Organic electroluminescent compound and organic photoelectric apparatus thereof
View Patent ↗The present disclosure provides a nitrogen-containing heterocyclic compound having a general formula (I) and an organic photoelectric apparatus thereof. The general formula (I) is: wherein A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , and A 10 are independently selected from a hydrogen atom, a nitrile group and a function group having a general formula (II), and A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , and A 10 include at least one nitrile group and at least one function group having the general formula (II), the general formula (II) being: wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are independently selected from hydrogen atoms, deuterium atoms, C 6-30 aromatic group and C 2-30 heterocyclic aromatic group.
1. A nitrogen-containing heterocyclic compound having a general formula (I):
wherein A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , and A 10 are independently selected from a nitrile group and a functional group having a general formula (II), and A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , and A 10 include at least one nitrile group and at least one functional group having the general formula (II),
the general formula (II) being:
where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are independently selected from hydrogen atoms, deuterium atoms, C 6-30 aromatic group and C 2-30 heterocyclic aromatic group.
2. The nitrogen-containing heterocyclic compound according to claim 1 , wherein:
A 1 , A 2 , A 3 , A 4 , and A 5 include at least one nitrile group and at least one functional group having the general formula (II); and
A 6 , A 7 , A 8 , A 9 , and A 10 include at least one nitrile group and at least one functional group having the general formula (II).
3. The nitrogen-containing heterocyclic compound according to claim 1 , wherein:
A 1 , A 2 , A 3 , A 4 , and A 5 include at least one nitrile group without having a functional group having the general formula (II);
A 6 , A 7 , A 8 , A 9 , and A 10 include at least one functional group having the general formula (II) without having a nitrile group; and
a quantity of the at least one nitrile group in A 1 , A 2 , A 3 , A 4 , and A 5 is less than or equal to a quantity of the functional group having the general formulation (II) in A 6 , A 7 , A 8 , A 9 , and A 10 .
4. The nitrogen-containing heterocyclic compound according to claim 1 , wherein:
an energy level difference (ΔE st ) between a lowest singlet state S 1 and a lowest triplet state T 1 of the nitrogen-containing heterocyclic compound is smaller than or equal to approximately 0.30 eV.
5. The nitrogen-containing heterocyclic compound according to claim 1 , wherein:
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are all hydrogen.
6. The nitrogen-containing heterocyclic compound according to claim 1 , comprising one of:
7. The nitrogen-containing heterocyclic compound according to claim 1 , comprising:
a thermally activated delayed fluorescence performance.
8. An organic photoelectric apparatus, comprising:
an anode substrate;
at least one organic layer formed over the anode substrate; and
a cathode layer formed over the organic layer,
wherein the at least one organic layer includes at least one nitrogen-containing heterocyclic compound of general formula (I):
wherein A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , and A 10 are independently selected from a nitrile group and a functional group having a general formula (II), and A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , and A 10 include at least one nitrile group and at least one functional group having the general formula (II),
the general formula (II) being:
where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are independently selected from hydrogen atoms, deuterium atoms, C 6-30 aromatic group and C 2-30 heterocyclic aromatic group.
9. The organic photoelectric apparatus according to claim 8 , wherein the organic layer comprises:
at least one light-emitting layer; and
the at least one light emitting layer includes one or at least two nitrogen-containing heterocyclic compounds.
10. The organic photoelectric apparatus according to claim 9 , wherein the organic layer further comprises:
one or at least two of a hole transport layer, a hole injection layer, a hole barrier layer, an electron transport layer, an electron injection layer and an electron barrier layer.
11. The organic photoelectric apparatus according to claim 9 , wherein:
the one or at least two nitrogen-containing heterocyclic compounds are used as one of a host material, a doping material and a co-doping material of the at least one light-emitting layer.
12. The organic photoelectric apparatus according to claim 11 , wherein:
the one or at least two nitrogen-containing heterocyclic compounds are the host material of the at least one light-emitting layer.
13. The organic photoelectric apparatus according to claim 8 , wherein:
an energy level difference (ΔE st ) between a lowest singlet state S 1 and a lowest triplet state T 1 of the nitrogen-containing heterocyclic compound is smaller than or equal to approximately 0.30 eV.
14. A method for fabricating an organic photoelectric apparatus, comprising:
providing an anode substrate,
forming at least one organic layer over the anode substrate; and
forming a cathode layer over the organic layer,
wherein the at least one organic layer includes at least one nitrogen-containing heterocyclic compound having a general formula (I),
wherein A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , and A 10 are independently selected from a nitrile group and a functional group having a general formula (II), and A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , and A 10 include at least one nitrile group and at least one functional group having the general formula (II),
the general formula (II) being:
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are independently selected from hydrogen atoms, deuterium atoms, C 6-30 aromatic group and C 2-30 heterocyclic aromatic group.
15. The method according to claim 14 , wherein the at least one organic layer comprises:
at least one light-emitting layer; and
the at least one light emitting layer includes one or at least two nitrogen-containing heterocyclic compounds.
16. The method according to claim 14 , wherein forming the at least one organic layer further comprises:
forming a hole transport layer on the anode substrate;
forming a light-emitting layer on the hole transport layer;
forming a hole barrier layer on the light-emitting layer;
forming an electron transport layer on the hole barrier layer; and
forming an electron injection layer on the electron transport layer.
17. The method according to claim 15 , wherein:
the one or at least two nitrogen-containing heterocyclic compounds are used as one of a host material, a doping material, and a co-doping material of the at least one light-emitting layer.
18. The method according to claim 14 , wherein:
the organic layer is formed by an evaporation process.
19. The method according to claim 14 , wherein:
an energy level difference (E st ) among a lowest singlet state S 1 and a lowest triplet state T 1 of the nitrogen-containing heterocyclic compound is smaller than or equal to approximately 0.30 eV.
20. The method according to claim 14 , wherein:
the nitrogen-containing heterocyclic compound comprises a thermally activated delayed fluorescence performance.