Organic compound containing condensed ring structure and organic electroluminescent device

A technology of organic compounds and fused ring structures, which is applied in the field of organic compounds and organic electroluminescent devices, can solve the problems of low driving voltage service life, narrow emission peak half-peak width, short service life, etc., to increase life and improve overall performance The effect of increasing and decreasing the current density

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Problems solved by technology

[0005] The purpose of the present invention is to overcome the defects of high driving voltage, low efficiency and short service life of the organic electroluminescent device provided by the prior art, and provide a new organic compound containing a fused ring structure, in order to make the organic compound containing the fused ring structure Compared with organic compounds of the prior art, the organic compound has a narrower half-width of the emission peak and thus has excellent color purity; the organic compound containing the condensed ring structure can have a higher emission when applied to the AMOLED top emission screen. Excellent luminous efficiency, which is conducive to making organic electroluminescent devices have lower driving voltage and longer service life

Method used

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  • Organic compound containing condensed ring structure and organic electroluminescent device
  • Organic compound containing condensed ring structure and organic electroluminescent device
  • Organic compound containing condensed ring structure and organic electroluminescent device

Examples

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preparation example 1

[0135] Preparation Example 1: Synthesis of Compound 1:

[0136]

[0137] Synthesis of Compound 1: Add 4.09g (10mmol) of Intermediate B in a 100ml three-necked flask, add 40ml of toluene, stir to dissolve, add 3.38g (20mmol, 2eq.) of diphenylamine, 4.8g (50mmol, 5eq.) of tert-butyl Sodium alkoxide, 0.2mmol tris(dibenzylideneacetone)dipalladium, 0.2mmol tri-tert-butylphosphine, stirred under the protection of nitrogen, heated to reflux, after 4h, TLC detected that the reaction was complete, and the reaction solution was spin-dried under reduced pressure. The solvent was used to obtain a light yellow solid, which was recrystallized twice from toluene to obtain 4.0 g of a light yellow solid (yield 68%).

[0138]1H-NMR (400MHz, CDCl3) (ppm) δ = 3.51 ~ 3.53 (8H, s), 6.96 ~ 6.98 (1H, m), 6.99 ~ 7.01 (2H, m), 7.02 ~ 7.04 (1H, m), 7.05 ~7.07(3H, m), 7.08~7.10(5H, m), 7.20~7.22(3H, m), 7.24~7.25(4H, m), 7.27~7.28(1H, m), 7.81~7.82(2H, s), 7.98-7.99 (2H, s).

preparation example 2

[0139] Preparation Example 2: Synthesis of Compound 7:

[0140]

[0141] Synthesis of Compound 7: The synthesis method was the same as that of Compound 1, and 5.29 g of a light yellow solid was obtained (70% yield).

[0142] 1H-NMR (400MHz, CDCl3) (ppm) δ = 1.17 ~ 1.19 (12H, s), 1.20 ~ 1.22 (12H, s), 2.81 ~ 2.92 (4H, m), 3.53 ~ 3.50 (8H, m), 7.02 ~7.04(3H, m), 7.05~7.07(5H, m), 7.14~7.16(5H, m), 7.17~7.19(3H, m), 7.79~7.81(2H, m), 7.89~7.91(2H, m).

preparation example 3

[0143] Preparation Example 3: Synthesis of Compound 14:

[0144]

[0145] Synthesis of intermediate 14-1: the synthesis method was the same as that of compound 1, and 1.89 g of white solid was obtained (yield 73%).

[0146] Synthesis of Compound 14: The synthesis method was the same as that of Compound 1, and 5.22 g of a light yellow solid was obtained (68% yield).

[0147] 1H-NMR (400MHz, CDCl3) (ppm) δ = 3.50 ~ 3.53 (8H, s), 6.95 ~ 7.02 (2H, m), 7.04 ~ 7.09 (4H, m), 7.19 ~ 7.23 (3H, m), 7.25 ~7.33(3H, m), 7.34~7.41(2H, m), 7.43~7.46(4H, m), 7.50~7.55(2H, m), 7.86~7.89(2H, m), 7.93~7.99(2H, m), 8.01 ~ 8.04 (2H, m), 8.22 ~ 8.19 (2H, m).

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Abstract

The invention provides an organic compound containing a condensed ring structure as shown in a formula I which is described in the specification. The invention also provides an application of the organic compound in an electroluminescent device. Compared with organic compounds in the prior art, the organic compound containing the condensed ring structure has a narrower half-peak width of an emission peak, so that the organic compound has excellent color purity; when the organic compound containing the condensed ring structure is applied to an AMOLED top emission screen body, higher luminous efficiency can be achieved, and an organic light-emitting device can have lower driving voltage and longer service lifetime.

Description

technical field [0001] The invention relates to an organic compound containing a condensed ring structure and an organic electroluminescence device. Background technique [0002] The research on organic electroluminescence (EL) began as early as the 1960s. In 1963, Pope et al. of New York University in the United States used electrolyte solution as an electrode and applied a 400v DC voltage on both sides of anthracene single crystal. , blue electroluminescence of anthracene was observed. However, since single crystals are difficult to grow and the driving voltage is high, there are few practical uses, but these early studies established the understanding of the whole process of organic electroluminescence. The real epoch-making development of organic electroluminescence was in the 1980s. In 1987, Tang et al. from Kodak Company used aromatic diamine as the hole transport layer and 8-hydroxyquinoline aluminum as the light-emitting layer by vacuum evaporation to prepare Sandw...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07D307/91C07D333/76C07C255/58C07D209/88C09K11/06H01L51/50H01L51/54
CPCC07C211/61C07D307/91C07D333/76C07C255/58C09K11/06C07C2603/54C07C2603/18C07B2200/05C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1088C09K2211/1092H10K85/624H10K85/633H10K85/6576H10K85/6572H10K85/6574H10K50/00Y02E10/549
Inventor 吕瑶冯美娟吴卫娜范洪涛
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