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P-methylpyridine tetrazole copper [I] complex blue light material and preparation method thereof

A technology of copper pyridine tetrazolium and blue light materials, applied in the directions of luminescent materials, copper organic compounds, chemical instruments and methods, etc., can solve the problems of shortage of raw materials, difficulty in mining, and high cost of use

Active Publication Date: 2018-02-23
JIANGXI UNIV OF SCI & TECH
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Problems solved by technology

The transition metals of the fifth and sixth periods (except for a few metals of the first and second subgroups) are scarce in the earth’s crust and are difficult to mine. Therefore, the cost of using luminescent complexes based on such noble metals is relatively high, and large-scale applications It will also bring raw material tension
However, there are few literature reports on the construction of polynuclear copper[I] complex luminescent materials using nitrogen heterocyclic multidentate chelating ligands and organic bisphosphine auxiliary ligands, especially the blue light emitting materials of multinuclear copper[I] complexes
[0005] Design and Synthesis of Tetranuclear Copper[I] Using Pyridine Tetrazolium Multidentate Chelating Ligand 5-[4-Methyl-2-pyridyl]tetrazolium and Bisphosphine Auxiliary Ligand Bis[diphenylphosphine]methane The complex blue light-emitting material and its preparation method have not yet been publicly reported in the literature

Method used

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  • P-methylpyridine tetrazole copper [I] complex blue light material and preparation method thereof
  • P-methylpyridine tetrazole copper [I] complex blue light material and preparation method thereof
  • P-methylpyridine tetrazole copper [I] complex blue light material and preparation method thereof

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preparation example Construction

[0031] The present invention provides a kind of preparation method (this is the first preparation method) of p-picoline tetrazolium copper [I] complex blue light material, comprising the following steps:

[0032] Step 1: Under an argon atmosphere, [Cu[MeCN] with a molar ratio of 2:2:1 4 ][ClO 4 ], two [diphenylphosphine] methane, 5-[4-methyl-2-pyridyl] tetrazole [abbreviation p-mpytzH] in dichloromethane at room temperature stirring reaction 2-4 hours, obtain the first reaction Mixture.

[0033]Step 2: adding sodium hydroxide in an equimolar amount to the 5-[4-methyl-2-pyridyl]tetrazolium ligand to the first reaction mixture, and continuing to stir and react at room temperature for 1-2 hours to obtain Second reaction mixture.

[0034] Step 3: Evaporate the solvent of the second reaction mixture to dryness, use dichloromethane-n-hexane mixed solvent for recrystallization, filter and recrystallize to obtain a colorless crystalline product, use ether to wash 3-4 times, and obt...

Embodiment 1

[0045] Under an argon atmosphere, [Cu[MeCN] 4 ][ClO 4 ] (22.2mg, 0.068mmol), bis[diphenylphosphine]methane (26.1mg, 0.068mmol) and 5-[4-methyl-2-pyridyl]tetrazolium (5.5mg, 0.034mmol) in 10mL Stir and react at room temperature in dichloromethane for 3 hours, then add sodium hydroxide (1.36mg, 0.034mmol) to the reaction solution, continue to stir and react at room temperature for 1 hour, then evaporate the solvent to dryness with a rotary evaporator, and dichloromethane (1mL)-n-hexane (10mL) mixed solvent [volume ratio 1:10] for recrystallization. The colorless crystalline product obtained by recrystallization was filtered, washed 3-4 times with 10 mL of ether, and dried in vacuo to obtain a colorless solid product (32.4 mg, 0.014 mmol), with a yield of 82%.

[0046] Elemental analysis calculated value (C 114 h 100 Cl 2 Cu 4 N 10 o 8 P 8 ) as (%): C 59.25, H 4.36, N 6.06; Found: C 59.28, H 4.34, N 6.05.

[0047] X-ray single crystal diffraction: crystal belongs to tri...

Embodiment 2

[0050] Under argon atmosphere, copper perchlorate hexahydrate [Cu[ClO 4 ] 2 ·6H 2 O] (11.1mg, 0.030mmol) and excess copper powder (12.2mg, 0.192mmol) were stirred in 5mL acetonitrile at room temperature for 30 minutes, and then added bis[diphenylphosphine]methane (23.1mg, 0.060mmol) in 10mL di Chloromethane solution, continue to stir and react for 1 hour, then add 5-[4-methyl-2-pyridyl]tetrazolium (4.8mg, 0.030mmol), continue to stir and react for 2 hours at room temperature, and then add Sodium hydroxide (1.2mg, 0.030mmol), and continue stirring reaction at room temperature for 1 hour, after filtering, evaporate the solvent to dryness with a rotary evaporator, and use dichloromethane (1mL)-n-hexane (10mL) mixed solvent [volume ratio is 1 :10] for recrystallization. The colorless crystalline product obtained by recrystallization was filtered, washed 3-4 times with 10 mL of ether, and dried in vacuo to obtain a colorless solid product (27.7 mg, 0.012 mmol), with a yield of 8...

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Abstract

The invention relates to a p-methylpyridine tetrazole copper [I] complex blue light material which is characterized by being a perchlorate*di[5-[4-methyl-2-pyridyl]tetrazole]*tetra[di[diphenylphosphine]methane]tetracopper [I] complex, and the molecular formula of the complex is C114H100C12Cu4N10O8P8. The invention further provides a preparation method of the p-methylpyridine tetrazole copper [I] complex blue light material. The p-methylpyridine tetrazole copper [I] complex blue light material is a novel blue light emitting material and has good development prospects.

Description

technical field [0001] The invention relates to a p-picoline tetrazolium copper [I] complex blue-light material and a preparation method thereof, belonging to the technical field of synthesis of new luminescent materials. Background technique [0002] Due to the influence of heavy atom effect and strong spin-orbit coupling, metal luminescent complexes can theoretically utilize all singlet and triplet energies, greatly improving the luminous efficiency. At present, the research on metallluminescent complexes mainly focuses on the fifth and sixth periods, especially transition metals of group VIII, such as ruthenium, osmium, iridium and platinum. The transition metals of the fifth and sixth periods (except for a few metals of the first and second subgroups) are scarce in the earth’s crust and are difficult to mine. Therefore, the cost of using luminescent complexes based on such noble metals is relatively high, and large-scale applications Finally, there will be tension in ra...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F1/08C09K11/06
Inventor 何丽华陈景林王万曼刘遂军廖金生温和瑞
Owner JIANGXI UNIV OF SCI & TECH
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