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Preparation method and application of white organic electroluminescent materials based on triphenylamine and rare earth complex

A technology of rare earth complexes and luminescent materials, which is applied in the fields of luminescent materials, chemical instruments and methods, organic chemistry, etc., and can solve the problems of limited application, large excitation wavelength and concentration

Active Publication Date: 2019-08-16
DALIAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The inventor’s prior application CN104946239A discloses a single-molecule white light material based on rare earth europium and coumarin, but the excitation wavelength and concentration of this material have a large influence on CIE, and the application is limited

Method used

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  • Preparation method and application of white organic electroluminescent materials based on triphenylamine and rare earth complex
  • Preparation method and application of white organic electroluminescent materials based on triphenylamine and rare earth complex
  • Preparation method and application of white organic electroluminescent materials based on triphenylamine and rare earth complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1 (synthesis of white light material WOLED-TRPEu)

[0022]

[0023] a. Synthesis of CRTRP

[0024] Coumarin hydrazine hydrate (0.73 mmol) and 4-(diphenylamine) benzaldehyde (1.09 mmol) were dissolved in ethanol solution, and the reaction solution was heated to reflux at 80° C. for two hours, and the end point of the reaction was determined by TLC. The reaction solution was left to cool and filtered to obtain 327 mg of solid product. Yield: 85%. 1 H-NMR (400MHz, CDCl 3 ): δ (ppm) 11.79 (s, 1H, -CO-NH-), 8.84 (s, 1H, –N=CH-), 8.12 (s, 1H, ArH), 7.65 (d, 2H, J=8.8 Hz, ArH), 7.47 (d, 1H, J = 8.8Hz, ArH), 7.29 (t, 2H, J = 8.0Hz, ArH), 7.13 (d, 2H, J = 8.0Hz, ArH), 7.02-7.08 (m,4H,ArH),6.68(d,2H,J=8.8Hz,ArH),6.53(s,1H,ArH),3.47(q,4H,J=7.2Hz,-CH 2 CH 3 ),1.25(t,6H,J=7.2Hz,-CH 2 CH 3 ). 13 CNMR (100MHz, CDCl 3 ): δ (ppm) 162.8, 159.6, 157.7, 152.8, 149.9, 149.0, 148.5, 147.1, 131.4, 129.4, 128.9, 127.0, 125.3, 123.8, 121.8, 110.3, 109.3, 108.7, 96.7, 44.2, ...

Embodiment 2

[0028] Embodiment 2 (mass spectrometry)

[0029] The mass spectrum of WOLED-TRPEu in acetonitrile is attached figure 1 As shown, there are only three obvious peaks 1125.1398, 1203.1794 and 1655.4170 which correspond to [Eu(TTA) 2 (CRTRP)] + ,[Eu(TTA) 2 (CRTRP)+CH3 OH+C 2 h 5 OH] + and [Eu(TTA) 2 (CRTRP) 2 ] + , which is consistent with the simulation results of IsoPro 3.0 program, and the experimental data and theoretical calculation results can be in good agreement. It shows that the compound WOLED-TRPEu can exist stably in the solution.

Embodiment 3

[0030] Embodiment 3 (embodiment 1b ultraviolet absorption spectrometry is measured)

[0031] Weigh synthetic CRTRP and WOLED-TRPEu and Eu(TTA) in embodiment 1 3 , were formulated into 10 -5 µm acetonitrile solution, measure its ultraviolet absorption spectrum, test results are shown in the attached figure 2 . The maximum ultraviolet absorption peak of CRTRP is at 432nm (logε=4.85), and that of the europium complex is at 336nm (logε=4.71). There are two obvious characteristic absorption peaks in the ultraviolet absorption spectrum of the compound WOLED-TRPEu, one is the ultraviolet absorption at 336nm (logε=4.75), this peak is consistent with the europium complex peak, and should be attributed to the Eu complex Feature absorption. The other is the ultraviolet absorption at 438nm (logε=4.74), which shows that after coordinating with europium, the characteristic absorption peak at 432nm of CRTRP is red-shifted to 438nm, which may be due to the increased polarity of molecules...

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Abstract

The invention relates to a preparation method and application of white organic electroluminescent material based on triphenylamine and a rare earth complex. The synthesized novel white light materialsuse the rare earth europium complex as a red chromophore, and a blue-emitting triphenylamine fluorophore is combined in one molecule; and the rare earth organic small-molecular white light materialscapable of emitting high-purity white light are developed by utilizing reasonable matching of red and blue light of the different chromophores. The method provided by the invention is simple and easyto implement, and the obtained white light materials can be used as a backlight source of liquid crystal and solid-state illumination and have wide application prospects.

Description

technical field [0001] The invention belongs to the technical fields of rare earth complexes, organic chemistry and material chemistry, and relates to the synthesis of white light materials combined with rare earth complexes and multifunctional organic chromophores. Background technique [0002] China is the country with the richest rare earth resources in the world and is known as the "Kingdom of Rare Earths". But for a long time, due to the lack of rare earth high-tech value-added products, rare earths have been forced to export at low prices. The development of high-end downstream products based on rare earths and the irreplaceable role of rare earths in the fields of fluorescence, magnetism, laser, optical fiber communication, hydrogen storage energy, superconductivity and other materials have become the top priority of the current scientific and technological workers, which is related to the country economic ups and downs. [0003] Organic Light Emitting Diodes (OLEDs...

Claims

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Application Information

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IPC IPC(8): C07F5/00C09K11/06H01L51/50H01L51/54
CPCC07F5/003C09K11/06C09K2211/182H10K85/351H10K50/125
Inventor 张晓琳卢春兰李建军姜凯铧詹世平李树亮
Owner DALIAN UNIV
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