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Effective rare earth complex luminescent material excited by shortwave ultraviolet

A rare earth complex and rare earth technology, applied in luminescent materials, compounds of Group 5/15 elements of the periodic table, organic chemistry, etc., can solve the complex structure of the complex, the material luminous efficiency has not been greatly improved, and rare earth ions cannot be obtained Saturation coordination and other issues

Active Publication Date: 2015-11-11
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although there are reports of amido-substituted pyridinecarboxylic acid tridentate ligands (Inorg.Chem.2009, 48, 6178), the expected saturated coordination of rare earth ions is still not obtained, and the structure of the complex is relatively complicated. Materials The luminous efficiency has not been greatly improved

Method used

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  • Effective rare earth complex luminescent material excited by shortwave ultraviolet
  • Effective rare earth complex luminescent material excited by shortwave ultraviolet
  • Effective rare earth complex luminescent material excited by shortwave ultraviolet

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Embodiment 1. The synthetic route involved in the present embodiment is as follows:

[0028]

[0029] (1) Synthesis of DPPOPyC (2-carboxy-6-diphenylphosphoryloxypyridine, 6-diphenylphosphorylpicolinic acid)

[0030] Add 10mmol of diphenylphosphine chloride to a tetrahydrofuran solution of metal sodium (20mmol), heat to reflux for 12h, add 10mmol of the sodium salt of 2-carboxylic acid-6-bromopyridine to freshly prepared sodium diphenylphosphine (( Ph) 2 PNa) solution, heated to reflux for 12h. After the reaction was completed, an equivalent amount of m-chloroperoxybenzoic acid (mCPBA) was added, stirred for 1 h, and then the pH of the solution was adjusted to 2-3 with 2M HCl. After column separation, methanol recrystallization, and vacuum drying, 1.8 g of white powder can be obtained with a yield of 56%.

[0031] 1 HNMR (400MHz, CDCl 3): δ8.49(ddd, J=7.5, 5.4, 0.9Hz, 1H), 8.33(d, J=7.9Hz, 1H), 8.14(td, J=7.8, 3.2Hz, 1H), 7.90-7.73( m, 4H), 7.59 (td, J=7.3, 1.2 ...

Embodiment 2

[0035] Example 2. Synthesis of the rare earth complex shown in formula IV-2 (i.e. R=DPPO in formula IV, i.e. diphenylphosphineoxy, Ln=Eu)

[0036]

[0037] The synthesis steps are the same as in Example 1, except that the rare earth salt is replaced by europium trichloride hexahydrate. 0.95 g of white powder of the target europium complex was obtained. Mass spectrometry (m / z, ESI): Calc. 1119.1, found 1120.1 (M+H). Elemental analysis (mass percentage): C, 57.20 (57.19); H, 3.70 (3.62); N, 3.76 (3.71), Eu(DPPOPyC)3·0.9H in brackets 2 O theoretical value.

[0038] The prepared europium complex Eu(DPPOPyC)3 can obtain bright red emission under the excitation of ultraviolet lamp. The emission spectrum (excitation wavelength is 280nm) of its solid powder is as image 3 shown. The quantum yield of solid powder is as high as 93%.

Embodiment 3

[0039] Example 3. Synthesis of the rare earth complex shown in formula IV-3 (i.e. R=DPPO in formula IV, i.e. diphenylphosphineoxy, Ln=Dy)

[0040]

[0041] The synthesis steps are the same as in Example 1, except that the rare earth salt is replaced by dysprosium trichloride hexahydrate. 1.0 g of white powder of the target dysprosium complex was obtained. Mass spectrometry (m / z, ESI): Calc. 1130.1, found 1131.1 (M+H). Elemental analysis (mass percentage): C, 53.30 (53.22); H, 4.17 (4.19); N, 3.40 (3.39), Dy(DPPOPyC)3 0.9CH in brackets 3 OH·4.5H 2 O theoretical value.

[0042] Dysprosium complex Dy(DPPOPyC) prepared 3 Yellow-white light emission can be obtained under the excitation of ultraviolet lamp. Emission spectrum (excitation wavelength is 28lnm) such as Figure 4 shown. The quantum yield of solid powder can reach 10%.

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Abstract

The invention discloses a rare earth complex luminescent material based on aromatic heterocyclic carboxylic class three-tooth anionic ligands and preparing method and application thereof. The general formula of rare earth complex is Ln (L)3. The L is 2-carboxyl-pyridines, 2-carboxyl-Furan, 2-carboxyl-thiophenes three-tooth anionic ligands replaced by phosphine oxygen radicals, sulfoxide group or sulphone. The Ln represents rare earth europium, terbium and dysprosium ions. The rare earth complex presents electric neutrality and is saturate in coordination structure, quenching, caused by solvent molecules, of rare earth luminescence is eliminated, and dissociation of the ligands is not likely to happen. The rare earth complex luminescent material is an effective and stable luminescent material. Particularly the luminescent quantum yield of the complex of europium and terbium reaches over 90%. The rare earth complex can be used as a conversion luminescence material excited by shortwave ultraviolet.

Description

technical field [0001] The invention relates to a high-efficiency rare-earth complex light-emitting material excited by short-wave ultraviolet light and its application. Background technique [0002] Rare earth ions have attracted extensive attention and research because of their unique luminescence characteristics (narrow-band emission, large Stokes shift, and long luminescence lifetime), and have been widely used in lighting, display, anti-counterfeiting, and biological imaging. Since the f-f transition of rare earth ions is forbidden, their own light absorption is very weak. When rare earth ions are prepared into rare earth complexes, the strong absorption of light by the ligand (sensitizer) can be used to greatly increase the emission intensity of rare earth ions ("antenna" effect). Therefore, the rare earth complex is a kind of luminescent material with superior performance, which has been paid attention to and extensively studied by people. [0003] Rare earth comple...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/58C07F9/655C07D213/79C07D333/38C09K11/06
Inventor 卞祖强魏晨卫慧波刘志伟黄春辉
Owner PEKING UNIV
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