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Synthesis method and application of pyridine and carboline derivative

A carboline and pyridine technology, applied in the application field of electrophosphorescence host in the field of electroluminescence, can solve the problems of reducing the luminous efficiency and brightness of the device, concentration quenching triplet state-triplet state annihilation effect and the like

Inactive Publication Date: 2014-09-24
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the long excited state lifetime of the electrophosphorescent material itself, there are serious concentration quenching and triplet-triplet annihilation effects, which greatly reduce the luminous efficiency and brightness of the device.

Method used

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  • Synthesis method and application of pyridine and carboline derivative
  • Synthesis method and application of pyridine and carboline derivative
  • Synthesis method and application of pyridine and carboline derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Embodiment 1: 2,6-dicarbolinopyridine ( 1 )Synthesis

[0012] 2,6-difluoropyridine (0.3g, 2.6mmol), potassium carbonate (2.2g, 15.6mmol), carboline (0.96g, 5.7mmol), DMSO 10ml, heated at reflux at 150°C for 12h. Cooled to room temperature and poured into 200ml of water to precipitate a large amount of solid, stirred for 0.5h, filtered with suction to obtain a white solid, purified by column chromatography to obtain 0.75g of white solid, yield 75%. 1 HNMR (CDCl 3 , 400MHz): δppm8.59(d, 2H, J=3.72Hz), 8.46-8.41(m, 4H), 8.32(d, 2H, J=7.76), 8.24-8.20(m, 1H), 8.10(d , 2H), 7.43-7.32(m, 6H).

[0013]

Embodiment 2

[0014] Embodiment 2: 2,4,6-tricarbolinopyridine ( 2 )Synthesis

[0015] 2,4,6-Trifluoropyridine (0.3g, 2.3mmol), the others were the same as Example 1, purified by column chromatography to obtain 0.81g of white solid, yield 61%. 1 H NMR (CDCl 3 , 400MHz): δppm8.95(s, 2H), 8.65(d, 2H, J=8.40), 8.59-8.57(m, 3H), 8.46-8.40(m, 4H), 8.18-8.11(m, 3H) , 7.64(t, 1H), 7.49-7.31(m, 8H).

[0016]

[0017] Table 1 is embodiment (1)-(2) The device data, the device structure is: MoO 3 (5nm) / NPB(60nm) / TCTA(5nm) / (1)-(2) : Firpic(13%-18%, 10nm) / TmPyPb(35nm) / CsCO 3 (2nm). The maximum current efficiency of the blue light device prepared as shown in Table 1 is as high as 42.6cd / A and the maximum energy efficiency is 37.12lm / W.

[0018]

[0019] Table 1

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Abstract

The invention discloses a synthesis method of pyridine and carboline series compounds through one step, and relates to the field of organic electroluminescence materials, in particular to a material synthesized through a one-step method and with the bipolar carrier transport performance and application of the material used as an electrophosphorescent body to the electroluminescence field. The synthesis method has the advantages that raw materials are cheap and easy to obtain, noble metal catalysts are not needed, operation is easy and convenient, a reaction condition is mild, production cost is low, the yield is high, and commercialization is facilitated. Carboline with both the hole transport capacity and the electron transport capacity and electron withdrawing group pyridine are connected, and then body materials of 2, 6-CbPy and 2, 4, 6-CbPy with the more balanced hole transport and electron transport capacity are obtained.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to one-step synthesis of a material with bipolar carrier transport performance and its application in the field of electroluminescence as an electrophosphorescent main body. technical background [0002] 1997 reported the first organic electrophosphorescent device using organic transition metal complexes as light emitters in "Nature", and found that electrophosphorescent materials can simultaneously use singlet and triplet excitons to emit light, and its theoretical internal quantum efficiency can reach 100%, has attracted a lot of attention and research. In recent years, organic light-emitting diodes (OLEDs) based on phosphorescent materials have attracted much attention due to their outstanding advantages such as small size, light weight, flexibility, high luminous efficiency, and fast response. However, due to the long excited state lifetime of the electroph...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00C09K11/06H01L51/54
CPCC09K11/06C07D519/00C09K2211/1029H10K85/654H10K85/6572
Inventor 陶友田黄维汤超王芳芳
Owner NANJING UNIV OF TECH
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