Fused ring compound and organic light emitting device including the same

Abstract

The present application relates to a kind of condensed ring compounds and organic light emitting device, the compound is represented by formula 1:<formula 1>

Description

[0001] This application is a divisional application of the invention patent application filed on April 6, 2016, with application number 201610209627.7, entitled "Fused Ring Compound and Organic Light Emitting Device Including the Fused Ring Compound".

[0002] Cross-reference to related applications

[0003] Korean patent application No. 10-2015-0048326, filed with the Korean Intellectual Property Office on April 6, 2015, entitled "Fused-ring compound and organic light-emitting device including the fused-ring compound", is incorporated herein by reference in its entirety. Technical Field

[0004] This application relates to fused ring compounds and organic light-emitting devices including such fused ring compounds. Background Technology

[0005] Organic light-emitting diodes (OLEDs) are self-emissive devices with wide viewing angles, high contrast, and short response times. Furthermore, OLEDs exhibit excellent brightness, driving voltage, and response speed characteristics, and produce full-color images.

[0006] An organic light-emitting device may include a first electrode disposed on a substrate, and a hole transport region, a light-emitting layer, an electron transport region, and a second electrode sequentially disposed on the first electrode. Holes supplied by the first electrode can move through the hole transport region to the light-emitting layer, and electrons supplied by the second electrode can move through the electron transport region to the light-emitting layer. Holes and electrons recombine in the light-emitting layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light. Summary of the Invention

[0007] This application relates to fused ring compounds and organic light-emitting devices including such fused ring compounds.

[0008] Other aspects will be set forth in part in the description which follows and will be apparent in some respects from the description, or may be learned by practicing embodiments of the invention.

[0009] According to one or more exemplary embodiments, fused ring compounds represented by Formula 1 are provided:

[0010] <Formula 1>

[0011]

[0012] In equations 1, 2A, and 2B,

[0013] Ring A1 and ring A2 are each independently selected from benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, quinoxaline, quinazoline, and zoline.

[0014] Ring A3 is selected from groups represented by formula 2A and groups represented by formula 2B.

[0015] X1 is N-[(L 11 ) a11 -(R 11 ) b11 ], O or S,

[0016] X2 is N-[(L 12 ) a12 -(R 12 ) b12 ], O or S,

[0017] L1 and L2 are each independently a substituted or unsubstituted fused polycyclic group, wherein at least three carbocyclic groups are fused together.

[0018] a1 and a2 are each independent integers selected from 1 to 5, and when a1 is 2 or greater, multiple L1s can be the same or different from each other, and when a2 is 2 or greater, multiple L2s can be the same or different from each other.

[0019] L 11 To L 12 Each is independently selected from substituted or unsubstituted C3-C. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused heterocyclic groups.

[0020] a11 and a12 are each independent integers selected from 1 to 5, and when a11 is 2 or greater, multiple L 11 Multiple Ls are either identical or different from each other, and when a12 is 2 or greater. 12 They are the same or different from each other.

[0021] R 11 Selected from substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C1-C 60 Heteroaryl groups and substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups;

[0022] b11 is an integer selected from 1 to 4;

[0023] R1 to R6, R 12 and R 13 Each group is independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, substituted or unsubstituted C1-C groups. 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5) and -B(Q6)(Q7);

[0024] b1, b2, b5, b6 and b12 are each an integer selected from 0 to 4;

[0025] b3 and b4 are each independent integers selected from 0 to 6;

[0026] b13 is 0, 1, or 2;

[0027] c1 and c2 are each independent integers selected from 0 to 4, and c1 + c2 is 1 or greater.

[0028] Substituted fused polycyclic groups, substituted C3-C 10 Cycloalkylene, substituted C1-C 10 Heterocyclic alkyl groups, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 aryl, substituted C1-C 60 Heteroaryl groups, substituted divalent non-aromatic fused polycyclic groups, substituted divalent non-aromatic fused heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthio, substituted C1-C 60 The heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and at least one substituent of the substituted monovalent non-aromatic fused heterocyclic group are selected from:

[0029] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy;

[0030] Each is selected from at least one of the following C1-C substituted. 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salts, sulfonic acid or its salts, phosphate or its salts, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q 11 (Q) 12 ), -Si(Q 13 (Q) 14 (Q) 15 ) and -B(Q 16 (Q) 17 );

[0031] C3-C 10 cycloalkyl, C1-C 10Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups;

[0032] Each is selected from at least one of the following C3-C substituted. 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q 21 (Q) 22 ), -Si(Q 23 (Q) 24 (Q) 25 ) and -B(Q 26 (Q) 27 );as well as

[0033] -N(Q 31 (Q) 32 ), -Si(Q 33 (Q) 34 (Q) 35 ) and -B(Q 36 (Q) 37);

[0034] Among them, Q1 to Q7, Q 11 To Q 17 Q 21 To Q 27 and Q 31 To Q 37 Each group is independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salts, sulfonic acid or its salts, phosphate or its salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups.

[0035] According to one or more exemplary embodiments, an organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer disposed between the first electrode and the second electrode and including a light-emitting layer; wherein the organic layer includes at least one fused-ring compound as described above. Attached Figure Description

[0036] The features will become apparent to those skilled in the art from the detailed description of exemplary embodiments with reference to the accompanying drawings, wherein:

[0037] Figures 1 to 4 A schematic diagram of an organic light-emitting device according to an exemplary embodiment is shown. Detailed Implementation

[0038] Exemplary embodiments will be described more fully below with reference to the accompanying drawings; however, they may be embodied in different forms and should not be construed as limited to the embodiments listed herein. Rather, these embodiments are provided so that this disclosure is thorough and complete and fully conveys the exemplary embodiments to those skilled in the art.

[0039] In the accompanying drawings, the dimensions of layers and regions are enlarged for clarity. It is also understood that when a layer or element is referred to as "above" another layer or element, it may be directly on the other layer or element, or there may be intermediate layers. Furthermore, it is understood that when a layer is referred to as "below" another layer, it may be directly below, or there may be one or more intermediate layers. Additionally, it is understood that when a layer is referred to as "between" two layers, it may be the only layer between the two layers, or there may be one or more intermediate layers. The same reference numerals refer to the same elements throughout.

[0040] As used herein, the term "and / or" includes any and all combinations of one or more of the listed related items. Expressions such as "at least one / at least one" modify the entire column of elements, rather than individual elements within that column, when preceding a series of elements.

[0041] Fused ring compounds can be represented by Formula 1:

[0042] <Formula 1>

[0043]

[0044] In Formula 1, each of rings A1 and A2 can be fused to the adjacent 5-membered ring by sharing a carbon atom with it. In implementation, in Formula 1, rings A1 and A2 can each be independently selected from or include, for example, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, and zolinyl.

[0045] For example, in Formula 1, ring A1 and ring A2 may be independently selected from or include, for example, benzene, naphthalene, pyridine, quinoline and isoquinoline.

[0046] In some implementations, in Equation 1,

[0047] Ring A1 can be benzene or pyridine, and ring A2 can be selected from benzene, naphthalene, pyridine, quinoline, and isoquinoline; or

[0048] Ring A1 can be selected from naphthalene, quinoline, and isoquinoline, and ring A2 can be benzene or pyridine.

[0049] In Formula 1, ring A3 can be fused to two adjacent 5-membered rings by sharing carbon. In Formula 1, ring A3 can be or include a group represented by Formula 2A or a group represented by Formula 2B.

[0050]

[0051] R in Equation 2A 13 and b 13And X2 in Equation 2B can be the same as the description provided in the text.

[0052] In implementation, in Formula 1, ring A3 can be a group represented by Formula 2A.

[0053] In Equation 1, X1 can be N-[(L 11 ) a11 -(R 11 ) b11 ], O or S, and in Equation 2B, X2 can be N-[(L 12 ) a12 -(R 12 ) b12 ], O or S.

[0054] For example, in Equation 1, X1 can be N-[(L 11 ) a11 -(R 11 ) b11 ].

[0055] In Formula 1, L1 and L2 may each be, or include, for example, substituted or unsubstituted fused polycyclic groups, wherein at least three carbocyclic groups are fused together. In implementation, L1 and L2 may include cyclizing atoms comprising carbon and excluding heteroatoms (e.g., N, O, S, or P). In implementation, the naphthylene group is a fused polycyclic group comprising two carbocyclic groups fused together, and the naphthylene group may not be included in L1 and L2. The pyridylene group may include N as a cyclizing atom, and the pyridylene group may not be included in L1 and L2.

[0056] According to the implementation method, in Equation 1, L1 and L2 can each be independently selected from:

[0057] Acenamethane, acenaphthyl, fluorene, spirofluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrenyl, phenanthrene, anthracene, fluorenyl, benzo[a]phenanthrene, pyrene, phenanthrene alkyl, benzotetraphenyl, purylene, perylene, pentamethylene, hexaphenylene, pentaphenylene, rubidylene, myristylene, and oleophyne; and

[0058] Each of the following is substituted with at least one of the following: acenaphthene, fluorene, spirofluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenenyl, phenanthyl, anthracene, fluorenyl, benzo[a]phenanthryl, pyrene, etc. alkyl, benzotetraphenyl, purylene, perylene, pentaphenylene, hexaphenylene, pentaphenylene, rubidylene, myristyl and oleophyne: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, pentanenyl, indole, naphthyl, azuleyl, heptanenyl, indoleyl, acenaphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranthraceneyl, benzo[a]phenanthryl, pyrene, alkyl, tetraphenyl, francyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, indazoleyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl Quinazolinyl, cenolinyl, carbazole, phenanthridine, acridine, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, and -Si(Q) 33 (Q) 34 (Q) 35 );

[0059] Q 33 To Q 35 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl.

[0060] In some implementations, in Equation 1, L1 and L2 can each be independently selected from:

[0061] Aphenanthracene, phenanthrene, anthracene, fluoranthracene, benzophenanthrene, pyrene, phenanthrene base and perylene; and

[0062] Each is substituted with at least one of the following: phenenyl, phenanthryl, anthraceneyl, fluorenyl, benzophenanthryl, pyreneyl, or phenanthrylyl. - and perylene groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid or its salts, sulfonic acid or its salts, phosphate or its salts, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, pentanenyl, indole, naphthyl, azuleyl, heptanenyl, indoleyl, acenaphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranthraceneyl, benzo[a]phenanthryl, pyrene, alkyl, tetraphenyl, francyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, indazoleyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl Quinazolinyl, cenolinyl, carbazole, phenanthridine, acridine, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, and -Si(Q) 33 (Q) 34 (Q) 35 ),

[0063] Q 33 To Q 35 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl.

[0064] In Equation 1, a1 and a2 can each be an independent integer selected from 1 to 5. When a1 is 2 or greater, multiple L1s can be the same or different from each other, and when a2 is 2 or greater, multiple L2s can be the same or different from each other. For example, in Equation 1, "L1" is essentially included in the expression *-[(L1)] a1 -(R1) b1 The group represented by ] is included, and "L2" is essentially included in the group represented by *-[(L2)]. a2 -(R2) b2 In the group represented by ]

[0065] In some implementations, in Equation 1, a1 and a2 can each be 1 or 2 independently, or a1 and a2 can both be 1.

[0066] In the above formula, L 11 and L 12 Each can be independently selected from or included, for example, substituted or unsubstituted C3-C. 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C1-C 60Heteroaryl groups, substituted or unsubstituted divalent nonaromatic fused polycyclic groups, and substituted or unsubstituted divalent nonaromatic fused heterocyclic groups.

[0067] In some implementations, L 11 and L 12 Each can be selected independently from:

[0068] Phenylidene, pentylene, indene, naphthyl, azulene, heptylene, acenaphthene, fluorene, spirofluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenenenyl, phenanthrene, anthracene, fluorenyl, benzo[a]phenanthrene, pyrene, etc. alkyl, tetraphenyl, purinyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, rubinyl, myristyl, oleophyl, pyrrolyl, thiopheneyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyridinyl, isoindolyl, indolyl, indazolyl, purinelyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl , quinoxalinyl, quinoxalinyl, cinnamoline, carbazolyl, phenanthridine, acridine, phenanthroxolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiaphene, benzocarbazolyl, dibenzocarbazolyl, thiazolyl, imidazopyridyl, imidazopyrimidinyl; and

[0069] Each of the following is substituted with at least one of the following: phenylene, pentyleneylene, indenylene, naphthylene, azoxyene, heptyleneylene, acenaphthene, fluoreneyl, spirofluoreneyl, benzo[a]fluoreneyl, dibenzo[a]fluoreneyl, phenenenyl, phenanthreneyl, anthraceneyl, fluorenyl, benzo[a]phenanthreneyl, pyreneyl, etc. alkyl, tetraphenyl, purinyl, perylene, pentaphenyl, hexaphenyl, pentaphenyl, rubidyl, myristyl, oleophyl, pyrrolyl, thiopheneyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, isoindolyl, indolyl, indazolyl, purinelyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl, quinoxalinyl, quinoxalinyl, quinoxalinyl, carbazolyl, phenanthridineyl, acetyl Pyridyl, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzothiopheneyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiaphenyl, benzocarbazolyl, dibenzocarbazolyl, thiazolyl, imidazopyridyl, and imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, pentanenyl, indole, naphthyl, azuleyl, heptanenyl, indoleyl, acenaphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranthraceneyl, benzo[a]phenanthryl, pyrene, alkyl, tetraphenyl, francyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, indazoleyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl Quinazolinyl, cenolinyl, carbazole, phenanthridine, acridine, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, and -Si(Q) 33 (Q) 34 (Q) 35 ),

[0070] Q 33 To Q 35 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl.

[0071] In some embodiments, L1 and L2 may each be independently a group represented by one of the following formulas 3-8, 3-9, 3-25 and 3-35 to 3-41, and L 11 and L 12 Each can be independently represented by one of the following formulas 3-1 to 3-41:

[0072]

[0073]

[0074] In equations 3-1 to 3-41,

[0075] Y1 can be O, S, C(Z3)(Z4), N(Z5) or Si(Z6)(Z7);

[0076] Z1 to Z7 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, triazinyl and -Si(Q 33 (Q) 34 (Q) 35 ),

[0077] Q 33 To Q 35 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl;

[0078] d2 can be 1 or 2;

[0079] d3 can be an integer selected from 1 to 3;

[0080] d4 can be an integer selected from 1 to 4;

[0081] d5 can be an integer selected from 1 to 5;

[0082] d6 can be an integer selected from 1 to 6;

[0083] d8 can be an integer selected from 1 to 8; and

[0084] * and *' are each a binding site for adjacent atoms.

[0085] In some embodiments, L1 and L2 may each be independently a group represented by one of the following formulas 4-11, 4-13, 4-27, and 4-29 to 4-35, and L 11 and L 12 Each can be independently represented by one of the following formulas 4-1 to 4-35.

[0086]

[0087]

[0088] In Equations 4-1 to 4-35, * and *' are each a binding site for adjacent atoms.

[0089] In the above formula, a11 and a12 can each be an integer selected from 0 to 5 independently. When a11 is 2 or greater, multiple L 11 They can be the same or different from each other, and when a12 is 2 or greater, multiple Ls 12 They can be the same as each other or different from each other.

[0090] In some implementations, in the above formula, a11 and a12 can each be 0, 1 or 2 independently, for example, 0 or 1.

[0091] In the above formula, R 11 Optional from or including, for example, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C1-C 60 Heteroaryl groups and substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups.

[0092] In some implementations, R 11 Selectable from pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, phenanthridine, acridineyl, phenanthridine, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzooxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, thiadiazolyl, imidazopyridinyl, and imidazopyrimidinyl; and

[0093] Each of the following groups is substituted with at least one of the following: pyrroleyl, thiopheneyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoydinolyl, indoleyl, inzolyl, purineyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxalinyl, quinazolinyl, cenolinyl, phenanthridineyl, acridineyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl Benzothiophene, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiaophene, benzocarbazole, dibenzocarbazole, thiadiazolyl, imidazopyridyl and imidazopyrimidine: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, phenanthrene, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cyclolinyl, carbazole, phenanthrene, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, and benzoxazolyl.

[0094] In some implementations, R 11 It can be a group represented by one of the following formulas 5-1 to 5-60.

[0095]

[0096]

[0097]

[0098] In equations 5-1 to 5-60,

[0099] Z 11 and Z 12 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazole, triazinyl, biphenyl, terphenyl and -Si(Q 13 (Q) 14 (Q) 15 ),

[0100] Q 13 To Q 15 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl;

[0101] e2 can be 1 or 2;

[0102] e3 can be an integer selected from 1 to 3;

[0103] e4 can be an integer selected from 1 to 4;

[0104] e5 can be an integer selected from 1 to 5;

[0105] e6 can be an integer selected from 1 to 6; and

[0106] * indicates a binding site to an adjacent atom.

[0107] In some implementations, R 11 It can be a group represented by one of the following formulas 6-1 to 6-117.

[0108]

[0109]

[0110]

[0111]

[0112] In Equations 6-1 to 6-117, * represents the binding site to an adjacent atom.

[0113] In the above formula, b11 can be an integer selected from 1 to 4. For example, in the above formula, b11 can be 1 or 2.

[0114] In some implementations, b11 can be 1 in the above formula.

[0115] In the above formula, R1 to R6, R 12 and R 13 Each group may be independently selected from or include, for example, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, substituted or unsubstituted C1-C groups. 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5) and -B(Q6)(Q7).

[0116] For example, in the above formula, R1 to R6, R 12 and R 13 Each can be selected independently from:

[0117] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl and C1-C 20 Alkoxy;

[0118] Each is selected from at least one of the following C1-C substituted. 20 Alkyl and C1-C 20 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid or its salts, sulfonic acid or its salts, and phosphate or its salts;

[0119] Phenyl, pentanenyl, indene, naphthyl, azuleyl, heptenyl, indaneyl, acenaphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranthryl, benzo[a]phenanthryl, pyrene, alkyl, tetraphenyl, francyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, indazoleyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxalyl Linyl, quinazolinyl, cenolinyl, carbazole, phenanthridine, acridine, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, thiadiazolyl, imidazopyridyl, and imidazopyrimidinyl; and

[0120] Each of the following is substituted with at least one of the following: phenyl, pentanenyl, indene, naphthyl, azuleyl, heptenyl, indaneyl, acenaphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthyl, phenanthryl, anthraceneyl, fluoranthyl, benzo[a]phenanthryl, pyreneyl. alkyl, tetraphenyl, francyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, indazoleyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidine alkyl, quinoxalinyl, quinazolinyl, cyclophosphinyl, carbazole, phenanthridine, acridine, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiaphene, benzocarbazole, dibenzocarbazole, dibenzosiloxanediyl (a dibenzosilolyl group), thiadiazolyl, imidazopyridyl and imidazopyrimidine: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, pentanenyl, indole, naphthyl, azuleyl, heptanenyl, indoleyl, acenaphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranthraceneyl, benzo[a]phenanthryl, pyrene, alkyl, tetraphenyl, francyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, indazoleyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quinoxalinyl Quinazolinyl, cenolinyl, carbazole, phenanthridine, acridine, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, and -Si(Q) 33 (Q) 34 (Q) 35 ); and -Si(Q3)(Q4)(Q5),

[0121] Among them, Q3 to Q5 and Q 33 To Q 35 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl.

[0122] In some implementations, in the above formula, R1 to R6, R 12 and R 13 Each can be selected independently from:

[0123] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl and C1-C 20 Alkoxy;

[0124] Phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, benzo[a]phenanthryl, pyrene alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, quinazolinyl, carbazole, benzimidazolyl, benzofuranyl, benzothiophenolyl, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, imidazopyridinyl, and imidazopyrimidinyl;

[0125] Each of the following is substituted with at least one of the following: phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, benzo[a]phenanthryl, pyrene. alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxolinyl, carbazole, benzimidazolyl, benzofuranyl, benzothiophenolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, imidazopyridinyl and imidazopyrimidinyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, benzo[a]phenanthryl, pyrene alkyl, pyrroloyl, thiophenolyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenolyl, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenolyl, imidazopyridyl, imidazopyrimidinyl and -Si(Q) 33 (Q) 34 (Q) 35 );

[0126] -Si(Q3(Q4)(Q5),

[0127] Among them, Q3 to Q5 and Q 33 To Q 35 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl.

[0128] In some implementations, in the above formula, R1 to R6, R 12 and R 13 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 10 Alkyl, C1-C 10 The alkoxy group, a group represented by one of the following formulas 5-1 to 5-80, and -Si(Q3)(Q4)(Q5), wherein Q3 to Q5 may each be independently selected from C1-C2. 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl.

[0129]

[0130]

[0131]

[0132]

[0133] In equations 5-1 to 5-80,

[0134] Y 11 It can be O, S, C(Z) 13 (Z) 14 ), N(Z 15 ) or Si(Z 16 (Z) 17 );

[0135] Z 11 To Z 17 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazole, triazinyl, biphenyl, terphenyl and -Si(Q 13 (Q) 14 (Q) 15 ),

[0136] Q 13 To Q 15 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl;

[0137] e2 can be 1 or 2;

[0138] e3 can be an integer selected from 1 to 3;

[0139] e4 can be an integer selected from 1 to 4;

[0140] e5 can be an integer selected from 1 to 5;

[0141] e6 can be an integer selected from 1 to 6;

[0142] e7 can be an integer selected from 1 to 7;

[0143] e9 can be an integer selected from 1 to 9; and

[0144] * indicates a binding site to an adjacent atom.

[0145] In some implementations, in the above formula, R1 to R6, R 12 and R 13 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 10 Alkyl, C1-C 10 The alkoxy group, a group represented by one of the following formulas 6-1 to 6-157, and -Si(Q3)(Q4)(Q5), wherein Q3 to Q5 may each be independently selected from C1-C2. 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl.

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153] In Equations 6-1 to 6-157, * represents the binding site to an adjacent atom.

[0154] In some implementations, in the above formula,

[0155] R3 to R6 and R 13 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, and -Si(Q3)(Q4)(Q5), and

[0156] R1, R2 and R 12 Each can be independently selected from or include substituted or unsubstituted C3-C. 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent nonaromatic fused polycyclic groups, and substituted or unsubstituted monovalent nonaromatic fused heterocyclic groups (e.g., groups represented by one of formulas 5-1 to 5-80, or, for example, groups represented by one of formulas 6-1 to 6-157).

[0157] In some implementations, in the above formula:

[0158] R3 to R6 and R 13 It can be hydrogen.

[0159] R1, R2 and R 12 Each can be a group represented independently by one of formulas 5-1 to 5-80 (e.g., a group represented by one of formulas 6-1 to 6-157).

[0160] In the above formula, b1, b2, b5, b6 and b12 can each be an integer selected from 0 to 4, b3 and b4 can each be an integer selected from 0 to 6, and b13 can be 0, 1 or 2.

[0161] For example, in the above formula, b1, b2, and b12 can each be 0, 1, or 2 independently, such as 1 or 2.

[0162] In some implementations, b1, b2, and b12 in the above formula may be 1.

[0163] In some implementations, in the above formula, b3 to b6 and b13 can each be 0, 1 or 2 independently, for example, 0 or 1.

[0164] In Equation 1, c1 and c2 can each be an integer selected independently from 0 to 4, and c1 + c2 can be 1 or greater. For example, from *-[(L1)] a1 -(R1) b1 The group represented by ] and the group composed of *-[(L2) a2 -(R2) b2 At least one of the groups represented by ] may substantially exist in Formula 1.

[0165] In some implementations, in Equation 1, c1+c2 can be 1 or 2.

[0166] In some implementations, in Equation 1:

[0167] c1 can be 1, and c2 can be 0;

[0168] c1 can be 1, and c2 can be 1; or

[0169] c1 can be 0, and c2 can be 1.

[0170] In some embodiments, the fused ring compound may be represented by one of formulas 1A to 1E:

[0171]

[0172] In equations 1A to 1E, rings A1, A2, X1, X2, L1, L2, a1, a2, L 11 L 12 a11, a12, R1 to R6, R 11 To R 13 b1 to b6, b11 to b13, c1 and c2 are the same as those described in the text.

[0173] In some implementations, in formulas 1A to 1E:

[0174] Ring A1 can be benzene or pyridine, and ring A2 can be selected from benzene, naphthalene, pyridine, quinoline, and isoquinoline; or ring A1 can be selected from naphthalene, quinoline, and isoquinoline, and ring A2 can be benzene or pyridine.

[0175] X1 can be N-[(L 11 ) a11 -(R 11 ) b11 ],

[0176] X2 can be O or S.

[0177] L1 and L2 can each independently be a group represented by one of formulas 3-8, 3-9, 3-25 and 3-35 to 3-41 (e.g., a group represented by one of formulas 4-11, 4-13, 4-27 and 4-29 to 4-35).

[0178] a1 and a2 can each be 1 or 2 independently.

[0179] L 11 It can be a group represented by one of formulas 3-1 to 3-41 (e.g., a group represented by one of formulas 4-1 to 4-35).

[0180] a11 can be 0, 1, or 2.

[0181] R 11 It can be a group represented by one of formulas 5-1 to 5-60 (e.g., a group represented by one of formulas 6-1 to 6-117).

[0182] b11 can be 1 or 2.

[0183] R1 and R2 can each independently be a group represented by one of formulas 5-1 to 5-80 (e.g., a group represented by one of formulas 6-1 to 6-157).

[0184] b1 and b2 can each be 1 or 2 independently.

[0185] R3 to R6 and R 13 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, and -Si(Q3)(Q4)(Q5),

[0186] Q3 to Q5 can each be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl;

[0187] b3 to b6 and b13 can each be independently 0, 1 or 2, and

[0188] c1 can be 1 and c2 can be 0; c1 can be 1 and c2 can be 1; or c1 can be 0 and c2 can be 1.

[0189] In some embodiments, the fused ring compound may be represented by one of the following formulas 1-1 to 1-7:

[0190]

[0191] In equations 1-1 to 1-7:

[0192] Ring A3, X1, X2, L1, L2, a1, a2, L 11 L 12 , a11, a12, R1, R2, R5, R6, R 11 To R 13 b1, b2, b5, b6, b11 to b13, and c1 and c2 are identical to the descriptions provided in the text.

[0193] X 21 It can be N or C(R) 21 ), X 22 It can be N or C(R) 22 ), X 23 It can be N or C(R) 23 ), X 24 It can be N or C(R) 24 ), X25 It can be N or C(R) 25 ), X 26 It can be N or C(R) 26 ), X 31 It can be N or C(R) 31 ), X 32 It can be N or C(R) 32 ), X 33 It can be N or C(R) 33 ), X 34 It can be N or C(R) 34 ), X 35 It can be N or C(R) 35 ), and X 36 It can be N or C(R) 36 ),

[0194] R 21 To R 26 The definition is the same as that related to R3, and

[0195] R 31 To R 36 The definition is the same as that related to R4.

[0196] In some implementations...

[0197] X in Equation 1-1 21 To X 24 and X 31 To X 34 The number of nitrogen atoms can be 0, 1, or 2;

[0198] X in equations 1-2 to 1-4 21 To X 24 and X 31 To X 36 The number of nitrogen atoms can be 0, 1, or 2; and

[0199] X in equations 1-5 to 1-7 21 To X 26 and X 31 To X 36 The number of nitrogen atoms can be 0, 1, or 2.

[0200] In some implementations...

[0201] X in equations 1-1 to 1-4 21 To X 24 The number of nitrogen atoms can be 0 or 1;

[0202] X in Equations 1-1 and 1-5 to 1-7 31 To X 34 The number of nitrogen atoms can be 0 or 1;

[0203] X in equations 1-5 to 1-7 21 To X 26 The number of nitrogen atoms can be 0 or 1; and

[0204] X in equations 1-2 to 1-4 31 To X 36 The number of nitrogen atoms can be 0 or 1.

[0205] For example, ring A3 in formulas 1-1 to 1-7 can be a group represented by formula 2A.

[0206] In some implementations, in formulas 1-1 to 1-7,

[0207] X1 can be N-[(L 11 ) a11 -(R 11 ) b11 ],

[0208] L1 and L2 can each be independently a group represented by one of formulas 3-8, 3-9, 3-25 and 3-35 to 3-41 (e.g., a group represented by one of formulas 4-11, 4-13, 4-27 and 4-29 to 4-35);

[0209] a1 and a2 can each be 0, 1 or 2 independently;

[0210] L 11 It can be a group represented by one of formulas 3-1 to 3-41 (e.g., a group represented by one of formulas 4-1 to 4-35);

[0211] a11 can be 0, 1, or 2;

[0212] R 11 It may be a group represented by one of formulas 5-1 to 5-60 (e.g., a group represented by one of formulas 6-1 to 6-117);

[0213] b11 can be 1 or 2;

[0214] R1 and R2 can each be independently a group represented by one of formulas 5-1 to 5-80 (e.g., a group represented by one of formulas 6-1 to 6-157);

[0215] b1 and b2 can each be 1 or 2 independently;

[0216] R3 to R6 and R 13 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20Alkoxy, phenyl, naphthyl, and -Si(Q3)(Q4)(Q5),

[0217] Q3 to Q5 can each be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl;

[0218] b3 to b6 and b13 can each be 0, 1 or 2 independently; and

[0219] c1 can be 1 and c2 can be 0; c1 can be 1 and c2 can be 1; or c1 can be 0 and c2 can be 1.

[0220] In some embodiments, the fused ring compound may be represented by one of the following formulas 1(1) to 1(42).

[0221]

[0222]

[0223]

[0224]

[0225]

[0226] In equations 1(1) to 1(42),

[0227] X1, L1, L2, a1, a2, L 11 a11, R1 to R6, R 11 R 13 b1 to b6, b11, b13, c1, and c2 are identical to the descriptions provided in the text.

[0228] ba3 and bb3 can each be an integer selected from 0 to 3 independently.

[0229] ba4 and bb4 can each be an integer selected from 0 to 4 independently.

[0230] ba5 and bb5 can each independently be an integer selected from 0 to 5, and

[0231] ba6 and bb6 can each be an integer selected from 0 to 6 independently.

[0232] In some implementations, in equations 1(1) to 1(40):

[0233] X1 can be N-[(L 11 ) a11 -(R 11 ) b11 ],

[0234] X2 can be O or S.

[0235] L1 and L2 can each be independently a group represented by one of formulas 3-8, 3-9, 3-25 and 3-35 to 3-41 (e.g., a group represented by one of formulas 4-11, 4-13, 4-27 and 4-29 to 4-35);

[0236] a1 and a2 can each be independently selected from 0, 1, and 2;

[0237] L 11 It can be a group represented by one of formulas 3-1 to 3-41 (e.g., a group represented by one of formulas 4-1 to 4-35).

[0238] a11 can be 0, 1, or 2;

[0239] R 11 It may be a group represented by one of formulas 5-1 to 5-60 (e.g., a group represented by one of formulas 6-1 to 6-117);

[0240] b11 can be 1 or 2;

[0241] R1 and R2 can each be independently represented by a group from formula 5-1 to 5-80 (e.g., a group represented by a group from formula 6-1 to 6-157);

[0242] b1 and b2 can each be 1 or 2 independently;

[0243] R3 to R6 and R 13 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, and -Si(Q3)(Q4)(Q5),

[0244] Q3 to Q5 can each be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, and naphthyl;

[0245] ba3, bb3, ba4, bb4, ba5, bb5, ba6, bb6, b5, and b6 can each independently be 0, 1, or 2, and

[0246] c1 can be 1 and c2 can be 0; c1 can be 1 and c2 can be 1; or c1 can be 0 and c2 can be 1.

[0247] According to some embodiments, the fused ring compound may be represented by one of the following formulas 1A-1 to 1A-3.

[0248]

[0249] In equations 1A-1 to 1A-3, rings A1, A2, X1, and L... 11 a11, R1, R3 to R6, R 11 R 13 b3 to b6, b11, b13, c1 and c2 are the same as those described in the text.

[0250] In some embodiments, in formulas 1A-1 to 1A-3, ring A1 and ring A2 may each be independently selected from benzene, naphthalene, pyridine, quinoline, and isoquinoline.

[0251] X1 can be N-[(L 11 ) a11 -(R 11 ) b11 ],

[0252] L 11 It can be a group represented by one of formulas 3-1 to 3-41 (e.g., a group represented by one of formulas 4-1 to 4-35);

[0253] a11 can be 0, 1, or 2;

[0254] R 11 It may be a group represented by one of formulas 5-1 to 5-60 (e.g., a group represented by one of formulas 6-1 to 6-117);

[0255] b11 can be 1 or 2;

[0256] R1 can be a group represented by one of formulas 5-1 to 5-80 (e.g., a group represented by one of formulas 6-1 to 6-157).

[0257] R3 to R6, R 13 Z1 and Z2 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, and naphthyl,

[0258] b3 to b6, b13, d4, d5 and d8 can each be 0, 1 or 2 independently.

[0259] In some embodiments, the fused ring compound represented by Formula 1 may be one of the following compounds 1 to 36.

[0260]

[0261]

[0262]

[0263]

[0264]

[0265] The fused-ring compound represented by Formula 1 may have a fused-ring core, for example, based on spirodifluorene. Therefore, the molecular structure of the fused-ring compound can be highly resistant to electrons. Consequently, the number of electron-degraded molecular structures in the organic light-emitting device can be reduced, which can increase the lifetime of the organic light-emitting device. Furthermore, the fused-ring compound may have a high triplet (T1) energy level, increasing the probability of collisions between triplet excitons in the light-emitting layer; therefore, the efficiency of the organic light-emitting device can be improved due to the triplet-triplet annihilation (TTA) effect.

[0266] In the fused-ring compound represented by Formula 1, when X1 is N-[(L 11 ) a11 -(R 11 ) b11 When R 11 C1-C can be self-substituted or unsubstituted. 10 Heterocyclic alkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, substituted or unsubstituted C1-C 60 Heteroaryl groups and substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups. For example, in Formula 1, when X1 is N-[(L 11 ) a11 -(R 11 ) b11 When [the compound is used], the heteroaryl group (e.g., the electron transport component) can bind to the nitrogen atom. In this respect, the fused-ring compound represented by Formula 1 can exhibit improved electron injection characteristics for the light-emitting layer, thus increasing the likelihood of exciton formation in the light-emitting layer, which can help improve the efficiency of the organic light-emitting device.

[0267] Furthermore, in the fused-ring compound represented by Formula 1, L1 and L2 can each be independently a substituted or unsubstituted fused polycyclic group, wherein at least three carbocyclic groups are fused together and no heteroatoms are included as cyclic atoms, wherein a1 and a2 are the numbers of L1 and L2, respectively, but a1 and a2 are not 0. For example, in Formula 1, "L1" substantially includes the components derived from *-[(L1)] a1 -(R1)b1 In the group represented by ], and / or "L2" is substantially included in the group represented by *-[(L2)] a2 -(R2) b2 In the group represented by ], and in Formula 1, c1+c2 can be 1 or larger. For example, from *-[(L1)] a1 -(R1) b1 The group represented by ] and the group composed of *-[(L2) a2 -(R2) b2 At least one of the groups represented by ] may substantially appear in Formula 1. In this respect, the fused-ring compound represented by Formula 1 can help control the energy levels between the host and the dopant to be appropriate, and the exciton energy generated by the host can be effectively transferred, thus improving the efficiency of the organic light-emitting device.

[0268] The fused-ring compound represented by Formula 1 can be synthesized using suitable organic synthesis methods. Those skilled in the art will understand the methods for synthesizing the fused-ring compound by referring to the examples used herein.

[0269] At least one of the fused-ring compounds represented by Formula 1 may be used or included between a pair of electrodes in an organic light-emitting device. For example, the fused-ring compound may be included in a light-emitting layer. In some embodiments, the fused-ring compound represented by Formula 1 may be used as a material for a capping layer disposed on the outside of a pair of electrodes in an organic light-emitting device.

[0270] Accordingly, an organic light-emitting device is provided, comprising a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, wherein the organic layer comprises a light-emitting layer and at least one fused-ring compound represented by Formula 1.

[0271] As used in the text, the statement "(organic layer) includes at least one fused-ring compound" can be interpreted as meaning "(organic layer) may include one fused-ring compound represented by Formula 1 or two different fused-ring compounds represented by Formula 1".

[0272] For example, the organic layer may comprise only compound 1 as the fused-ring compound. In this respect, compound 1 may be included in the light-emitting layer of the organic light-emitting device. In some embodiments, the organic layer may comprise both compound 1 and compound 2 as the fused-ring compound. In this respect, compound 1 and compound 2 may be located in the same layer (e.g., both compound 1 and compound 2 are located in the light-emitting layer) or in different layers (e.g., compound 1 may be located in the hole transport layer and compound 2 may be located in the light-emitting layer).

[0273] The organic layer may include i) a hole transport region disposed between the first electrode (anode) and the light-emitting layer and including at least one selected from a hole injection layer, a hole transport layer, a buffer layer, and an electron blocking layer; and ii) an electron transport region disposed between the light-emitting layer and the second electrode (cathode) and including at least one selected from a hole blocking layer, an electron transport layer, and an electron injection layer. At least one of the hole transport region and the light-emitting layer may include at least one fused-ring compound represented by Formula 1. For example, the light-emitting layer of the organic light-emitting device may include at least one fused-ring compound represented by Formula 1. The fused-ring compound represented by Formula 1 in the light-emitting layer may serve as the host, and the light-emitting layer may further include a dopant. The dopant may be a phosphorescent dopant or a fluorescent dopant. In some embodiments, the dopant may be a fluorescent dopant.

[0274] The organic light-emitting device may further include at least one selected from a first cover layer (allowing light to pass through the first electrode and then to the outside) disposed in the light path emitted by the light-emitting layer and a second cover layer (allowing light to pass through the second electrode and then to the outside) disposed in the light path emitted by the light-emitting layer, wherein at least one selected from the first cover layer and the second cover layer may include at least one fused ring compound.

[0275] In some embodiments, the organic light-emitting device may have i) a first electrode, an organic layer, a second electrode, and a second capping layer; ii) a first capping layer, a first electrode, an organic layer, and a second electrode; or iii) a first capping layer, a first electrode, an organic layer, a second electrode, and a second capping layer, wherein the layers of each structure are stacked sequentially in the order described above. At least one of the first capping layer and the second capping layer may include the fused-ring compound.

[0276] As used herein, the term "organic layer" refers to a single layer and / or multiple layers disposed between the first electrode and the second electrode in the organic light-emitting device. Materials included in the "organic layer" are not limited to organic materials.

[0277] Figure 1 A schematic diagram of an organic light-emitting device 10 according to an embodiment is shown. The organic light-emitting device 10 may include a first electrode 110, an organic layer 150, and a second electrode 190.

[0278] The following will refer to Figure 1 The structure and manufacturing method of the organic light-emitting device 10 according to the embodiment are described.

[0279] See Figure 1The substrate can be separately arranged below the first electrode 110 or above the second electrode 190. The substrate can be a glass substrate or a transparent plastic substrate, each with excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling and water resistance.

[0280] The first electrode 110 can be formed by depositing or sputtering a material for forming the first electrode on a substrate. When the first electrode 110 is an anode, the material used for the first electrode can be selected from materials having a high work function to facilitate hole injection. The first electrode 110 can be a reflective electrode, a semi-transparent electrode, or a transmissive electrode. The material used for the first electrode can be a transparent and highly conductive material, and examples of such materials may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), and zinc oxide (ZnO). When the first electrode 110 is a semi-transparent electrode or a reflective electrode, at least one material selected from magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), and magnesium-silver (Mg-Ag) can be used as the material for forming the first electrode.

[0281] The first electrode 110 may have a single-layer structure or a multi-layer structure including multiple layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0282] An organic layer 150 may be disposed on the first electrode 110. The organic layer 150 may include a light-emitting layer.

[0283] The organic layer 150 may further include a hole transport region between the first electrode and the light-emitting layer and an electron transport region disposed between the light-emitting layer and the second electrode.

[0284] The hole transport region may include at least one selected from the hole injection layer (HIL), hole transport layer (HTL), buffer layer, and electron blocking layer (EBL). The electron transport region may include at least one selected from the hole blocking layer (HBL), electron transport layer (ETL), and electron injection layer (EIL).

[0285] Hole transport regions can have a single-layer structure formed by a single material, a single-layer structure formed by multiple different materials, or a multi-layer structure formed by multiple different materials.

[0286] For example, the hole transport region may have a single-layer structure formed of a variety of different materials, or a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / buffer layer structure, a hole injection layer / buffer layer structure, a hole transport layer / buffer layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, wherein the layers of each structure are stacked sequentially in the above order starting from the first electrode 110.

[0287] When the hole transport region includes a hole injection layer, the hole injection layer can be formed on the first electrode 110 by using various methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) method, inkjet printing, laser printing or laser-induced thermal imaging (LITI).

[0288] When a hole injection layer is formed by vacuum deposition, for example, taking into account the compound to be deposited for the hole injection layer and the structure of the hole injection layer to be formed, a deposition temperature in the range of about 100°C to about 500°C can be used, at a temperature of about 10 -8 To about 10 -3 Under vacuum conditions within the Torr range, and / or approximately / seconds to approximately Vacuum deposition was performed at deposition rates within the range of / second.

[0289] When the hole injection layer is formed by spin coating, spin coating can be performed at a coating rate in the range of about 2000 rpm to about 5000 rpm and a temperature in the range of about 80°C to 200°C, taking into account the compound to be deposited for the hole injection layer and the structure of the hole injection layer to be formed.

[0290] When the hole transport region includes a hole transport layer, the hole transport layer can be formed on the first electrode 110 or the hole injection layer using various methods (e.g., vacuum deposition, spin coating, casting, LB method, inkjet printing, laser printing, or LITI). When the hole transport layer is formed by vacuum deposition or spin coating, the conditions for vacuum deposition and coating can be similar to those described above for forming the hole injection layer.

[0291] The hole transport region may include the fused-ring compound represented by Formula 1. In some embodiments, the hole transport region may include a hole transport layer, which may include the fused-ring compound represented by Formula 1.

[0292] The hole transport region may include at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, spiro-TPD, spiro-NPB, α-NPB, TAPC, HMTPD, 4,4',4”-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), (polyaniline) / poly(4-styrenesulfonate) (PANI / PSS), compounds represented by formula 201, and compounds represented by formula 202:

[0293]

[0294]

[0295] <Form 201>

[0296]

[0297] <Form 202>

[0298]

[0299] In equations 201 and 202,

[0300] L 201 To L 205 Each can be used independently and with the L provided in the text. 11 The relevant definitions are the same;

[0301] xa1 to xa4 can each be independently selected from 0, 1, 2 and 3;

[0302] xa5 can be selected from 1, 2, 3, 4, and 5; and

[0303] R 201 To R 204 Each can be independently selected from substituted or unsubstituted C3-C. 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 groups, substituted or unsubstituted monovalent non-aromatic fused polycyclic groups, and substituted or unsubstituted monovalent non-aromatic fused heterocyclic groups.

[0304] In some implementations, in formulas 201 and 202,

[0305] L 201 To L 205 Each can be selected independently from:

[0306] Phenylidene, naphthylene, fluorene, spirofluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, pyrene, and more. alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolineyl, isoquinolineyl, quinoxalinyl, quinoxalinyl, carbazoline, and triazinyl; and

[0307] Each of the following is substituted with at least one of the following: phenylene, naphthylene, fluorene, spirofluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, pyrene, or phenylene. alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolineyl, isoquinolineyl, quinoxalinyl, quinoxalinyl, carbazoline, and triazinyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid or its salts, sulfonic acid or its salts, phosphate or its salts, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene The following groups are used: pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, and triazinyl.

[0308] xa1 to xa4 can each be 0, 1 or 2 independently;

[0309] xa5 can be 1, 2, or 3;

[0310] R 201 To R 204 Each can be selected independently from:

[0311] Phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, and triazinyl; and

[0312] Each of the following is substituted with at least one of the following: phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene. alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl and triazinyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazyl, hydrazone, carboxylic acid or its salts, sulfonic acid or its salts, phosphate or its salts, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, azulel, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene The compounds are pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, and triazinyl.

[0313] The compound represented by formula 201 can be represented by formula 201A:

[0314] <Form 201A>

[0315]

[0316] In some embodiments, the compound represented by formula 201 may be represented by formula 201A-1:

[0317] <Form 201A-1>

[0318]

[0319] In some embodiments, the compound represented by formula 202 may be represented by formula 202A:

[0320] <Form 202A>

[0321]

[0322] In equations 201A, 201A-1, and 202A, L 201 To L 203 xa1 to xa3, xa5 and R 202 To R 204 This can be understood by referring to the description provided in the text, R 211 and R 212 Summable with R 203 The relevant definitions are the same, and R 213 To R 216 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups.

[0323] The compounds represented by formula 201 and the compounds represented by formula 202 may include compounds HT1 to HT20:

[0324]

[0325]

[0326] The thickness of the hole transport region can be approximately to approximately For example, about to approximately Within the range. When the hole transport region includes a hole injection layer and a hole transport layer, the thickness of the hole injection layer can be approximately... to approximately For example, about to approximately Within a certain range, the thickness of the hole transport layer can be approximately to approximately For example, about to approximately Within these ranges, excellent hole transport characteristics can be obtained without a significant increase in driving voltage when the thicknesses of the hole transport region, hole injection layer, and hole transport layer are within these ranges.

[0327] In addition to the materials described above, the hole transport region may further include charge-generating materials to improve conductivity. The charge-generating materials may be uniformly or non-uniformly distributed throughout the hole transport region.

[0328] The charge-generating material can be, for example, a p-doper. The p-doper can be selected from quinone derivatives, metal oxides, and cyano-containing compounds. For example, non-limiting examples of p-dopers include quinone derivatives such as tetracyanoquinone dimethyl (TCNQ) or 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinone dimethyl (F4-TCNQ); metal oxides such as tungsten oxide or molybdenum oxide; and the compound HT-D1 described below.

[0329]

[0330] In addition to the hole injection layer and the hole transport layer, the hole transport region may further include at least one selected from a buffer layer and an electron blocking layer. Because the buffer layer can compensate for the optical resonant distance according to the wavelength of light emitted by the light-emitting layer, the luminous efficiency of the organic light-emitting device can be improved. The material included in the hole transport region can be used as the material included in the buffer layer. The electron blocking layer prevents the injection of electrons from the electron transport region.

[0331] The light-emitting layer is formed on the first electrode 110 or the hole transport region using various methods (e.g., vacuum deposition, spin coating, casting, LB method, inkjet printing, laser printing, or LITI). When the light-emitting layer is formed by vacuum deposition or spin coating, the deposition and coating conditions for the light-emitting layer can be determined by referring to the deposition and coating conditions for forming the hole injection layer.

[0332] When the organic light-emitting device 10 is a full-color organic light-emitting device, the light-emitting layer can be patterned as a red light-emitting layer, a green light-emitting layer, or a blue light-emitting layer according to the sub-pixel. Optionally, the light-emitting layer may have a stacked structure of red light-emitting layer, green light-emitting layer, and blue light-emitting layer, or may include red light-emitting material, green light-emitting material, and blue light-emitting material mixed with each other in a single layer to emit white light.

[0333] The light-emitting layer may include a host and a dopant. The host may include the fused-ring compound represented by Formula 1.

[0334] The dopant may include phosphorescent dopant or fluorescent dopant.

[0335] The phosphorescent dopant may include an organometallic complex represented by the following formula 401:

[0336] <Formula 401>

[0337]

[0338] In Equation 401,

[0339] M can be selected from iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), and thulium (Tm);

[0340] X 401 To X 404 Each can be either nitrogen or carbon independently;

[0341] Ring A 401 And Ring A 402 Each of these can be independently selected from substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted spirofluorene, substituted or unsubstituted indene, substituted or unsubstituted pyrrole, substituted or unsubstituted thiophene, substituted or unsubstituted furan, substituted or unsubstituted imidazole, substituted or unsubstituted pyrazole, substituted or unsubstituted thiazole, substituted or unsubstituted isothiazole, substituted or unsubstituted oxazole, substituted or unsubstituted isoxazole, substituted or unsubstituted pyridine, substituted or unsubstituted pyrazine, substituted or unsubstituted pyrimidine, substituted or unsubstituted pyridazine, substituted or unsubstituted pyridine, substituted or unsubstituted pyridazine, substituted or unsubstituted pyridine. Substituted quinolines, substituted or unsubstituted isoquinolines, substituted or unsubstituted benzoquinolines, substituted or unsubstituted quinoxaline, substituted or unsubstituted quinazoline, substituted or unsubstituted carbazole, substituted or unsubstituted benzimidazole, substituted or unsubstituted benzofuran, substituted or unsubstituted benzothiophene, substituted or unsubstituted isobenzothiophene, substituted or unsubstituted benzoxazole, substituted or unsubstituted isobenzoxazole, substituted or unsubstituted triazole, substituted or unsubstituted oxadiazole, substituted or unsubstituted triazine, substituted or unsubstituted dibenzofuran, and substituted or unsubstituted dibenzothiophene;

[0342] The substituted benzene, substituted naphthalene, substituted fluorene, substituted spirofluorene, substituted indene, substituted pyrrole, substituted thiophene, substituted furan, substituted imidazole, substituted pyrazole, substituted thiazole, substituted isothiazole, substituted oxazole, substituted isoxazole, substituted pyridine, substituted pyrazine, substituted pyrimidine, substituted pyridazine, substituted quinoline, substituted isoquinoline, substituted benzoquinoline, substituted quinoxaline, substituted quinazoline, substituted carbazole, substituted benzimidazole, substituted benzofuran, substituted benzothiophene, substituted isobenzothiophene, substituted benzoxazole, substituted isobenzoxazole, substituted triazole, substituted oxadiazole, substituted triazine, substituted dibenzofuran, and substituted dibenzothiophene may be selected from:

[0343] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy;

[0344] Each is selected from at least one of the following C1-C substituted. 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salts, sulfonic acid or its salts, phosphate or its salts, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q 401 (Q) 402 ), -Si(Q 403 (Q) 404 (Q) 405 ) and -B(Q 406 (Q) 407 );

[0345] C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups;

[0346] Each is selected from at least one of the following C3-C substituted. 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q 411 (Q) 412 ), -Si(Q 413 (Q) 414 (Q) 415 ) and -B(Q 416 (Q) 417 );as well as

[0347] -N(Q 421 (Q) 422 ), -Si(Q 423 (Q) 424 (Q) 425 ) and -B(Q 426 (Q) 427 );

[0348] L 401 It can be an organic ligand;

[0349] xc1 can be 1, 2, or 3; and

[0350] xc2 can be 0, 1, 2 or 3.

[0351] L 401 It can be any monovalent, divalent, or trivalent organic ligand. For example, L 401 The ligands can be selected from halogen ligands (e.g., Cl or F), diketone ligands (e.g., acetylacetonate, 1,3-diphenyl-1,3-propandionate, 2,2,6,6-tetramethyl-3,5-heptanedionate, or hexafluoropyruvate), carboxylic acid ligands (e.g., pyridinecarboxylate, dimethyl-3-pyrazolecarboxylate, or benzoate), carbon monoxide ligands, isonitrile ligands, cyanide ligands, and phosphorus ligands (e.g., phosphine or phosphite).

[0352] Q 401 To Q 407 Q 411 To Q 417 and Q 421 To Q 427 Each can be independently selected from hydrogen, C1-C 60 Alkyl, C2-C 60 alkenyl, C6-C 60 Aryl and C2-C 60 Mixed aromatic compounds.

[0353] When A in equation 401 401 When A has multiple substituents, 401 Multiple substituents can combine with each other to form saturated or unsaturated rings.

[0354] When A in equation 401 402 When A has multiple substituents, 402 Multiple substituents can combine with each other to form saturated or unsaturated rings.

[0355] When xc1 in Equation 401 is 2 or greater, the multiple ligands in Equation 401 They can be the same or different from each other. In Equation 401, when xc1 is 2 or greater, A 401 and A 402 It can be directly connected or separately through connecting groups (e.g., C1-C5 alkylene, -N(R')- (here, R' is C1-C) 10 Alkyl or C6-C 20Aryl group (or -C(=O)-) is attached to the A group of other adjacent ligands. 401 and A 402 .

[0356] The phosphorescent dopant may be selected, for example, from compounds PD1 to PD75.

[0357]

[0358]

[0359]

[0360]

[0361]

[0362]

[0363]

[0364] In some embodiments, the fluorescent dopant may include a compound represented by Formula 501: <Formula 501>

[0365]

[0366] In Equation 501,

[0367] Ar 501 Optional from:

[0368] Naphthalene, heptaene, fluorene, spirofluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluoranthene, benzo[a]phenanthrene, pyrene And tetraphenyl, fentanyl, perylene, pentofen and indane; and

[0369] Each of the following is substituted with at least one of the following: naphthalene, heptaene, fluorene, spirofluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthracene, anthracene, fluoranthene, benzo[a]phenanthrene, pyrene. Benzene, fentanyl, perylene, pentofen, and indane: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups and -Si(Q) 501 (Q) 502 (Q) 503 ); where Q 501 To Q 503 Each can be independently selected from hydrogen, C1-C 60 Alkyl, C2-C 60 alkenyl, C6-C 60 Aryl and C1-C 60 Mixed aromatics;

[0370] L 501 To L 503 It can be compared with L provided in the text. 11 The relevant definitions are the same;

[0371] Where R 501 and R 502 Each can be selected independently from:

[0372] Phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, triazinyl, dibenzofuranyl, and dibenzothiopheneyl; and

[0373] Each of the following is substituted with at least one of the following: phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene. alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazole, triazinyl, dibenzofuranyl and dibenzothiopheneyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, triazinyl, dibenzofuranyl and dibenzothiophenyl;

[0374] xd1 to xd3 can each be independently selected from 0, 1, 2, and 3; and

[0375] xd4 can be selected from 1, 2, 3, and 4.

[0376] Fluorescent dopants may include at least one selected from compounds FD1 to FD9:

[0377]

[0378] Based on 100 parts by weight of the host, the amount of dopant in the light-emitting layer is typically in the range of about 0.01 to about 15 parts by weight.

[0379] The thickness of the light-emitting layer can be approximately to approximately For example, about to approximately Within these ranges, excellent light-emitting characteristics can be obtained without a significant increase in driving voltage when the thickness of the light-emitting layer is within these ranges.

[0380] Alternatively, the fluorescent dopant may be selected from the following compounds.

[0381]

[0382] Based on 100 parts by weight of the host, the amount of the dopant in the light-emitting layer is typically in the range of about 0.01 to about 15 parts by weight.

[0383] The thickness of the light-emitting layer can be approximately to approximately For example, about to approximately Within these ranges, excellent light-emitting characteristics can be obtained without a significant increase in driving voltage when the thickness of the light-emitting layer is within these ranges.

[0384] Then, the electron transport region can be arranged on the light-emitting layer.

[0385] The electron transport region may include at least one selected from the hole blocking layer, the electron transport layer (ETL), and the electron injection layer.

[0386] In some embodiments, the electron transport region may have an electron transport layer / electron injection layer structure or a hole blocking layer / electron transport layer / electron injection layer structure, wherein the layers of each structure are stacked sequentially in the above order, starting from the light-emitting layer.

[0387] In some embodiments, the organic layer 150 of the organic light-emitting device may include an electron transport region disposed between the light-emitting layer and the second electrode 190.

[0388] When the electron transport region includes a hole blocking layer, the hole blocking layer can be formed on the light-emitting layer using various methods (e.g., vacuum deposition, spin coating, casting, LB method, inkjet printing, laser printing, or LITI). When the hole blocking layer is formed by vacuum deposition or spin coating, the deposition and coating conditions for the hole blocking layer can be determined by referring to the deposition and coating conditions for the hole injection layer.

[0389] The hole-blocking layer may include, for example, at least one selected from BCP and Bphen.

[0390]

[0391] The thickness of the hole-blocking layer can be approximately to approximately For example, about to approximately Within this range, excellent hole blocking characteristics can be obtained without a significant increase in driving voltage when the thickness of the hole blocking layer is within this range.

[0392] The electron transport region may include an electron transport layer. The electron transport layer can be formed on the light-emitting layer or hole-blocking layer using various methods (e.g., vacuum deposition, spin coating, casting, LB method, inkjet printing, laser printing, or LITI). When the electron transport layer is formed using vacuum deposition or spin coating, the vacuum deposition and coating conditions for the electron transport layer can be determined by referring to the vacuum deposition and coating conditions for the hole injection layer.

[0393] In some embodiments, the electron transport layer may include at least one selected from the compounds represented by formula 601 and the compounds represented by formula 602:

[0394] <Formula 601>

[0395] Ar 601 -[(L 601 ) xe1 -E 601 ] xe2

[0396] In Equation 601,

[0397] Ar 601 Optional from:

[0398] Naphthalene, heptaene, fluorene, spirofluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluoranthene, benzo[a]phenanthrene, pyrene And tetraphenyl, fentanyl, perylene, pentofen and indane; and

[0399] Each of the following is substituted with at least one of the following: naphthalene, heptaene, fluorene, spirofluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthracene, anthracene, fluoranthene, benzo[a]phenanthrene, pyrene. Benzene, fentanyl, perylene, pentofen, and indane: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups and -Si(Q) 301 (Q) 302 (Q) 303 ); where Q 301 To Q 303 Each can be independently selected from hydrogen, C1-C 60 Alkyl, C2-C 60 alkenyl, C6-C 60 Aryl and C1-C 60 Mixed aromatic compounds.

[0400] L 601 The description can be compared with L in the text. 201 The relevant definitions are the same.

[0401] E 601 Optional from:

[0402] Pyrroloyl, thiopheneyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazoleyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cinolinyl, carbazoleyl, phenanthridinel, acridinel, phenanthrolyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothiopheneyl, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, and imidazopyrimidinyl; and

[0403] Each of the following groups is substituted with at least one of the following: pyrroleyl, thiopheneyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoydinolyl, indoleyl, inzolyl, purinel, quinolinyl, isoquinolinyl, benzo[a]quinolinyl, phthalazinyl, naphridinyl, quinoxalinyl, quinazolinyl, cenolinyl, carbazoleyl, phenanthridinel, acridinel, phenanthroxalinyl, phenazinyl, benzimidazolyl, benzo[a]furanyl, benzo[a]furanyl, pyrid ... alkyl, benzothiophene, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, thiadiazolyl, imidazopyridyl and imidazopyrimidine: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazyl, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, pentanenyl, indole, naphthyl, azuleyl, heptanenyl, indoleyl, acenaphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranthraceneyl, benzo[a]phenanthryl, pyrene, alkyl, tetraphenyl, francyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indoleyl, indazoleyl, purinel, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthidyl, quin Oxalinyl, quinazolinyl, cyclolinyl, carbazolyl, phenanthridine, acridine, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophene, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophene, benzocarbazolyl, dibenzocarbazolyl, thiadiazolyl, imidazopyridyl, and imidazopyrimidinyl;

[0404] xe1 can be selected from 0, 1, 2, and 3; and

[0405] xe2 can be selected from 1, 2, 3, and 4.

[0406] <Formula 602>

[0407]

[0408] In Equation 602,

[0409] X 611 It can be N or C-(L) 611 ) xe611 -R 611 X612 It can be N or C-(L) 612 ) xe612 -R 612 X 613 It can be N or C-(L) 613 ) xe613 -R 613 And selected from X 611 To X 613 At least one of them can be N;

[0410] L 611 To L 616 It can be compared with L provided in the text. 11 The relevant definitions are the same;

[0411] R 611 To R 616 Each can be selected independently from:

[0412] Phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, and triazinyl; and

[0413] Each of the following is substituted with at least one of the following: phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene. alkyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl and triazinyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazyl, hydrazone, carboxylic acid or its salts, sulfonic acid or its salts, phosphate or its salts, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, pyrene The following groups are used: pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazoleyl, and triazinyl.

[0414] xe611 to xe616 can each be independently selected from 0, 1, 2, and 3.

[0415] The compound represented by Formula 601 and the compound represented by Formula 602 may each be independently selected from compounds ET1 to ET15:

[0416]

[0417]

[0418] The electron transport layer may include at least one selected from BCP, Bphen, Alq3, BAlq, TAZ and NTAZ.

[0419]

[0420] The thickness of the electron transport layer can be approximately to approximately For example, about to approximately Within this range, when the thickness of the electron transport layer is within this range, excellent electron transport characteristics can be obtained without a significant increase in driving voltage.

[0421] In addition to the materials described above, the electron transport layer may further include metallic materials.

[0422] Metal-containing materials may include Li complexes. Li complexes may include, for example, compounds ET-D1 (lithium 8-hydroxyquinoline, LiQ) or ET-D2.

[0423]

[0424] The electron transport region may include an electron injection layer that facilitates the injection of electrons from the second electrode 190.

[0425] The electron injection layer can be formed on the electron transport layer using various methods (e.g., vacuum deposition, spin coating, casting, LB method, inkjet printing, laser printing, or LITI). When the electron injection layer is formed by vacuum deposition or spin coating, the vacuum deposition and coating conditions for the electron injection layer can be determined by referring to the vacuum deposition and coating conditions for the hole injection layer.

[0426] The electron injection layer may include at least one selected from LiF, NaCl, CsF, Li2O, BaO, and LiQ.

[0427] The thickness of the electron injection layer can be approximately to approximately For example, about to approximately Within this range, excellent electron injection characteristics can be obtained without a significant increase in driving voltage when the thickness of the electron injection layer is within this range.

[0428] A second electrode 190 is disposed on the organic layer 150. The second electrode 190 may be a cathode, serving as an electron injection electrode. In this regard, the material used to form the second electrode 190 may be a material with a low work function, such as metals, alloys, conductive compounds, or mixtures thereof. Examples of materials used to form the second electrode 190 include lithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), and magnesium-silver (Mg-Ag). In some embodiments, the material used to form the second electrode 190 may be ITO or IZO. The second electrode 190 may be a semi-transmissive electrode or a transmissive electrode.

[0429] See Figure 2 The organic light-emitting device 20 may have a structure including a first capping layer 210, a first electrode 110, an organic layer 150, and a second electrode 190, which are stacked sequentially in the aforementioned order. See also Figure 3 The organic light-emitting device 30 may have a structure comprising a first electrode 110, an organic layer 150, a second electrode 190, and a second capping layer 220, wherein the layers are stacked sequentially in the aforementioned order. See also Figure 4 The organic light-emitting device 40 may have a structure of a first cover layer 210, a first electrode 110, an organic layer 150, a second electrode 190, and a second cover layer 220, wherein the layers are stacked sequentially in the order described.

[0430] according to Figures 2 to 4 The first electrode 110, organic layer 150, and second electrode 190 can be referenced in conjunction with... Figure 1 Understanding comes from the relevant descriptions.

[0431] In organic light-emitting devices 20 and 40, light emitted from the light-emitting layer in organic layer 150 can be emitted to the outside through the first electrode 110 and the first capping layer 210. The first electrode 110 can be a semi-transparent electrode or a transmissive electrode. In organic light-emitting devices 30 and 40, light emitted from the light-emitting layer in organic layer 150 can be emitted to the outside through the second electrode 190 and the second capping layer 220. The second electrode 190 can be a semi-transparent electrode or a transmissive electrode.

[0432] Based on the principle of constructive interference, the first capping layer 210 and the second capping layer 220 can help improve the external luminescence efficiency.

[0433] In implementation, Figure 2 The first cover layer 210 shown and Figure 3 The second capping layer 220 shown may include the fused ring compound represented by Formula 1.

[0434] In implementation, selected from Figure 4At least one of the first capping layer 210 and the second capping layer 220 shown may include the fused ring compound represented by Formula 1.

[0435] In some implementations... Figures 2 to 4 The organic layer 150 shown may not include the fused ring compound represented by Formula 1.

[0436] The above text has already referenced Figures 1 to 4 An organic light-emitting device is described.

[0437] The C1-C used in this article 60 Alkyl groups refer to monovalent groups of straight-chain or branched aliphatic hydrocarbons having 1 to 60 carbon atoms, and examples include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl. The C1-C groups used herein... 60 Alkylene refers to a group having a C1-C2 bond structure. 60 Divalent groups with the same structure as alkyl groups.

[0438] The C1-C used in this article 60 Alkoxy groups refer to those composed of -OA 101 (where A) 101 For C1-C 60 Alkyl groups are monovalent groups, and specific examples of them are methoxy, ethoxy and isopropoxy.

[0439] The C2-C used in this article 60 Alkenyl refers to the group formed by the carbon atoms in the C2-C2 group. 60 A hydrocarbon group formed by substituting at least one carbon double bond into the middle or end of an alkyl group, examples of which are vinyl, propenyl, and butenyl. The C2-C group used herein... 60 alkenyl groups refer to those with C2-C... 60 Divalent groups with the same structure as alkenyl groups.

[0440] The C2-C used in this article 60 Alkyne refers to the group formed by the combination of C2-C... 60 A hydrocarbon group formed by substituting at least one carbon triple bond into the middle or end of an alkyl group, with examples being ethynyl and propynyl. The C2-C group used herein... 60 Alynyl group refers to a group that has a C2-C... 60 Divalent groups with the same structure as alkynyl groups.

[0441] The C3-C used in this article 10 Cycloalkyl refers to a monovalent monocyclic saturated hydrocarbon group comprising 3 to 10 carbon atoms, and specific examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. The C3-C group used in this article... 10 Cycloalkylene refers to compounds with C3-C66 atoms. 10Divalent groups with the same structure as cycloalkyl groups.

[0442] The C1-C used in this article 10 Heterocyclic alkyl groups are monovalent monocyclic groups comprising at least one heteroatom selected from N, O, Si, P, and S as cyclic atoms and 1 to 10 carbon atoms, with examples being tetrahydrofuranyl and tetrahydrothiophenyl. The C1-C groups used herein... 10 Heterocyclic alkyl groups refer to those having a C1-C2 relationship. 10 Divalent groups with the same structure as heterocyclic alkyl groups.

[0443] The C3-C used in this article 10 Cycloalkenyl groups are monovalent monocyclic groups that include 3 to 10 carbon atoms and at least one double bond in their ring and are not aromatic, with examples including cyclopentenyl, cyclohexenyl, and cycloheptenyl. The C3-C group used in this article... 10 Cycloalkylene refers to a group that has a C3-C... 10 A divalent group with the same structure as a cycloalkenyl group.

[0444] The C1-C used in this article 10 Heterocyclic alkenyl groups are monovalent monocyclic groups that include at least one heteroatom selected from N, O, Si, P, and S as cyclic atoms, 1 to 10 carbon atoms, and at least one double bond in their ring. C1-C 10 Examples of heterocyclic alkenyl groups are 2,3-dihydrofuranyl and 2,3-dihydrothiophenyl. The C1-C group used in this paper... 10 Heterocyclic alkenyl groups refer to those with C1-C... 10 Divalent groups with the same structure as heterocyclic alkenyl groups.

[0445] The C6-C used in this article 60 Aryl refers to a monovalent group comprising a carbocyclic aromatic system (having 6 to 60 carbon atoms), and the C6-C group used herein... 60 A aryl group is a divalent group that includes a carbocyclic aromatic system (with 6 to 60 carbon atoms). (C6-C) 60 Examples of aryl groups include phenyl, naphthyl, anthraceneyl, phenanthryl, pyrene, and... Base. When C6-C 60 Aryl and C6-C 60 When each of the aryl groups comprises multiple rings, these rings can fused together.

[0446] The C1-C used in this article 60 Heteroaryl groups are monovalent groups that have a carbocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P, and S as the cyclic atom and 1 to 60 carbon atoms). The C1-C groups used in this article... 60A heteroaryl group is a divalent group that has a carbocyclic aromatic system (having at least one heteroatom selected from N, O, Si, P, and S as the cyclic atom and 1 to 60 carbon atoms). C1-C 60 Examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. When C1-C... 60 heteroaryl and C1-C 60 When each heteroaryl group comprises multiple rings, these rings can fused together.

[0447] The C6-C used in this article 60 Aryloxy group represents –OA 102 (where A) 102 For C6-C 60 (aryl), and the C6-C used in this paper 60 Aryl thioyl group represents –SA 103 (where A) 103 For C6-C 60 Aryl).

[0448] The monovalent nonaromatic fused polycyclic groups used in this article refer to monovalent groups having two or more rings fused together, with only carbon atoms (e.g., the number of carbon atoms can range from 8 to 60) as cyclic atoms, wherein the molecular structure is nonaromatic throughout the entire molecular structure. An example of a monovalent nonaromatic fused polycyclic group is the fluorene group. The divalent nonaromatic fused polycyclic groups used in this article refer to divalent groups having the same structure as monovalent nonaromatic fused polycyclic groups.

[0449] The monovalent non-aromatic fused heterocyclic groups used in this article refer to monovalent groups having two or more rings fused together, and having heteroatoms selected from N, O, Si, P, and S as cyclic atoms in addition to carbon atoms (e.g., the number of carbon atoms can range from 1 to 60), wherein the molecular structure is non-aromatic throughout the entire molecular structure. Monovalent non-aromatic fused heterocyclic groups include carbazole groups. The divalent non-aromatic fused heterocyclic groups used in this article refer to divalent groups having the same structure as monovalent non-aromatic fused heterocyclic groups.

[0450] The substituted C3-C 10 Cycloalkylene, substituted C1-C 10 Heterocyclic alkyl groups, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 aryl, substituted C1-C 60 Heteroaryl groups, substituted divalent non-aromatic fused polycyclic groups, substituted divalent non-aromatic fused heterocyclic groups, substituted C1-C60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthio, substituted C1-C 60 The heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and at least one substituent of the substituted monovalent non-aromatic fused heterocyclic group are selected from:

[0451] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy;

[0452] Each is selected from at least one of the following C1-C substituted. 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salts, sulfonic acid or its salts, phosphate or its salts, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q 11 (Q) 12 ), -Si(Q 13 (Q) 14 (Q) 15 ) and -B(Q 16 (Q) 17 );

[0453] C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups;

[0454] Each is selected from at least one of the following C3-C substituted. 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heterocyclic groups, -N(Q 21 (Q) 22 ), -Si(Q 23 (Q) 24 (Q) 25 ) and -B(Q 26 (Q) 27 );as well as

[0455] -N(Q 31 (Q) 32 ), -Si(Q 33 (Q) 34 (Q)35 ) and -B(Q 36 (Q) 37 );

[0456] Among them, Q1 to Q7, Q 11 To Q 17 Q 21 To Q 27 and Q 37 To Q 37 Each group is independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid or its salts, sulfonic acid or its salts, phosphate or its salts, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 Alkyne group, C1-C 60 Alkoxy, C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C1-C 60 Heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups.

[0457] As used in this article, “Ph” refers to phenyl, “Me” refers to methyl, “Et” refers to ethyl, and “ter-Bu” or “Bu” refers to ethyl. t "Refers to tert-butyl".

[0458] In the following text, some embodiments of organic light-emitting devices will be described in detail with reference to synthesis examples and examples. The expression "using B instead of A" used in describing the synthesis examples means that 1 molar equivalent of A is equivalent to 1 molar equivalent of B.

[0459] The following embodiments and comparative examples are provided to highlight the characteristics of one or more implementations; however, it is to be understood that these embodiments and comparative examples are not intended to limit the scope of the implementations, nor are the comparative examples construed as being outside the scope of the implementations. Furthermore, it should be understood that the implementations are not limited to the specific details described in the embodiments and comparative examples.

[0460] [Example]

[0461] Synthesis Example 1: Synthesis of Compound 9

[0462]

[0463] 0.73 g (1 eq, 1.30 mmol) of 7-bromo-5'-(1,3,5-triazin-2-yl)-5'H-spiro[indene[1,2-b]pyridine-5,7'-indene[2,1-b]carbazole], 0.43 g (1.1 eq, 1.43 mmol) of (10-phenylanthracene-9-yl)boronic acid, and 0.06 g (0.04 eq, 0.052 mmol) of tetra(triphenylphosphine)palladium(0) were placed in a vacuum-dried reaction vessel filled with nitrogen. 13 mL of toluene was added to the vessel to dissolve the contents. Then, 6.5 mL of ethanol and 6.5 mL (10 eq, 13.0 mmol) of 2.0 M sodium carbonate aqueous solution were added, and the mixture was refluxed at 80 °C and stirred for 3 hours. When the reaction was complete, the product was washed with distilled water, and the organic layer was extracted from it using ethyl acetate. The product was then dried over magnesium sulfate, filtered through a Celite filter, and purified by column chromatography to obtain 0.745 g (yield = 75%) of compound 9 (7-(10-phenylanthracene-9-yl)-5'-(1,3,5-triazin-2-yl)-5'H-spiro[indene[1,2-b]pyridine-5,7'-indene[2,1-b]carbazole]). This was achieved through the use of... 1 The compound was confirmed by 1H NMR and MS / FAB.

[0464] 1 H NMR: 8.87(2H),8.48(1H),8.28(1H),8.24(1H),8.09(2H),7.91(5H),7.63(3H),7.51(5H),7.40(6H),7.29(3H),7.09(1H),6.67(1H).

[0465] APCI-MS(m / z): 737 [M] + ]

[0466] Synthesis Example 2: Synthesis of Compound 10

[0467]

[0468] 0.73 g (1 eq, 1.30 mmol) of 2-bromo-5'-(1,3,5-triazin-2-yl)-5'H-spiro[fluorene-9,7'-indene[2,1-b]carbazole], 0.43 g (1.1 eq, 1.43 mmol) of (10-phenylanthracene-9-yl)boronic acid, and 0.06 g (0.04 eq, 0.052 mmol) of tetra(triphenylphosphine)palladium(0) were placed in a vacuum-dried reaction vessel filled with nitrogen. 13 mL of toluene was added to the vessel to dissolve the contents. Then, 6.5 mL of ethanol and 6.5 mL (10 eq, 13.0 mmol) of 2.0 M sodium carbonate aqueous solution were added, and the mixture was refluxed at 80 °C and stirred for 3 hours. When the reaction was complete, the product was washed with distilled water, and the organic layer was extracted from it using ethyl acetate. The product was dried using magnesium sulfate, filtered through a celestate filter, and purified by column chromatography to obtain 0.740 g of compound 10 (2-(10-phenylanthracene-9-yl)-5'-(1,3,5-triazin-2-yl)-5'H-spiro[fluorene-9,7'-indene[2,1-b]carbazole]) (yield = 75%). This was achieved by using... 1 The compound was confirmed by 1H NMR and MS / FAB.

[0469] 1 H NMR:8.87(2H),8.48(1H),8.12(2H),7.91(4H),7.81(2H),7.63(2H),7.51(5H),7.40(6H),7.24(1H),7.19(2H)

[0470] APCI-MS (m / z): 736 [M] + ]

[0471] Example 1

[0472] Corning 15Ω / cm will be used as the anode. 2 The ITO glass substrate was cut to a size of 50mm × 50mm × 0.7mm, ultrasonically cleaned with isopropanol and pure water for 5 minutes each, and then cleaned with ozone by exposure to ultraviolet light for 30 minutes. The glass substrate was then mounted into a vacuum deposition apparatus.

[0473] 2-TNATA was vacuum deposited onto an ITO anode to form a structure with... A hole injection layer of thickness was formed, and 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB) was vacuum-deposited onto the hole injection layer to form a layer with [missing information]. A hole transport layer of thickness.

[0474] Compound 9 (the host) and DPAVBi (the dopant) were co-deposited on the hole transport layer at a weight ratio of 95:5 to form a light-emitting layer with a thickness of 20 nm.

[0475] Compound ET1 was deposited on the luminescent layer to form a light-emitting layer with... A thick electron transport layer is formed by depositing LiF on the electron transport layer to create a layer with... A thick electron-injected layer is formed, and Al is vacuum-deposited onto the electron-injected layer to create a layer with [missing information]. A thick cathode is used to complete the fabrication of the organic light-emitting device.

[0476] Example 2 and Comparative Examples 1 to 5

[0477] The organic light-emitting device was manufactured in the same manner as in Example 1, except that the compounds listed in Table 1 were used instead of compound 1 as the main body when forming the light-emitting layer.

[0478] Evaluation Example 1

[0479] The driving voltage, current density, luminance, and efficiency of the organic light-emitting devices prepared in Examples 1 and 2, and Comparative Examples 1 to 5, were evaluated using a Keithley SMU 236 and a PR650 luminance meter. The results are shown in Table 1.

[0480] [Table 1]

[0481]

[0482]

[0483]

[0484] Referring to Table 1, it can be seen that, compared with the organic light-emitting devices manufactured according to Comparative Examples 1 to 5, the organic light-emitting devices manufactured according to Examples 1 and 2 exhibit lower driving voltage, improved brightness, improved efficiency, and improved lifespan.

[0485] As described above, according to one or more exemplary embodiments, organic light-emitting devices comprising the fused-ring compound can have low driving voltage, high efficiency, high brightness, and long lifespan.

[0486] Exemplary embodiments have been disclosed herein, and although specific terminology is used, they are used and interpreted in a general and descriptive sense only, and not for limiting purposes. In some instances, features, characteristics, and / or elements relating to a particular embodiment may be used alone or in combination with features, characteristics, and / or elements relating to other embodiments as of the date of this application, as will be apparent to those skilled in the art. Accordingly, those skilled in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of the invention as set forth in the claims.

Claims

1. A fused-ring compound, represented by the following formula 1A-1: in, In Equation 1A-1, Ring A1 is selected from phenyl or naphthyl. Ring A2 is selected from phenyl, naphthyl, pyridyl, quinolinyl, and isoquinolinyl. X1 is NR 11 , R 11 For groups represented by the following formulas 6-7, R1 is a group represented by one of the following formulas: 6-118, 6-119, 6-120, 6-121, 6-122, 6-123, 6-124, 6-129, 6-130, 6-131, 6-132, 6-135, 6-136, 6-137, 6-150, 6-151, 6-152, 6-153, or 6-154. R3 to R6, R 13 Z1 and Z2 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amido, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, and naphthyl, b3 through b6, b13, d4, d5, and d8 are each independently 0, 1, or 2: In Equations 6-7, 6-118, 6-119, 6-120, 6-121, 6-122, 6-123, 6-124, 6-129, 6-130, 6-131, 6-132, 6-135, 6-136, 6-137, 6-150, 6-151, 6-152, 6-153, and 6-154, * represents the binding site to an adjacent atom.

2. The fused-ring compound of claim 1, wherein the compound represented by formula 1A-1 is one of the following compounds 9 to 16: 。 3. An organic light-emitting device, comprising: First electrode; The second electrode facing the first electrode; as well as An organic layer between the first electrode and the second electrode, the organic layer comprising a light-emitting layer. The organic layer thereof comprises a fused-ring compound as described in any one of claims 1-2.

4. The organic light-emitting device as described in claim 3, wherein... The first electrode is the anode. The second electrode is the cathode. The organic layer includes: In the hole transport region between the first electrode and the light-emitting layer, the hole transport region includes at least one selected from a hole injection layer, a hole transport layer, a buffer layer, and an electron blocking layer, and In the electron transport region between the light-emitting layer and the second electrode, the electron transport region includes at least one of a hole-blocking layer, an electron transport layer, and an electron injection layer, and At least one of the hole transport region and the light-emitting layer includes the fused ring compound.

5. The organic light-emitting device of claim 3, wherein the light-emitting layer comprises the fused ring compound.

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