Novel mononuclear copper (I) complex blue light material and preparation method thereof

A technology of blue light materials and complexes, applied in the directions of luminescent materials, copper organic compounds, chemical instruments and methods, etc., to achieve the effects of increasing solubility and film formation, improving luminescence quantum efficiency, and reducing structural relaxation

Inactive Publication Date: 2012-10-24
JIANGXI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The use of pyridine chelating ligands containing 1,2,4-triazole and organic phosphine ligands as auxiliary ligands to design and synthesize monovalent copper complex luminescent materials and their synthesis methods has not yet been reported.

Method used

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  • Novel mononuclear copper (I) complex blue light material and preparation method thereof
  • Novel mononuclear copper (I) complex blue light material and preparation method thereof
  • Novel mononuclear copper (I) complex blue light material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Under nitrogen atmosphere, [Cu(MeCN) 2 (PPh 3 ) 2 ](ClO 4 ) (385mg, 0.50mmol) and 5-tert-butyl-3-[2-pyridyl]-1,2,4-triazole ligand (106mg, 0.52mmol) (the molar ratio of the two is 1:1.05) Stir the reaction in 50 mL of dichloromethane solvent at room temperature for 4 hours, then evaporate the solvent to dryness on a rotary evaporator, and recrystallize with a mixed solvent of dichloromethane (15 mL)-petroleum ether (90 mL) [volume ratio is 1:6] . The crystalline product obtained by recrystallization was filtered, washed 3-4 times with 60 mL of ether, and dried in vacuo to obtain a pale yellow solid product (378 mg, 0.42 mmol), with a yield of about 84%.

[0034] Proton NMR spectrum (400MHz, DMSO-d 6 , ppm) δ: 14.72(s, 1H), 8.23(d, 1H, J=8.0Hz), 8.04(t, 1H, J=7.6Hz), 7.91(s, 1H), 7.49-7.43(m, 6H ), 7.42-7.33(m, 13H), 7.15-7.10(m, 12H), 1.16(s, 9H)

[0035] NMR phosphorus spectrum (202.3MHz, DMSO-d 6 , ppm) δ: -0.19 (s, PPh 3 )

[0036] Elemental analysis calcul...

Embodiment 2

[0039] Under nitrogen atmosphere, [Cu(MeCN) 4 ](ClO 4 ) (163mg, 0.50mmol) and triphenylphosphine (328mg, 1.25mmol) were stirred and reacted in 50mL dichloromethane solvent for 1 hour to obtain a colorless clear liquid, and then 5-tert-butyl-3 -[2-pyridyl]-1,2,4-triazole ligand (107mg, 0.53mmol) [the molar ratio of the three is 1:2.5:1.05], continue to stir the reaction for 3 hours, and then put it on the rotary evaporator The solvent was evaporated to dryness, and recrystallized with dichloromethane (15 mL)-petroleum ether (90 mL) mixed solvent [volume ratio 1:6]. The crystalline product obtained by filtration and recrystallization was washed 3-4 times with 50 mL of ether, and a light yellow solid product (338 mg, 0.38 mmol) could be obtained after vacuum drying, and the yield was about 76%; The experimental data of elemental analysis are the same as in Example 1.

Embodiment 3

[0041] Under nitrogen atmosphere, copper perchlorate hexahydrate [Cu(ClO 4 ) 2 ·6H 2 O] (185mg, 0.50mmol) and triphenylphosphine (459mg, 1.75mmol) were stirred and reacted in 40mL of dichloromethane solution for 1.5 hours to obtain a transparent and colorless clear liquid, to which 5-tert-butyl-3 -[2-Pyridyl]-1,2,4-triazole ligand (106mg, 0.52mmol) [the molar ratio of the three is 1:3.5:1.05], continue to stir and react for 4.5 hours, and then put it on the rotary evaporator The solvent was evaporated to dryness, and recrystallized with dichloromethane (15 mL)-petroleum ether (90 mL) mixed solvent [volume ratio 1:6]. The crystalline product obtained by recrystallization was filtered, washed 3-4 times with 55 mL of ether, and dried in vacuo to obtain a pale yellow solid product (356 mg, 0.40 mmol), with a yield of about 80%; The experimental data analyzed is the same as in Example 1.

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Abstract

The invention relates to a new luminescent material, in particular to a novel mononuclear copper (I) complex blue light material and a preparation method thereof. The novel mononuclear copper (I) complex blue light material is perchlorate 5-tertiary butyl-3-[2-pyridyl]-1, 2, 4-triazole-bis [triphenylphosphine] copper [I] complex, the molecular formula is C47H44ClCuN4O4P2, and the molecular weight is 889.82. The mononuclear copper (I) complex blue light material provided by the invention is mainly used for luminescent materials in daily lighting, luminescent display and optical sensors. Photoluminescence property test results show that the copper (I) complex has good photoluminescence property in the solid state, strong pure blue light emission is represented, and the maximum value is located at 455 nm.

Description

technical field [0001] The invention relates to synthesis technology of new luminescent materials, in particular to a novel mononuclear copper (I) complex blue light material 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 use all energies including singlet and triplet states, and the luminous efficiency can be greatly improved. At present, the central atoms of transition metal luminescent complexes are mainly concentrated in the fifth and sixth periods, especially the transition metals of group VIII, and ruthenium, osmium, iridium and platinum have occupied the central positions of current research. However, because 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, mining is difficult, so the use cost of this kind of noble metal luminescent compl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07F19/00C07F1/08
Inventor 陈景林曹兴付何丽华温和瑞
Owner JIANGXI UNIV OF SCI & TECH
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