| CPC C07D 209/86 (2013.01) [C07C 211/61 (2013.01); C09K 11/06 (2013.01); H10K 85/633 (2023.02); H10K 85/636 (2023.02); C07C 2601/14 (2017.05); C07C 2603/18 (2017.05); C07C 2603/97 (2017.05); C09K 2211/1007 (2013.01); C09K 2211/1011 (2013.01); C09K 2211/1014 (2013.01); C09K 2211/1018 (2013.01); H10K 50/15 (2023.02); H10K 50/17 (2023.02); H10K 50/19 (2023.02); H10K 85/615 (2023.02); H10K 85/624 (2023.02); H10K 85/6572 (2023.02); H10K 2102/351 (2023.02)] | 17 Claims |
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1. A light-emitting device comprising:
an anode;
a cathode;
an interlayer comprising an emission layer between the anode and the cathode; and
a hole transport region between the anode and the emission layer,
wherein the hole transport region comprises a first layer and a second layer,
the first layer is between the anode and the second layer,
the first layer comprises a first compound represented by Formula 1,
the second layer comprises a second compound, and
a charge mobility of the first compound is lower than a charge mobility of the second compound:
![]() wherein, in Formula 1,
L11 is 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,
a11 is an integer from 0 to 5,
Rx and Ry are each a group represented by Formula 2, and Rx and Ry are identical to each other,
![]() wherein, in Formula 2,
R21 is a cyclopentyl group, a cyclohexyl group, a tert-butyl group, or a C5-C10 alkyl group, 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 unsubstituted or substituted with -D, —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), —C(Q11)(Q12)(Q13), —B(Q11)(Q12), —N(Q11)(Q12), —P(Q11)(Q12), —C(═O)(Q11), —S(═O)(Q11), —S(═O)2(Q11), —P(═O)(Q11)(Q12), —P(═S)(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 -D, —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), —C(Q21)(Q22)(Q23), —B(Q21)(Q22), —N(Q21)(Q22), —P(Q21)(Q22), —C(═O)(Q21), —S(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22) or —P(═S)(Q21)(Q22), or any combination thereof; or
—Si(Q31)(Q32)(Q33), —C(Q31)(Q32)(Q33), —B(Q31)(Q32), —N(Q31)(Q32), —P(Q31)(Q32), —C(═O)(Q31), —S(═O)(Q31), —S(═O)2(Q31), —P(═O)(Q31)(Q32), or —P(═S)(Q31)(Q32),
wherein Q11 to Q13, Q21 to Q23, and Q31 to Q33 are each independently: hydrogen; -D; —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 -D, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof,
* indicates a binding site to a neighboring atom,
wherein R11 is a group represented by one selected from Formulae 6-1 to 6-173:
![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() ![]() wherein, in Formulae 6-1 to 6-173,
i-Pr is an isopropyl group;
t-Bu is a tert-butyl group;
Ph is a phenyl group;
1-Naph is an 1-naphthyl group;
2-Naph is a 2-naphthyl group; and
* indicates a binding site to a neighboring atom, and
wherein when R11 is represented by one selected from Formulae 5-10 to 5-13 and X51 is C(R53)(R54) and R53 and R54 are each independently a C1-C20 alkyl group, then R21 is a tert-butyl group, wherein b54 is an integer from 1 to 4, b55 is an integer from 1 to 3, and R51 and R52 are each independently hydrogen, -D, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C1-C20 alkyl group, a C1-C20 alkyl group substituted with at least one phenyl group, a C1-C20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a spiro-fluorene-benzofluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a triazinyl 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 dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group, —Si(Q31)(Q32)(Q33), —C(Q31)(Q32)(Q33), —N(Q31)(Q32), or —B(Q31)(Q32),
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