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Novel compound and organic electroluminescent device including the same

A technology of organic light-emitting devices and compounds, applied in the field of novel compounds and organic light-emitting devices containing them, can solve the problems of high driving voltage, short life, low efficiency, etc., and achieve the effects of long-life devices, high Tg, and high color purity

Pending Publication Date: 2018-07-13
DONGJIN SEMICHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] So far, many compounds have been known as substances used in such organic light-emitting devices, but in the case of organic light-emitting devices using hitherto known substances, there is a continuous demand for high driving voltage, low efficiency and short life. develop new materials

Method used

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  • Novel compound and organic electroluminescent device including the same
  • Novel compound and organic electroluminescent device including the same
  • Novel compound and organic electroluminescent device including the same

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0122] Synthesis of OP

[0123]

[0124] In order to synthesize the target compound, the synthesis was carried out through the above steps to prepare the OP.

[0125] The following synthesis method of OP1 is as follows.

[0126]

[0127] In a round bottom flask, 10.0 g of 4-bromo-9,9-diphenyl-9H-fluorene (4-bromo-9,9-diphenyl-9H-fluorene), 2.6 g of aniline, 3.6 g of t-BuONa, 0.9 g of Pd 2 (dba) 3 , 1.1ml of (t-Bu) 3 P was dissolved in 130 ml of toluene, and then stirred while refluxing. The reaction was confirmed by thin layer chromatography (TLC), and after adding water, the reaction was terminated. The organic layer was extracted with methylcellulose (MC), filtered under reduced pressure, and then column purification and recrystallization were performed to obtain 7.01 g (yield 68%) of OP1.

[0128] The following OP2 to OP9 were synthesized by changing the starting materials in the same manner as above OP1.

[0129]

[0130]

[0131]

Synthetic example 1

[0132] Synthesis Example 1: Synthesis of Compound 1

[0133]

[0134] In a round bottom flask, 5.0 g of 2-bromo-9-phenyl-9H-carbazole (2-bromo-9-phenyl-9H-carbazole), 7.0 g of OP1, 2.2 g of t-BuONa, 0.6 Pd of g 2 (dba) 3 , 0.7ml of (t-Bu) 3 P was dissolved in 120 ml of toluene, and stirred while refluxing thereafter. The reaction was confirmed by thin layer chromatography, and after adding water, the reaction was terminated. The organic layer was extracted with methylcellulose, and filtered under reduced pressure, followed by column purification and recrystallization to obtain 7.07 g (yield 70%) of Compound 1.

[0135] m / z: 650.27 (100.0%), 651.28 (53.4%), 652.28 (14.0%), 653.28 (2.4%)

Synthetic example 2

[0136] Synthesis Example 2: Synthesis of Compound 2

[0137]

[0138] Using OP2 instead of OP1, compound 2 was synthesized in the same way as compound 1 (yield 68%).

[0139] m / z: 726.30 (100.0%), 727.31 (59.9%), 728.31 (17.6%), 729.31 (3.4%)

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Abstract

The present invention relates to a novel arylamine compound containing carbazole and diaryl fluorene structures and an organic electroluminescent device including the same.

Description

technical field [0001] The present invention relates to novel compounds and organic light-emitting devices comprising them. Background technique [0002] In organic light emitting diodes, materials used as organic layers can be roughly classified into light emitting materials, hole injection materials, hole transport materials, electron transport materials, electron injection materials, etc. according to functions. Moreover, the above-mentioned luminescent materials can be classified into high molecular weight and low molecular weight according to the molecular weight, and can be classified into fluorescent materials derived from the singlet excited state of electrons and phosphorescent materials derived from the triplet excited state of electrons according to the light emitting mechanism. Luminescent colors are classified into blue, green, red luminescent materials and yellow and orange luminescent materials required to reflect better natural colors. Also, in order to incr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/88C07D405/12C07D409/12C07D405/04C07D405/10C07D409/10C07D409/04C09K11/06H01L51/54
CPCC09K11/06C07D209/88C07D405/04C07D405/10C07D405/12C07D409/04C07D409/10C07D409/12C09K2211/1092C09K2211/1088C09K2211/1014C09K2211/1011C09K2211/1007C09K2211/1029H10K85/615H10K85/636H10K85/626H10K85/633H10K85/6576H10K85/6574H10K85/6572Y02E10/549C07D209/82C07C211/54H10K50/15H10K50/17H10K50/11
Inventor 咸昊完安贤哲姜京敏金熙宙金东骏闵丙哲金槿泰李萤振林东焕林大喆权桐热
Owner DONGJIN SEMICHEM CO LTD