Organic light-emitting device and electronic apparatus including the same
Abstract
Provided are an organic light-emitting device 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 organic layer between the first electrode and the second electrode and including an emission layer, wherein the emission layer includes a first host and a first dopant, and the first host and the first dopant each satisfy Equations 1-1 and 1-2. In Equations 1-1 and 1-2, T1(H1)onset, T1(D1)onset, T1(H1)max, and T1(D1)max are understood by referring to the description provided herein.T1(H1)onset≥T1(D1)onset Equation 1-1T1(H1)max≥T1(D1)max. Equation 1-2
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1 . An organic light-emitting device comprising:
a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode and comprising an emission layer, wherein the emission layer comprises a first host, a second host, a first dopant and a second dopant, the first host is a compound comprising a hole transport moiety, the second host is a compound comprising an electron transport moiety, the first host and the second host form an exciplex, the first host and the first dopant each satisfy Equations 1-1 and 1-2, and the second dopant is a fluorescent dopant or a delayed fluorescent dopant satisfying Equation 3-3:
T 1( H 1) onset ≥T 1( D 1) onset Equation 1-1
T 1( H 1) max ≤T 1( D 1) max , Equation 1-2
wherein, in Equations 1-1 and 1-2, T1(H1) onset is triplet energy at an onset wavelength (λ onset ) of the first host, T1(D1) onset is triplet energy at an onset wavelength of the first dopant, T1(H1) max is triplet energy at a maximum emission wavelength (Amax) of the first host, and T1(D1) max is triplet energy at a maximum emission wavelength of the first dopant,
S 1( D 2)− T 1( D 2)≤0.3 eV, Equation 3-3
wherein, in Equation 3-3, S1(D2) is a singlet energy of the second dopant, and T1(D2) is a triplet energy of the second dopant.
2 . The organic light-emitting device of claim 1 , wherein the first host and the first dopant each satisfy Equation 2-1:
T 1( H 1) max ≤T 1( D 1) max ≤T 1( H 1) max +0.5 eV, Equation 2-1
wherein, in Equation 2-1, T1(H1) max is triplet energy at the maximum emission wavelength of the first host, T1(D1) max is triplet energy at the maximum emission wavelength of the first dopant.
3 . The organic light-emitting device of claim 1 , wherein the first host is a hole transport compound that does not comprise an electron transport moiety.
4 . The organic light-emitting device of claim 1 , wherein the first host and the first dopant form an exciplex.
5 . The organic light-emitting device of claim 1 , wherein the first host satisfies Equation 3-1:
S 1( H 1)− T 1( H 1)≤0.3 eV, Equation 3-1
wherein, in Equation 3-1, S1(H1) is a singlet energy of the first host, and T1(H1) is a triplet energy of the first host.
6 . The organic light-emitting device of claim 1 , wherein the second host is represented by Formula 2:
wherein, in Formula 2,
X 21 is N or C(R 21 ), X 22 is N or C(R 22 ), X 23 is N or C(R 23 ), X 24 is N or C(R 24 ), X 25 is N or C(R 25 ), and X 26 is N or C(R 26 ), wherein at least one selected from X 21 to X 26 is N,
R 21 to R 26 are each independently selected from hydrogen, deuterium, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and
at least one selected from R 21 to R 26 is selected from a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.
7 . The organic light-emitting device of claim 1 , wherein the first dopant is a fluorescent dopant or a delayed fluorescent dopant satisfying Equation 3-2:
S 1( D 1)− T 1( D 1)≤0.3 eV, Equation 3-2
wherein, in Equation 3-2, S1(D1) is a singlet energy of the first dopant, and T1(D1) is a triplet energy of the first dopant.
8 . The organic light-emitting device of claim 1 , wherein the emission layer emits blue light having a maximum emission wavelength of about 440 nm or more and about 490 nm or less.
9 . The organic light-emitting device of claim 1 , wherein the amount of the first host in the emission layer is larger than the amount of the first dopant.
10 . The organic light-emitting device of claim 1 , wherein a ratio of an emission component emitted from the first dopant to a total emission component emitted from the emission layer is 80% or more.
11 . The organic light-emitting device of claim 1 , wherein
the first dopant and the second dopant are each independently a heterocyclic compound represented by Formula 11:
(Ar 1 ) n1 —(L 1 ) m1 —(Ar 2 ) n2 , Formula 11
wherein, in Formula 11, L 1 is a C 5 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group, n1 and n2 are each independently an integer from 0 to 3, and satisfy n1+n2≥1, m1 is an integer from 0 to 5, and Ar 1 and Ar 2 are each independently a group represented by Formula 11A or 11B:
wherein, in Formulae 11A and 11B,
Y 1 and Y 2 are each independently selected from a single bond, —O—, —S—, —C(R 10a )(R 10b )—, —N(R 10a )—, Si(R 10a )(R 10b )—, —C(═O)—, —S(═O) 2 , —B(R 10a )—, —P(R 10a )—, and —P(═O)(R 10a )(R 10b )—,
k1 and k2 are each independently 0 or 1, and satisfy k1+k2≥1,
CY 1 and CY 2 are each independently a C 5 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,
X 1 to X 3 are each independently C or N,
when X 1 to X 3 are each C, at least one of R 30 (s) is a cyano group,
R 10a , R 10b , R 10 , R 20 , and R 30 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono 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 1 -C 60 heteroaryloxy group, a substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), and —P(═O)(Q 1 )(Q 2 ),
a10 and a20 are each independently an integer from 1 to 10,
a30 is an integer from 1 to 6,
two or more of R 10a , R 10b , R 10 , and R 20 are optionally linked to form a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
when a30 is 2 or more, two or more R 30 (s) are optionally linked to form a substituted or unsubstituted Cs-Coo carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
at least one selected from R 10a , R 10b , R 10 , and R 20 in Formula 11A is a binding site to L 1 or Ar 1 ,
at least one of R 30 (s) in Formula 11B is a binding site to L 1 or Ar 1 ,
at least one substituent of the substituted Cs-Coo carbocyclic group, the substituted C 1 -C 60 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 1 -C 60 heteroaryloxy group, the substituted C 1 -C 60 heteroarylthio 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 hydrazino group, a hydrazono 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 -C 60 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 hydrazino group, a hydrazono 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, —Si(Q 11 )(Q 12 )(Q 13 ), —N(Q 11 )(Q 12 ), —B(Q 11 )(Q 12 ), —C(═O)(Q 11 ), —S(═O) 2 (Q 11 ), and —P(═O)(Q 11 )(Q 12 );
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, 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 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, and a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one selected from deuterium, —F, —C 1 , —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 10 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, —Si(Q 21 )(Q 22 )(Q 23 ), —N(Q 21 )(Q 22 ), —B(Q 21 )(Q 22 ), —C(═O)(Q 21 ), —S(═O) 2 (Q 21 ), and —P(═O)(Q 21 )(Q 22 ); and
—Si(Q 31 )(Q 32 )(Q 33 ), —N(Q 31 )(Q 32 ), —B(Q 31 )(Q 32 ), —C(═O)(Q 31 ), —S(═O) 2 (Q 31 ), and —P(═O)(Q 31 )(Q 32 ), 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 hydrazino group, a hydrazono 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 1 -C 10 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group.
12 . The organic light-emitting device of claim 11 , wherein at least one selected from Ar 1 and Ar 2 is a group represented by one selected from Formulae 11(1) to 11(4):
wherein, in Formulae 11(1) to 11(4),
Y 11 to Y 14 are each independently selected from a single bond, —O—, —S—, —C(R 15 )(R 16 )—, —N(R 15 )—, Si(R 15 )(R 16 )—, —C(═O) 2 —, —S(═O) 2 —, —B(R 15 )—, —P(R 15 )—, and —P(═O)(R 15 )(R 16 )—,
Y 15 is N, B, or P,
CY 11 to CY 14 are each independently selected from a benzene group, a naphthalene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, and a dibenzosilole group,
R 11 to R 16 are each independently selected from a binding site to Li 1 or Ar 1 , hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono 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 1 -C 60 heteroaryloxy group, a substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), and —P(═O)(Q 1 )(Q 2 ),
at least two substituents selected from R 11 to R 16 are optionally linked to form a substituted or unsubstituted C 5 -Coo carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
at least one selected from R 11 to R 16 is a binding site to L 1 or Ar 1 ,
a11 to a14 are each independently an integer from 1 to 6, 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 hydrazino group, a hydrazono 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 phenyl group, a biphenyl group, a terphenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, and a terphenyl group.
13 . The organic light-emitting device of claim 11 , wherein L 1 is a single bond or a group represented by one selected from Formulae 3-1 to 3-35:
wherein, in Formulae 3-1 to 3-35,
X 11 is *—O—*′, *—S—*′, or *—N(Z 15 )—*′,
Z 1 to Z 4 , Z 11 , Z 12 , and Z 15 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a triazinyl group, a benzimidazolyl group, a phenanthrolinyl group, and —Si(Q 31 )(Q 32 )(Q 33 ),
Q 31 to Q 33 are each independently selected from a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group,
d2 is an integer from 0 to 2,
d3 is an integer from 0 to 3,
d4 is an integer from 0 to 4,
d5 is an integer from 0 to 5,
d6 is an integer from 0 to 6,
d8 is an integer from 0 to 8, and
* and *′ each indicate a binding site to a neighboring atom.
14 . The organic light-emitting device of claim 11 , wherein R 10a , R 10b , R 10 , R 20 , and R 30 are each independently selected from:
hydrogen, deuterium, —F, —Cl, —Br, —I, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an ethenyl group, a propenyl group, a butenyl group, a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, a sec-butoxy group, an isobutoxy group, and a tert-butoxy group; and a group represented by one selected from Formulae 5-1 to 5-26 and 6-1 to 6-55:
wherein, in Formulae 5-1 to 5-26 and 6-1 to 6-55,
Y 3 , and Y 32 are O, S, C(Z 33 )(Z 34 ), N(Z 33 ), or Si(Z 33 )(Z 34 ),
Z 31 to Z 34 are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkenyl group, a C 1 -C 20 alkynyl group, a C 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyridinyl group, a pyrimidinyl group, a carbazolyl group, and a triazinyl group,
e2 is 1 or 2,
e3 is an integer from 1 to 3,
e4 is an integer from 1 to 4,
e5 is an integer from 1 to 5,
e6 is an integer from 1 to 6,
e7 is an integer from 1 to 7,
e9 is an integer from 1 to 9, and
* indicates a binding site to a neighboring atom.
15 . The organic light-emitting device of claim 1 , wherein the second dopant is a fluorescent dopant.
16 . The organic light-emitting device of claim 1 , wherein the fluorescent dopant includes a compound represented by Formula 501, or selected from the following compounds:
in Formula 501,
Ar 501 is a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
L 501 to L 503 are each independently selected from a substituted or unsubstituted C 3 -C 10 cycloalkylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkenylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenylene group, a substituted or unsubstituted C 6 -C 60 arylene group, a substituted or unsubstituted C 1 -C 60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,
xd1 to xd3 are each independently an integer from 0 to 3,
R 501 and R 502 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 monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and
xd4 is an integer from 1 to 6.
17 . The organic light-emitting device of claim 1 , wherein
the first electrode is an anode, the second electrode is a cathode, the organic layer further comprises a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, the hole transport region comprises a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof, and the electron transport region comprises a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.
18 . The organic light-emitting device of claim 17 , wherein
the hole transport region comprises a p-dopant, and the p-dopant has a lowest unoccupied molecular orbital (LUMO) energy level of about −3.5 eV or less.
19 . The organic light-emitting device of claim 17 , wherein the electron transport region comprises a metal-containing material.
20 . An electronic apparatus comprising:
the organic light-emitting device of claim 1 ; and a thin-film transistor, wherein the first electrode of the organic light-emitting device is in electrical contact with one of a source electrode and a drain electrode of the thin-film transistor.Join the waitlist — get patent alerts
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