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US 2022/0024958 A1Published application
Light-emitting device and electronic apparatus including same
AssigneeSamsung Display Co., Ltd.
InventorsSoobyung KO, Sujin SHIN, Eunsoo AHN, Jaejin LYU, Jihyung LEE, Junghoon HAN
Life of this patent
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Abstract
A light-emitting device includes a first compound represented by Formula 1; and a second compound, a third compound, a fourth compound, or any combination thereof, each having a specific formula: emitting device may have excellent driving voltage, current density, high luminescence efficiency, and long lifespan, and may be used in the manufacture of a high quality electronic apparatus.
Claims20
A light-emitting device comprising:
- a first electrode;
- a second electrode facing the first electrode;
- and
- an interlayer between the first electrode and the second electrode, the interlayer comprising an emission layer,
- wherein the interlayer further comprises:
- i) a first compound represented by Formula 1;
- and
- ii) a second compound comprising at least one π electron-deficient nitrogen-containing C1-C60 cyclic group, a third compound comprising a group represented by Formula 3, a fourth compound capable of emitting delayed fluorescent light, or any combination thereof, and
- the first compound, the second compound, the third compound, and the fourth compound are different from one another:
- wherein, in Formula 1, M is platinum (Pt), palladium (Pd), gold (Au), nickel (Ni), silver (Ag), or copper (Cu),
- in Formula 1, X1 to X4 are each independently C or N,
- in Formula 1, i) a bond between X1 and M is a coordinate bond, and ii) one of a bond between X2 and M, a bond between X3 and M, and a bond between X4 and M is a coordinate bond, and the other two bonds are each a covalent bond,
- in Formula 1, ring CY1 is i) a X1-containing 5-membered ring, ii) a X1, containing 5-membered ring condensed with at least one 6-membered ring, or iii) a X1-containing 6-membered ring,
- in Formula 1, ring CY2 is a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,
- in Formula 1, X31 to X36 and X41 to X44 are each independently C or N, in Formula 1, X51 is *—N(R5)—*′, *—B(R5)—*′, *—P(R5)—*, *—C(R5a)(R5b)—*, *—Si(R5a)(R5b)—*′, *—Ge(R5a)(R5b)—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)2—*′, *—C(R5)=*′, *═C(R5)—*′, *—C(R5a)═C(R5b)—*′, *—C(═S)—*′, or *—C═C—*′, and * and *′ each indicate a binding site to an adjacent atom,
- in Formula 1, L1 is a single bond, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
- in Formula 1, b1 is an integer from 1 to 5,
- in Formula 1, R1 to R5, R5a, and R5b are each independently a group represented by Formula 1-1, a group represented by Formula 1-2, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, —C(Q1)(Q2)(Q3), —Si(Q1)(Q2)(Q3), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(O1), or —P(═O)(Q1)(Q2),
- wherein, in Formula 1, c1 is an integer from 0 to 5, a1 and a4 are each independently an integer from 0 to 4, a2 is an integer from 0 to 10, and a3 is an integer from 0 to 6, provided that the sum of a1 to a4 is 1 or greater, and at least one of *-(L1)b1-(R1)c1(S) in the number of a1, at least one of R2(s) in the number of a2, at least one of R3(S) in the number of a3, at least one of R4(s) in the number of a4, or any combination thereof are each independently the group represented by Formula 1-1 or the group represented by Formula 1-2,
- in Formulae 1-1 and 1-2, L7 is a single bond, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
- in Formulae 1-1 and 1-2, b7 is an integer from 1 to 5,
- in Formulae 1-1 and 1-2, ring CY7 is a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,
- in Formulae 1-1 and 1-2, n7 is an integer from 1 to 5,
- in Formula 1-1, ring CY8 is a non-aromatic C3-C60 carbocyclic group or a non-aromatic C1-C60 heterocyclic group,
- in Formulae 1-1 and 1-2, R7 to R9 are each understood by referring to the description of R1,
- in Formulae 1-1 and 1-2, a7 and a8 are each independently an integer from 0 to 20,
- in Formula 3, ring CY71 and ring CY72 are each independently a π electron-rich C3-C60 cyclic group or a pyridine group,
- in Formula 3, X71 is a single bond or a linking group comprising O, S, N, B, C, Si, or any combination thereof,
- in Formula 3, * indicates a binding site to an adjacent atom,
- at least two groups represented by *-(L1)b1-(R1)c1 in the number of a1 are optionally bound to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
- at least two of R2(s) in the number of a2 are optionally bound to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
- at least two of R3(s) in the number of a3 are optionally bound to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
- at least two of R4(s) in the number of a4 are optionally bound to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
- at least two of R1 to R5, R5a, and R5b(s) are optionally bound to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, and
- R10a is:
- deuterium (-D), —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;
- a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each independently unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, —Si(Q11)(Q12)(Q13), —N(Q11)(Q12), —B(Q11)(Q12), —C(═O)(Q11), —S(═O)2(Q11), —P(═O)(Q11)(Q12), or any combination thereof;
- a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, or a C6-C60 arylthio group, each independently unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, —Si(Q21)(Q22)(Q23), —N(Q21)(Q22), —B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22), or any combination thereof;
- or
- —Si(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), or —P(═O)(Q31)(Q32), and
- wherein Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 are each independently hydrogen;
- deuterium;
- —F;
- —Cl;
- —Br;
- —I;
- a hydroxyl group;
- a cyano group;
- a nitro group;
- a C1-C60 alkyl group unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof;
- a C2-C60 alkenyl group;
- a C2-C60 alkynyl group;
- a C1-C60 alkoxy group;
- or a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each independently unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof, and
- the following compounds are excluded from the third compound:
52 more elements
Dependencies are inferred from the claim text.