Blue-emitting organometallic complexes and their application
The present invention discloses organometallic complexes with transition metal elements and their application in fabrication of a variety of light-emitting devices. The mentioned organometallic complexes can serve as emitting material or dopant for blue phosphorescent organic light-emitting devices with excellent performance. The mentioned organometallic complexes have a general formula as the following: Wherein M represents a transition metal element, and Q 1 and Q 2 respectively represent an atomic group forming a nitrogen-containing heterocyclic ring as a five member ring, a six member ring, or a seven member ring.
1. An organometallic complex represented by the following formula:
wherein M represents a transition metal selected from the group consisting of ruthenium, rhodium, tungsten, rhenium, osmium, iridium, and platinum; Q 1 and Q 2 respectively represent an atomic group forming a nitrogen-containing heterocyclic ring, wherein Q 1 is selected from the group consisted of: a five member ring, a seven member ring, wherein Q 2 is selected from the group consisted of: a five member ring, a six member ring, a seven member ring; Y is selected from the group consisted of C, and N; R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are identical or different, and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are respectively selected from the group consisting of a hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety, tri-alkylsilyl moiety, tri-aryl silyl moiety.
2. The organometallic complex according to claim 1 , wherein the atoms of the atomic groups of Q 1 and Q 2 are respectively selected from the group consisted of: C, N, P, O, S.
3. The organometallic complex according to claim 1 , wherein the nitrogen-containing heterocyclic ring individually formed with Q 1 and Q 2 respectively further comprises at least one substituent selected from the group consisted of: hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety.
4. The organometallic complex according to claim 1 , wherein organometallic complex represented by the following formula:
wherein R 9 , R 10 , and R 11 are identical or different, and R 9 , R 10 , and R 11 are respectively selected from the group consisting of a hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety.
5. The organometallic complex according to claim 1 , wherein organometallic complex represented by the following formula:
wherein R 12 , and R 13 are identical or different, and R 12 , and R 13 are respectively selected from the group consisting of a hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety.
6. The organometallic complex according to claim 1 , wherein organometallic complex represented by the following formula:
wherein R 14 is selected from the group consisting of a hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety.
7. The organometallic complex according to claim 1 , wherein organometallic complex represented by the following formula:
8. The organometallic complex according to claim 1 , wherein the organometallic complex serves as a light-emitting material.
9. An organometallic complex represented by the following formula:
wherein M represents a transition metal selected from the group consisting of ruthenium, rhodium, tungsten, rhenium, osmium, iridium, and platinum; Q 1 and Q 2 respectively represent an atomic group forming a nitrogen-containing heterocyclic ring; at least one of R 1 -R 2 , R 2 -R 3 , R 3 -R 4 , R 5 -R 6 , R 6 -R 7 , and R 7 -R 8 represent an atomic group forming a ring, wherein said ring is selected from the group consisted of aromatic ring, hetero-aromatic ring, cyclic alkene, and hetero-cyclic alkene, and the other substituents of R 1 ˜R 8 , wherein the substituents are not forming a ring, are identical or different, and respectively selected from the group consisting of a hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety, tri-alkylsilyl moiety, tri-aryl silyl moiety.
10. The organometallic complex according to claim 9 , wherein the atoms of the atomic group of Q 1 and Q 2 are respectively selected from the group consisted of: C, N, P, O, S.
11. The organometallic complex according to claim 9 , wherein the nitrogen-containing heterocyclic ring respectively formed with Q 1 and Q 2 is respectively selected from the group consisted of: a five member ring, a six member ring, a seven member ring.
12. The organometallic complex according to claim 9 , wherein the nitrogen-containing heterocyclic ring respectively formed with Q 1 and Q 2 respectively further comprises at least one substituent selected from the group consisted of: hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety.
13. A light-emitting device comprising a pair of electrodes and one or more organic layers disposed between said electrodes, said one or more organic layers comprising a light-emitting layer, wherein at least one of said one or more organic layer comprises an organometallic complex represented by the following formula:
wherein M represents a transition metal selected from the group consisting of ruthenium, rhodium, tungsten, rhenium, osmium, iridium, and platinum; Q 1 and Q 2 respectively represent an atomic group forming a nitrogen-containing heterocyclic ring, wherein Q 1 is selected from the group consisted of: a five member ring, a seven member ring, wherein Q 2 is selected from the group consisted of: a five member ring, a six member ring, a seven member ring; Y is selected from the group consisted of C, and N; R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are identical or different, and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are respectively selected from the group consisting of a hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety, tri-alkylsilyl moiety, tri-aryl silyl moiety.
14. The light-emitting device according to claim 13 , wherein the atoms of the atomic groups of Q 1 and Q 2 are respectively selected from the group consisted of: C, N, P, O, S.
15. The light-emitting device according to claim 13 , wherein the nitrogen-containing heterocyclic rings respectively formed with Q 1 and Q 2 respectively further comprises at least one substituent selected from the group consisted of: hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety.
16. The light-emitting device according to claim 13 , wherein organometallic complex represented by the following formula:
wherein R 9 , R 10 , and R 11 are identical or different, and R 9 , R 10 , and R 11 are respectively selected from the group consisting of a hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety.
17. The light-emitting device according to claim 13 , wherein organometallic complex represented by the following formula:
wherein R 12 , and R 13 are identical or different, and R 12 , and R 13 are respectively selected from the group consisting of a hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety.
18. The light-emitting device according to claim 13 , wherein organometallic complex represented by the following formula:
wherein R 14 is selected from the group consisting of a hydrogen atom, halide atom, alkyl moiety, alkenyl moiety, halo-alkyl moiety, alkoxyl moiety, aromatic moiety, hetero-aromatic moiety, amino moiety, acyl moiety, ester moiety, amide moiety, cyano moiety, nitro group, aryl moiety.
19. The light-emitting device according to claim 13 , wherein organometallic complex represented by the following formula:
20. The light-emitting device according to claim 13 , wherein M represents iridium.
21. The light-emitting device according to claim 13 , wherein the organometallic complex serves as a light-emitting material.
22. The light-emitting device according to claim 13 , wherein the organometallic complex serves as a host material.