene group, benzofluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, group, naphthacene group, phenanthracene group, perylene group, pentaphene group, indenoanthracene group, dibenzofuran group and dibenzothiophene group,

[0343] Q 31 To Q 33 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl and naphthyl, but not limited thereto.

[0344] When xb11 in the chemical formula 301 is 2 or more, two or more Ar 301 Can be connected to each other by a single key.

[0345] According to another implementation example, the compound represented by the chemical formula 301 may be represented by the following chemical formula 301-1 or chemical formula 301-2:

[0346] <Chemical Formula 301-1>

[0347]

[0348] <Chemical formula 301-2>

[0349]

[0350] In the chemical formula 301-1 to the chemical formula 301-2,

[0351] A 301 To A 304 independently selected from benzene, naphthalene, phenanthrene, fluoranthene, benzo[9,10]phenanthrene, pyrene, pyridine, pyrimidine, indene, fluorene, spirobifluorene, benzofluorene, dibenzofluorene, indole, carbazole, benzocarbazole, dibenzocarbazole, furan, benzofuran, dibenzofuran, naphthofuran, benzonaphthofuran, dinaphthofuran, thiophene, benzothiophene, dibenzothiophene, naphthothiophene, benzonaphthothiophene and dinaphthothiophene,

[0352] X 301 O, S or N-[(L 304 ) xb4 -R 304 ],

[0353] R 311 To R 314 are independently selected from hydrogen, deutrium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -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 ) and -P(=O)(Q 31 )(Q 32 )middle,

[0354] xb22 and xb23 are independently 0, 1 or 2,

[0355] About L 301 、xb1、R 301 and Q 31 To Q 33 Please refer to the description of this manual.

[0356] About L 302 To L 304 The descriptions of L are independently referred to 301 Description,

[0357] The descriptions about xb2 to xb4 refer to the description about xb1 independently of each other.

[0358] About R 302 To R 304 The descriptions of R 301 Description.

[0359] For example, in the chemical formula 301, the chemical formula 301-1 and the chemical formula 301-2, L 301 To L 304 Independently selected from:

[0360] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene, and azacarbazolylene; and

[0361] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridyl azine, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -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 ) and -P(=O)(Q 31 )(Q 32) is at least one substituted phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, In the group consisting of pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene and azacarbazolylene,

[0362] About the Q 31 To Q 33 For details, please refer to the description in this manual.

[0363] As another example, in the chemical formula 301, the chemical formula 301-1 and the chemical formula 301-2, R 301 To R 304 Can be independently selected from:

[0364] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0365] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridyl azine, pyrimidinyl, pyridazinyl, triazine, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -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 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl,

[0366] About the Q 31 To Q 33 For details, please refer to the description in this manual.

[0367] As another example, the host may include an alkaline earth metal complex. For example, the host may be selected from a Be complex (eg, compound H55 described below), a Mg complex, and a Zn complex.

[0368] The host may include 9,10-di(2-naphthyl)anthracene (AND: 9,10-Di(2-naphthyl)anthracene), 2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN: 2-Methyl-9,10-bis(naphthalen-2-yl)anthracene), 9,10-di-(2-naphthyl)-2-t-butyl-anthracene (TBADN: 9,10-di-(2-naphthyl)-2-t-butyl-anthr acene), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP: 4,4′-bis(N-carbazolyl)-1,1′-biphenyl), 1,3-di-9-carbazolylbenzene (mCP: 1,3-di-9-carbazolylbenzene), 1,3,5-tri(carbazol-9-yl)benzene (TCP: 1,3,5-tri(carbazol-9-yl)benzene) and at least one of compounds H1 to H55, but not limited thereto:

[0369]

[0370]

[0371]

[0372] [Phosphorescent Dopant of Light Emitting Layer Included in Organic Layer 150]

[0373] The phosphorescent dopant may include an organic metal complex represented by the following Chemical Formula 401.

[0374] <Chemical Formula 401>

[0375] M(L 401 ) xc1 (L 402 ) xc2

[0376] <Chemical Formula 402>

[0377]

[0378] In the chemical formula 401 and the chemical formula 402,

[0379] M is selected from iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh) and thulium (Tm),

[0380] L 401 is selected from the ligand represented by the chemical formula 402, xc1 is 1, 2 or 3, wherein when xc1 is 2 or more, two or more L 401 can be the same or different from each other,

[0381] L 402 It can be an organic ligand, and xc2 can be selected from integers from 0 to 4. When xc2 is 2 or more, two or more L 402 can be the same or different from each other,

[0382] X 401 To X 404 may independently be nitrogen or carbon,

[0383] X 401 and X 403 Can be connected by single or double bonds, X 402 and X 404 Can be connected by single or double bonds,

[0384] A 401 and A 402 Can be independently C 5 -C 60 Carbocyclic group or C 1 -C 60 Heterocyclic groups,

[0385] X 405 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*', the Q 411 and Q 412 For hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,

[0386] X 406 is a single bond, O or S,

[0387] R401 and R 402 are independently selected from hydrogen, deutrium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C 1 -C 20 Alkyl, substituted or unsubstituted C 1 -C 20 Alkoxy, substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic 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 ) and -P(=O)(Q 401 )(Q 402 ), the Q 401 To Q 403 are independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, C 6 -C 20 Aryl and C 1 -C 20 In heteroaryl groups,

[0388] xc11 and xc12 are independently selected from integers from 0 to 10,

[0389] In the chemical formula 402, * and *' are binding sites with M in the chemical formula 401.

[0390] According to an implementation example, in the chemical formula 402, A 401 and A 402 The benzoyl group may be independently selected from a phenyl group, a naphthalene group, a fluorene group, a spirobifluorene group, an indene group, a pyrrole group, a thiophene group, a furan group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a quinoxaline group, a quinazoline group, a carbazole group, a benzimidazole group, a benzofuran group, a benzothiophene group, an isobenzothiophene group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a dibenzofuran group and a dibenzothiophene group.

[0391] According to another implementation example, in the chemical formula 402, i) X 401 is nitrogen and X 402 is carbon, or ii) X 401 and X 402 Both may be nitrogen.

[0392] According to another implementation example, in the chemical formula 402, R 401 and R 402 Independently selected from:

[0393] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0394] C substituted by at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, phenyl, naphthyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl and norbornenyl 1 -C 20 Alkyl and C 1 -C 20 Alkoxy;

[0395] Cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl and dibenzothiophenyl;

[0396] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl substituted with at least one of alkoxy, cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and

[0397] -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 ) and -P(=O)(Q 401 )(Q 402 )middle,

[0398] The Q 401 To Q 403 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl and naphthyl, but not limited thereto.

[0399] According to another implementation example, in the chemical formula 401, when xc1 is greater than 2, two or more L 401 Two A's 401 Optionally, X can be used as a linker. 407 And connected to each other, or two A 402It can be optionally connected by X 408 are connected to each other (see Compounds PD1 to PD4 and Compound PD7 below). 407 and X 408 may be independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*'、*-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(Q 414 )-*'(Here, Q 413 and Q 414 can be independently hydrogen, deuterium, C 1 -C 20 Alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl), but is not limited thereto.

[0400] In the chemical formula 401, L 402 It can be any monovalent organic ligand, divalent organic ligand or trivalent organic ligand. 402 The moiety may be selected from halogen, diketone (eg, acetylacetone), carboxylic acid (eg, picolinic acid), -C(=O), isonitrile, -CN, or phosphorus (eg, phosphine and phosphite), but is not limited thereto.

[0401] Alternatively, the phosphorescent dopant may be selected from, for example, the following compounds PD1 to PD25, but is not limited thereto:

[0402]

[0403] [Fluorescent dopant in the light-emitting layer]

[0404] The fluorescent dopant may include a condensed ring compound represented by the Chemical Formula 1.

[0405] The fluorescent dopant may further include an aromatic amine compound or a styrylamine compound.

[0406] The fluorescent dopant may further include a compound represented by the following Chemical Formula 501.

[0407] <Chemical Formula 501>

[0408]

[0409] In the chemical formula 501,

[0410] Ar501 is substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0411] L 501 To L 503 are independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0412] xd1 to xd3 are independently selected from integers from 0 to 3,

[0413] R 501 and R 502 are independently selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 In the heteroaryl group, the substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and the substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,

[0414] xd4 can be selected from integers from 1 to 6.

[0415] According to an implementation example, in the chemical formula 501, Ar 501 Can be selected from:

[0416] naphthyl group, heptadiene group, fluorene group, spirobifluorene group, benzofluorene group, dibenzofluorene group, phenanthren group, phenanthren group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, group, a naphthacene group, a chrysene group, a perylene group, a pentaphene group, an indenoanthracene group, and an indenophenanthrene group; and

[0417] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 at least one substituted naphthyl group selected from the group consisting of an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, a heptalene group, a fluorene group, a spirobifluorene group, a benzofluorene group, a dibenzofluorene group, a phenanthene group, a phenanthren group, an anthracene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, group, naphthacene group, phenanthrenyl group, perylene group, pentaphene group, indenoanthracene group and indenophenanthrene group.

[0418] According to another implementation example, in the chemical formula 501, L 501 To L 503 Can be independently selected from:

[0419] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene phenylene, ...

[0420] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, at least one of phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, py ... The invention also includes phenylene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene and pyridylene.

[0421] According to another implementation example, in the chemical formula 501, R 501 and R 502 Independently selected from:

[0422] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl, and pyridyl; and

[0423] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, and -Si(Q 31 )(Q 32 )(Q 33 ) is at least one substituted phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzosilyl and pyridyl,

[0424] The Q 31 To Q 33 Can be selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0425] According to another implementation example, in the chemical formula 501, xd4 may be 2, but is not limited thereto.

[0426] For example, the fluorescent dopant may be selected from the following compounds FD1 to FD22:

[0427]

[0428]

[0429]

[0430] Alternatively, although the fluorescent dopant may be selected from the following compounds, it is not limited thereto.

[0431]

[0432] [Quantum dot]

[0433] The light-emitting layer included in the organic light-emitting element of the present invention may include quantum dot materials.

[0434] The quantum dots are particles having a crystalline structure with a size of several nanometers to several tens of nanometers, and are composed of hundreds to thousands of atoms.

[0435] Since the size of the quantum dots is very small, they exhibit a quantum confinement effect, which refers to the phenomenon that the band gap of an object becomes larger when the object is as small as a nanometer or smaller. Accordingly, when light with a wavelength having an energy greater than the band gap of the quantum dots is irradiated to the quantum dots, the quantum dots absorb the light and become excited, and drop to the ground state while emitting light of a specific wavelength. At this time, the wavelength of the emitted light has a value equivalent to the band gap.

[0436] The core of the quantum dot may include a II-VI compound, a III-VI compound, a III-V compound, a IV-VI compound, a Group IV element or compound, a I-III-VI compound, or a combination thereof.

[0437] The II-VI compound can be selected from the group consisting of the following compounds: a binary compound selected from the group consisting of CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS and mixtures thereof; a binary compound selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdS Ternary compounds selected from the group consisting of CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and mixtures thereof; and quaternary compounds selected from the group consisting of CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe and mixtures thereof.

[0438] Group III-VI compounds may include: 2 S 3 、In 2 Se 3 Binary compounds such as InGaS 3 、InGaSe 3 or any combination thereof.

[0439] The III-V compounds can be selected from the group consisting of the following compounds: binary compounds selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb and mixtures thereof; ternary compounds selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb and mixtures thereof; and quaternary compounds selected from the group consisting of GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb and mixtures thereof. The III-V group compound may also include a Group II metal (eg, InZnP, etc.).

[0440] The IV-VI compound can be selected from the group consisting of the following compounds: a binary compound selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe and mixtures thereof; a ternary compound selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe and mixtures thereof; and a quaternary compound selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe and mixtures thereof. The IV group element can be selected from the group consisting of Si, Ge and mixtures thereof. The IV group compound can be a binary compound selected from the group consisting of SiC, SiGe and mixtures thereof.

[0441] At this time, the binary compound, ternary compound or quaternary compound may exist in the particle at a uniform concentration or in a state where the concentration distribution is locally different in the same particle. In addition, it may have a core / shell structure in which one quantum dot surrounds another quantum dot. The interface between the core and the shell may have a concentration gradient in which the concentration of the element present in the shell decreases as it approaches the center.

[0442] In some embodiments, the quantum dot may have a core-shell structure including the aforementioned nanocrystal core and a shell surrounding the core. The shell of the quantum dot may serve as a protective layer for maintaining semiconductor properties to prevent chemical denaturation of the core and / or a charging layer for imparting electrophoretic properties to the quantum dot. The shell may be a single layer or multiple layers. The interface between the core and the shell may have a concentration gradient in which the concentration of the element present in the shell is lower as it approaches the center. Examples of the shell of the quantum dot may include metal or non-metal oxides, semiconductor compounds, or combinations thereof.

[0443] For example, examples of the metal 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, etc.; or MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 、CoMn 2 O 4 The present invention may include ternary compounds such as , but the present invention is not limited thereto.

[0444] Furthermore, examples of the semiconductor compounds may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, etc., but the present invention is not limited thereto.

[0445] The quantum dots may have a half width (FWHM) of the emission wavelength spectrum of about 45 nm or less, preferably about 40 nm or less, and more preferably about 30 nm or less, within which the color purity or color reproducibility may be improved. Moreover, the light emitted by such quantum dots is emitted in all directions, thus improving the optical viewing angle.

[0446] Furthermore, although the morphology of quantum dots is the morphology commonly used in this field and is not particularly limited, more specifically, spherical, pyramidal, multi-arm or cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplate-like particles, etc. can be used.

[0447] Quantum dots can adjust the color of the light they emit according to the particle size. Therefore, quantum dots can have a variety of luminescent colors such as blue, red, and green.

[0448] [Electron Transport Region in Organic Layer 150]

[0449] The electron transport region may have: i) a single-layer structure consisting of a single layer formed using a single substance; ii) a single-layer structure consisting of a single layer formed using a plurality of mutually different substances; or iii) a multi-layer structure having a plurality of layers formed using a plurality of mutually different substances.

[0450] The electron transport region may include at least one layer selected from a buffer layer, a hole blocking layer, an electron regulating layer, an electron transport layer (ETL), and an electron injection layer, but is not limited thereto.

[0451] 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, but is not limited thereto.

[0452] The electron transport region (eg, a buffer layer, a hole blocking layer, an electron regulating layer, an electron transport layer, and / or an electron injection layer in the electron transport region) may include the condensed ring compound represented by the Chemical Formula 1.

[0453] Alternatively, the electron transport region may include the condensed ring compound represented by the Chemical Formula 1, and may further include a metal-free compound including at least one π-electron-poor nitrogen-containing ring.

[0454] The "π-electron-poor nitrogen-containing ring" as a ring-forming part refers to a C having at least one *-N=*' part 1 -C 60 Heterocyclic group.

[0455] For example, the “π-electron-poor nitrogen-containing ring” may be i) a 5- to 7-membered heteromonocyclic group having at least one *-N=*' portion, or ii) a heteropolycyclic group in which two or more of the 5- to 7-membered heteromonocyclic groups having at least one *-N=*' portion are condensed with each other, or iii) at least one of the 5- to 7-membered heteromonocyclic groups having at least one *-N=*' portion is condensed with at least one C5 -C 60 A heteropolycyclic group in which carbocyclic groups are condensed with each other.

[0456] Specific examples of the “π-electron-poor nitrogen-containing ring” may include imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine and azacarbazole, but are not limited thereto.

[0457] For example, the electron transport region may include a compound represented by the following Chemical Formula 601.

[0458] <Chemical Formula 601>

[0459] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0460] In the chemical formula 601,

[0461] Ar 601 is substituted or unsubstituted C 5 -C 60 A carbocyclic group or a substituted or unsubstituted C 1 -C 60 Heterocyclic groups,

[0462] xe11 is 1, 2 or 3,

[0463] L 601 Selected from substituted or unsubstituted C 3 -C 10 Cycloalkylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkylene, substituted or unsubstituted C 3 -C 10 Cycloalkenylene, substituted or unsubstituted C 1 -C 10 Heterocycloalkenylene, substituted or unsubstituted C 6 -C 60 Arylene, substituted or unsubstituted C 1 -C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,

[0464] xe1 is selected from integers from 0 to 5,

[0465] R 601 Selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 6 -C 60 Arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 )middle,

[0466] The Q 601 To Q 603 Independently of each other, C 1 -C 10 Alkyl, C 1 -C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl,

[0467] xe21 is selected from integers of 1 to 5.

[0468] According to an implementation example, the xe11 Ar 601 And xe21 R 601 At least one of may include a π-electron-poor nitrogen-containing ring as described above.

[0469] According to an implementation example, in the chemical formula 601, Ar 601 Selected from:

[0470] phenyl group, naphthalene group, fluorene group, spirobifluorene group, benzofluorene group, dibenzofluorene group, phenanthene group, phenanthren group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, a naphthacene group, a phenanthracene group, a perylene group, a pentaphene group, an indenoanthracene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, and an azacarbazole group; and

[0471] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted phenyl group, naphthyl group, fluorene group, spirobifluorene group, benzofluorene group, dibenzofluorene group, phenanthene group, phenanthrenyl group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, group, a naphthacene group, a phenanthracene group, a perylene group, a pentaphene group, an indenoanthracene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group and an azacarbazole group,

[0472] The Q 31To Q 33 can be independently selected from C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0473] In the chemical formula 601, when xe11 is 2 or more, 2 or more Ar 601 can be connected to each other by a single bond.

[0474] According to another implementation example, in the chemical formula 601, Ar 601 It may be an anthracene group.

[0475] According to another implementation example, the compound represented by the chemical formula 601 can be represented by the following chemical formula 601-1.

[0476] <Chemical Formula 601-1>

[0477]

[0478] In the chemical formula 601-1,

[0479] X 614 N or C (R 614 ), X 615 N or C (R 615 ), X 616 N or C (R 616 ), and X 614 To X 616 At least one of them is N,

[0480] L 611 To L 613 Independently of each other, refer to the L 601 Description,

[0481] xe611 to xe613 are independent of each other and refer to the description of xe1.

[0482] R 611 To R 613 Independently of each other, refer to the R 601 Description,

[0483] R 614 To R 616 can be independently selected from hydrogen, deutrium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.

[0484] According to an implementation example, in the chemical formula 601 and the chemical formula 601-1, L 601 and L 611 To L 613 Can be independently selected from:

[0485] Phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridylene, imidazopyrimidylene, and azacarbazolylene; and

[0486] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl , naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl substituted by at least one of phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthrylenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, pyrenylene yl, perylene, pentaphenylene, hexaphenylene, pentaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene The invention also includes 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 51, 52, 53, 54, 55, 56, 57, 58, 59, 61, 62, 63, 64, 65, 66, 67, 68, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92

[0487] According to another implementation example, in the chemical formula 601 and the chemical formula 601-1, xe1 and xe611 to xe613 can be 0, 1 or 2 independently of each other.

[0488] According to another implementation example, in the chemical formula 601 and the chemical formula 601-1, R 601 and R 611 To R 613 Independently selected from:

[0489] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl , pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl;

[0490] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalide phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, yl, peryl, pentaphenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and

[0491] -S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 )middle,

[0492] About the Q 601 and Q 602 For details, please refer to the description in this manual.

[0493] The electron transport region may include at least one compound selected from the following compounds ET1 to ET36, but is not limited thereto:

[0494]

[0495]

[0496]

[0497]

[0498] Alternatively, the electron transport region may include a member selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP: 2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline), 4,7-diphenyl-1,10-phenanthroline (Bphen: 4,7-Diphenyl-1,10-phenanthroline), Alq 3, BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ: 3-(Biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole), NTAZ, diphenyl[4-(triphenylsilyl)phenyl]phosphine oxide (TSPO1: Diphenyl[4-(triphenylsilyl)phenyl]phosphine oxide) and 2,2',2"-(1,3,5-benzyltriyl)-tris(1-phenyl-1-H-benzimidazole) (TPBi: 2,2′,2"-(1,3,5-Benzinetriyl)-tris(1-phenyl-1-H-benzimidazole)).

[0499]

[0500] The thickness of the buffer layer, the hole blocking layer or the electron regulating layer may be independently about To about For example, it can be approximately To about When the thickness of the buffer layer, the hole blocking layer or the electron regulating layer satisfies the aforementioned range, excellent hole blocking characteristics or electron regulating characteristics can be obtained without substantially increasing the driving voltage.

[0501] The thickness of the electron transport layer may be approximately To about For example, it can be approximately To about In the case where the thickness of the electron transport layer satisfies the above range, satisfactory electron transport characteristics can be obtained without substantially increasing the driving voltage.

[0502] 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.

[0503] The metal-containing substance may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The metal ions of the alkali metal complex may be selected from Li ions, Na ions, K ions, Rb ions and Cs ions, and the metal ions of the alkaline earth metal complex may be selected from Be ions, Mg ions, Ca ions, Sr ions and Ba ions. The ligands coordinated with the metal ions of the alkali metal complex and the alkaline earth metal complex may be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline and cyclopentadiene, but are not limited thereto.

[0504] For example, the metal-containing substance may include a Li complex. The Li complex may include, for example, the following compound ET-D1 (lithium quinolate, LiQ) or ET-D2.

[0505]

[0506] The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190. The electron injection layer may directly contact the second electrode 190.

[0507] 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 composed of a plurality of substances different from each other, or iii) a multi-layer structure having a plurality of layers composed of a plurality of substances different from each other.

[0508] The electron injection layer may include alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof.

[0509] The alkali metal may be selected from Li, Na, K, Rb and Cs. According to one implementation example, the alkali metal may be Li, Na or Cs. According to another implementation example, the alkali metal may be Li or Cs, but is not limited thereto.

[0510] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.

[0511] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb and Gd.

[0512] The alkali metal compound, alkaline earth metal compound, and rare earth metal compound may be selected from oxides and halides (e.g., fluorides, chlorides, bromides, or iodides, etc.) of the alkali metal, alkaline earth metal, and rare earth metal.

[0513] The alkali metal compound may be selected from alkali metal oxides such as Li 2 O, Cs 2 O 3 or K 2 O, etc., and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, etc. According to one implementation example, the alkali metal compound may be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI, KI, but is not limited thereto.

[0514] The alkaline earth metal compound may be selected from alkaline earth metal compounds such as BaO, SrO, CaO, Ba x Sr 1-x O (0 < x < 1), Ba x Ca 1-x O (0 < x < 1), etc. According to one implementation example, the alkaline earth metal compound may be selected from BaO, SrO, and CaO, but is not limited thereto.

[0515] The rare earth metal compound may be selected from YbF 3 , ScF 3 , Sc 2 O 3 , Y 2 O 3 , Ce 2 O 3 , GdF 3 , and TbF 3 . According to one implementation example, although the rare earth metal compound may be selected from YbF 3 , ScF 3 , TbF 3 , YbI 3 , ScI 3 , TbI 3 , it is not limited thereto.

[0516] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include ions of the alkali metal, alkaline earth metal and rare earth metal as described above, and the ligands coordinated with the metal ions of the alkali metal complex, alkaline earth metal complex and rare earth metal complex may be independently selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline and cyclopentadiene, but are not limited thereto.

[0517] The electron injection layer may only include the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex or any combination thereof as described above, or may also include the above-mentioned organic matter. In the case where the electron injection layer also includes organic matter, the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex or any combination thereof may be uniformly or non-uniformly dispersed in the matrix formed using the organic matter.

[0518] The thickness of the electron injection layer may be approximately To about For example, it can be approximately To about In the case where the thickness of the electron injection layer satisfies the aforementioned range, satisfactory electron injection characteristics can be obtained without substantially increasing the driving voltage.

[0519] [Second electrode 190]

[0520] The second electrode 190 is disposed on the organic layer 150. The second electrode 190 may be a cathode as an electron injection electrode, and in this case, metals, alloys, conductive compounds, and combinations thereof having a low work function may be used as the material for the second electrode 190.

[0521] The second electrode 190 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2), zinc oxide (ZnO), magnesium (Mg), silver (Ag), aluminum (Al), lithium (Li), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), silver-magnesium (Ag-Mg), ytterbium (Yb), silver-ytterbium (Ag-Yb) or any combination thereof, but not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode or a reflective electrode.

[0522] The second electrode 190 may have a single-layer structure as a single layer or a multi-layer structure having a plurality of layers.

[0523] [about Figures 2 to 4 Description]

[0524] also, Figure 2 The organic light emitting element 20 has a structure in which a first capping layer 210, a first electrode 110, an organic layer 150 and a second electrode 190 are sequentially stacked. Figure 3 The organic light emitting element 30 has a structure in which a first electrode 110, an organic layer 150, a second electrode 190 and a second capping layer 220 are sequentially stacked. Figure 4 The organic light emitting element 40 has a structure in which a first capping layer 210 , a first electrode 110 , an organic layer 150 , a second electrode 190 , and a second capping layer 220 are sequentially stacked.

[0525] Figures 2 to 4 For the description of the first electrode 110, the organic layer 150 and the second electrode 190, refer to the description of Figure 1 Description.

[0526] The light generated from the light-emitting layer in the organic layer 150 of the organic light-emitting elements 20 and 40 can be extracted to the outside through the first electrode 110 as a semi-transmissive electrode or a transmissive electrode and the first capping layer 210. The light generated from the light-emitting layer in the organic layer 150 of the organic light-emitting elements 30 and 40 can be extracted to the outside through the second electrode 190 as a semi-transmissive electrode or a transmissive electrode and the second capping layer 220.

[0527] The first capping layer 210 and the second capping layer 220 can improve the external light emitting efficiency according to constructive interference.

[0528] The first capping layer 210 and the second capping layer 220 may independently include organic matter, inorganic matter, or any combination thereof.

[0529] At least one of the first capping layer 210 and the second capping layer 220 may independently include a compound selected from carbocyclic compounds, heterocyclic compounds, amine-containing compounds, porphine derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, alkaline earth metal complexes, SiON, SiN x 、SiO x At least one of silicon-based inorganic substances, silicon-based organic substances, acrylic compounds and epoxy compounds. The carbocyclic compounds, heterocyclic compounds and amine compounds can be selectively substituted by a substituent containing at least one element selected from O, N, S, Se, Si, F, Cl, Br and I. According to an implementation example, at least one of the first capping layer 210 and the second capping layer 220 can independently include an amine compound.

[0530] At least one of the first capping layer 210 and the second capping layer 220 may independently have a refractive index of 1.6 or more at a wavelength of 589 nm.

[0531] In the case of having a refractive index within the above range, it is possible to increase light extraction efficiency of the organic light emitting element.

[0532] According to another implementation example, at least one of the first capping layer 210 and the second capping layer 220 may include the compound represented by the chemical formula 201 or the compound represented by the chemical formula 202 independently of each other.

[0533] According to yet another implementation example, at least one of the first capping layer 210 and the second capping layer 220 may independently include a compound selected from the compounds HT28 to HT33 and the following compounds CP1 to CP5, but is not limited thereto.

[0534]

[0535] The above, although referring to Figures 1 to 4 The above-mentioned organic light emitting element is described, but it is not limited thereto.

[0536] The various layers included in the hole transport region, the light-emitting layer, and the various layers included in the electron transport region can be formed in a predetermined area by various methods such as vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett), inkjet printing, laser printing, and laser thermal transfer (LITI: Laser Induced Thermal Imaging).

[0537] In the case where 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 deposition, the deposition conditions may be, for example, a deposition temperature of about 100° C. to about 500° C. ... -8 torr to about 10 -3 torr vacuum and approx. To about The deposition rate range is selected in consideration of the material to be included in the layer to be formed and the structure of the layer to be formed.

[0538] In the case of forming the layers included in the hole transport region, the light-emitting layer, and the layers included in the electron transport region respectively by spin coating, the coating conditions can be selected within the coating speed range of, for example, about 2000 rpm to about 5000 rpm and the heat treatment temperature range of about 80°C to about 200°C, taking into account the materials to be included in the layers to be formed and the structure of the layers to be formed.

[0539] [General Definition of Substituents]

[0540] In this manual, C 1 -C 60 The alkyl group represents a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl and hexyl. 1 -C 60 Alkylene represents the C 1 -C 60 An alkyl group has a divalent group of the same structure.

[0541] In this manual, C 2 -C 60 Alkenyl represents the 2 -C 60 The alkyl group includes one or more carbon-carbon double bonds in the middle or at the end, and specific examples thereof include vinyl, propenyl, butenyl, etc. In this specification, C 2 -C 60 Alkenylene represents a 2 -C 60 Alkenyl groups have divalent groups of the same structure.

[0542] In this manual, C 2 -C 60 Alkynyl represents a 2 -C 60The alkyl group includes one or more carbon-carbon triple bonds in the middle or at the end, and specific examples thereof include ethynyl and propynyl. 2 -C 60 Alkyne represents a 2 -C 60 Alkynyl groups are divalent groups with the same structure.

[0543] In this manual, C 1 -C 60 Alkoxy represents a -OA 101 (Here, A 101 For the C 1 -C 60 Specific examples of the monovalent group of the chemical formula of alkyl include methoxy, ethoxy, isopropoxy and the like.

[0544] In this manual, C 3 -C 10 Cycloalkyl refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and specific examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. 3 -C 10 Cycloalkylene represents a 3 -C 10 The cycloalkyl group is a divalent group having the same structure.

[0545] In this manual, C 1 -C 10 Heterocycloalkyl refers to a monovalent monocyclic group having 1 to 10 carbon atoms and containing at least one heteroatom selected from N, O, Si, P and S as a ring atom, and specific examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and tetrahydrothienyl. 1 -C 10 Heterocycloalkylene represents a 1 -C 10 The heterocycloalkyl group has a divalent group of the same structure.

[0546] In this manual, C 3 -C 10 The cycloalkenyl group is a monovalent monocyclic group having 3 to 10 carbon atoms, which means a group having at least one double bond in the ring but not having aromaticity, and specific examples thereof include cyclopentenyl, cyclohexenyl, and cycloheptenyl. 3 -C 10 Cycloalkenylene represents a 3 -C 10The cycloalkenyl group has a divalent group of the same structure.

[0547] In this manual, C 1 -C 10 The heterocycloalkenyl group refers to a monovalent monocyclic group having 1 to 10 carbon atoms and containing at least one heteroatom selected from N, O, Si, P and S as a ring atom, and having at least one double bond in the ring. 1 -C 10 Specific examples of heterocycloalkenyl include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl. 1 -C 10 Heterocycloalkenylene represents a 1 -C 10 The heterocycloalkenyl group has a divalent group of the same structure.

[0548] In this manual, C 6 -C 60 The aryl group is a monovalent group having a carbocyclic aromatic system with 6 to 60 carbon atoms. 6 -C 60 The arylene group represents a divalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. 6 -C 60 Specific examples of the aryl group include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, Ji et al. In the C 6 -C 60 Aryl and C 6 -C 60 In the case where the arylene group includes two or more rings, the two or more rings may be condensed with each other.

[0549] In this manual, C 1 -C 60 The heteroaryl group refers to a monovalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms and containing at least one hetero atom selected from N, O, Si, P and S as a ring atom. 1 -C 60 The heteroarylene group represents a divalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms and containing at least one hetero atom selected from N, O, Si, P and S as a ring atom. 1 -C 60 Specific examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, and the like. 1 -C 60 Heteroaryl and C 1 -C60 In the case where the heteroarylene group includes two or more rings, the two or more rings may be condensed with each other.

[0550] In this manual, C 6 -C 60 Aryloxy represents -OA 102 (Among them, A 102 For the C 6 -C 60 Aryl), the C 6 -C 60 Arylthio represents -SA 103 (Among them, A 103 For the C 6 -C 60 aryl).

[0551] In this specification, a monovalent non-aromatic condensed polycyclic group refers to a monovalent group (for example, having 8 to 60 carbon atoms) in which two or more rings are condensed with each other and the ring atoms only include carbon atoms and the entire molecule has non-aromaticity. Specific examples of the monovalent non-aromatic condensed polycyclic group include fluorenyl and the like. In this specification, a divalent non-aromatic condensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

[0552] In the present specification, a monovalent non-aromatic condensed heteropolycyclic group refers to a monovalent group (for example, having 1 to 60 carbon atoms) in which two or more rings are condensed with each other and at least one heteroatom selected from N, O, Si, P and S is included as a ring atom in addition to carbon, and the entire molecule has a non-aromatic property. Specific examples of the monovalent non-aromatic condensed heteropolycyclic group include carbazolyl and the like. In the present specification, a divalent non-aromatic condensed heteropolycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

[0553] In this manual, C 5 -C 60 The carbocyclic group refers to a monocyclic or polycyclic group having 5 to 60 carbon atoms and including only carbon as ring atoms. 5 -C 60 The carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. 5 -C 60The carbocyclic group may be a benzene ring, a monovalent group such as a phenyl group, or a divalent group such as a phenylene group. 5 -C 60 The number of substituents of the carbocyclic group may be 5 -C 60 The carbocyclic group may be a trivalent group or a tetravalent group, etc. in various modifications.

[0554] In this manual, C 1 -C 60 The heterocyclic group refers to 5 -C 60 The carbocyclic group has the same structure and includes at least one heteroatom selected from N, O, Si, P and S as a ring-constituting atom in addition to carbon (carbon number is 1 to 60).

[0555] In this specification, the substituted C 5 -C 60 Carbocyclic groups, substituted C 1 -C 60 Heterocyclic groups, substituted C 3 -C 10 Cycloalkylene, substituted C 1 -C 10 Heterocycloalkylene, substituted C 3 -C 10 Cycloalkenylene, substituted C 1 -C 10 Heterocycloalkenylene, substituted C 6 -C 60 Arylene, substituted C 1 -C 60 heteroarylene, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C 1 -C 60 Alkyl, substituted C 2 -C 60 Alkenyl, substituted C 2 -C 60 Alkynyl, substituted C 1 -C 60 Alkoxy, substituted C 3 -C 10 Cycloalkyl, substituted C 1 -C 10 Heterocycloalkyl, substituted C 3 -C 10 Cycloalkenyl, substituted C 1 -C 10 Heterocycloalkenyl, substituted C 6 -C 60Aryl, substituted C 6 -C 60 Aryloxy, substituted C 6 -C 60 Arylthio, substituted C 1 -C 60 At least one of the substituents of the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:

[0556] Deutrium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0557] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, 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 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, -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 ) and -P(=O)(Q 11 )(Q 12 ) at least one substituted C 1 -C 60 Alkyl, C 2 -C60 Alkenyl, C 2 -C 60 Alkynyl and C 1 -C 60 Alkoxy;

[0558] 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 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups;

[0559] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, 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 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 heteroaryl, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) at least one substituted 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 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, and monovalent non-aromatic condensed heteropolycyclic groups; and

[0560] -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 ) and -P(=O)(Q 31 )(Q 32 )middle,

[0561] The Q 11 To Q 13 Q 21 To Q 23 And the Q 31 To Q 33 can be independently selected from: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidino; hydrazine; hydrazone; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 Alkoxy; C 3 -C 10 Cycloalkyl; C1 -C 10 Heterocycloalkyl; C 3 -C 10 Cycloalkenyl; C 1 -C 10 Heterocycloalkenyl; C 6 -C 60 Aryl; C 1 -C 60 Heteroaryl; a monovalent non-aromatic condensed polycyclic group; a monovalent non-aromatic condensed heteropolycyclic group; a C substituted by at least one selected from deuterium, -F and cyano 1 -C 60 Alkyl; C substituted by at least one selected from deuterium, -F and cyano 6 -C 60 aryl; biphenyl; and terphenyl.

[0562] In this specification, "Ph" means phenyl, "Me" means methyl, "Et" means ethyl, "ter-Bu" or "Bu t " represents tert-butyl group, and "OMe" represents methoxy group.

[0563] 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".

[0564] In this specification, "terphenyl" means "phenyl substituted by biphenyl". 6 -C 60 Aryl substituted C 6 -C 60 "substituted phenyl" or "aryl".

[0565] In the present specification, unless otherwise defined, * and *' represent a bonding position with an adjacent atom in a corresponding chemical formula.

[0566] The following is a more detailed description of the compound and the organic light-emitting element according to an embodiment of the present invention using synthesis examples and embodiments. 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.

[0567] [Example]

[0568] Synthesis Example 1: Synthesis of Compound 1

[0569]

[0570] Synthesis of intermediate 1-1

[0571] The above 1,3-dibromo-5-chlorobenzene (1 equivalent), 1,2,3,4-tetrahydroquinoline (1 equivalent), tris(dibenzylideneacetone)dipalladium (0) (0.05 equivalent), BINAP (0.1 equivalent), sodium tert-butoxide (3 equivalents) were dissolved in toluene under a nitrogen atmosphere and stirred at 90°C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water three times, and the obtained organic layer was dried over anhydrous magnesium sulfate and then dried under reduced pressure. Then, the intermediate 1-1 was obtained by recrystallization with dichloromethane and n-hexane (yield 70%).

[0572] Synthesis of intermediate 1-2

[0573] The intermediate 1-1 (1 equivalent), diphenylamine (1 equivalent), tris(dibenzylideneacetone)dipalladium (0) (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent), and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 100°C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water three times, and then the obtained organic layer was dried over anhydrous magnesium sulfate and then dried under reduced pressure. Then, the intermediate 1-2 was obtained by recrystallization with dichloromethane and n-hexane (yield 74%).

[0574] Synthesis of intermediate 1-3

[0575] N1,N3-diphenylbenzene-1,3-diamine (1 equivalent), the intermediate 1-2 (2.2 equivalents), tris(dibenzylideneacetone)dipalladium (0) (0.05 equivalents), tri-tert-butylphosphine (0.1 equivalents), sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 100°C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water three times, and then the obtained organic layer was dried over anhydrous magnesium sulfate and dried under reduced pressure. Then, column chromatography was performed with dichloromethane and n-hexane to obtain intermediate 1-3 (yield 65%).

[0576] Synthesis of compound 1

[0577] The intermediate 1-3 (1 equivalent) was dissolved in o-dichlorobenzene and cooled to 0°C, and then boron tribromide (5 equivalents) was slowly injected under a nitrogen atmosphere. Then, the temperature was raised to 150 and stirred for 24 hours. After cooling, triethylamine was slowly added dropwise to the flask containing the reactants to terminate the reaction, and then ethanol was added to precipitate and filtered. Next, column chromatography was performed with dichloromethane and n-hexane to obtain compound 1 (yield 17%).

[0578] Synthesis Example 2: Synthesis of Compound 2

[0579]

[0580] Synthesis of intermediate 2-1

[0581] The above 1,3-dibromo-5-chlorobenzene (1 equivalent), 1,2,3,4-tetrahydroquinoline (2 equivalents), tris(dibenzylideneacetone)dipalladium (0) (0.05 equivalents), BINAP (0.1 equivalents), sodium tert-butoxide (3 equivalents) were dissolved in toluene under a nitrogen atmosphere and stirred at 100°C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water three times, and then the obtained organic layer was dried over anhydrous magnesium sulfate and then dried under reduced pressure. Then, the intermediate 2-1 was obtained by recrystallization with dichloromethane and n-hexane (yield 67%).

[0582] Synthesis of intermediate 2-2

[0583] Intermediate 2-2 was synthesized by using Intermediate 2-1 instead of Intermediate 1-2 in the same manner as the synthesis of Intermediate 1-3 (yield 72%).

[0584] Synthesis of compound 2

[0585] Using Intermediate 2-2 instead of Intermediate 1-3, Compound 2 was synthesized in the same manner as the synthesis of Compound 1 (yield: 14%).

[0586] Synthesis Example 3: Synthesis of Compound 9

[0587]

[0588] Synthesis of intermediate 9-1

[0589] Under a nitrogen atmosphere, the intermediate 1-1 (1 equivalent), 1',2',3,3',4,4'-hexahydro-2H-1,5'-biquinoline (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent), sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 100°C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water three times, and the obtained organic layer was dried over anhydrous magnesium sulfate and then dried under reduced pressure. Then, the intermediate 9-1 (yield 60%) was obtained by recrystallization with dichloromethane and n-hexane.

[0590] Synthesis of intermediate 9-2

[0591] Intermediate 9-2 was synthesized in the same manner as Intermediate 1-3 using Intermediate 9-1 instead of Intermediate 1-2 (yield 61%).

[0592] Synthesis of compound 9

[0593] Using Intermediate 9-2 instead of Intermediate 1-3, Compound 9 was synthesized in the same manner as Compound 1 (yield 18%).

[0594] Synthesis Example 4: Synthesis of Compound 11

[0595]

[0596] 3-bromo-5-(3,4-dihydroquinolin-1(2H)-yl)phenol (1 equivalent), diphenylamine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent), sodium tert-butoxide (3 equivalents) were dissolved in toluene under a nitrogen atmosphere, and then stirred at 100°C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water three times, and the obtained organic layer was dried over anhydrous magnesium sulfate and then dried under reduced pressure. Then, the intermediate 11-1 (yield 70%) was obtained by recrystallization with dichloromethane and n-hexane.

[0597] Synthesis of intermediate 11-2

[0598] The intermediate 11-1 (1 equivalent), 1-bromo-3-fluorobenzene (1.5 equivalents), and potassium phosphate (2 equivalents) were dissolved in dimethylformamide and stirred at 160°C for 12 hours. After cooling, the solvent was removed under reduced pressure, washed with ethyl acetate and water three times, and then the obtained organic layer was dried over anhydrous magnesium sulfate and dried under reduced pressure. Then, column chromatography was performed using dichloromethane and n-hexane to obtain the intermediate 11-2 (yield 65%).

[0599] Synthesis of intermediate 11-3

[0600] The intermediate 11-2 (1 equivalent), 5-(3,4-dihydroquinolin-1(2H)-yl)-N1,N1,N3-triphenylbenzene-1,3-diamine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent), sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 100°C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water three times, and then the obtained organic layer was dried over anhydrous magnesium sulfate and then dried under reduced pressure. Then, the intermediate 11-3 (yield 55%) was obtained by recrystallization with dichloromethane and n-hexane.

[0601] Synthesis of compound 11

[0602] Compound 11 was synthesized in the same manner as compound 1 using intermediate 11-3 instead of intermediate 1-3 (yield 10%).

[0603] Synthesis Example 5: Synthesis of Compound 19

[0604]

[0605] Synthesis of intermediate 19-1

[0606] Intermediate 19-1 was synthesized in the same manner as Intermediate 11-2 using 3-(3,4-dihydroquinolin-1(2H)-yl)-5-(3,3',4,4'-tetrahydro-2H-[1,5'-biquinolin]-1'(2'H)-yl)phenol instead of Intermediate 11-1 (yield 59%).

[0607] Synthesis of intermediate 19-2

[0608] The intermediate 9-1 (1 equivalent), aniline (1.5 equivalents), tris(dibenzylideneacetone)dipalladium (0) (0.05 equivalents), tri-tert-butylphosphine (0.1 equivalents), and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 100°C for 12 hours. After cooling, the mixture was washed with ethyl acetate and water three times, and then the obtained organic layer was dried over anhydrous magnesium sulfate and then dried under reduced pressure. Then, column chromatography was performed using dichloromethane and n-hexane to obtain the intermediate 19-2 (yield 80%).

[0609] Synthesis of intermediate 19-3

[0610] Intermediate 19-3 was synthesized using Intermediate 19-1 and Intermediate 19-2 in the same manner as in the synthesis of Intermediate 11-3 (yield 64%).

[0611] Synthesis of compound 19

[0612] Compound 19 was synthesized in the same manner as compound 1 using intermediate 19-3 instead of intermediate 1-3 (yield 9%).

[0613] The following Table 1 shows the properties of the synthesized compounds. 1HNMR and MS / FAB. For compounds other than the compounds shown in Table 2, a person skilled in the art can easily recognize the synthesis method thereof by referring to the above synthesis routes and starting materials.

[0614]

Table 1

[0615]

[0616] Example 1

[0617] Corning 15Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonically cleaned with isopropyl alcohol and pure water for 5 minutes respectively, then irradiated with ultraviolet rays for 30 minutes and exposed to ozone for cleaning, and the glass substrate was placed in a vacuum deposition device.

[0618] N,N'-di(1-naphthyl)-N,N'-diphenylbenzidine (NPD) is vacuum deposited on the ITO anode formed on the glass substrate to form A hole injection layer of thickness is then formed by vacuum depositing TCTA on the hole injection layer. Thickness of hole transport layer.

[0619] A hole transporting compound CzSi is vacuum deposited on the hole transporting layer to form Thickness of the light-emitting auxiliary layer.

[0620] On the upper part of the light-emitting auxiliary layer, mCP (host) and compound 1 (dopant) were deposited at a weight ratio of 99:1 to form Thickness of the luminous layer.

[0621] Then TSPO1 is deposited on the top of the light-emitting layer to form The electron transport layer is formed by depositing a buffer electron transport compound TPBi on the electron transport layer. Thickness of buffer layer.

[0622] LiF as an alkali metal halide is deposited on the electron transport layer to form The electron injection layer is then vacuum deposited to form Al Thickness of LiF / Al electrode.

[0623] Formed by vacuum depositing compound HT28 on top of the electrode A capping layer of a thickness of 1000 nm is formed to manufacture an organic light-emitting element.

[0624]

[0625]

[0626] Examples 2 to 5 and Comparative Examples 1 and 2

[0627] An organic light-emitting element was manufactured in the same manner as in Example 1, except that the compound described in the following Table 2 was used instead of the compound 1 when forming the light-emitting layer.

[0628] Evaluation Example 1

[0629] In order to evaluate the characteristics of the organic light emitting elements manufactured in Examples 1 to 5 and Comparative Examples 1 and 2, the current density was measured at 10 mA / cm 2 The driving voltage, luminous efficiency and maximum external quantum efficiency (EQE) of the organic light-emitting element were measured using a digital source meter (Keithley Instrument, 2400 series), and the maximum external quantum efficiency was measured using the external quantum efficiency measurement device C9920-2-12 of Hamamatsu Photonics Co., Ltd. When evaluating the maximum external quantum efficiency, the brightness / current density was measured using a luminance meter calibrated for wavelength sensitivity, and the maximum external quantum efficiency was converted by assuming the angular brightness distribution (Lambertian) of a completely diffuse reflection surface. The characteristic evaluation results of the organic light-emitting element are shown in Table 2 below.

[0630]

Table 2

[0631]

[0632]

[0633] It can be seen from Table 2 that the organic light-emitting elements of Examples 1 to 5 have superior driving voltage, luminous efficiency and external quantum efficiency compared to the organic light-emitting elements of Comparative Example 1 and Comparative Example 2.

[0634] Although the present invention is described with reference to the drawings and embodiments, they are only exemplary, and anyone with ordinary knowledge in the technical field to which the present invention belongs can understand that various modifications and other equivalent embodiments can be made. Therefore, the true technical protection scope of the present invention should be determined by the technical ideas of the claims.

Claims

1. An organic light-emitting element, comprising: a first electrode; a second electrode, facing the first electrode; as well as an organic layer disposed between the first electrode and the second electrode and including a light emitting layer, wherein at least one of the first electrode and the second electrode independently comprises indium tin oxide, indium zinc oxide, tin oxide, zinc oxide, magnesium, silver, aluminum, lithium, aluminum-lithium, calcium, magnesium-indium, magnesium-silver, ytterbium, silver-ytterbium or any combination thereof, The organic light-emitting element includes one or more condensed ring compounds represented by the following chemical formula 1: <Chemical Formula 1> In the chemical formula 1, X1 is O, S or N (R 11 ), X2 is O, S or N (R 12 ), R1 to R4 are independently selected from hydrogen, deutrium, -N(Q1)(Q2) and groups represented by the following chemical formulae 2-1A to 2-3A, The Q1 and Q2 are independently selected from: phenyl, naphthyl, deuterium and C1-C 10 At least one phenyl or naphthyl substituted in the alkyl group, In the chemical formulae 2-1A to 2-3A, Ring A1 is selected from a phenyl group, R 21 To R 31 are independently selected from hydrogen, deutrium, d31 is an integer from 1 to 4, R5 to R7 are independently selected from hydrogen, deuterium, C1-C 20 alkyl, R 11 and R 12 are independently selected from phenyl, d1 to d4 are independently integers from 1 to 3, d5 is 1 or 2, d6 and d7 are integers of 1 to 6 independently of each other.

2. The organic light emitting element according to claim 1, wherein: The first electrode is an anode, The second electrode is a cathode, The organic layer includes the condensed ring compound, and further includes: a hole transport region arranged between the first electrode and the light emitting layer; and an electron transport region arranged between the light emitting layer and the second electrode.

3. The organic light emitting element according to claim 1, wherein: A capping layer is further included on the second electrode, and the refractive index of the capping layer is greater than 1.

6.

4. The organic light emitting element according to claim 1, wherein: The light-emitting layer includes the condensed-ring compound.

5. The organic light emitting element according to claim 1, wherein: The light-emitting layer includes a host and a dopant, The host and the dopant are different from each other, The content of the host is greater than the content of the dopant, The dopant includes the condensed ring compound.

6. The organic light emitting element according to claim 4, wherein: The light-emitting layer emits light with a maximum emission wavelength ranging from 400 nm to 500 nm.

7. The organic light emitting element according to claim 2, wherein: The hole transport region includes a compound represented by the following Chemical Formula 201 or the following Chemical Formula 202: <Chemical Formula 201> <Chemical formula 202> In the chemical formula 201 and the chemical formula 202, L 201 To L 204 are independently selected from substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocycloalkylene, substituted or unsubstituted C3-C 10 Cycloalkenylene, substituted or unsubstituted C1-C 10 Heterocycloalkenylene, substituted or unsubstituted C6-C 60 Arylene, substituted or unsubstituted C1-C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group, L 205 Selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C1-C 20 Alkylene, substituted or unsubstituted C2-C 20 Alkenylene, substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocycloalkylene, substituted or unsubstituted C3-C 10 Cycloalkenylene, substituted or unsubstituted C1-C 10 Heterocycloalkenylene, substituted or unsubstituted C6-C 60 Arylene, substituted or unsubstituted C1-C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group, xa1 to xa4 are independently selected from integers from 0 to 3, xa5 is selected from integers from 1 to 10, R 201 To R 204 and Q 201 are independently selected from substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

8. The organic light emitting element according to claim 2, The electron transport region includes an electron injection layer, which includes alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes or any combination thereof.

9. An organic light-emitting element, comprising: a first electrode; a second electrode, facing the first electrode; as well as an organic layer disposed between the first electrode and the second electrode and including a light emitting layer, The organic layer further comprises: a hole transport region arranged between the first electrode and the light-emitting layer; and an electron transport region arranged between the light-emitting layer and the second electrode. The organic layer includes one or more condensed ring compounds represented by the following Chemical Formula 1, and the electron transport region includes a compound represented by the following Chemical Formula 601: <Chemical Formula 1> In the chemical formula 1, X1 is O, S or N (R 11 ), X2 is O, S or N (R 12 ), R1 to R4 are independently selected from hydrogen, deutrium, -N(Q1)(Q2) and groups represented by the following chemical formulae 2-1A to 2-3A, The Q1 and Q2 are independently selected from: phenyl, naphthyl, deuterium and C1-C 10 At least one phenyl or naphthyl substituted in the alkyl group, In the chemical formulae 2-1A to 2-3A, Ring A1 is selected from a phenyl group, R 21 To R 31 are independently selected from hydrogen and deutrium, d31 is an integer from 1 to 4, R5 to R7 are independently selected from hydrogen, deuterium and C1-C 20 alkyl, R 11 and R 12 are independently selected from phenyl, d1 to d4 are independently integers from 1 to 3, d5 is 1 or 2, d6 and d7 are independently integers from 1 to 6, <Chemical Formula 601> [On 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 In the chemical formula 601, Ar 601 is substituted or unsubstituted C5-C 60 A carbocyclic group or a substituted or unsubstituted C1-C 60 Heterocyclic groups, xe11 is 1, 2 or 3, L 601 Selected from substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocycloalkylene, substituted or unsubstituted C3-C 10 Cycloalkenylene, substituted or unsubstituted C1-C 10 Heterocycloalkenylene, substituted or unsubstituted C6-C 60 Arylene, substituted or unsubstituted C1-C 60 In the heteroarylene group, the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group, xe1 is selected from integers from 0 to 5, R 601 Selected from substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O)2(Q 601 ) and -P(=O)(Q 601 )(Q 602 )middle, The Q 601 To Q 603 Independently of each other, C1-C 10 Alkyl, C1-C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl, xe21 is selected from integers of 1 to 5.

10. A condensed ring compound represented by the following chemical formula 1: <Chemical Formula 1> In the chemical formula 1, X1 is O, S or N (R 11 ), X2 is O, S or N (R 12 ), R1 to R4 are independently selected from hydrogen, deutrium, -N(Q1)(Q2) and groups represented by the following chemical formulae 2-1A to 2-3A, The Q1 and Q2 are independently selected from: phenyl, naphthyl, deuterium and C1-C 10 At least one phenyl or naphthyl substituted in the alkyl group, In the chemical formulae 2-1A to 2-3A, Ring A1 is selected from a phenyl group, R 21 To R 31 are independently selected from hydrogen and deutrium, d31 is an integer from 1 to 4, R5 to R7 are independently selected from hydrogen, deuterium and C1-C 20 alkyl, R 11 and R 12 are independently selected from phenyl, d1 to d4 are independently integers from 1 to 3, d5 is 1 or 2, d6 and d7 are integers of 1 to 6 independently of each other.

11. The condensed ring compound according to claim 10, wherein X1 is N(R 11 ).

12. The condensed ring compound according to claim 10, wherein R1 to R4 are independently selected from hydrogen, deutrium, -N(Q1)(Q2) and a group represented by Chemical Formula 2-2A, and Q1 and Q2 are independently selected from phenyl groups.

13. The condensed ring compound according to claim 10, wherein The condensed ring compound satisfies at least one of the following conditions 1 to 4: [Condition 1] R1 is selected from -N(Q1)(Q2) and groups represented by the following chemical formulas 2-1 to 2-3; [Condition 2] R2 is selected from -N(Q1)(Q2) and groups represented by the following chemical formulas 2-1 to 2-3; [Condition 3] R3 is selected from -N(Q1)(Q2) and groups represented by the following chemical formulas 2-1 to 2-3; [Condition 4] R4 is selected from -N(Q1)(Q2) and groups represented by the following chemical formulas 2-1 to 2-3, wherein Q1 and Q2 are independently selected from phenyl groups, In the chemical formulas 2-1 to 2-3, R 41 To R 43 are independently selected from hydrogen, deutrium, d41 to d43 are each independently an integer from 1 to 10, * is the binding site with the adjacent atom.

14. The condensed ring compound according to claim 10, wherein R5 to R7 are independently selected from hydrogen.

15. The condensed ring compound according to claim 10, wherein R1, R2, R3 and R4 are not hydrogen; or R1 is hydrogen, and R2, R3 and R4 are not hydrogen; or R2 is hydrogen, and R1, R3 and R4 are not hydrogen; or R1 and R4 are hydrogen, and R2 and R3 are not hydrogen; or R1 and R2 are hydrogen, and R3 and R4 are not hydrogen; or R1 and R3 are hydrogen, and R2 and R4 are not hydrogen; or R1, R2 and R4 are hydrogen, and R3 is not hydrogen; or R1, R2 and R3 are hydrogen, and R4 is not hydrogen; or R1, R2, R3 and R4 are hydrogen.

16. The condensed ring compound according to claim 10, wherein The d1 to d4 are all 1.

17. The condensed ring compound according to claim 10, wherein The condensed ring compound is represented by one of the following chemical formulas 1-1 to 1-9: <Chemical Formula 1-9> In the chemical formulas 1-1 to 1-9, X1, X2, R1 to R7, R 11 , R 12 And the description of d5 to d7 refers to the description in claim 10, and each of R1 to R4 is not hydrogen.

18. The condensed ring compound according to claim 10, wherein The condensed ring compound is one of the following compounds 1 to 30:

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