Light-emitting device, electronic apparatus including the same, and organometallic compound

Patent metadata

Field	Value
Publication number	US-2022013738-A1
Application number	US-202117356369-A
Country	US
Kind code	A1
Filing date	Jun 23, 2021
Priority date	Jul 13, 2020
Publication date	Jan 13, 2022
Grant date	—

Abstract

Provided are an organometallic compound represented by Formula 1, a light-emitting device including the same, and an electronic apparatus including the light-emitting device. The light-emitting device includes: a first electrode; a second electrode facing the first electrode; and interlayer between the first electrode and the second electrode and including an emission layer, wherein the emission layer includes an organometallic compound represented by Formula 1.

First claim

What is claimed is:

1 . A light-emitting device comprising:
a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and comprising an emission layer, wherein the emission layer comprises an organometallic compound represented by Formula 1:

wherein, in Formula 1, M is platinum (Pt), palladium (Pd), gold (Au), nickel (Ni), silver (Ag), or copper (Cu),
in Formula 1, X 1 to X 4 are each independently C or N,
in Formula 1, i) a bond between X 1 and M is a coordinate bond, and ii) one bond selected from a bond between X 2 and M, a bond between X 3 and M, and a bond between X 4 and M is a coordinate bond, and the remaining two bonds are covalent bonds,
in Formula 1, ring CY 1 is i) an X 1 -containing 5-membered ring, ii) an X 1 -containing 5-membered ring condensed with at least one 6-membered ring, or iii) an X 1 -containing 6-membered ring,
in Formula 1, ring CY 2 is a C 3 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,
in Formula 1, X 31 to X 36 and X 41 to X 44 are each independently C or N,
in Formula 1, X 51 is *—N(R 5 )—*′, *—B(R 5 )—*′, *—P(R 5 )—*′, *—C(R 5a )(R 5b )—*′, *—Si(R 5a )(R 5b )—*′, *—Ge(R 5a )(R 5b )*′, *—S*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′*—S(═O) 2 —*′*—C(R 5 )=*′, *═C(R 5 )—*′, *—C(R 5a )═C(R 5b )—*′, *—C(═S)—*′, or *—≡C*′, wherein * and *′ each indicate a binding site to a neighboring atom,
in Formula 1, L 1 is a single bond, a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,
in Formula 1, b1 is an integer in a range from 1 to 5,
in Formula 1, R 1 to R 5 , R 5a , and R 5b 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 C 1 -C 60 alkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 aryloxy group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 arylthio group unsubstituted or substituted with at least one R 10a , —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 ), or —P(═O)(Q 1 )(Q 2 ),

in Formula 1, c1 is an integer in a range from 0 to 5, a1 and a4 are each independently an integer in a range from 0 to 4, a2 is an integer in a range from 0 to 10, a3 is an integer in a range from 0 to 6, the sum of a1 to a4 is 1 or more, at least one of a group(s) represented by *-(L 1 ) b1 -(R 1 ) c1 in the number of a1, at least one of R 2 (s) in the number of a2, at least one of R 3 (s) in the number of a3, at least one of R 4 (s) in the number of a4, or any combination thereof is each independently a group represented by Formula 1-1 or a group represented by Formula 1-2,
in Formulae 1-1 and 1-2, L 7 is a single bond, a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,
in Formulae 1-1 and 1-2, b7 is an integer in a range from 1 to 5,
in Formulae 1-1 and 1-2, ring CY 7 is a C 3 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,
in Formulae 1-1 and 1-2, n7 is an integer in a range from 1 to 5,
in Formula 1-1, ring CY 8 is a non-aromatic C 3 -C 60 carbocyclic group or a non-aromatic C 1 -C 60 heterocyclic group,
in Formulae 1-1 and 1-2, R 7 to R 9 are each the same as described in connection with R 1 ,
in Formulae 1-1 and 1-2, a7 and a8 are each independently an integer in a range from 0 to 20,
two or more selected from a group(s) represented by *-(L 1 ) b1 -(R 1 ) c1 in the number of a1 are optionally linked together to form a C 3 -C 60 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,
two or more selected from R 2 (s) in the number of a2 are optionally linked together to form a C 3 -C 60 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,
two or more selected from R 3 (s) in the number of a3 are optionally linked together to form a C 3 -C 60 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,
two or more selected from R 4 (s) in the number of a4 are optionally linked together to form a C 3 -C 60 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,
two or more selected from R 1 to R 5 , R 5a , and R 5b are optionally linked together to form a C 3 -C 60 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group that is unsubstituted or substituted with at least one R 10a ,
R 10a is:
deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;
a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio 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 ), —P(═O)(Q 11 )(Q 12 ), or any combination thereof;
a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, or a C 6 -C 60 arylthio group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro 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 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio 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 ), —P(═O)(Q 21 )(Q 22 ), or any combination thereof; or
—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 ), or —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: hydrogen; deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; a C 1 -C 6 alkyl group unsubstituted or substituted with deuterium, —F, a cyano group, a C 1 -C 60 alkyl group, a C 1 -C 60 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 C 2 -C 60 alkenyl group; a C 2 -C 60 alkynyl group; a C 1 -C 60 alkoxy group; or a C 3 -C 60 carbocyclic group or a C

Assignees

• Samsung Display Co Ltd
• Nat Univ Gyeongsang Iacf

Inventors

• HAN Junghoon
• Kwon Soonki
• Kim Yunhi
• Ko Soobyung
• Lee Jaesung
• Sung Minjae

Classifications

• C07F15/0086 Primary

  Platinum compounds · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• C09K2211/1033

  with oxygen · CPC title

• C09K2211/1092

  containing sulfur as the only heteroatom · CPC title

• C09K2211/1037

  with sulfur · CPC title