Benzoxazolyl isoquinoline cuprous complex orange red phosphorescent material in crystal form

A technology of benzoxazolyl and phosphorescent materials, which is applied in the field of luminescent materials and organic electroluminescent materials, can solve the problems that the luminous intensity cannot meet the application requirements, achieve good phosphorescent emission performance, promote inter-system crossing, and process easy effect

Inactive Publication Date: 2016-08-10
CHINA JILIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It's just that the luminous intensity of Cu(I) complex phosphorescent materials in the OLED working temperature range is still not up to the application requirements.

Method used

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  • Benzoxazolyl isoquinoline cuprous complex orange red phosphorescent material in crystal form
  • Benzoxazolyl isoquinoline cuprous complex orange red phosphorescent material in crystal form
  • Benzoxazolyl isoquinoline cuprous complex orange red phosphorescent material in crystal form

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Experimental program
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Effect test

Embodiment 1

[0029] A large number of phosphorescent complex materials [Cu(2-iQBO)(p-Tol 3 P) 2 ]PF 6 Preparation of crystal sample: weigh 0.037g (0.1mmol) of Cu(CH 3 CN) 4 PF 6 , 0.061g (0.2mmol) of p-Tol 3 P, 0.024g (0.1mmol) of 2-iQBO; respectively dissolve in 3ml of dichloromethane and mix in sequence, stir well to make the coordination reaction fully occur, and obtain an orange-red clear solution; add a small amount of isopropanol to the above solution , And rotary evaporation at room temperature to remove all solvents, and finally an orange crystal product was obtained with a yield of 91% (calculated by Cu).

Embodiment 2

[0031] Synthesis of orange-red phosphorescent complex material [Cu(2-iQBO)(p-Tol 3 P) 2 ]PF 6 Single crystal: weigh 0.037g (0.1mmol) of Cu(CH 3 CN) 4 PF 6 , 0.061g (0.2mmol) of p-Tol 3 P, 0.024g (0.1mmol) of 2-iQBO; respectively dissolve in 4ml of dichloromethane and mix in sequence, stir well to make the coordination reaction fully occur, and obtain orange-red clear solution; after concentration under reduced pressure at room temperature, The upper layer was covered with isopropanol to promote the crystallization of the product, and a large amount of orange lumpy crystals precipitated after a few days of standing. Choose a square orange crystal with a size of 0.42mm*0.40mm*0.36mm for X-ray single crystal structure testing. The molecular structure diagram of the compound is attached figure 1 , Its unit cell stacked structure diagram is attached figure 2 .

[0032] For orange-red phosphorescent complex material [Cu(2-iQBO)(p-Tol 3 P) 2 ]PF 6 A series of performance tests were car...

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Abstract

The invention discloses a benzoxazolylisoquinoline-based cuprous complex orange-red phosphorescent material in crystal form and a preparation method thereof. The phosphorescent complex of the present invention is obtained by the complexation of a monovalent copper salt and a ligand, and its molecular structure is [Cu(2-iQBO)(p-Tol 3 P) 2 ]PF 6 , where 2‑iQBO and p‑Tol 3 P is the electrically neutral heterocyclic ligands benzoxazolylisoquinoline and tris(p-methylphenyl)phosphine. The complex not only has the advantages of easy purification of small molecules and high luminous efficiency, but also has high thermal stability. The material is made of Cu(CH 3 EN) 4 PF 6 It can be directly mixed and reacted with the dichloromethane solution of the ligand, and has the advantages of simple process, simple equipment, readily available raw materials and low cost. The material can be used as a photoluminescent orange-red phosphorescent material, and can also be used as a light-emitting layer phosphorescent material in an electroluminescent device composed of multilayer organic materials.

Description

Technical field [0001] The present invention relates to the technical field of luminescent materials, to the field of photoluminescent materials and electroluminescent materials, in particular to the field of organic electroluminescent materials. Background technique [0002] Organic electroluminescence, abbreviated as OEL, is a phenomenon in which electrical energy excites organic materials to emit light. It has been discovered as early as the 1960s, but it has not attracted widespread attention due to the lack of clear application prospects. Since Deng Qingyun and others published research work on organic light-emitting diodes (OLED) in 1987, this situation has changed dramatically. Simply put, OLED is a kind of electroluminescent period formed by a multilayer organic thin film structure. It is easy to manufacture and only requires a lower driving voltage. OLED is a high-brightness, wide-vision, and fully-cured electroluminescent device. It has the unparalleled advantages of o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F1/08C09K11/06
CPCC07F1/005C09K11/06C09K2211/188
Inventor 柴文祥陶晓栋宋莉朱秋梦陈智范美强史宏声魏钦华秦来顺
Owner CHINA JILIANG UNIV
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