Single-layer organic luminescent device material capable of lightening yellow light and preparation method thereof

An organic light-emitting device, a single-layer technology, applied in the direction of light-emitting materials, chemical instruments and methods, electroluminescent light sources, etc., can solve the problems of reduced yield, expensive time-consuming and unfavorable assembly of devices, and achieve low cost and high efficiency. Yield, the effect of low requirements

Inactive Publication Date: 2008-04-30
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Such a complex multi-layer structure is unfavorable to industrialization. Firstly, it is time-consu

Method used

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  • Single-layer organic luminescent device material capable of lightening yellow light and preparation method thereof
  • Single-layer organic luminescent device material capable of lightening yellow light and preparation method thereof
  • Single-layer organic luminescent device material capable of lightening yellow light and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Example 1: Synthesis of 2-[5'-(bromothiophene)-vinyl]-8-hydroxyquinoline (abbreviated as Ar-Q-1)

[0036] Weigh the 2-methyl-8-hydroxyquinoline 1 of 0.764g (4mmol), the 5-bromothiophene-2-aldehyde of 0.645g 4mmol g (4mmol), put into the there-necked flask, then add to the there-necked flask Add 15mL of acetic anhydride to make it completely dissolved in the three-necked flask, under the protection of nitrogen, heat at 134-138°C under stirring to make it reflux for about 40h. During the reaction, use thin-layer chromatography to track the reaction. After the reactant is cooled, put It was poured into 100 ml of ice water and stirred overnight. A yellow precipitate was obtained by centrifugation. Using ethyl acetate / petroleum ether as eluent (50:1 v / v) for column separation, 0.39 g of yellow needle-like substance Ar-Q-1 was obtained. Yield: 0.39 g, yield: 30%. Detection instrument and method are as follows (the detection instrument and method of following embodiment are...

Embodiment 2

[0037] Example 2: Bis-2-[5'-(bromothiophene)-vinyl]-8-hydroxyquinoline zinc (abbreviated as H-EM 1 -1) Synthesis

[0038] Weigh 0.0329g of zinc acetate into a 100ml round bottom flask, slowly add 20ml of 0.015mol / L anhydrous methanol solution of compound (Ar-Q-1) dropwise, and stir magnetically for 24h at room temperature to obtain a yellow turbid solution. Centrifuged, washed several times with methanol, vacuum-dried yellow solid H-EM-1; 0.098g, yield 90%. IR (KBr, cm -1 ): 3043.50 (v Ar-H ), 1618, 1451 (v C＝C , v C＝N ), 968 (trans-γ C-H out-of-plane bending vibration absorption); FAB MS: m / z: 727.

Embodiment 3

[0039] Example 3: Synthesis of 2-[5'-(bromodithiophene)-vinyl]-8-hydroxyquinoline (abbreviated as Ar-Q-2)

[0040] Weigh 0.764g (4mmol) of 2-methyl-8-hydroxyquinoline 1, 0.68g (4mmol) of 5-(5-bromothiophene)-2-thiophene-2-aldehyde, put it into a three-necked flask, Then add 15mL of acetic anhydride to the three-necked flask to completely dissolve it in the three-necked flask. Under nitrogen protection, heat at 134-138°C under stirring to make it reflux for about 40 hours. During the reaction, use thin-layer chromatography to track the reaction. After the reactant was cooled, it was poured into 100 ml of ice water and stirred overnight. A yellow precipitate was obtained by centrifugation. Using ethyl acetate / petroleum ether as eluent (25:1 v / v) for column separation, 0.168 g of yellow substance Ar-Q-2 was obtained. Yield: 0.168 g, Yield: 10% Rf = 0.76 (ethyl acetate / n-Hexane = 2:5). IR (KBr, cm -1 )3342.28 (v O-H );3049(v Ar-H ), 1653-1465 (v C＝C , v C＝N ); 1 HNMRδ: 8....

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Abstract

The invention discloses single layer yellow light emanating organic light emitting device material and the preparation method thereof. The material is 2-[aryl-vinyl]-8-hydroxy quinolinemetal metal complex, and has the structural formula of formulas (1) or (2), wherein, R is 2-thiazolamin, 2-bromine-5-thiazole, 2-substitution-9 substitution-fluorene, 9-phenanthrene disreplaced or 2- phenyl -4, 5-diphenyl imidazole; M1 is Zn, Cu, Mg or Hg; M2 is Al. The preparation method comprises the preparation of ligand and the preparation of the metal complex; 2-methyl-8- hydroxyl quinoline and organic aroma aldehyde with equivalent molar weight are dissolved into acetic anhydride with molar weight of 10 to 30 times, the time of heating and back flow is 30 to 45 hours, and the 2--8- hydroxyl quinoline ligand is obtained by being purified; the material has long adjust and control luminescence wave, a plurality of photon absorption, good stability and quick response time, the manufacturing process is simple, the requirement to experimental equipment is low, and the mass production is convenient.

Description

technical field [0001] The invention relates to the field of preparation of organic electroluminescence materials, light energy conversion devices, nonlinear optical materials and organic thin film transistor materials, in particular to single-layer OLED new molecular materials with hole and electron transport properties, and to a preparation method thereof. Background technique [0002] Organic electroluminescent materials, light energy conversion devices, nonlinear optical materials and organic thin film transistor materials are a new research hotspot in the field of molecular science in recent years. Scientists from various countries have conducted a lot of research work in this area and achieved rapid development. , the research in some fields has reached or approached the practical level, and has broad application prospects, and its experimental and theoretical research has aroused people's widespread attention. Organic electroluminescent materials are mainly divided in...

Claims

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Application Information

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IPC IPC(8): C09K11/06H05B33/14
Inventor 曾和平
Owner SOUTH CHINA UNIV OF TECH
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