Compound for organic optoelectronic device, composition for organic optoelectronic device, organic optoelectronic device, and display device
A compound for an organic optoelectronic device, a composition for an organic optoelectronic device including the same, an organic optoelectronic device, and a display device, the being represented by Chemical Formula 1:
1. A compound for an organic optoelectronic device, the compound being represented by Chemical Formula 1:
wherein, in Chemical Formula 1,
X 1 and X 2 are independently O or S,
R 1 to R 13 are independently hydrogen, deuterium, a cyano group, a halogen, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,
R 10 to R 13 are separate or adjacent groups are linked to each other to provide a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic ring or a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic polycyclic ring, and
n is 0 or 1.
2. The compound as claimed in claim 1 , wherein the compound represented by Chemical Formula 1 is represented by one of Chemical Formula 1-1 to Chemical Formula 1-4:
wherein, in Chemical Formula 1-1 to Chemical Formula 1-4,
X 1 and X 2 are independently O or S,
R 1 to R 13 are independently hydrogen, deuterium, a cyano group, a halogen, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,
R 10 to R 13 are separate or adjacent groups are linked to each other to provide a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic ring or a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic polycyclic ring, and
n is 0 or 1.
3. The compound as claimed in claim 2 , wherein:
the compound represented by Chemical Formula 1 is represented by Chemical Formula 1-1, and
Chemical Formula 1-1 is represented by one of Chemical Formula 1-1a to Chemical Formula 1-1d:
wherein, in Chemical Formula 1-1a to Chemical Formula 1-1d,
X 1 and X 2 are independently O or S,
R 1 to R 13 are independently hydrogen, deuterium, a cyano group, a halogen, a substituted or unsubstituted C1 to C10 alkyl group, a C6 to C12 aryl group, a C2 to C20 heterocyclic group, or a combination thereof,
R 10 to R 13 are separate or adjacent groups are linked to each other to provide a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic ring or a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic polycyclic ring, and
n is 0 or 1.
4. The compound as claimed in claim 2 , wherein:
the compound represented by Chemical Formula 1 is represented by Chemical Formula 1-2, and
Chemical Formula 1-2 is represented by one of Chemical Formula 1-2a to Chemical Formula 1-2d:
wherein, in Chemical Formula 1-2a to Chemical Formula 1-2d,
X 1 and X 2 are independently O or S,
R 1 to R 13 are independently hydrogen, deuterium, a cyano group, a halogen, a substituted or unsubstituted C1 to C10 alkyl group, a C6 to C12 aryl group, a C2 to C20 heterocyclic group, or a combination thereof,
R 10 to R 13 are separate or adjacent groups are linked to each other to provide a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic ring or a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic polycyclic ring, and
n is 0 or 1.
5. The compound as claimed in claim 2 , wherein:
the compound represented by Chemical Formula 1 is represented by Chemical Formula 1-3, and
Chemical Formula 1-3 is represented by one of Chemical Formula 1-3a to Chemical Formula 1-3d:
wherein, in Chemical Formula 1-3a to Chemical Formula 1-3d,
X 1 and X 2 are independently O or S,
R 1 to R 13 are independently hydrogen, deuterium, a cyano group, a halogen, a substituted or unsubstituted C1 to C10 alkyl group, a C6 to C12 aryl group, a C2 to C20 heterocyclic group, or a combination thereof,
R 10 to R 13 are separate or adjacent groups are linked to each other to provide a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic ring or a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic polycyclic ring, and
n is 0 or 1.
6. The compound as claimed in claim 2 , wherein:
the compound represented by Chemical Formula 1 is represented by Chemical Formula 1-4, and
Chemical Formula 1-4 is represented by one of Chemical Formula 1-4a to Chemical Formula 1-4d:
wherein, in Chemical Formula 1-4a to Chemical Formula 1-4d,
X 1 and X 2 are independently O or S,
R 1 to R 13 are independently hydrogen, deuterium, a cyano group, a halogen, a substituted or unsubstituted C1 to C10 alkyl group, a C6 to C12 aryl group, a C2 to C20 heterocyclic group, or a combination thereof,
R 10 to R 13 are separate or adjacent groups are linked to each other to provide a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic ring or a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic polycyclic ring, and
n is 0 or 1.
7. The compound as claimed in claim 1 , wherein the compound represented by Chemical Formula 1 is represented by one of Chemical Formula 1A to Chemical Formula 1G:
wherein, in Chemical Formula 1A to Chemical Formula 1G,
X 1 and X 2 are independently O or S, and
R 1 to R 13 are independently hydrogen, deuterium, a cyano group, a halogen, a substituted or unsubstituted C1 to C10 alkyl group, a C6 to C12 aryl group, a C2 to C20 heterocyclic group, or a combination thereof.
8. The compound as claimed in claim 1 , wherein the compound represented by Chemical Formula 1 is represented by Chemical Formula 1-1a-IV, Chemical Formula 1-2b-IV, Chemical Formula 1-3c-III, Chemical Formula 1-4c-I, Chemical Formula 1-4c-III, Chemical Formula 1-4c-IV, Chemical Formula 1-4d-II, or Chemical Formula 1-4d-IV:
wherein, in Chemical Formula 1-1a-IV, Chemical Formula 1-2b-IV, Chemical Formula 1-3c-III, Chemical Formula 1-4c-I, Chemical Formula 1-4c-III, Chemical Formula 1-4c-IV, Chemical Formula 1-4d-II, and Chemical Formula 1-4d-IV,
X 1 and X 2 are independently O or S,
R 1 to R 13 are independently hydrogen, deuterium, a cyano group, a halogen, a substituted or unsubstituted C1 to C10 alkyl group, a C6 to C12 aryl group, a C2 to C20 heterocyclic group, or a combination thereof,
R 10 to R 13 are separate or adjacent groups are linked to each other to provide a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic ring or a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic polycyclic ring, and
n is 0 or 1.
9. The compound as claimed in claim 1 , wherein the compound represented by Chemical Formula 1 is a compound of Group 1:
10. A composition for an organic optoelectronic device, the composition comprising a first compound and a second compound,
wherein:
the first compound is the compound as claimed in claim 1 ,
the second compound is represented by Chemical Formula 2; or a combination of Chemical Formula 3 and Chemical Formula 4:
wherein, in Chemical Formula 2,
Y 1 and Y 2 are independently a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group,
L 1 and L 2 are independently a single bond or a substituted or unsubstituted C6 to C20 arylene group,
R a and R 14 to R 17 are independently hydrogen, deuterium, a cyano group, a halogen, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and
m is an integer of 0 to 2;
wherein, in Chemical Formulae 3 and 4,
Y 3 and Y 4 are independently a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group,
two adjacent *s of Chemical Formula 3 are linked at *s of Chemical Formula 4,
the other *s of Chemical Formula 3 not linked to Chemical Formula 4 are independently C-L a -R b ,
L a , L 3 , and L 4 are independently a single bond or a substituted or unsubstituted C6 to C20 arylene group, and
R b and R 18 to R 21 are independently hydrogen, deuterium, a cyano group, a halogen, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group.
11. The composition as claimed in claim 10 , wherein:
the second compound is represented by Chemical Formula 2, and
the second compound represented by Chemical Formula 2 is represented by Chemical Formula 2-8:
wherein, in Chemical Formula 2-8,
R 14 to R 17 are independently hydrogen or a substituted or unsubstituted C6 to C12 aryl group, and
moieties including *-L-Y and *-L 2 -Y 2 are independently a moiety of Group II:
in which * is a linking point to N.
12. The composition as claimed in claim 11 , wherein moieties including *-L 1 -Y 1 and *-L 2 -Y 2 of Chemical Formula 2-8 are independently B-1, B-2, B-3, B-19, or B-26 of Group II.
13. The composition as claimed in claim 10 , wherein:
the second compound is represented by a combination of Chemical Formula 3 and Chemical Formula 4, and
the second compound represented by represented by a combination of Chemical Formula 3 and Chemical Formula 4 is represented by Chemical Formula 3A, Chemical Formula 3C, or Chemical Formula 3D:
wherein, in Chemical Formula 3A, Chemical Formula 3C, and Chemical Formula 3D,
Y 3 and Y 4 are independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group,
L 3 , L 4 , L a1 , to L a4 are independently a single bond or a substituted or unsubstituted C6 to C20 arylene group, and
R b1 to R b4 and R 18 to R 21 are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.
14. An organic optoelectronic device, comprising:
an anode and a cathode facing each other,
at least one organic layer between the anode and the cathode,
wherein the at least one organic layer includes the compound as claimed in claim 1 .
15. The organic optoelectronic device as claimed in claim 14 , wherein:
the at least one organic layer includes a light emitting layer, and
the light emitting layer includes the compound.
16. A display device comprising the organic optoelectronic device as claimed in claim 15 .
17. An organic optoelectronic device, comprising:
an anode and a cathode facing each other,
at least one organic layer between the anode and the cathode,
wherein the at least one organic layer includes the composition as claimed in claim 10 .
18. The organic optoelectronic device as claimed in claim 17 , wherein:
the at least one organic layer includes a light emitting layer, and
the light emitting layer includes the composition.
19. A display device comprising the organic optoelectronic device as claimed in claim 18 .