IP Library Granted Patent US 12,612,378
Granted Patent B2
US 12,612,378 · App. 17/876,973 · Granted Apr 28, 2026

Compound, photoelectric device, light absorption sensor, sensor-embedded display panel, and electronic device

Inventors: Hyeongju Kim (Changwon-si, KR); Feifei Fang (Suwon-si, KR); Kyung Bae Park (Hwaseong-si, KR); Jeong Il Park (Seongnam-si, KR); Jisoo Shin (Suwon-si, KR); Sung Young Yun (Suwon-si, KR); Taejin Choi (Suwon-si, KR)
Assignee: Samsung Display Co., Ltd.
C07D343/00C07D345/00C07D471/06C07D495/04C07D497/06C07D517/04C07F7/0816H10K30/50H10K85/40H10K85/615H10K85/621H10K85/654H10K85/657H10K85/6576H10K39/32H10K65/00H10K85/649
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Quick Facts
Patent No.
US 12,612,378
App. No.
17/876,973
Granted
Apr 28, 2026
Kind
B2
Abstract

A compound is represented by Chemical Formula 1. In Chemical Formula 1, G, R 1 , R 2 , R 3 , X 1 , Ar 1 and Ar 2 are each the same as in the specification.

Claims (156)

1 . A compound represented by Chemical Formula 1:

wherein, in Chemical Formula 1,

G is C, Si, or Ge,

R 1 and R 2 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 acyl group, a halogen, or a cyano group (—CN), wherein R 1 and R 2 are each independently present or are linked to each other to provide a first spiro structure,

X 1 is O, S, Se, Te, S(═O), S(═O) 2 , SiR a R b , GeR e R d , or CR e R f , wherein R a , R b , R e , R d , R e , and R f are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group, wherein R a , R b , R e , R d , R e , and R f are each independently present or at least one pair of R a and R b , R e and R d , or R e and R f is linked to each other to provide a second spiro structure,

R 3 is hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 acyl group, a halogen, a cyano group (—CN), a cyano-containing group, a nitro group, pentafluorosulfanyl group (—SF 5 ), a hydroxyl group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, —SiR a R b R e wherein R a , R b , and R e are each independently hydrogen or a substituted or unsubstituted C1 to C10 alkyl group, or any combination thereof,

Ar 2 is a substituted or unsubstituted C6 to C30 hydrocarbon cyclic group including at least one functional group of C═O, C═S, C═Se, C═Te, or C═CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group or a cyano-containing group; a substituted or unsubstituted C2 to C30 heterocyclic group including at least one functional group of C═O, C═S, C═Se, C═Te, or C═CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group; or a fused ring thereof, and

Ar 1 is one of moieties represented by Chemical Formula 2:

wherein, in Chemical Formula 2,

Y 1 to Y 8 are each independently N or CR p , wherein R p is hydrogen, deuterium, a halogen, a cyano group, a nitro group, a hydroxyl group, an amine group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C1 to C10 alkoxy group, or adjacent CR p 's are linked to each other to provide a substituted or unsubstituted C6 to C30 arene group, a substituted or unsubstituted C3 to C30 heteroarene group, or a condensed ring thereof,

X a and X b are each independently O, S, Se, Te, S(═O), S(═O) 2 , NR a , SiR b R e , GeR d R e , or CR f R g , wherein R a , R b , R e , R d , R e , R f , and R g are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C10 aryl group, and R a , R b , R e , R d , R e , R f , and R g are each independently present or at least one pair of R b and R e , R d and R e , or R f and R g is linked to each other to provide a third spiro structure,

R 11 is hydrogen, deuterium, a halogen, a cyano group, a nitro group, a hydroxyl group, an amine group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C1 to C10 alkoxy group,

a1 is an integer of 0 to 2, and

* indicates a linking point that is linked to a pentagonal ring of Chemical Formula 1.

2 . The compound of claim 1 , wherein

in Chemical Formula 1, X 1 is O, S, Se, or Te.

3 . The compound of claim 1 , wherein

in Chemical Formula 1, Ar 1 is one of moieties represented by Chemical Formula 2A:

wherein, in Chemical Formula 2A,

X a is O, S, Se, Te, S(═O), S(═O) 2 , NR a , SiR b R e , GeR d R e , or CR f R g , wherein R a , R b , R e , R d , R e , R f , and R g are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C10 aryl group, and R a , R b , R e , R d , R e , R f , and R g are each independently present or at least one pair of R b and R e , R d and R e , or R f and R g is linked to each other to provide a fourth spiro structure,

R 11 is hydrogen, deuterium, a halogen, a cyano group, a nitro group, a hydroxyl group, an amine group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C1 to C10 alkoxy group,

a2 is an integer from 0 to 4, a3 is an integer from 0 to 3, a4 is an integer from 0 to 2, and

* indicates a linking point that is linked to a pentagonal ring of Chemical Formula 1.

4 . A compound represented by Chemical Formula 1:

wherein, in Chemical Formula 1,

G is C, Si, or Ge,

R 1 and R 2 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 acyl group, a halogen, or a cyano group (—CN), wherein R 1 and R 2 are each independently present or are linked to each other to provide a first spiro structure,

X 1 is O, S, Se, Te, S(═O), S(═O) 2 , SiR a R b , GeR e R d , or CR e R f , wherein R a , R b , R e , R d , R e , and R f are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group, wherein R a , R b , R e , R d , R e , and R f are each independently present or at least one pair of R a and R b , R e and R d , or R e and R f is linked to each other to provide a second spiro structure,

R 3 is hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C2 to C30 acyl group, a halogen, a cyano group (—CN), a cyano-containing group, a nitro group, pentafluorosulfanyl group (—SF 5 ), a hydroxyl group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, —SiR a R b R e wherein R a , R b , and R e are each independently hydrogen or a substituted or unsubstituted C1 to C10 alkyl group, or any combination thereof,

Ar 1 is a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted anthracene ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted acenaphthylene ring, a substituted or unsubstituted thiophene ring, a substituted or unsubstituted selenophene ring, a substituted or unsubstituted tellurophene ring, a substituted or unsubstituted pyridine ring, a substituted or unsubstituted pyrimidine ring, a substituted or unsubstituted pyrazine ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted quinoline ring, a substituted or unsubstituted isoquinoline ring, a substituted or unsubstituted quinoxaline ring, a substituted or unsubstituted quinazoline ring, a substituted or unsubstituted carbazole ring, a substituted or unsubstituted phenazine ring, or a substituted or unsubstituted phenanthroline ring, and

Ar 2 is a substituted or unsubstituted C6 to C30 hydrocarbon cyclic group including at least one functional group of C═O, C═S, C═Se, C═Te, or C═CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group or a cyano-containing group; a substituted or unsubstituted C2 to C30 heterocyclic group including at least one functional group of C═O, C═S, C═Se, C═Te, or C═CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group; or a fused ring thereof.

5 . The compound of claim 1 , wherein

in Chemical Formula 1, Ar 1 is a C6 to C30 arene group substituted with an amine group, a C3 to C30 heteroarene group substituted with an amine group, or a condensed ring thereof.

6 . The compound of claim 1 , wherein

in Chemical Formula 1, Ar 1 is a C6 to C30 arene group unsubstituted with an electron withdrawing group represented by Ar 2 , a C3 to C30 heteroarene group unsubstituted with the electron withdrawing group represented by Ar 2 , or condensed rings thereof.

7 . The compound of claim 1 , wherein

Chemical Formula 1 includes one or more spiro structures, the one or more spiro structures including at least one of the first spiro structure, the second spiro structure, or the third spiro structure, and

in Chemical Formula 1, each spiro structure of the one or more spiro structures is a substituted or unsubstituted C5 to C30 hydrocarbon cyclic group or a substituted or unsubstituted C2 to C30 heterocyclic group.

8 . The compound of claim 1 , wherein

Chemical Formula 1 includes one or more spiro structures, the one or more spiro structures including at least one of the first spiro structure, the second spiro structure, or the third spiro structure, and

in Chemical Formula 1, each spiro structure of the one or more spiro structures comprises a moiety represented by Chemical Formula 3:

wherein, in Chemical Formula 3,

Ar 33 and Ar 34 are each independently a substituted or unsubstituted C6 to C30 arene group, a substituted or unsubstituted C3 to C30 heteroarene group, or a condensed ring thereof, and

* indicates a linking point that is linked to Chemical Formula 1.

9 . The compound of claim 1 , wherein

Chemical Formula 1 includes one or more spiro structures, the one or more spiro structures including at least one of the first spiro structure, the second spiro structure, or the third spiro structure, and

each spiro structure of the one or more spiro structures in Chemical Formula 1 comprises one of moieties represented by Chemical Formula 4:

wherein, in Chemical Formula 4,

X a and X b are each independently —O—, —S—, —Se—, —Te—, —S(═O)—, —S(═O) 2 —, —NR a1 —, —BR a2 —, —SiR b R e —, —SiR bb R cc —, —GeR d R e —, or —GeR dd R ee —, wherein R a1 , R a2 , R b , R c , R d , and R e are each independently hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C6 to C20 aryloxy group, or a substituted or unsubstituted C3 to C20 heteroaryl group, and each pair of R bb and R cc or R dd and R ee is linked to each other to provide a ring structure,

L a is —O—, —S—, —Se—, —Te—, —NR a1 —, —BR a2 —, —SiR b R e —, —GeR d R e —, —(CR f R g ) n1 —, —(C(R p )═N))—, or a single bond, wherein R a1 , R a2 , R b , R c , R d , R e , R f , R g , and R p are each independently hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C6 to C20 aryloxy group, and n1 of —(CR f R g ) n1 — is 1 or 2,

at least one hydrogen of each ring is not replaced or is replaced by at least one substituent of deuterium, a halogen, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C6 to C20 aryloxy group, and

* indicates a linking point that is linked to Chemical Formula 1.

10 . The compound of claim 9 , wherein

in Chemical Formula 4, at least one CH present in an aromatic ring of at least one of moieties (3), (4), (5), (6), (7), (8), or (9) is replaced by N.

11 . The compound of claim 1 , wherein

in Chemical Formula 1, Ar 2 is a cyclic group represented by Chemical Formula 5:

wherein, in Chemical Formula 5,

Ar 2 ′ is a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C3 to C30 heteroaryl group,

Z 1 and Z 2 are each independently O, S, Se, Te, or CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group, and

* indicates a linking point that is linked to Chemical Formula 1.

12 . The compound of claim 1 , wherein

in Chemical Formula 1, Ar 2 is a cyclic group represented by any one of Chemical Formulas 6A to 6G:

wherein, in Chemical Formula 6A,

Z 1 and Z 2 are each independently O, S, Se, Te, or CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group,

Z 3 is N or CR c , wherein R c is hydrogen, deuterium, or a substituted or unsubstituted C1 to C10 alkyl group,

R 11 , R 12 , R 13 , R 14 , and R 15 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C4 to C30 heteroaryl group, a halogen, a cyano group (—CN), a cyano-containing group, or any combination thereof, wherein R 11 , R 12 , R 13 , R 14 , and R 15 are each independently present or a pair of R 12 and R 13 or a pair of R 14 and R 15 is linked to each other to provide an aromatic ring,

n is 0 or 1, and

* indicates a linking point that is linked to Chemical Formula 1,

wherein, in Chemical Formula 6B,

Z 1 and Z 2 are each independently O, S, Se, Te, or CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group,

Z 3 is O, S, Se, Te, or C(R a )(CN), wherein R a is hydrogen, a cyano group (—CN), or a C1 to C10 alkyl group,

R 11 and R 12 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C4 to C30 heteroaryl group, a halogen, a cyano group (—CN), or any combination thereof, and

* indicates a linking point that is linked to Chemical Formula 1,

wherein, in Chemical Formula 6C,

Z 1 and Z 2 are each independently O, S, Se, Te, or CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group,

R 11 , R 12 , and R 13 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C4 to C30 heteroaryl group, a halogen, a cyano group (—CN), or any combination thereof, and

* indicates a linking point that is linked to Chemical Formula 1,

wherein, in Chemical Formula 6D,

Z 1 and Z 2 are each independently O, S, Se, Te, or CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group,

Z 3 is N or CR c , wherein R c is hydrogen or a substituted or unsubstituted C1 to C10 alkyl group,

G 1 is O, S, Se, Te, SiR x R y and GeR z R w , wherein R x , R y , R z and R w are each independently hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group,

R 11 , R 12 , and R 13 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C4 to C30 heteroaryl group, a halogen, a cyano group, a cyano-containing group, or any combination thereof, wherein R 12 and R 13 are each independently present or are linked to each other to provide a fused aromatic ring,

n is 0 or 1, and

* indicates a linking point that is linked to Chemical Formula 1,

wherein, in Chemical Formula 6E,

Z 1 and Z 2 are each independently O, S, Se, Te, or CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group,

Z 3 is N or CR c , wherein R e is hydrogen or a substituted or unsubstituted C1 to C10 alkyl group,

G 2 is O, S, Se, Te, SiR x R y , or GeR z R w , wherein R x , R y , R z and R w are each independently hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group,

R 11 , R 12 , and R 13 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C4 to C30 heteroaryl group, a halogen, a cyano group, a cyano-containing group, or any combination thereof, wherein R 12 and R 13 are each independently present or a pair of R 12 and R 13 is linked to each other to provide an aromatic ring,

n is 0 or 1, and

* indicates a linking point that is linked to Chemical Formula 1,

wherein, in Chemical Formula 6F,

Z 1 and Z 2 are each independently O, S, Se, Te, or CR a R b , wherein R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group,

R 11 is hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C4 to C30 heteroaryl group, a halogen, a cyano group (—CN), a cyano-containing group, or any combination thereof,

G 3 is O, S, Se, Te, SiR x R y , or GeR z R w , wherein R x , R y , R z , and R w are each independently hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group, and

* indicates a linking point that is linked to Chemical Formula 1,

wherein, in Chemical Formula 6G,

R a and R b are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group,

Z 1 to Z 4 are each independently O, S, Se, Te, or CR c R d , wherein R e and R d are each independently hydrogen, a substituted or unsubstituted C1 to C10 alkyl group, a cyano group, or a cyano-containing group, and

* indicates a linking point that is linked to Chemical Formula 1.

13 . The compound of claim 1 , wherein

the compound represented by Chemical Formula 1 has a sublimation temperature of equal to or greater than about 100° C. and less than or equal to about 390° C.

14 . A photoelectric device, comprising:

a first electrode and a second electrode facing each other, and

a light absorbing layer between the first electrode and the second electrode,

wherein the light absorbing layer includes the compound represented by Chemical Formula 1 of claim 1 .

15 . The photoelectric device of claim 14 , wherein

the light absorbing layer is configured to absorb light of a red wavelength spectrum, a green wavelength spectrum, a blue wavelength spectrum, an infrared wavelength spectrum, or any combination thereof,

wherein the light absorbing layer includes a p-type semiconductor and an n-type semiconductor,

wherein one of the p-type semiconductor or the n-type semiconductor includes the compound represented by Chemical Formula 1.

16 . The photoelectric device of claim 15 , wherein

the n-type semiconductor includes the compound represented by Chemical Formula 1, and

the p-type semiconductor includes a compound represented by Chemical Formula 7:

wherein, in Chemical Formula 7,

X 3 is O, S, Se, Te, S(═O), S(═O) 2 , SiR a R b , GeR e R d , or CR e R f , wherein R a , R b , R e , R d , R e , and R f are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group, wherein R a , R b , R e , R d , R e , and R f are each independently present or at least one pair of R a and R b , R e and R d , or R e and R f is linked to each other to provide a spiro structure,

Ar 3a and Ar 3b are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C3 to C30 heteroaryl group, wherein Ar 3a and Ar 3b are each independently present or are linked to each other to provide a fused ring,

Ar 4 is a substituted or unsubstituted C6 to C30 arene group, a substituted or unsubstituted C3 to C30 heteroarene group, or a fused ring of two or more thereof, and

R 3a , R 3b , and R 30c are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a halogen, a cyano group, or any combination thereof, wherein R 3b and R 3c are each independently present or are linked to each other to provide a ring, and

Ar 3b and R 3b are optionally linked to each other to provide a fused ring.

17 . The photoelectric device of claim 16 , wherein

the compound represented by Chemical Formula 7 is represented by Chemical Formula 7A or Chemical Formula 7B:

wherein, in Chemical Formula 7A and Chemical Formula 7B,

X 3 is O, S, Se, Te, S(═O), S(═O) 2 , SiR a R b , GeR e R d , or CR e R f , wherein R a , R b , R e , R d , R e , and R f are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group, wherein R a , R b , R e , R d , R e , and R f are each independently present or at least one pair of R a and R b , R e and R d , or R e and R f is linked to each other to provide a spiro structure,

Ar 3a ′ and Ar 3b ′ are each independently a substituted or unsubstituted C6 to C30 arene group or a substituted or unsubstituted C3 to C30 heteroarene group,

Ar 4 is a substituted or unsubstituted C6 to C30 arene group, a substituted or unsubstituted C3 to C30 heteroarene group, or a fused ring of two or more thereof,

L and Z are each independently a single bond, O, S, Se, Te, S(═O), S(═O) 2 , CR f R g , SiR h R i , GeR j R k , NR l , a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, or any combination thereof, wherein R f , R g , R h , R i , R j , R k , and R l are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group, and

R 3a , R 3b , and R 3e are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a halogen, a cyano group, or any combination thereof, wherein R 3b and R 3c are each independently present or are linked to each other to provide a ring.

18 . The photoelectric device of claim 15 , wherein

the p-type semiconductor includes the compound represented by Chemical Formula 1, and

the n-type semiconductor includes a compound represented by Chemical Formula 8:

wherein, in Chemical Formula 8,

X 5 and X 6 are each independently O or NR a , wherein R a is hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heterocyclic group, a halogen, or a cyano group, and

R 81 to R 84 are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heterocyclic group, a halogen, a cyano group, or any combination thereof.

19 . A light absorption sensor comprising the photoelectric device of claim 14 .

20 . A sensor-embedded display panel, comprising

a substrate,

a light emitting element on the substrate and including a light emitting layer, and

a light absorption sensor disposed on the substrate and comprising a light absorbing layer, the light absorbing layer being arranged in parallel with the light emitting layer along an in-plane direction of the substrate such that the light absorbing layer and the light emitting layer at least partially overlap in the in-plane direction,

wherein the light absorbing layer is configured to absorb light of a red wavelength spectrum, a green wavelength spectrum, a blue wavelength spectrum, an infrared wavelength spectrum, or any combination thereof,

the light absorbing layer includes a p-type semiconductor and an n-type semiconductor, and

one of the p-type semiconductor or the n-type semiconductor comprises the compound of claim 1 that is the compound represented by Chemical Formula 1.

21 . The sensor-embedded display panel of claim 20 , wherein

the n-type semiconductor includes the compound represented by Chemical Formula 1, and

the p-type semiconductor includes a compound represented by Chemical Formula 7

wherein, in Chemical Formula 7,

X 3 is O, S, Se, Te, S(═O), S(═O) 2 , SiR a R b , GeR e R d , or CR e R f , wherein R a , R b , R e , R d , R e , and R f are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group, wherein R a , R b , R e , R d , R e , and R f are each independently present or at least one pair of R a and R b , R e and R d , or R e and R f is linked to each other to provide a spiro structure,

Ar 3a and Ar 3b are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C3 to C30 heteroaryl group, wherein Ar 3a and Ar 3b are each independently present or are linked to each other to provide a fused ring,

Ar 4 is a substituted or unsubstituted C6 to C30 arene group, a substituted or unsubstituted C3 to C30 heteroarene group, or a fused ring of two or more thereof, R 3a , R 3b , and R 3c are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a halogen, a cyano group, or any combination thereof, wherein R 3b and R 3c are each independently present or are linked to each other to provide a ring, and

Ar 3b and R 3b are optionally linked to each other to provide a fused ring.

22 . The sensor-embedded display panel of claim 20 , wherein

the p-type semiconductor includes the compound represented by Chemical Formula 1, and

the n-type semiconductor includes a compound represented by Chemical Formula 8:

wherein, in Chemical Formula 8,

X 5 and X 6 are each independently O or NR a , wherein R a is hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heterocyclic group, a halogen, or a cyano group, and

R 81 to R 84 are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heterocyclic group, a halogen, a cyano group, or any combination thereof.

23 . An electronic device comprising the photoelectric device of claim 14 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 23, 2025
From: SAMSUNG ELECTRONICS CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 072342/0519 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2022
From: KIM, HYEONGJU; FANG, FEIFEI; PARK, KYUNG BAE; PARK, JEONG IL; SHIN, JISOO; YUN, SUNG YOUNG; CHOI, TAEJIN
To: SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 060691/0143 →
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KR 10-2021-0100798 · Jul 30, 2021 · national
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Related Publication 20230113862A1 · Apr 13, 2023
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