IP Library Granted Patent US 12,550,606
Granted Patent B2
US 12,550,606 · App. 16/360,938 · Granted Feb 10, 2026

Organic light-emitting device and electronic apparatus including the same

Inventors: Soobyung Ko (Yongin-si, KR); Sungbum Kim (Yongin-si, KR); Junha Park (Yongin-si, KR); Munki Sim (Yongin-si, KR); Heechoon Ahn (Yongin-si, KR); Hyoyoung Lee (Yongin-si, KR); Mina Jeon (Yongin-si, KR); Mieun Jun (Yongin-si, KR); Junghoon Han (Yongin-si, KR); Youngkook Kim (Yongin-si, KR); Seokhwan Hwang (Yongin-si, KR)
Assignee: Samsung Display Co., Ltd.
H10K85/40H10K85/346H10K85/654H10K85/6572H10K85/6574H10K50/11H10K2101/10H10K2101/90
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Quick Facts
Patent No.
US 12,550,606
App. No.
16/360,938
Granted
Feb 10, 2026
Kind
B2
Abstract

Provided are an organic light-emitting device including a first compound, a second compound, and a third compound, and an electronic apparatus including the same. The organic light-emitting device includes a first electrode; a second electrode facing the first electrode; and an emission layer disposed between the first electrode and the second electrode, the emission layer including the first compound, the second compound, and the third compound.

Claims (159)

1 . An organic light-emitting device comprising:

a first electrode;

a second electrode facing the first electrode; and

an emission layer between the first electrode and the second electrode;

wherein the emission layer comprises a first compound, a second compound, and a third compound,

the first compound, the second compound, and the third compound are different from one another,

the first compound is represented by Formula 1,

the second compound is represented by Formula 2, and

the third compound comprises a group represented by Formula 3:

wherein, Formula 3, * indicates a binding site of Formula 3,

wherein, in Formulae 1 to 3,

M is Pt,

X 1 is N,

X 2 to X 4 are C,

T 11 to T 14 are a chemical bond,

T 1 and T 3 are a single bond,

T 2 are *—N(R 6 )—*′, *—C(R 6a )(R 6b )—*′, *—Si(R 6a )(R 6b )—*′, *—S—*′, or *—O—*′,

a moiety represented by

is a group represented by Formula A1-1(1),

a moiety represented by

is a group represented by Formula A2-2(1),

a moiety represented by

is a group represented by Formula A3-1(1),

a moiety represented by

is a group represented by Formula A4-1(27),

R 1 to R 4 , R 6 , R 6a , and R 6b are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 60 alkyl heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —C(Q 1 )(Q 2 )(Q 3 ), —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), and —S(═O) 2 (Q 1 ),

a14 is an integer of 0 to 4,

a26 is an integer of 0 to 6,

a33 is an integer of 0 to 3,

a45 is an integer of 1 to 5,

provided that, at least one of R 4 is selected from a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 60 alkyl heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,

* in Formula A1-1(1) indicates a binding site to M in Formula 1,

*′ in Formula A1-1(1) indicates a binding site to T 1 in Formula 1,

* in Formula A2-2(1) indicates a binding site to M in Formula 1,

* in Formula A2-2(1) indicates a binding site to T 1 in Formula 1,

*′ in Formula A2-2(1) indicates a binding site to T 2 in Formula 1,

* in Formula A3-1(1) indicates a binding site to M in Formula 1,

*′ in Formula A3-1(1) indicates a binding site to T 3 in Formula 1,

*′ in Formula A3-1(1) indicates a binding site to T 2 in Formula 1,

* in Formula A4-1(27) indicates a binding site to M in Formula 1,

*′ in Formula A4-1(27) indicates a binding site to T 3 in Formula 1,

i) two groups selected from R 1 (s) in the number of a14, ii) two groups selected from R 2 (s) in the number of a26, iii) two groups selected from R 3 (s) in the number of a33, iv) two groups selected from R 4 (s) in the number of a45, and v) Rea and Rob, are optionally linked via a single bond, a double bond, or a first linking group to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a , provided that, R 3 and R 4 are not linked to form a ring,

R 10a is the same as defined in connection with R 1 ,

ring CY 51 to ring CY 53 , and ring CY 71 and ring CY 72 are each independently selected from a C 5 -C 30 carbocyclic group and a C 1 -C 30 heterocyclic group,

L 51 to L 53 are each independently selected from a substituted or unsubstituted C 5 -C 30 carbocyclic group and a substituted or unsubstituted C 1 -C 30 heterocyclic group,

a bond between L 51 and ring CY 51 , a bond between L 52 and ring CY 52 , a bond between L 53 and ring CY 53 , a bond between two or more L 51 (s), a bond between two or more L 52 (s), a bond between two or more L 53 (s), a bond between L 51 and carbon between X 54 and X 55 in Formula 2, a bond between L 52 and carbon between X 54 and X 56 in Formula 2, and a bond between L 53 and carbon between X 55 and X 56 in Formula 2 are each a carbon-carbon single bond,

b51 to b53 are each independently an integer of 0 to 5, wherein, when b51 is 0, *-(L 51 ) b51 -*′ is a single bond, when b52 is 0, *-(L 52 ) b52 -*′ is a single bond, and when b53 is 0, *-(L 53 ) b53 -*′ is a single bond,

X 54 is N, X 55 is N, X 56 is N,

X 81 is a single bond, O, S, N(R 81 ), B(R 81 ), C(R 81a ) (R 81b ), or Si(R 81a )(R 81b ),

R 51 to R 56 , R 71 , R 72 , R 81 , R 81a , and R 81b are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 60 alkyl heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —C(Q 1 )(Q 2 )(Q 3 ), —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), and a bidentate organic ligand,

a51 to a53, a71 and a72 are each independently an integer of 0 to 20,

* and *′ each indicate a binding site to a neighboring atom,

provided that, the second compound comprises at least one Si, at least one substituent of the substituted C 5 -C 30 carbocyclic group, the substituted C 1 -C 30 heterocyclic group, the substituted C 1 -C 60 alkyl group, the substituted C 2 -C 60 alkenyl group, the substituted C 2 -C 60 alkynyl group, the substituted C 1 -C 60 alkoxy group, the substituted C 3 -C 10 cycloalkyl group, the substituted C 1 -C 10 heterocycloalkyl group, the substituted C 3 -C 10 cycloalkenyl group, the substituted C 1 -C 10 heterocycloalkenyl group, the substituted C 6 -C 60 aryl group, the substituted C 6 -C 60 aryloxy group, the substituted C 6 -C 60 arylthio group, the substituted C 1 -C 60 heteroaryl group, the substituted C 2 -C 60 alkyl heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group;

a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -Coo alkoxy group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 7 -C 60 alkyl aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a C 2 -C 60 alkyl heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —O(Q 11 ), —S(Q 11 ), —Si(Q 11 )(Q 12 )(Q 13 ), —N(Q 11 )(Q 12 ), —B(Q 11 )(Q 12 ), —P(Q 11 )(Q 12 ), —C(═O)(Q 11 ), and —S(═O) 2 (Q 11 );

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 7 -C 60 alkyl aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a C 2 -C 60 alkyl heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group;

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 7 -C 60 alkyl aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a C 2 -C 60 alkyl heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 7 -C 60 alkyl aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a C 2 -C 60 alkyl heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —O(Q 21 ), —S(Q 21 ), —Si(Q 21 )(Q 22 )(Q 23 ), —N(Q 21 )(Q 22 ), —B(Q 21 )(Q 22 ), —P(Q 21 )(Q 22 ), —C(═O)(Q 21 ), and —S(═O) 2 (Q 21 ); and

—O(Q 31 ), —S(Q 31 ), —Si(Q 31 )(Q 32 )(Q 33 ), —N(Q 31 )(Q 32 ), —B(Q 31 )(Q 32 ), —P(Q 31 )(Q 32 ), —C(═O)(Q 31 ), and —S(═O) 2 (Q 31 ), and

Q 1 to Q 3 , Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a C 1 -C 60 alkyl group substituted with at least one selected from deuterium, —F, a cyano group, a C 1 -C 60 alkyl group, a phenyl group, and a biphenyl group, and a C 6 -C 60 aryl group substituted with at least one selected from deuterium, —F, a cyano group, a C 1 -C 10 alkyl group, a phenyl group, and a biphenyl group.

2 . The organic light-emitting device of claim 1 , wherein:

in Formula 1, a bond between X 1 and M and a bond between X 4 and M are each a coordinate bond.

3 . The organic light-emitting device of claim 1 , wherein:

in Formulae 2 and 3, ring CY 51 to ring CY 53 , ring CY 71 , and ring CY 72 are each independently is i) a first ring, ii) a second ring, iii) a condensed ring in which at least two first rings are condensed, iv) a condensed ring in which at least two second rings are condensed, or v) a condensed ring in which at least one first ring is condensed with at least one second ring,

the first ring is selected from a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, an oxazole group, an isoxazole group, an oxadiazole group, an isoxadiazole group, an oxatriazole group, an isoxatriazole group, a thiazole group, an isothiazole group, a thiadiazole group, an isothiadiazole group, a thiatriazole group, an isothiatriazole group, a pyrazole group, an imidazole group, a triazole group, a tetrazole group, an azasilole group, a diazasilole group, and a triazasilole group, and

the second ring is selected from an adamantane group, a norbornane group, a norbornene group, a cyclohexane group, a cyclohexene group, a benzene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, an oxasiline group, a thiasiline group, a dihydroazasiline group, a dihydrodisiline group, a dihydrosiline group, a dioxine group, an oxathiine group, an oxazine group, a pyran group, a dithiine group, a thiazine group, a thiopyran group, a cyclohexadiene group, a dihydropyridine group, and a dihydropyrazine group.

4 . The organic light-emitting device of claim 1 , wherein a group represented by

is not an unsubstituted phenyl group.

5 . The organic light-emitting device of claim 1 , wherein:

a group represented by

and a group represented by

in Formula 2 are identical to each other.

6 . The organic light-emitting device of claim 1 , wherein:

ring CY 51 is a benzene group,

ring CY 52 is selected from a benzene group, a pyridine group, a pyrimidine group, a pyridazine group, a pyrazine group, and a triazine group,

R 51 and R 52 are each independently selected from a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 60 alkyl heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —C(Q 1 )(Q 2 )(Q 3 ), and —Si(Q 1 )(Q 2 )(Q 3 ),

Q 1 to Q 3 are each independently selected from a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, and a C 6 -C 60 aryl group substituted with at least one selected from deuterium, —F, a cyano group, a C 1 -C 10 alkyl group, a phenyl group, and a biphenyl group, and

a51 and a52 are each independently 1, 2, or 3.

7 . The organic light-emitting device of claim 1 , wherein:

a moiety represented by

is selected from groups represented by Formulae CY51-1 to CY51-17,

a moiety represented by

is selected from groups represented by Formulae CY52-1 to CY52-17, and

a moiety represented by

is selected from groups represented by Formulae CY53-1 to CY53-18:

in Formulae CY51-1 to CY51-17, CY52-1 to CY52-17, and CY53-1 to CY53-18,

Y 63 is a single bond, O, S, N(R 63 ), B(R 63 ), C(R 63a )(R 63b ), or Si(R 63a )(R 63b ),

Y 64 is a single bond, O, S, N(R 64 ), B(R 64 ), C(R 64a )(R 64b ), or Si(R 64a )(R 64b ),

Y 67 is a single bond, O, S, N(R 67 ), B(R 67 ), C(R 67a )(R 67b ), or Si(R 67a )(R 67b ),

Y 68 is a single bond, O, S, N(R 68 ), B(R 68 ), C(R 68a )(R 68b ), or Si(R 68a )(R 68b ),

Y 63 and Y 64 in Formulae CY51-16 and CY51-17 are not both a single bond,

Y 67 and Y 68 in Formulae CY52-16 and CY52-17 are not both a single bond,

R 51a to R 51e , R 61 to R 64 , R 63a , R 63b , R 64a , and R 64b are respectively the same as defined in connection with R 51 in claim 1 , wherein R 51a to R 51e are not hydrogen,

R 52a to R 52e , R 65 to R 68 , R 67a , R 67b , R 68a , and R 68b are respectively the same as defined in connection with R 52 in claim 1 , wherein R 52a to R 52e are not hydrogen,

R 53a to R 53e are respectively the same as defined in connection with R 53 in claim 1 , wherein R 53a to R 53e are not hydrogen, and

* indicates a binding site to a neighboring atom.

8 . The organic light-emitting device of claim 1 , wherein:

the third compound is represented by one of Formulae 3-1 to 3-5:

wherein, in Formulae 3-1 to 3-5,

ring CY 71 , ring CY 72 , X 81 , R 71 , R 72 , a71, and a72 are respectively the same as defined in claim 1 ,

ring CY 73 , ring CY 74 , R 73 , R 74 , a73, and a74 are respectively the same as defined in connection with ring CY 71 , ring CY 72 , R 71 , R 72 , a71, and a72 in claim 1 ,

L 81 is selected from *—C(Q 4 )(Q 5 )—*′, *—Si(Q 4 )(Q 5 )—*′, a substituted or unsubstituted C 5 -C 30 carbocyclic group, and a substituted or unsubstituted C 1 -C 30 heterocyclic group, wherein Q 4 and Q 5 are respectively the same as defined in connection with Q 1 in claim 1 ,

b81 is an integer of 0 to 5, wherein, when b81 is 0, *-(L 81 ) b81 -*′ is a single bond, and when b81 is two or more, two or more L 81 (s) are identical to or different from each other,

X 82 is a single bond, O, S, N(R 82 ), B(R 82 ), C(R 82a )(R 82b ), or Si(R 82a )(R 82b ),

X 83 is a single bond, O, S, N(R 83 ), B(R 83 ), C(R 83a )(R 83b ) or Si(R 83a )(R 83b ),

X 82 and X 83 in Formulae 3-2 and 3-4 are not both a single bond,

X 84 is C or Si,

R 80 , R 82 , R 83 , R 82a , R 82b , R 83a , R 83b , and R 84 are respectively the same as defined in connection with R 81 in claim 1 , and

* and *′ each indicate a binding site to a neighboring atom.

9 . The organic light-emitting device of claim 8 , wherein:

a moiety represented by

in Formula 3-1 and 3-2 is selected from groups represented by Formulae CY71-1(1) to CY71-1(8),

a moiety represented by

in Formulae 3-1 and 3-3 is selected from groups represented by Formulae CY71-2(1) to CY71-2(8),

a moiety represent by

in Formulae 3-2 and 3-4 is selected from groups represented by Formulae CY71-3(1) to CY71-3(32),

a moiety represented by

in Formulae 3-3 to 3-5 is selected from groups represented by Formulae CY71-4(1) to CY71-4(32), and

a moiety represented by

in Formula 3-5 is selected from groups represented by Formulae CY71-5 (1) to CY71-5 (8):

wherein, in Formulae CY71-1(1) to CY71-1(8), CY71-2(1) to CY71-2(8), CY71-3(1) to CY71-3(32), CY71-4(1) to CY71-4(32), and CY71-5(1) to CY715(8),

X 81 to X 84 , R 80 , and R 84 are the same as defined in claim 8 ,

X 85 is a single bond, O, S, N(R 85 ), B(R 85 ), C(R 85a )(R 85b ), or Si(R 85a )(R 85b ),

X 86 is a single bond, O, S, N(R 86 ), B(R 86 ), C(R 86a )(R 86b ), or Si(R 86a )(R 86b ),

X 85 and X 86 in Formulae CY71-1(1) to CY71-1(8) and CY71-4(1) to CY71-4(32) are not both a single bond,

X 87 is a single bond, O, S, N(R 87 ), B(R 87 ), C(R 87a )(R 87b ), or Si(R 87a )(R 87b ),

X 88 is a single bond, O, S, N(R 88 ), B(R 88 ), C(R 88a )(R 88b ), or Si(R 88a )(R 88b ),

X 87 and X 88 in Formulae CY71-2(1) to CY71-2(8), CY71-3(1) to CY71-3(32), and CY71-5 (1) to CY71-5 (8) are not both a single bond, and

R 85 to R 88 , R 85a , R 85b , R 86a , R 86b , R 87a , R 87b , R 88a , and R 88b are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 60 alkyl heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —C(Q 1 )(Q 2 )(Q 3 ), —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), and a bidentate organic ligand, and

Q 1 to Q 3 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a C 1 -C 60 alkyl group substituted with at least one selected from deuterium, —F, a cyano group, a C 1 -C 60 alkyl group, a phenyl group, and a biphenyl group, and a C 6 -C 60 aryl group substituted with at least one selected from deuterium, —F, a cyano group, a C 1 -C 10 alkyl group, a phenyl group, and a biphenyl group.

10 . The organic light-emitting device of claim 1 , wherein:

the second compound is selected from Compounds H2-2, H2-4, H2-6, H2-8, H2-10, H2-12, H2-14, and H2-16:

11 . The organic light-emitting device of claim 1 , wherein:

a decay time of delayed fluorescence in a time-resolved electroluminescence (TREL) spectrum of the organic light-emitting device is about 50 ns or more.

12 . An electronic apparatus comprising the organic light-emitting device of claim 1 .

13 . The electronic apparatus of claim 12 , further comprising a thin film transistor comprising a source electrode and a drain electrode,

wherein the first electrode of the organic light-emitting device is electrically coupled to the source electrode or the drain electrode.

14 . The organic light-emitting device of claim 1 , wherein:

the organic light-emitting device satisfies at least one of Condition 1 to Condition 4:

Condition 1

a lowest unoccupied molecular orbital (LUMO) energy level (eV) of the third compound >a LUMO energy level (eV) of the first compound

Condition 2

the LUMO energy level (eV) of the first compound >a LUMO energy level (eV) of the second compound

Condition 3

a highest occupied molecular orbital (HOMO) energy level (eV) of the first compound >a HOMO energy level (eV) of the third compound

Condition 4

the HOMO energy level (eV) of the third compound >a HOMO energy level (eV) of the second compound.

15 . The organic light-emitting device of claim 1 , wherein:

an absolute value of a difference between a lowest unoccupied molecular orbital (LUMO) energy level of the first compound and a LUMO energy level of the second compound is 0.1 eV to 1.0 eV.

16 . The organic light-emitting device of claim 1 , wherein:

an absolute value of a difference between a lowest unoccupied molecular orbital (LUMO) energy level of the first compound and a LUMO energy level of the third compound is 0.1 eV to 1.0 eV.

17 . The organic light-emitting device of claim 1 , wherein:

an absolute value of a difference between a highest occupied molecular orbital (HOMO) energy level of the first compound and a HOMO energy level of the second compound is 1.25 eV or less.

18 . The organic light-emitting device of claim 1 , wherein:

an absolute value of a difference between the HOMO energy level of the first compound and a HOMO energy level of the third compound is 1.25 eV or less.

19 . The organic light-emitting device of claim 1 , wherein:

an electroluminescence (EL) spectrum of the organic light-emitting device includes a first peak and a second peak, and

the maximum emission wavelength of the first peak is in a range of about 390 nm to about 500 nm.

20 . The organic light-emitting device of claim 1 , wherein:

the organic light-emitting device emits blue light.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 21, 2019
From: KO, SOOBYUNG; KIM, SUNGBUM; PARK, JUNHA; SIM, MUNKI; AHN, HEECHOON; LEE, HYOYOUNG; JEON, MINA; JUN, MIEUN; HAN, JUNGHOON; KIM, YOUNGKOOK; HWANG, SEOKHWAN
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 048665/0588 →
Priority Claims (1)
KR 10-2018-0033482 · Mar 22, 2018 · national
Continuity (1)
Related Publication 20190296254A1 · Sep 26, 2019
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