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Blue phosphorescent material and preparation method thereof and blue-light organic electroluminescent device

A blue phosphorescence, organic solvent technology, applied in the field of new optoelectronic materials, can solve the problem of long exciton lifetime

Active Publication Date: 2014-07-30
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, due to the relatively long lifetime of excited-state excitons in transition metal complexes, the unwanted triplet-triplet (T 1 -T 1 ) is quenched in the actual operation of the device

Method used

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  • Blue phosphorescent material and preparation method thereof and blue-light organic electroluminescent device
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  • Blue phosphorescent material and preparation method thereof and blue-light organic electroluminescent device

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preparation example Construction

[0043] Such as figure 1 The preparation method of a kind of blue phosphorescent material shown, comprises the steps:

[0044] S10, providing compound A and compound B.

[0045] The name of compound A is 4,4'-disubstituted-2-bromobiphenyl, and the name of compound B is 1,3-bis(4-bromobenzoyl)benzene. The structural formula is as follows:

[0046] A: B:

[0047] Among them, R is H or C 1 ~C 12 the alkyl chain.

[0048] Compound B was prepared by the following operations:

[0049] Provides a structure of The isophthaloyl dichloride and the structural formula are Bromobenzene (bromobenzene).

[0050] According to isophthaloyl chloride and aluminum trichloride (AlCl 3 ) molar ratio is 1:2~1:2.5, bromobenzene and isophthaloyl dichloride molar ratio is 8:1~20:1, isophthaloyl dichloride, bromobenzene and aluminum trichloride are mixed, after stirring reaction The mixture was purified to obtain compound B. The purification process may be as follows: pour the mixed solu...

Embodiment 1

[0093] This embodiment discloses 1,3-bis[9-(4-diphenylphosphineoxy)fluorenyl]benzene with the following structural formula:

[0094] D1:

[0095] The preparation of the above-mentioned target molecule is as follows:

[0096] Preparation of 1,3-bis(4-bromobenzoyl)benzene:

[0097]

[0098] In the 250mL there-necked flask, nitrogen gas was added and isophthaloyl chloride (15g, 0.074mol) and bromobenzene (100mL) were added under the condition of stirring, then anhydrous aluminum chloride (20.7g, 0.155mol) was added, and the Stir at room temperature for 9 hours, then stir at 90° C. for 2 hours, then cool to room temperature, then pour the reaction mixture into ice-cold methanol and filter to obtain white crystals as the product. Yield 95.3%.

[0099] 1 H NMR (400MHz, CDCl 3 , δ): 8.13 (s, 1H), 8.01-7.99 (d, J=8Hz, 2H), 7.70-7.64 (m, 9H).

[0100] Preparation of 1,3-bis(9-(4-bromophenyl)fluorenyl)benzene (DBPFB):

[0101]

[0102] Nitrogen was passed into a 250mL thr...

Embodiment 2

[0110] This embodiment discloses 1,3-bis[2',7'-di-n-hexyl-9'-(4-diphenylphosphineoxy)fluorenyl]benzene with the following structural formula:

[0111] D2:

[0112] The preparation of the above-mentioned target molecule is as follows:

[0113] Synthesis of 1,3-bis[2',7'-di-n-hexyl-9'-(4-bromophenyl)fluorenyl]benzene and 1,3-bis(9-(4-bromophenyl)fluorenyl ) The synthesis of benzene is the same, just replace 2-bromobiphenyl with 4,4'-di-n-hexyl-2-bromobiphenyl. See Example 1 for the specific synthesis steps.

[0114] Preparation of 1,3-bis[2',7'-di-n-hexyl-9'-(4-diphenylphosphineoxy)fluorenyl]benzene:

[0115]

[0116] Under the conditions of anaerobic and water-free, ethanol bath at -78°C, 1.7mL of n-hexane solution in which n-butyl lithium was dissolved, 4.3mmol was added dropwise to 1,3-bis[2',7'-di-n-hexyl-9' -(4-bromophenyl)fluorenyl]benzene (2.1g, 2mmol) in tetrahydrofuran (100mL) solution, the configuration of the n-butyllithium n-hexane solution is to dissolve n-bu...

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Abstract

The invention discloses a blue phosphorescent material, named as 1,3-di[2',7'-disubstituted-9'-(4-diphenyl phosphine oxide) fluorenyl] benzene, which has the following structural formula shown in the description, wherein R is H or C10-C12 alkyl chain. The 1,3-di[2',7'-disubstituted-9'-(4-diphenyl phosphine oxide) fluorenyl] benzene has excellent thermal stability, phosphine oxide radicals at two ends have high electron transport performance, and a blue-light organic electroluminescent device with a luminous layer made of the blue phosphorescent material as a luminous layer has high electroluminescent efficiency. The invention also provides a preparation method for the blue phosphorescent material and the blue-light organic electroluminescent device with the luminous layer made of the blue phosphorescent material.

Description

【Technical field】 [0001] The invention belongs to the field of photoelectric new materials, and in particular relates to a blue phosphorescent material, a preparation method thereof and a blue organic electroluminescent device. 【Background technique】 [0002] Organic electroluminescent devices have the advantages of low driving voltage, fast response speed, wide viewing angle range, and can change the luminous performance through fine-tuning of chemical structure to make rich colors, easy to achieve high resolution, light weight, and large-area flat-panel display. 21st Century Flat Panel Display Technology" has become a research hotspot in the fields of materials, information, physics and flat panel display. Future efficient commercial OLEDs will likely contain organometallic phosphors because they can trap both singlet and triplet excitons, leading to 100% internal quantum efficiency. [0003] However, due to the relatively long lifetime of excited-state excitons in transi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/53
Inventor 周明杰王平张振华张娟娟
Owner OCEANS KING LIGHTING SCI&TECH CO LTD