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Quadridentate-bridged ligand, its iridium complexes and iridium-rare earth ion bimetal complexes, and preparation method and application thereof

A complex and bimetallic technology, applied in the field of rare earth complex luminescent materials, can solve the problems of low luminous efficiency

Inactive Publication Date: 2008-08-13
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, the literature reported that Pt-sensitized Eu got pure red emission (Chem.Commun.2006, 1601), but the luminous efficiency was low (<3%)

Method used

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  • Quadridentate-bridged ligand, its iridium complexes and iridium-rare earth ion bimetal complexes, and preparation method and application thereof
  • Quadridentate-bridged ligand, its iridium complexes and iridium-rare earth ion bimetal complexes, and preparation method and application thereof
  • Quadridentate-bridged ligand, its iridium complexes and iridium-rare earth ion bimetal complexes, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] Example 1. Bridging ligand Hphen5f and double metal complex (dfppy) 2 Ir(μ-phen5f)Eu(TFAcA) 3 Synthesis

[0071] The raw materials used in this embodiment are known compounds, which can be purchased in the market, or can be synthesized by methods known in the art.

[0072] 1. Tetradentate ligand 4,4,5,5,5-pentafluoro-1-(1',10'-o-phenanthroline-2'-yl)-1,3-pentanedione (Hphen5f) Synthetic (1) synthesis of o-phenanthroline nitrogen oxides:

[0073] Add 6.0 mL of 30% hydrogen peroxide dropwise into 60 mL of glacial acetic acid solution containing 10 g of phenanthroline, and react at 70-75° C. for 3 hours. Then 6.0 mL of 30% hydrogen peroxide was added, and the reaction was continued at 70-75° C. for 3 hours. After the reaction, the reaction solution was distilled under reduced pressure to about 15 mL of concentrated solution, and then 15 mL of water was added, and the reaction solution was continued to be distilled under reduced pressure to about 15 mL of concentrated s...

Embodiment 2

[0087] Embodiment two. Double metal complex (dfppy) 2 Ir(μ-phen5f)EuCl 3 Synthesis

[0088] 1. Tetradentate ligand 4,4,5,5,5-pentafluoro-1-(1',10'-o-phenanthroline-2'-yl)-1,3-pentanedione (Hphen5f) Synthesize with embodiment one;

[0089] 2. Dimer of iridium (dfppy) 4 Ir 2 Cl 2 The synthesis is with embodiment one;

[0090] 3. Iridium complex Ir(dfppy) 2 The synthesis of (phen5f) is the same as in Example 1;

[0091] 4. Double metal complexes (dfppy) 2 Ir(μ-phen5f)EuCl 3 Synthesis

[0092] Ir(dfppy) 2 (phen5f)(0.1mmol) and EuCl 3 ·6H 2 O (0.1 mmol) was dissolved in ethanol, stirred and refluxed for 6 hours. After cooling to room temperature, the solvent was spin-dried, and then recrystallized with ethanol and ether to obtain the pure product (dfppy) 2 Ir(μ-phen5f)EuCl 3 . Elemental analysis values: C, 39.58; H, 2.74; N, 4.56; C 39 h 20 f 9 IrN 4 o 2 ·EuCl 3 ·2CH 3 CH 2 Calcd for OH: C, 40.03; H, 2.50; N, 4.34.

Embodiment 3

[0093] Embodiment three. Double metal complex (ppy) 2 Ir(μ-phen5f)NdD 3 Synthesis

[0094] 1. Tetradentate ligand 4,4,5,5,5-pentafluoro-1-(1',10'-o-phenanthroline-2'-yl)-1,3-pentanedione (Hphen5f) Synthesize with embodiment one;

[0095] 2. Dimer of iridium (ppy) 4 Ir 2 Cl 2 Synthesis

[0096] Referring to the literature (Bull.Chem.Soc.Jpn.1974,47,767), trihydrate iridium trichloride and 2.2 times the equivalent of ligand ppy are mixed in ethylene glycol monoethyl ether and water mixed in a volume ratio of 3:1, Stir and reflux at 120° C. for 24 hours under nitrogen protection, cool to room temperature, filter with suction, wash the solid with ethanol and acetone, and dry in vacuo.

[0097] 3. Iridium complex Ir(ppy) 2 Synthesis of (phen5f)

[0098] Referring to literature (J.Am.Chem.Soc.2001,123,4304), the dimer (ppy) of 0.5mmol iridium 4 Ir 2 Cl 2, 1.1 mmol tetradentate ligand Hphen5f and 5 mmol anhydrous sodium carbonate were mixed in ethylene glycol monoethyl et...

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Abstract

The invention provides a novel quadridentate bridging ligand, an iridium complex thereof, and a bimetallic complex of iridium and rare-earth ions. The quadridentate bridging ligand is a bipyridine derivative containing beta-diketone, the bimetallic complex has a structure of formula (III), wherein, RE is rare-earth element; L1, L2 are cyclic metal ligands combined with Ir; D1, D2 and D3 are anion ligands; X, Y are C or nitrogen atom; m, n is the number of the atom, m+n=0, 1 or 2; R1, R2, R3 are hydrogen atom, halogen atom, nitryl, amido, alkyl, alkenal, alkynyl, alkoxy, aryl or heterocyclic aryl, R4 is alkyl, halogen-substituted alkyl, aryl or heterocyclic aryl. The iridium-rare-earth bimetallic complex is luminescent through the iridium complex sensitizing rare-earth ions, has an important characteristic excited by visible light, thereby the iridium-rare-earth bimetallic complex has wide application as new luminescence material.

Description

technical field [0001] The invention relates to the field of rare earth complex luminescent materials, in particular to a kind of double metal complexes in which iridium complexes sensitize rare earth ions to emit light. technical background [0002] Rare earth ions can undergo f-f transitions after being excited, resulting in a good narrow-band emission, and the excited state has a relatively long lifetime, but due to parity prohibition, the luminescence of individual rare earth ions is very weak. In order to improve its luminous efficiency, it is usually to introduce some organic ligands whose triplet excited state matches the energy level of the rare earth ion excited state, and form a complex with the rare earth ion, which can effectively transfer the energy absorbed by the organic ligand in the near ultraviolet region to the Rare earth ions can significantly enhance the luminescence of rare earth complexes. [0003] However, due to the weak absorption of organic ligand...

Claims

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Application Information

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IPC IPC(8): C07D471/04C07F17/00C07F19/00C09K11/06
Inventor 卞祖强黄春辉陈芳芳刘志伟
Owner PEKING UNIV
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