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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, low efficiency, short life, etc., achieve high Tg, ensure driving stability, and prevent recrystallization Effect

Pending Publication Date: 2019-04-02
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

Embodiment

[0150] intermediate synthesis

[0151] To synthesize the target compound, intermediate IM was synthesized as follows.

[0152]

manufacture example 1

[0153] Production Example 1: Synthesis of Intermediate (IM1)

[0154]

[0155] In a round bottom flask, dibenzo[b,d]furan-4-ylboronic acid (dibenzo[b,d]furan-4-ylboronicacid) 30.0g, 4'-bromo-3-iodo-1,1' -Biphenyl (4'-bromo-3-iodo-1,1'-biphenyl) 55.8g dissolved in 1,4-dioxane (1,4-dioxan) 1000ml, put into K 2 CO 3 (2M)210ml and Pd(PPh 3 ) 4 After 4.9 g, reflux and stir. The reaction was confirmed by thin layer chromatography (TLC), and the reaction was terminated after adding water. The organic layer was extracted with methylcellulose (MC), filtered under reduced pressure, and then recrystallized to obtain 40.7 g of intermediate IM1 (yield 72%).

[0156] Using the same method as IM1 above, IM2 to IM6 were synthesized using different starting materials as shown in Table 1 below.

[0157]

[0158] Table 1

[0159]

manufacture example 2

[0160] Production Example 2: Synthesis of Intermediate (OP)

[0161] OP1 was synthesized as follows.

[0162]

[0163] In a round bottom flask, 20.0 g of the above-mentioned bromobenzene (bromobenzene), 46.7 g of 9,9-diphenyl-9H-fluoren-2-amine (9,9-diphenyl-9H-fluoren-2-amine), and t 18.7g of BuONa, 4.7g of Pd2(dba)3, and 5.7ml of (t-Bu)3P were dissolved in 700ml of toluene, and stirred under reflux. The reaction was confirmed by thin layer chromatography (TLC), and the reaction was terminated after adding water. The organic layer was extracted with methylcellulose (MC), filtered under reduced pressure, and recrystallized to obtain 35.5 g of OP1 (68% yield).

[0164] Using the same method as above OP1, as shown in Table 2 below, the following OP2 to OP5 were synthesized using different starting materials.

[0165]

[0166] Table 2

[0167]

[0168] compound synthesis

[0169] Target compounds 1 to 10 were synthesized using the above-mentioned intermediates IM1 t...

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PUM

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Abstract

The invention relates to a novel compound and an organic electroluminescent device including the same. The novel compound is applied to the organic electroluminescent device, and has high efficiency,long service life, low driving voltage and driving stability.

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): C07D307/91C07D333/76C07D409/12H01L51/54H10K99/00
CPCC07D307/91C07D333/76C07D409/12H10K85/615H10K85/624H10K85/633H10K85/6574H10K85/6576H10K85/631H10K85/626H10K50/11
Inventor 咸昊完安贤哲姜京敏金熙宙金东骏闵丙哲李萤振林东焕林大喆金昇好权桐热李成圭
Owner DONGJIN SEMICHEM CO LTD
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