# US 9,520,568 B2 · Organic light-emitting diode

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- Number: US 9,520,568 B2
- Document ID: US9520568B2
- Status: Granted
- Kind: B2
- Application number: 14/077,506
- Filed: 2013-11-12
- Published: 2014-11-27
- Granted: 2016-12-13
- Earliest claimed: 2013-05-23
- Assignees: Industry-Academic Cooperation Foundation Gyeongsang National University; Samsung Display Co., Ltd.
- Applicants: Samsung Display Co., Ltd.; Industry-Academic Cooperation Foundation Gyeongsang National University
- Inventors: Se-Hun Kim; Dong-Hyun Kim; Hwan-Hee Cho; Mi-Kyung Kim; Chang-Woong Chu; Yun-Ji Lee; Yun-Hi Kim; Soon-Ki Kwon
- Web page: https://patentgrep.com/patent/US9520568B2

## CPC

- H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene}
- H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene}
- H10K 85/623: {containing five rings, e.g. pentacene}
- H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 85/40: Organosilicon compounds, e.g. TIPS pentacene
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

An organic light-emitting diode including a substrate; a first electrode on the substrate; a second electrode facing the first electrode; and an emission layer between the first electrode and the second electrode, the emission layer including an anthracene-based compound represented by Formula 1, below, and a condensed ring compound represented by Formula 20, below:

## Claims

### Claim 1

An organic light-emitting diode, comprising:
a substrate;
a first electrode on the substrate;
a second electrode facing the first electrode; and
an emission layer between the first electrode and the second electrode, the emission layer including an anthracene-based compound represented by Formula 1, below, and a condensed ring compound represented by Formula 20, below:
wherein, in Formulae 1 and 20:
n is 0 or 1;
R1 to R6 are each independently selected from a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted non-condensed ring group in which a number of ring forming atoms is in a range of 3 to 10, and a substituted or unsubstituted condensed ring group in which two or more rings are condensed, and when n is 0, at least one of R1 to R3 is a substituted or unsubstituted condensed ring group in which two or more rings are condensed, and when n is 1, at least one of R1 to R6 is a substituted or unsubstituted condensed ring group in which two or more rings are condensed;
L1, L2, Ar1, and Ar2 are each independently selected from a substituted or unsubstituted C3-C10 cycloalkylene group, a substituted or unsubstituted C3-C10 cycloalkenylene group, a substituted or unsubstituted C3-C10 heterocycloalkylene group, a substituted or unsubstituted C3-C10 heterocycloalkenylene group, a substituted or unsubstituted C6-C60 arylene group, and a substituted or unsubstituted C2-C60 heteroarylene group;
c and d are each independently an integer of 1 to 3;
R11, R12, R43, and R44 are each independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C3-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C2-C60 heteroaryl group, —N(Q1)(Q2), and —Si(Q3)(Q4)(Q5), wherein Q1 to Q5 are each independently a hydrogen atom, a C1-C10 alkyl group, a C6-C20 aryl group, or a C2-C20 heteroaryl group;
a and b are each independently an integer of 1 to 4;
R41 and R42 are each independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C3-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, and a substituted or unsubstituted C2-C60 heteroaryl group;
i and j are each independently an integer of 0 to 3; and
Ar3 and Ar4 are each independently represented by one of Formulae 7B, 7D, or 7F below:
in Formulae 7B, 7D, and 7F,
Z31 to Z44 are each independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C3-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C2-C60 heteroaryl group, —N(Q51)(Q52), and —Si(Q53)(Q54)(Q55), wherein Q51 to Q55 are each independently a hydrogen atom, a C1-C10 alkyl group, a C6-C20 aryl group, or a C2-C20 heteroaryl group, and two or more of Z31 to Z44 are bindable to each other to selectively form a saturated or unsaturated ring having 6 to 20 carton atoms;
w1 is an integer of 1 to 4; and
w2 is an integer of 1 to 5.

### Claim 2 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein a weight ratio of the anthracene-based compound to the condensed ring compound in the emission layer is in a range of about 99.9:0.01 to 80:20.

### Claim 3 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein:
R1 to R6 in Formula 1 are each independently selected from:
a C1-C20 alkyl group, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclopentenyl group, a cyclopentadienyl group, a cyclohexenyl group, a cyclohexadienyl group, a cycloheptadienyl group, a thiophenyl group, a furanyl group, a pyrrolyl group, an imidazolyl group, a pyrazolyl group, an isothiazolyl group, an isoxazolyl group, a thiazolyl group, an oxazolyl group, an oxadiazolyl group, a thiadiazolyl group, a triazolyl group, a phenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, a biphenylenyl group, an indacenyl group, an acenaphthylenyl group, a fluorenyl group, a spiro-fluorenyl group, a carbazolyl group, an anthracenyl group, a phenalenyl group, a phenanthrenyl group, a perylenyl group, a fluorantenyl group, a naphthacenyl group, a pycenyl group, a pentaphenyl group, a hexacenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a phenothiazinyl group, a phenoxazinyl group, a dihydrophenazinyl group, a phenoxathiinyl group, and a phenanthridinyl group; and
a C1-C20 alkyl group, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclopentenyl group, a cyclopentadienyl group, a cyclohexenyl group, a cyclohexadienyl group, a cycloheptadienyl group, a thiophenyl group, a furanyl group, a pyrrolyl group, an imidazolyl group, a pyrazolyl group, an isothiazolyl group, an isoxazolyl group, a thiazolyl group, an oxazolyl group, an oxadiazolyl group, a thiadiazolyl group, a triazolyl group, a phenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, a biphenylenyl group, an indacenyl group, an acenaphthylenyl group, a fluorenyl group, a spiro-fluorenyl group, a carbazolyl group, an anthracenyl group, a phenalenyl group, a phenanthrenyl group, a perylenyl group, a fluorantenyl group, a naphthacenyl group, a pycenyl group, a pentaphenyl group, a hexacenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a phenothiazinyl group, a phenoxazinyl group, a dihydrophenazinyl group, a phenoxathiinyl group, and a phenanthridinyl group, each substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C3-C10 heterocycloalkyl group, a C3-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C2-C60 heteroaryl group, or —N(Q11a)(Q12a), wherein Q11a and Q12a are each independently a hydrogen atom, a C1-C10 alkyl group, a C6-C20 aryl group, and a C2-C20 heteroaryl group,
at least one of R1 to R3, when n is 0, or at least one of R1 to R6, when n is 1, are each independently selected from:
a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, a biphenylenyl group, an indacenyl group, an acenaphthylenyl group, a fluorenyl group, a spiro-fluorenyl group, a carbazolyl group, an anthracenyl group, a phenalenyl group, a phenanthrenyl group, a perylenyl group, a fluorantenyl group, a naphthacenyl group, a pycenyl group, a pentaphenyl group, a hexacenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a phenothiazinyl group, a phenoxazinyl group, a dihydrophenazinyl group, a phenoxathiinyl group, and a phenanthridinyl group; and
a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, a biphenylenyl group, an indacenyl group, an acenaphthylenyl group, a fluorenyl group, a spiro-fluorenyl group, a carbazolyl group, an anthracenyl group, a phenalenyl group, a phenanthrenyl group, a perylenyl group, a fluorantenyl group, a naphthacenyl group, a pycenyl group, a pentaphenyl group, a hexacenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a phenothiazinyl group, a phenoxazinyl group, a dihydrophenazinyl group, a phenoxathiinyl group, and a phenanthridinyl group, each substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C3-C10 heterocycloalkyl group, a C3-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C2-C60 heteroaryl group, or —N(Q11a)(Q12a), wherein Q11a and Q12a are each independently a hydrogen atom, a C1-C10 alkyl group, a C6-C20 aryl group, and a C2-C20 heteroaryl group.

### Claim 4 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein:
R1 to R6 in Formula 1 are each independently selected from:
a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a t-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group;
a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a t-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group, each substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C3-C10 heterocycloalkyl group, a C3-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C2-C60 heteroaryl group, or —N(Q11a)(Q12a), wherein Q11a and Q12a are each independently a hydrogen atom, a C1-C10 alkyl group, a C6-C20 aryl group, and a C2-C20 heteroaryl group,
Formulae 2A to 2T, below; and
Formulae 3A to 3R, below,
at least one of R1 to R3, when n is 0, or at least one of R1 to R6, when n is 1, are each independently selected from Formulae 3A to 3R below:
in Formulae 2A to 2T and 3A to 3R:
R21 to R27 are each independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C3-C10 heterocycloalkyl group, a C3-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C2-C60 heteroaryl group, or —N(Q11a)(Q12a), wherein Q11a and Q12a are each independently selected from a hydrogen atom, a C1-C10 alkyl group, a C6-C20 aryl group, and a C2-C20 heteroaryl group,
p and u are each independently an integer of 1 to 3;
q is 1 or 2;
r and x are each independently an integer of 1 to 5;
s and v are each independently an integer of 1 to 4;
t is an integer of 1 to 7;
w is an integer of 1 to 9; and
y is an integer of 1 to 6.

### Claim 5 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein:
R1 to R6 in Formula 1 are each independently selected from
a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a t-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group;
a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a t-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group, each substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a phenyl group, a naphthyl group, and an anthracenyl group;
Formula 2G below; and
Formulae 4A to 4J below, and
at least one of R1 to R3, when n is 0, or at least one of R1 to R6, when n is 1, are each independently selected from Formulae 4A to 4J, below:
in Formulae 2G and 4A to 4J:
R21 to R25 are each independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a naphthyl group, an anthracenyl group, a dimethylfluorenyl group, a phenylcarbazolyl group, a pyrenyl group, a chrycenyl group, a benzothiazolyl group, a benzooxazolyl group, a phenylbenzoimidazolyl group, and —N(Q11a)(Q12a), wherein Q11a and Q12a are each independently selected from a hydrogen atom, a C1-C10 alkyl group, a phenyl group, a naphthyl group, and an anthracenyl group;
r and x are each independently an integer of 1 to 5;
v is an integer of 1 to 4;
t is an integer of 1 to 7;
w is an integer of 1 to 9; and
y is an integer of 1 to 6.

### Claim 6 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein L1, L2, Ar1, and Ar2 in Formulae 1 and 20 are each independently selected from:
a cyclopropylene group, a cyclobutylene group, a cyclopentylene group, a cyclohexylene group, a cycloheptylene group, a cyclooctylene group, a cyclopentenylene group, a cyclopentadienylene group, a cyclohexenylene group, a cyclohexadienylene group, a cycloheptadienylene group, a thiophenylene group, a furanylene group, a pyrrolylene group, an imidazolylene group, a pyrrazolylene group, an isothiazolylene group, an isoxazolylene group, a thiazolylene group, an oxazolylene group, an oxadiazolylene group, a thiadiazolylene group, a triazolylene group, a phenylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a pentarenylene group, an indenylene group, a naphthylene group, an azulenylene group, a biphenylenylene group, an indacenylene group, an acenaphthylenylene group, a fluorenylene group, a spiro-fluorenylene group, a carbazolylene group, an anthracenylene group, a phenalenylene group, a phenanthrenylene group, a perylenylene group, a fluoranthenylene group, a naphthacenylene group, a picenylene group, a pentaphenylene group, a hexacenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a phenothiazinylene group, a phenoxazinylene group, a dihydrophenazinylene group, a phenoxathiinylene group, and a phenanthridinylene group; and
a cyclopropylene group, a cyclobutylene group, a cyclopentylene group, a cyclohexylene group, a cycloheptylene group, a cyclooctylene group, a cyclopentenylene group, a cyclopentadienylene group, a cyclohexenylene group, a cyclohexadienylene group, a cycloheptadienylene group, a thiophenylene group, a furanylene group, a pyrrolylene group, an imidazolylene group, a pyrrazolylene group, an isothiazolylene group, an isoxazolylene group, a thiazolylene group, an oxazolylene group, an oxadiazolylene group, a thiadiazolylene group, a triazolylene group, a phenylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a triazinylene group, a pentarenylene group, an indenylene group, a naphthylene group, an azulenylene group, a biphenylenylene group, an indacenylene group, an acenaphthylenylene group, a fluorenylene group, a spiro-fluorenylene group, a carbazolylene group, an anthracenylene group, a phenalenylene group, a phenanthrenylene group, a perylenylene group, a fluoranthenylene group, a naphthacenylene group, a picenylene group, a pentaphenylene group, a hexacenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a phenothiazinylene group, a phenoxazinylene group, a dihydrophenazinylene group, a phenoxathiinylene group, and a phenanthridinylene group, each substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C3-C10 heterocycloalkyl group, a C3-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C2-C60 heteroaryl group, or —N(Q11b)(Q12b), wherein Q11b and Q12b are each independently a hydrogen atom, a C1-C10 alkyl group, a C6-C20 aryl group, and a C2-C20 heteroaryl group.

### Claim 7 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein:
L1, L2, Ar1, and Ar2 in Formulae 1 and 20 are each independently selected from Formulae 5A to 5J:
R31 to R40 in Formulae 5A to 5J are each independently selected from a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C3-C10 cycloalkenyl group, a C3-C10 heterocycloalkyl group, a C3-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C2-C60 heteroaryl group, and —N(Q11b)(Q12b), wherein Q11b and Q12b are each independently a hydrogen atom, a C1-C10 alkyl group, a C6-C20 aryl group, or a C2-C20 heteroaryl group; and
* indicates a binding site.

### Claim 8 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein in Formula 1:
n is 1;
R1, R3, R4, and R6 are each independently a substituted or unsubstituted C1-C60 alkyl group; and
R2 and R5 are each independently selected from a substituted or unsubstituted non-condensed ring group in which the number of ring forming atoms is in a range of 3 to 10, and a substituted or unsubstituted condensed ring group in which two or more rings are condensed, wherein at least one of R3 and R5 is a substituted or unsubstituted condensed ring group in which two or more rings are condensed.

### Claim 9 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein in Formula 1:
n is 0;
R1 and R3 are each independently a substituted or unsubstituted C1-C60 alkyl group; and
R2 is a substituted or unsubstituted condensed ring group in which two or more rings are condensed.

### Claim 10 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein the anthracene-based compound is one of Compounds 1 to 24 below:

### Claim 11 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein the condensed ring compound is a blue fluorescent dopant that emits blue light according to a fluorescence emission mechanism.

### Claim 12 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein R41 and R42 in Formula 20 are each independently selected from:
a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a naphthyl group, an anthracenyl group, a pyrenyl group, and a chrycenyl group; and
a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a naphthyl group, an anthracenyl group, a pyrenyl group, and a chrycenyl group, each substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a naphthyl group, an anthracenyl group, a pyrenyl group, and a chrycenyl group.

### Claim 13 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein in Formula 20, i is 0 and j is 0.

### Claim 14 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein Z31 to Z44 in Formulae 7B, 7D, and 7F are each independently selected from:
a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C20 alkyl group, and a C1-C20 alkoxy group;
a C1-C20 alkyl group and a C1-C20 alkoxy group, each substituted with one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, and a phosphoric acid or a salt thereof;
a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluorantenyl group, a triphenylenylene group, a pyrenyl group, a chrycenyl group, a naphthacenyl group, a pycenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pyrrolyl group, an imidazolyl group, a pyrazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzooxazolyl group, a benzoimidazolyl group, a furanyl group, a benzofuranyl group, a thiophenyl group, a benzothiophenyl group, a thiazolyl group, an isothiazolyl group, a benzothiazolyl group, an isoxazolyl group, an oxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a benzooxazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and a benzocarbazolyl group;
a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluorantenyl group, a triphenylenyl group, a pyrenyl group, a chrycenyl group, a naphthacenyl group, a pycenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pyrrolyl group, an imidazolyl group, a pyrazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzooxazolyl group, a benzoimidazolyl group, a furanyl group, a benzofuranyl group, a thiophenylene group, a benzothiophenyl group, a thiazolyl group, an isothiazolyl group, a benzothiazolyl group, an isoxazolyl group, an oxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a benzooxazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and a benzocarbazolyl group, each substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C1-C60 alkoxy group, a C6-C60 aryl group, or a C2-C60 heteroaryl group; and
—Si(Q53)(Q54)(Q55), wherein Q53 to Q55 are each independently a hydrogen atom, a C1-C10 alkyl group, a C6-C20 aryl group, or a C2-C20 heteroaryl group.

### Claim 15 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein Z31 to Z44 in Formulae 7B, 7D, and 7F are each independently selected from:
a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C20 alkyl group, and a C1-C20 alkoxy group;
a C1-C20 alkyl group and a C1-C20 alkoxy group, each substituted with one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, and a phosphoric acid or a salt thereof;
a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluorantenyl group, a pyrenyl group, a chrycenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a furanyl group, a benzofuranyl group, a thiophenyl group, and a benzothiophenyl group;
a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluorantenyl group, a pyrenyl group, a chrycenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a furanyl group, a benzofuranyl group, a thiophenyl group, and a benzothiophenyl group, each substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a naphthyl group, an anthracenyl group, a fluorenyl group, a carbazolyl group, a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, and a triazinyl group; and
—Si(Q53)(Q54)(Q55), wherein Q53 to Q55 are each independently selected from a hydrogen atom, a C1-C10 alkyl group, a phenyl group, a naphthyl group, an anthracenyl group, and a pyrenyl group.

### Claim 16 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein Ar3 and Ar4 in Formula 20 are identical to each other.

### Claim 17 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein the condensed ring compound represented by Formula 20 is represented by Formula 20A(1) below:
wherein, in Formula 20A(1), R41, R42, Ar3, and Ar4 are defined the same as those of Formula 20.

### Claim 18 (depends on 1)

The organic light-emitting diode as claimed in claim 1, wherein the condensed ring compound is one of Compounds 35 to 40, 51 to 56, and 63 to 68 below:

### Claim 19

An organic light-emitting diode, comprising:
a substrate;
a first electrode on the substrate;
a second electrode facing the first electrode; and
an emission layer that is disposed between the first electrode and the second electrode and that includes an anthracene-based compound selected from Compounds 1 to 24 below and a condensed ring compound selected from Compounds 35 to 40, 51 to 56, and 63 to 68 below;