Platinum complex and light-emitting device

• US 20060202197A1
• Filed: 02/28/2006
• Published: 09/14/2006
• Est. Priority Date: 02/28/2005
• Status: Abandoned Application

• Current Assignee: Takasago International Corporation
• Original Assignee: Takasago International Corporation
• Inventors: Ito, Hisanori, Nakamura, Junji, Nakayama, Yuji, Iwata, Takeshi, Matsushima, Yoshimasa
• Application Number:
  US11/363,182
• Publication Number:
  US 20060202197A1
• Time in Patent Office: Days
• US Class Current: 257/40
• CPC Class Codes: C07F 15/0086 Platinum compounds

Abstract

A platinum complex represented by the general formula 1, useful as a phosphorescence emission material, a tetradentate ligand useful for synthesizing the platinum complex, and a light-emitting device containing at least one of the platinum complex.

In the general formula 1, two of the rings A, B, C, and D each independently represent an aromatic ring or an aromatic heterocyclic ring, while the other two rings each represent a nitrogen-containing heterocyclic ring; R^A-D represent the substituents; each the rings A and B, the rings B and C, and the rings C and D may be bound to each other to form a fused ring independently via the substituent R^A-D; X^A-D each represent a carbon atom or nitrogen atom; Q represents a bivalent atom or atomic group; Y represents a carbon or nitrogen atom; and n is an integer of 0 to 3.

Claims

1. A platinum complex represented by General Formula (1):

2. The platinum complex according to claim 1, wherein aromatic or aromatic heterocyclic rings in the compound represented by General Formula (1) each independently represent a ring selected from the group consisting of benzene, furan, thiophene, selenophene, tellurophene, pyrrole, pyridine, pyridazine, pyrimidine, pyrazine, 1,2,3-triazine, 1,2,4-triazine, 1,2,3,4-tetrazine, oxazole, isoxazole, thiazole, isothiazole, pyrazole, imidazole, 1,2,3-oxadiazole, 1,2,5-oxadiazole, 1,2,3-thiadiazole, 1,2,5-thiadiazole, triazole and tetrazole rings, which may have a substituent or substituents and may form a fused ring with any ring selected from the aforementioned group.

3. The platinum complex according to claim 1, wherein nitrogen-containing heterocyclic rings in the compound represented by General Formula (1) each independently represent a ring selected from the group consisting of pyridine, pyridazine, pyrimidine, pyrazine, triazine, tetrazine, 2H-pyrrole, 3H-pyrrole, oxazole, isoxazole, thiazole, isothiazole, pyrazole, imidazole, oxadiazole, thiadiazole, triazole, oxatriazole, thiatriazole, tetrazole, 2H-3,4-dihydropyrrole, oxazoline, isooxazoline, thiazoline, isothiazoline, pyrazoline and imidazoline rings, which may have a substituent or substituents, and may form a fused ring with any ring selected from the aromatic rings or the aromatic heterocyclic rings described in claim 2.

4. The platinum complex according to claim 1, wherein group Q in the compounds represented by General Formula (1) represents a bivalent atom or atomic group selected from an oxy group, a thio group, a seleno group, a telluro group, a sulfinyl group, a sulfonyl group, an imino group which may have a substituent, a phosphinidene group which may have a substituent, a phosphinylidene group which may have a substituent, a methylene group which may have a substituent or substituents, an alkenylidene group which may have a substituent or substituents, a carbonimidoyl group which may have a substituent, a carbonyl group, a thiocarbonyl group, a silylene group which may have a substituent or substituents and a borylene group which may have a substituent, a bivalent atomic group in which two to five of the atoms or atomic groups may be bound in series or condensed and when plural substituents exist on the atoms and atomic groups the substituents may be bound each other to form a ring.

5. The platinum complex according to claim 1, wherein groups R^A, R^B, R^C, and R^D in the compound represented by General Formula (1) each independently represent a group or an atom selected from the group consisting of a hydrocarbyl group, an aliphatic heterocyclic group, an aromatic heterocyclic group, a hydroxyl group, an alkoxy group, an aryloxy group, an aralkyloxy group, a heteroaryloxy group, an acyloxy group, an alkoxycarbonyloxy group, an acyl group, a carboxyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an aralkyloxycarbonyl group, a heteroaryloxycarbonyl group, a carbamoyl group, a hydroxamic acid group, a mercapto group, an alkylthio group, an arylthio group, an aralkylthio group, a heteroarylthio group, an acylthio group, an alkoxycarbonylthio group, a sulfinyl group, a sulfino group, a sulfenamoyl group, a sulfonyl group, a sulfo group, a sulfamoyl group, an amino group, a hydrazino group, an ureido group, a nitro group, a phosphino group, a phosphinyl group, a phosphinico group, a phosphono group, a silyl group, a boryl group, a cyano group, and a halogen atom.

6. A light-emitting device containing one or more of the compound represented by General Formula (1) described in claim 1.

7. The light-emitting device according to claim 6, wherein the light-emitting device is one having a light-emitting layer or plural organic compound layers including a light-emitting layer between a pair of electrodes and contains one or more of compounds represented by General Formula (1) in one or more of the layers.

8. The light-emitting device according to claim 7, wherein the light-emitting device is an organic electroluminescent device (organic EL device).

9. The light-emitting device according to claim 8, wherein the compound represented by General Formula (1) and contained in one or more of the layers is able to act as a doping material (guest material) in the light-emitting material of the organic electroluminescent device.

10. A compound represented by General Formula (2):

11. The compound according to claim 10, wherein aromatic or aromatic heterocyclic rings in the compound represented by General Formula (2) each independently represent a ring selected from the group consisting of benzene, furan, thiophene, selenophene, tellurophene, pyrrole, pyridine, pyridazine, pyrimidine, pyrazine, 1,2,3-triazine, 1,2,4-triazine, 1,2,3,4-tetrazine, oxazole, isoxazole, thiazole, isothiazole, pyrazole, imidazole, 1,2,3-oxadiazole, 1,2,5-oxadiazole, 1,2,3-thiadiazole, 1,2,5-thiadiazole, triazole and tetrazole rings which may have a substituent or substituents and may form a fused ring by any ring selected from the aforementioned group.

12. The compound according to claim 11, wherein nitrogen-containing heterocyclic rings in the compound represented by General Formula (2) each independently represent a ring selected from the group consisting of pyridine, pyridazine, pyrimidine, pyrazine, triazine, tetrazine, 2H-pyrrole, 3H-pyrrole, oxazole, isoxazole, thiazole, isothiazole, pyrazole, imidazole, oxadiazole, thiadiazole, triazole, oxatriazole, thiatriazole, tetrazole, 2H-3,4-dihydropyrrole, oxazoline, isooxazoline, thiazoline, isothiazoline, pyrazoline and imidazoline rings, which may have a substituent or substituents, and may form a fused ring with any ring selected from the aromatic and aromatic heterocyclic rings described in claim 11.

13. The compound according to claim 11, wherein group Q in the compounds represented by General Formula (2) represents a bivalent atom or atomic group selected from an oxy group, a thio group, a seleno group, a telluro group, a sulfinyl group, a sulfonyl group, imino group which may have a substituent, a phosphinidene group which may have a substituent, a phosphinylidene group which may have a substituent, a methylene group which may have a substituent or substituents, an alkenylidene group which may have a substituent or substituents, a carbonimidoyl group which may have a substituent, a carbonyl group, a thiocarbonyl group, a silylene group which may have a substituent or substituents and a borylene group which may have a substituent, a bivalent atomic group in which two to five of the atoms or atomic groups may be bound in series or condensed and when plural substituents exist on the atoms and atomic groups the substituents may be bound each other to form a ring.

14. The compound according to claim 11, wherein groups R^A, R^B, R^C, and R^D in the compound represented by General Formula (2) each independently represent a group or an atom selected from the group consisting of a hydrocarbyl group, an aliphatic heterocyclic group, an aromatic heterocyclic group, a hydroxyl group, an alkoxy group, an aryloxy group, an aralkyloxy group, a heteroaryloxy group, an acyloxy group, an alkoxycarbonyloxy group, an acyl group, a carboxyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an aralkyloxycarbonyl group, a heteroaryloxycarbonyl group, a carbamoyl group, a hydroxamic acid group, a mercapto group, an alkylthio group, an arylthio group, an aralkylthio group, a heteroarylthio group, an acylthio group, an alkoxycarbonylthio group, a sulfinyl group, a sulfino group, a sulfenamoyl group, a sulfonyl group, a sulfo group, a sulfamoyl group, an amino group, a hydrazino group, an ureido group, a nitro group, a phosphino group, a phosphinyl group, a phosphinico group, a phosphono group, a silyl group, a boryl group, a cyano group, and a halogen atom.