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A compound and its application

A compound and selected technology, applied in organic chemistry, chemical instruments and methods, luminescent materials, etc., can solve the problems of device electron and hole mobility imbalance, device efficiency and lifetime reduction, and exciton formation efficiency reduction, etc. Achieve the effects of lower driving voltage, higher triplet energy level, and improved electron transport capability

Active Publication Date: 2021-11-16
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Once the electron transport material is crystallized, the intermolecular charge transition mechanism will be different from the normal operation of the amorphous film mechanism, resulting in a decrease in the performance of electron transport, resulting in an imbalance in the mobility of electrons and holes in the entire device, and the formation of excitons. The efficiency is greatly reduced, and the formation of excitons will be concentrated at the interface between the electron transport layer and the light-emitting layer, resulting in a serious decrease in device efficiency and lifetime

Method used

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  • A compound and its application
  • A compound and its application
  • A compound and its application

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0102] Synthesis of Preparation Example 1 Compound M1

[0103]

[0104] In a 250mL round bottom flask, reactants M1-1 (15mmol), 4-phenyl-2-boronic acid-benzopyrimidine (15mmol) and Na 2 CO 3 (80mmol) was added to toluene (Toluene) / EtOH (absolute ethanol) / H 2 In O (75 / 25 / 50, mL) solvent, a mixed solution was formed, and then Pd(PPh 3 ) 4 (0.48mmol) was added in the above-mentioned mixed solution, carried out reflux reaction under nitrogen atmosphere 20 hours and the intermediate obtained was cooled to room temperature, added in water, filtered through diatomaceous earth pad then, extracted with dichloromethane simultaneously, washed with water then, And dried over anhydrous magnesium sulfate, filtered and evaporated, the crude product was purified by silica gel column chromatography to obtain compound M1.

[0105] Elemental analysis structure of compound M1 (molecular formula C 35 h 24 N 2 O): Theoretical: C, 86.04; H, 4.95; N, 5.73; O, 3.27. Test values: C, 86.04; H...

preparation example 2

[0106] Synthesis of Preparation Example 2 Compound M25

[0107]

[0108] In a 250 mL round bottom flask, reactant M25-1 (15 mmol), 4-phenyl-2-boronic acid-benzopyrimidine (15 mmol) and Na 2 CO 3 (80mmol) was added to toluene / EtOH (absolute ethanol) / H 2 In O (75 / 25 / 50, mL) solvent, a mixed solution was formed, and then Pd(PPh 3 ) 4 (0.48mmol) was added in the above-mentioned mixed solution, carried out reflux reaction under nitrogen atmosphere 20 hours and the intermediate obtained was cooled to room temperature, added in water, filtered through diatomaceous earth pad then, extracted with dichloromethane simultaneously, washed with water then, And dried over anhydrous magnesium sulfate, filtered and evaporated, the crude product was purified by silica gel column chromatography to obtain compound M25.

[0109] The elemental analysis structure of compound M25 (molecular formula C 35 h 24 N 2 O): Theoretical: C, 86.04; H, 4.95; N, 5.73; O, 3.27. Test values: C, 86.04; H...

preparation example 3

[0110] Synthesis of Preparation Example 3 Compound M29

[0111]

[0112] In a 250 mL round bottom flask, reactants M29-1 (15 mmol), 4-phenyl-2-boronic acid-benzopyrimidine (15 mmol) and Na 2 CO 3 (80mmol) was added to toluene / EtOH (absolute ethanol) / H 2 In O (75 / 25 / 50, mL) solvent, a mixed solution was formed, and then Pd(PPh 3 ) 4 (0.48mmol) was added in the above-mentioned mixed solution, carried out reflux reaction under nitrogen atmosphere 20 hours and the intermediate obtained was cooled to room temperature, added in water, filtered through diatomaceous earth pad then, extracted with dichloromethane simultaneously, washed with water then, And dried over anhydrous magnesium sulfate, filtered and evaporated, the crude product was purified by silica gel column chromatography to obtain compound M29.

[0113] Elemental analysis structure of compound M29 (molecular formula C 35 h 24 N 2 O): Theoretical: C, 86.04; H, 4.95; N, 5.73; O, 3.27. Test values: C, 86.04; H, 4...

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Abstract

The present invention relates to a compound and its application. The compound has a structure shown in any one of formula I to formula VI. The compound of the present invention uses indenooxyfluorene (or indenothiofluorene) as the core group, and Substituting the N-heterobenzene ring (group A) with a specific structure makes the compound have a shallower HOMO and a suitable LUMO value, which can effectively improve the electron transport ability and effectively block holes. In addition, the compound has a higher triplet energy level , high electron mobility, excellent thermal stability and film stability, the application of the compound in organic photoelectric devices can improve the luminous efficiency of the device, reduce the driving voltage and prolong the service life.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to a compound and its application. Background technique [0002] At present, research on organic electroluminescent devices (OLEDs) has become the focus. In addition to improving the performance of organic electroluminescent devices by changing their structures, it is also crucial to the selection of materials for each functional layer of the device. Among them, traditional electroluminescent devices The electron transport material used in light-emitting devices is Alq 3 , but Alq 3 The electron mobility is relatively low (about 10 -6 cm 2 / Vs), which makes the electron transport and hole transport of the device unbalanced. With the commercialization and practical application of electroluminescent devices, people hope to obtain electron transport materials with higher transmission efficiency and better performance. In this field, researchers have done a lot o...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/04C07D405/10C07D409/04C07D409/14C07D409/10C07D405/14C09K11/06H01L51/50H01L51/54
CPCC07D405/04C07D405/10C07D409/04C07D409/14C07D409/10C07D405/14C09K11/06C09K2211/1011C09K2211/1029C09K2211/1044C09K2211/1088C09K2211/1092H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K50/171H10K50/18H10K50/16H10K50/17H10K50/15H10K50/11
Inventor 张磊高威牛晶华代文朋肖文静
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD