Optoelectronic device and electronic apparatus including the same

Patent metadata

Field	Value
Publication number	US-2025241202-A1
Application number	US-202519028539-A
Country	US
Kind code	A1
Filing date	Jan 17, 2025
Priority date	Jan 23, 2024
Publication date	Jul 24, 2025
Grant date	—

Abstract

An optoelectronic device including a first electrode, a second electrode facing (e.g. opposite to) the first electrode, an optical activation layer arranged between the first electrode and the second electrode is provided. A buffer layer is arranged between the optical activation layer and the second electrode, wherein the optical activation layer may include a first compound represented by Formula 1 and a second compound represented by Formula 2, and the buffer layer may include a third compound represented by Formula 3.

First claim

What is claimed is:

1 . An optoelectronic device comprising:
a first electrode; a second electrode opposite to the first electrode; an optical activation layer between the first electrode and the second electrode; and a buffer layer between the optical activation layer and the second electrode, the optical activation layer comprising a first compound represented by Formula 1 and a second compound represented by Formula 2, and the buffer layer comprising a third compound represented by Formula 3:

in Formulae 1 to 3,
X 11 is C(R 11 ) or N, X 12 is C(R 12 ) or N, X 13 is C(R 13 ) or N, X 14 is C(R 14 ) or N, X 15 is C(R 15 ) or N, X 16 is C(R 16 ) or N, and X 17 is C(R 17 ) or N,
X 21 to X 24 , Z 21 , and Z 22 are each independently O, S, Se, Te, SO, SO 2 , C(R 4 )(R 5 ), Si(R 4 )(R 5 ), or N(R 4 ),
L 31 to L 33 are each independently a single bond, a C 1 -C 20 alkylene 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 , or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,
a31 to a33 are each independently an integer from 1 to 3,
when a31 is 2 or 3, a plurality of L 31 are each independently identical to or different from each other,
when a32 is 2 or 3, a plurality of L 32 are each independently identical to or different from each other,
when a33 is 2 or 3, a plurality of L 33 are each independently identical to or different from each other,
Ar 21 and Ar 31 to Ar 33 are each independently 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 ,
b21 is an integer from 1 to 10,
R 11 to R 19 , R 2 , R 4 , and R 5 are each independently 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 7 -C 60 arylalkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 heteroarylalkyl 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 ),
at least two selected from among R 11 to R 19 are optionally bonded to each other to form a C 5 -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 ,
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, a C 7 -C 60 aryl alkyl group, a C 2 -C 60 heteroaryl alkyl 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, a C 6 -C 60 arylthio group, a C 7 -C 60 aryl alkyl group, or a C 2 -C 60 heteroaryl alkyl 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, a C 7 -C 60 aryl alkyl group, a C 2 -C 60 heteroaryl alkyl 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 60 alkyl group, 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, a C 1 -C 60 heterocyclic group, a C 7 -C 60 arylalkyl group, or a C 2 -C 60 heteroarylalkyl group, each 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, or any combination thereof.

2 . The optoelectronic device of claim 1 , wherein the optical activation layer excludes at least one selected from among a fullerene-based compound, a phthalocyanine-based compound, and a subphthalocyanine-based compound.

3 . The optoelectronic device of claim 1 , wherein an absolute value of a lowest unoccupied molecular orbital energy level of the third compound is about 2.0 electron volt (eV) to about 2.5 eV.

4 . The optoelectronic device of claim 1 , wherein an absolute value of a highest occupied molecular orbital energy level of the third compound is about 5.0 eV to about 7.0 eV.

5 . The optoelectronic device of claim 1 , wherein, in Formula 1, X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), X 14 is C(R 14 ), X 15 is C(R 15 ), X 16 is C(R 16 ), and X 17 is C(R 17 ).

6 . The optoelectronic device of claim 1 , wherein R 11 to R 17 are each independently:
hydrogen, deuterium, —F, —Cl, or a cyano group; a C 1 -C 30 alkyl group or a C 1 -C 30 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, a cyano group, or any combination thereof; or a C 3 -C 30 aryl group or a C 1 -C 30 heteroaryl group, each unsubstituted or substituted with deuterium, —F, —Cl, a cyano group, —CF 3 , a C 1 -C 10 alkoxy group, or any combination thereof.

7 . The optoelectronic device of claim 1 , wherein, in Formula 1, R 18 and R 19 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, or a cyano group.

8 . The optoelectronic device of claim 1 , wherein the first compound is represented by any one selected from among Formulae 1A to 1E:

in Formulae 1A to 1E,
Y 11 and Y 12 are each independently O, S, Se, or Te,
R 11 to R 19 are each as described in Formula 1, and
R 11a to R 16a are each independently as described in connection with R 10a in Formula 3.

9 . The optoelectronic device of claim 1 , wherein, in Formula 2, X 21 to X 24 are each independently O or S.

10 . The optoelectronic device of claim 1 , wherein, in Formula 2, Z 21 and Z 22 are each indepe

Assignees

• Samsung Display Co Ltd

Inventors

• Cho Kunwook
• Ryu Hwasook
• Choi Youngeun
• Yoon Seokgyu

Classifications

• H10K85/657

  Polycyclic condensed heteroaromatic hydrocarbons · CPC title

• H10K85/624

  containing six or more rings · CPC title

• H10K85/322

  comprising boron · CPC title

• H10K85/623

  containing five rings, e.g. pentacene · CPC title

• H10K85/622

  containing four rings, e.g. pyrene · CPC title