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Methyl-substituted benzoxazolyl pyridine cuprous complex yellow/green phosphorescent material

A benzoxazolyl pyridine, methyl-substituted technology, applied in the direction of luminescent materials, copper organic compounds, compounds of elements of Group 5/15 of the periodic table, etc. Good phosphorescent emission performance, promoting intersystem crossing, and suppressing non-radiative attenuation

Inactive Publication Date: 2016-06-29
CHINA JILIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The use of Cu(I) complexes as yellow / green phosphorescent materials has a long history (N.Armaroli, G.Accorsi, F.Cardinali, A.Listorti, Top.Curr.Chem.2007, 280, 69-115.) , this cheap Cu(I) complex luminescent material can be easily prepared from Cu(I) ions and suitable organic ligands, but its luminous intensity cannot meet the application requirements in the OLED operating temperature range.

Method used

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  • Methyl-substituted benzoxazolyl pyridine cuprous complex yellow/green phosphorescent material
  • Methyl-substituted benzoxazolyl pyridine cuprous complex yellow/green phosphorescent material
  • Methyl-substituted benzoxazolyl pyridine cuprous complex yellow/green phosphorescent material

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Experimental program
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Effect test

Embodiment 1

[0030] A large number of cuprous complexes [Cu(5-Me-2-PBO)(m-Tol 3 P)]PF 6 Crystal sample preparation: weigh 0.1mmol (37.3mg) of [Cu(CH 3 EN) 4 ]PF 6 Dissolve in 5mLCH 2 Cl 2 , and then sequentially weighed 0.2mmol (61mg) of m-Tol 3 P and 0.1 mmol (21.3 mg) of 4-Me-2-PBO were dissolved in 3 mL CH 2 Cl 2 In; the three solutions are mixed in turn (the molar ratio of the three reactants Cu(CH 3 EN) 4 PF 6 : m-Tol 3 P: 5-Me-2-PBO is 1: 2: 1), and stirred to make the coordination reaction fully occur, and finally the resulting yellow solution was filtered, added a small amount of isopropanol and evaporated under reduced pressure at room temperature to obtain a large amount of yellow The crystalline product was vacuum-dried with a yield of 92% (calculated as Cu).

Embodiment 2

[0032] Synthesis of yellow-green phosphorescent complex material [Cu(5-Me-2-PBO)(m-Tol 3 P)]PF 6 Single crystal: Weigh 0.1mmol Cu(CH 3 EN) 4 PF 6 and 0.2 mmol of m-Tol 3 After the P ligand was dissolved in 3mL of dichloromethane, 3mL of the dichloromethane solution containing 0.1mmol of 4-Me-2-PBO ligand was added to the above solution at one time, stirred to dissolve it completely and then filtered. Covering with isopropanol promoted the crystallization of the product, and after standing for several days, a large number of yellow rod-shaped crystals precipitated. A yellow crystal with a size of 0.42mm×0.40mm×0.36mm was selected for X-ray single crystal structure test. The molecular structure of the compound is shown in the attached figure 1 , and its unit cell packing structure is shown in the attached figure 2 .

[0033] For the complex [Cu(5-Me-2-PBO)(m-Tol 3 P)]PF 6 A series of performance tests were carried out on pure phase crystal samples. The material cryst...

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Abstract

The invention discloses a yellow / green cuprous complex phosphorescent material and a preparation method thereof. The phosphorescent complex is obtained by complexing cuprous salt and a ligand, wherein the molecular structure of the phosphorescent complex is [Cu(5-Me-2-PBO)(m-Tol3P)]PF6; and in the formula, 5-Me-2-PBO and m-Tol3P are respectively an electrically neutral ligand 5-methyl-2-(2-benzoxazole) pyridine and tris-(m-methylphenyl) phosphine. The complex not only has the advantages of easiness in purification of small molecules and high luminescent efficiency but also has high thermal stability. The material is obtained through direct hybrid reaction between Cu(CH3CN)4PF6 and a dichloromethane solution of the ligand and has the advantages of simple process and equipment, easily obtained raw materials, low cost, and the like. The material can serve as a photoluminescent yellow / green material or a luminescent layer phosphorescent material in an electroluminescent device formed by a plurality of layers of organic materials.

Description

technical field [0001] The invention relates to the technical field of luminescent materials, to the fields of photoluminescent materials and electroluminescent materials, in particular to the field of organic electroluminescent materials. Background technique [0002] Luminescent materials include photoluminescence and electroluminescence in two categories of applications. Photoluminescence refers to the phenomenon in which an object is irradiated by an external light source, thereby obtaining energy to generate excitation and finally lead to luminescence. Photoluminescence can be caused by ultraviolet radiation, visible light and infrared radiation. Photoluminescent materials can be used in fluorescence analysis, traffic signs, tracking monitoring, agricultural light conversion film, scintillator in nuclear detection technology, fluorescent light collector in solar energy conversion technology, etc. Electroluminescence (EL for short) refers to the phenomenon that lumines...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F1/08C07F9/50C09K11/06H01L51/54
CPCC09K11/06C07F1/005C07F9/5045C07B2200/13C09K2211/1033C09K2211/1007C09K2211/1029C09K2211/1014C09K2211/188H10K85/371
Inventor 柴文祥朱秋梦陈岗宋莉秦来顺范美强史宏声魏钦华
Owner CHINA JILIANG UNIV
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