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Compound employing quinazolinone derivative as mother nucleus and application of compound

A quinazolinone and compound technology, applied in organic chemistry, chemical instruments and methods, electrical components, etc., can solve problems such as limited applications and lower triplet energy levels

Active Publication Date: 2017-05-31
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, there is a strong intramolecular charge transfer between the donor and the acceptor of the bipolar host material, which leads to the lowering of the triplet energy level of the material itself, which limits its application in industrial production.

Method used

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  • Compound employing quinazolinone derivative as mother nucleus and application of compound
  • Compound employing quinazolinone derivative as mother nucleus and application of compound
  • Compound employing quinazolinone derivative as mother nucleus and application of compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0075] The synthesis of embodiment 1 compound 22

[0076]

[0077] In a 250ml four-neck flask, add 0.01mol 3-bromo-6,6-dimethylindolo[2,1-b]quinazolin 12(6H)-one, 0.015mol Compound B1, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampling point plate, complete reaction, natural cooling, filtration, filtrate rotary evaporation, silica gel column, to obtain the target product with a purity of 97.36% and a yield of 66.4%. HPLC-MS (m / z): The theoretical value is 559.23, and the measured value is 559.42.

Embodiment 2

[0078] The synthesis of embodiment 2 compound 26

[0079]

[0080] In a 250ml four-neck flask, add 0.01mol 3-bromo-6,6-dimethylindolo[2,1-b]quinazolin 12(6H)-one, 0.015mol Compound B2, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampling plate, reaction complete, natural cooling, filtration, filtrate rotary evaporation, silica gel column, to obtain the target product with a purity of 96.59% and a yield of 59.8%. HPLC-MS (m / z): The theoretical value is 559.23, and the measured value is 559.67.

Embodiment 3

[0081] The synthesis of embodiment 3 compound 42

[0082]

[0083]In a 500ml four-neck flask, under nitrogen atmosphere, add 0.01mol 2-bromo-benzo[d]benzo[4,5]imidazo[2,1-b]oxazole, 0.015mol compound C1, and use The mixed solvent is dissolved (180ml toluene, 90ml ethanol), then add 0.03mol Na 2 CO 3 aqueous solution (2M), then add 0.0001mol Pd (PPh 3 ) 4 , heated to reflux for 10-24 hours, sampled and plated, the reaction was complete. Naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a HPLC purity of 97.80% and a yield of 67.5%. HPLC-MS (m / z): The theoretical value is 635.26, and the measured value is 635.68.

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Abstract

The invention discloses a compound employing a quinazolinone derivative as a mother nucleus and application of the compound. According to the compound, the quinazolinone derivative is taken as a core, so that the compound has the characteristics that molecules are not easy to crystallize and not easy to gather, and has good film-forming property. When the compound is used as a light-emitting layer material of an OLED, the current efficiency, the power efficiency and the external quantum efficiency of a device are greatly improved, and meanwhile, the service life of the device is obviously prolonged.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound of quinazoline derivatives and its application as a light-emitting layer material in an organic light-emitting diode. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. [0003] The OLED light-emitting device is like a sandwich structure, including electrode material film layers, and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends of the OLED ...

Claims

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Application Information

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IPC IPC(8): C07D487/04C07D519/00C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D487/04C07D519/00C09K2211/1088C09K2211/1033C09K2211/1044C09K2211/1029H10K85/6572H10K85/657H10K50/11
Inventor 张小庆徐凯李崇张兆超
Owner JIANGSU SUNERA TECH CO LTD
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