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US 2026/0136827 A1Published application
Light-emitting device including organic compound, electronic apparatus and electronic device including the light-emitting device, and the organic compound
AssigneeSamsung Display Co., Ltd.
InventorsJihye Kim, Gyeongheon Kim, Hoilim Kim, Junyoung Lee
Life of this patent
Estimating the term…
Abstract
A light-emitting device including an organic compound represented by Formula 1, and an electronic apparatus and an electronic device, each including the light-emitting device are provided. The organic compound is represented by Formula 1:
Claims20
A light-emitting device comprising:
- a first electrode;
- a second electrode opposite to the first electrode;
- an interlayer between the first electrode and the second electrode and comprising an emission layer;
- and
- an organic compound, the organic compound represented by Formula 1:
- wherein, in Formulae 1, 1A to 1D, 2A to 2D, and 3A,
- ring CY1 is represented by any one of Formulae 1A to 1D,
- ring CY2 is represented by any one of Formulae 2A to 2D,
- ring CY11, ring CY12, ring CY21, and ring CY22 are each independently a C5-C60 carbocyclic group or a C1-C60 heterocyclic group,
- Y11 is C(R11), Si(R11), or N,
- Y12 is C(R12), Si(R12), or N,
- Y13 is C(R13), Si(R13), or N,
- Y14 is C(R14), Si(R14), or N,
- Y15 is C(R15)(R15′), Si(R15)(R15′), N(R15), O, S, or Se,
- Y16 is C(R16)(R16′), Si(R16)(R16′), N(R16), O, S, or Se,
- Y17 is C(R17)(R17′), Si(R17)(R17′), N(R17), O, S, or Se,
- Y18 is C(R18)(R18′), Si(R18)(R18′), N(R18), O, S, or Se,
- Y21 is C(R21), Si(R21), or N,
- Y22 is C(R22), Si(R22), or N,
- Y23 is C(R23), Si(R23), or N,
- Y24 is C(R24), Si(R24), or N,
- Y25 is C(R25)(R25′), Si(R25)(R25′), N(R25), O, S, or Se,
- Y26 is C(R26)(R26′), Si(R26)(R26′), N(R26), O, S, or Se,
- Y27 is C(R27)(R27′), Si(R27)(R27′), N(R27), O, S, or Se,
- Y28 is C(R28)(R28′), Si(R28)(R28′), N(R28), O, S, or Se,
- L11, L12, L21, and L22 are each independently a single bond, *—C(R3)(R4)—*′, *—Si(R3)(R4)—*′, *—Ge(R3)(R4)—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)2—*′, *═C(R3)—*′, *—C(R3)═C(R4)—*′, *—C(═S)—*′, *—C≡C—*′, a C5-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,
- n11, n12, n21, and n22 are each independently an integer from 1 to 10,
- R1 to R4, R11 to R18, R18′ to R18′, R21 to R28, R25′ to R28′, Z1, and Z2 are each independently a group represented by Formula 3A, hydrogen, deuterium, —F, 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, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, a C6-C60 arylseleno group unsubstituted or substituted with at least one R10a, a C7-C60 arylalkyl group unsubstituted or substituted with at least one R10a, a C2-C60 heteroaryl alkyl group unsubstituted or substituted with at least one R10a, —Si(Q1)(Q2)(Q3), —Ge(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
- two or more adjacent substituents selected from among R1 to R4, R11 to R18, R15′ to R18′, R21 to R28, R25′ to R28′, Z1, and Z2 are optionally bonded to each other to provide a C5-C30 carbocyclic group unsubstituted or substituted with at least one R10a, or a C2-C30 heterocyclic group unsubstituted or substituted with at least one R10a,
- a1 is an integer from 0 to 30,
- a2 is an integer from 0 to 30,
- b1 is an integer from 0 to 10,
- b2 is an integer from 0 to 10,
- * indicates a binding site to a double bond in Formula 1,
- the organic compound represented by Formula 1 may comprise at least one cyano group,
- R10a is:
- deuterium, —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 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 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
- 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;
- 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 unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, or any combination thereof.
52 more elements
An organic compound represented by Formula 1:
- wherein, in Formulae 1, 1A to 1D, 2A to 2D, and 3A,
- ring CY1 is represented by any one of Formulae 1A to 1D,
- ring CY2 is represented by any one of Formulae 2A to 2D,
- ring CY11, ring CY12, ring CY21, and ring CY22 are each independently a C5-C60 carbocyclic group or a C1-C60 heterocyclic group,
- Y11 is C(R11), Si(R11), or N,
- Y12 is C(R12), Si(R12), or N,
- Y13 is C(R13), Si(R13), or N,
- Y14 is C(R14), Si(R14), or N,
- Y15 is C(R15)(R15′), Si(R15)(R15′), N(R15), O, S, or Se,
- Y16 is C(R16)(R16′), Si(R16)(R16′), N(R16), O, S, or Se,
- Y17 is C(R17)(R17′), Si(R17)(R17′), N(R17), O, S, or Se,
- Y18 is C(R18)(R18′), Si(R18)(R18′), N(R18), O, S, or Se,
- Y21 is C(R21), Si(R21), or N,
- Y22 is C(R22), Si(R22), or N,
- Y23 is C(R23), Si(R23), or N,
- Y24 is C(R24), Si(R24), or N,
- Y25 is C(R25)(R25′), Si(R25)(R25′), N(R25), O, S, or Se,
- Y26 is C(R26)(R26′), Si(R26)(R26′), N(R26), O, S, or Se,
- Y27 is C(R27)(R27′), Si(R27)(R27′), N(R27), O, S, or Se,
- Y28 is C(R28)(R28′), Si(R28)(R28′), N(R28), O, S, or Se,
- L11, L12, L21, and L22 are each independently a single bond, *—C(R3)(R4)—*′, *—Si(R3)(R4)—*′, *—Ge(R3)(R4)—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)2—*′, *═C(R3)—*′, *—C(R3)═C(R4)—*′, *—C(═S)—*′, *—C≡C—*′, a C5-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,
- n11, n12, n21, and n22 are each independently an integer from 1 to 10,
- R1 to R4, R11 to R18, R15′ to R18′, R21 to R28, R25′ to R28′, Z1, and Z2 are each independently a group represented by Formula 3A, hydrogen, deuterium, —F, 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, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, a C6-C60 arylseleno group unsubstituted or substituted with at least one R10a, a C7-C60 arylalkyl group unsubstituted or substituted with at least one R10a, a C2-C60 heteroaryl alkyl group unsubstituted or substituted with at least one R10a, —Si(Q1)(Q2)(Q3), —Ge(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
- two or more adjacent substituents selected from among R1 to R4, R11 to R18, R15′ to R18′, R21 to R28, R25′ to R28′, Z1, and Z2 are optionally bonded to each other to provide a C5-C30 carbocyclic group unsubstituted or substituted with at least one R10a, or a C2-C30 heterocyclic group unsubstituted or substituted with at least one R10a,
- a1 is an integer from 0 to 30,
- a2 is an integer from 0 to 30,
- b1 is an integer from 0 to 10,
- b2 is an integer from 0 to 10,
- * indicates a bonding site to a double bond of Formula 1 or a bonding site with a neighboring atom,
- the organic compound represented by Formula 1 may comprise at least one cyano group, and
- R10a is:
- deuterium, —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 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)(Q1)(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 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
- 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;
- 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 unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, or any combination thereof.
48 more elements
Dependencies are inferred from the claim text.