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Cuprous complex orange red phosphorescent material based on benzoxazolyl quinoline

A benzoxazolyl quinoline, phosphorescent material technology, applied in the field of luminescent materials and organic electroluminescent materials, can solve the problems affecting the popularization, application and market performance of OLEDs, the luminous intensity cannot meet the application requirements, and the cost is high. The effect of good phosphorescence emission performance, good solubility and thermal stability, and low production cost

Inactive Publication Date: 2015-09-16
CHINA JILIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] To analyze more specifically, the orange / red phosphorescent materials currently on sale for OLED are complexes of noble metals such as iridium and platinum. Although they have performed well in performance, their expensive prices also affect the final OLED. Product promotion and application and market performance
The use of Cu(I) complexes as orange / red 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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  • Cuprous complex orange red phosphorescent material based on benzoxazolyl quinoline
  • Cuprous complex orange red phosphorescent material based on benzoxazolyl quinoline
  • Cuprous complex orange red phosphorescent material based on benzoxazolyl quinoline

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Effect test

Embodiment 1

[0033] A large number of orange-red phosphorescent Cu(I) complexes [Cu(2-QBO)(o-anisyl 3 P) 2 ]PF 6 Microcrystalline sample preparation: weigh 0.1 mmol of [Cu(CH 3 EN) 4 ]PF 6 Dissolve in 5mL CH 2 Cl 2 , then weigh 0.1mmol of 2-QBO and 0.1mmol of o-anisyl 3 P(tris(o-methoxyphenyl)phosphine), each dissolved in 5 mL CH 2 Cl 2 In , all three solutions were mixed (the molar ratio of the three reactants was 1:1:1), and stirred to make the coordination reaction fully occur, and finally the obtained orange-yellow solution was filtered, and all solvents were removed by rotary evaporation , and dried at 100 degrees to obtain an orange crystalline powder as the product with a yield of 98% (calculated as Cu).

Embodiment 2

[0035] Synthesis of orange-red phosphorescent Cu(I) complex [Cu(2-QBO)(o-anisyl 3 P) 2 ]PF 6 Single crystal: weigh 0.1mmol of [Cu(CH 3 EN) 4 ]PF 6 Dissolve in 5mL CH 2 Cl 2 , then weigh 0.1mmol of 2-QBO and 0.1mmol of o-anisyl 3 P(tris(o-methoxyphenyl)phosphine), each dissolved in 5 mL CH 2 Cl 2 In the process, all three solutions were mixed and stirred to make the coordination reaction fully occur. Finally, the obtained orange-yellow solution was filtered, and the filtrate was covered with n-hexane to promote the crystallization of the product. After standing for several days, a large number of orange blocky crystals were precipitated. An orange crystal with a size of 0.38mm×0.32mm×0.26mm 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 .

[0036] For orange-red phosphorescent Cu(I) complex [Cu(2-QBO)(o-anisyl 3 P...

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Abstract

The invention discloses a cuprous complex orange red phosphorescent material based on benzoxazolyl quinoline and a preparation method of the orange red phosphorescent material. A phosphorescent complex is prepared by complexing cuprous salt with a ligand and has a following molecular structure: [Cu(2-QBO)(o-anisyl3P)2]PF6, wherein o-anisyl3P and 2-QBO are respectively an electroneutral phosphine ligand, namely tris(o-methoxyphenyl)phosphine and a neutral heterocyclic ligand, namely 2-(2-benzoxazolyl)quinoline. The phosphorescent complex has the advantages that small molecules are easily purified, the light emitting efficiency is high, and furthermore, the thermal stability is high. The orange red phosphorescent material is prepared by directly mixing and reacting Cu(CH3CN)4PF6 with a dichloromethane solution of the ligands and has the advantages that the process is simple and convenient, equipment is simple, the raw materials are easily available, and the cost is low. The orange red phosphorescent material can be used as a photoluminescent orange red light material and also can be used as a luminescent layer phosphorescent material in an electroluminescent device consisting of multiple 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] Nowadays, photons are increasingly replacing electrons as the carrier of information. As the technical support of information science, photonics, photochemistry and photonic materials have attracted more and more attention from the scientific and technological circles. Among them, Ir, Pt, Ru, Re, Os and other noble metal complexes and organic compounds have been widely concerned as a new type of luminescent material. However, these transition metals are expensive, low in content, and difficult to mine, which limits their large-scale application in real life and production to a certain extent. Therefore, it is very important to find new and cheap photoelectric functional materials of metal complexes. Compared...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07F1/08C07F9/50H01L51/54
Inventor 柴文祥张艺程宋莉田园沈杭燕魏钦华陈海潮陶晓栋秦来顺田光磊郭冰
Owner CHINA JILIANG UNIV
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