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Trifluoromethyl pyrimidine triazole copper [i] complex luminescent material and preparation method

A technology of trifluoromethylpyrimidine triazole copper and luminescent materials, which can be applied in the directions of luminescent materials, copper organic compounds, organic chemical methods, etc., can solve the problems of few literature reports on new luminescent materials and the like

Active Publication Date: 2018-03-23
JIANGXI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are few reports in the literature on the design and synthesis of monovalent copper dinuclear complex luminescent materials using nitrogen heterocyclic multidentate chelating ligands and organophosphine ligands.
[0005] Application of trifluoromethyl pyrimidine triazole bischelate ligand [5-trifluoromethyl-3-[2-pyrimidinyl]-1 hydrogen-1,2,4-triazole], organophosphine ligand as Auxiliary ligands, design and synthesis of new luminescent materials of monovalent copper dinuclear complexes and their preparation methods, there is no public literature report yet

Method used

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  • Trifluoromethyl pyrimidine triazole copper [i] complex luminescent material and preparation method
  • Trifluoromethyl pyrimidine triazole copper [i] complex luminescent material and preparation method
  • Trifluoromethyl pyrimidine triazole copper [i] complex luminescent material and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Under an argon atmosphere, [Cu[MeCN] with a molar ratio of 1:2 4 ][ClO 4] (128mg, 0.39mmol) and triphenylphosphine (205mg, 0.78mmol) in methanol (4mL)-dichloromethane (10mL) mixed solvent (volume ratio is 2:5) in normal temperature stirring reaction 0.5 hour, after this Add 5-trifluoromethyl-3-[2-pyrimidinyl]-1hydrogen-1,2,4-triazole ligand (42mg, 0.195mmol) into the colorless and transparent reaction solution, and continue stirring at room temperature for 3 After hours, the solvent was evaporated to dryness with a rotary evaporator, and recrystallized with a mixed solvent of methanol (2mL)-dichloromethane (10mL)-petroleum ether (100mL) [volume ratio 1:5:50]. The yellow crystalline product obtained by recrystallization was filtered, washed 3-4 times with 20 mL of ether, and a yellow solid product was obtained after vacuum dryingperchlorate tetrakis[triphenylphosphine] μ-[5-trifluoromethane Base-3-[2-pyrimidinyl]-1,2,4-triazolyl]copper[I] complex (210mg, 0.14mmol), th...

Embodiment 2

[0043] Under an argon atmosphere, [Cu[PPh at a molar ratio of 2:1 3 ] 2 [CH 3 CN] 2 ][ClO 4 ] (310mg, 0.40mmol) and 5-trifluoromethyl-3-[2-pyrimidinyl]-1 hydrogen-1,2,4-triazole ligand (43mg, 0.20mmol) in methanol (4mL)- Dichloromethane (10mL) mixed solvent (volume ratio: 2:5) was stirred and reacted at room temperature for 4 hours, and then the solvent was evaporated to dryness with a rotary evaporator, and methanol (2mL)-dichloromethane (10mL)-petroleum ether (100mL ) mixed solvent [volume ratio is 1:5:50] for recrystallization. The yellow crystalline product obtained by recrystallization was filtered, washed 3-4 times with 20 mL of ether, and a yellow solid product was obtained after vacuum dryingperchlorate tetrakis[triphenylphosphine] μ-[5-trifluoromethane Base-3-[2-pyrimidinyl]-1,2,4-triazolyl]copper[I] complex (220mg, 0.148mmol), the yield was 74%.

[0044] Analysis and characterization of the experimental data is the same as in Example 1.

Embodiment 3

[0046] Under argon atmosphere, copper perchlorate hexahydrate [Cu[ClO 4 ] 2 ·6H 2 O] (61mg, 0.16mmol) and excess copper powder (35mg, 0.55mmol) were stirred and reacted in 4mL methanol for 20 minutes, then added a solution of triphenylphosphine (168mg, 0.64mmol) in 12mL of dichloromethane, and continued to stir for reaction 1 Add 5-trifluoromethyl-3-[2-pyrimidinyl]-1hydrogen-1,2,4-triazole ligand (35mg, 0.16mmol) after 1 hour, continue to stir and react for 3 hours at room temperature, filter Finally, the solvent was evaporated to dryness with a rotary evaporator, and recrystallized with a mixed solvent of methanol (2 mL)-dichloromethane (10 mL)-petroleum ether (100 mL) [volume ratio 1:5:50]. The colorless crystalline product obtained by recrystallization was filtered, washed 3-4 times with 18 mL of ether, and dried in vacuo to obtain a yellow solid product—perchlorate tetrakis[triphenylphosphine] μ-[5-trifluoromethane Base-3-[2-pyrimidinyl]-1,2,4-triazolyl]copper[I] comple...

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Abstract

The invention relates to a synthesis technique of a new luminescent material, and in particular relates to a copper [I] binuclear complex luminescent material containing a trifluoromethylpyrimidine triazole bi-chelated ligand and a preparation method thereof. The trifluoromethylpyrimidine triazole bi-chelated ligand (5-trifluoromethyl-3-[2-pyrimidinyl]-1 hydro-1,2,4-triazole [fpmtzH for short]) and an organic phosphine auxiliary ligand (triphenylphosphine[PPh3 for short]) are applied to prepare the trifluoromethylpyrimidine triazole copper [I] binuclear complex luminescent material [[Cu[PPh3]2]2[mu-fpmtz]][ClO4]. The copper [I] binuclear complex luminescent material shows good solid-state luminescent properties, the maximum value of the solid-state luminescence wavelength is 531nm, the solid-state luminescence life is 18.1mus, and the solid-state luminescence quantum efficiency is 19.8%.

Description

technical field [0001] The invention relates to synthesis technology of new luminous materials, in particular to a copper [I] dinuclear complex luminescent material containing trifluoromethylpyrimidine triazole double chelating ligand and a preparation method thereof. Background technique [0002] Due to the influence of heavy atom effect and strong spin-orbit coupling, transition metal light-emitting complexes can theoretically utilize all singlet and triplet energy, and the luminous efficiency will be significantly improved. Currently, transition metal luminescent complexes are mainly based on fifth and sixth period transition metals, especially group VIII transition metals, such as ruthenium, osmium, iridium, and platinum. Since 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 difficult to mine, the cost of using such noble metal luminescent complexes is relatively high, an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F1/08C07F9/50C09K11/06
CPCC07B2200/13C07F1/005C07F9/5045C09K11/06C09K2211/1007C09K2211/1014C09K2211/1044C09K2211/1059C09K2211/188
Inventor 陈景林曾雪花何丽华廖金生温和瑞
Owner JIANGXI UNIV OF SCI & TECH