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Organic electrophosphorescent main body material as well as preparation method thereof and organic electroluminescence device

A technology of electrophosphorescence and host materials, applied in the direction of electric solid devices, luminescent materials, semiconductor devices, etc., can solve the problems of large gaps in electron transport performance, low glass transition temperature, and affecting device life, etc., to achieve easy preparation, Good film-forming performance and prolonging device life

Inactive Publication Date: 2014-10-01
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] 4,4'-bis(9-carbazole)biphenyl (CBP) is a commonly used electroluminescent material, especially as an organic electroluminescent host material, but the glass transition temperature of CBP is relatively Low, only about 60°C, which affects the life of the device; at the same time, the electron transport performance of CBP is far behind the hole transport performance, which is not conducive to charge balance and affects the efficiency of the device

Method used

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  • Organic electrophosphorescent main body material as well as preparation method thereof and organic electroluminescence device
  • Organic electrophosphorescent main body material as well as preparation method thereof and organic electroluminescence device
  • Organic electrophosphorescent main body material as well as preparation method thereof and organic electroluminescence device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] This example provides a 2,8-bis(5H-pyrido[4,3-b]indolyl-5-yl)-6,12-dihydroindeno[1,2-B]fluorene (PIIF), whose chemical structure is shown in formula (2):

[0049]

[0050] The preparation steps of above-mentioned PIIF are as follows:

[0051] S10, providing compound A (5H-pyrido[4,3-b]indole) represented by the following structural formula and compound B1 (2,8-dibromo-6,12-dihydroindeno[1,2-B] fluorene):

[0052]

[0053] S20, preparation of PIIF by coupling reaction

[0054] Under nitrogen protection, add 6mmol of A, 3mmol of B1, 25mL of toluene, and add 0.09mmol of Pd(OAc) under stirring 2 , 5.4 mmol of t-BuONa, 0.27 mmol of (t-Bu) 3 PHBF 4 , reflux and stir at 110°C, perform coupling reaction for 48 hours, and cool to obtain a reaction solution containing PIIF product;

[0055] Separation and purification of S30 and PIIF

[0056] The cooled reaction solution in S20 was mixed with a saturated ammonium chloride aqueous solution, and the mixed solution was ...

Embodiment 2

[0060] This example provides a 2,8-bis(5H-pyrido[4,3-b]indolyl-5-yl)-6,6,12,12-tetramethyl-6,12- Dihydroindeno[1,2-B]fluorene (PIMIF), its chemical structure is shown in formula (3):

[0061]

[0062] The preparation steps of above-mentioned PIMIF are as follows:

[0063] S10, provide compound A (5H-pyrido[4,3-b]indole) represented by the following structural formula and compound B2 (2,8-dibromo-6,6,12,12-tetramethyl-6,12 -dihydroindeno[1,2-B]fluorene):

[0064]

[0065] S20, preparation of PIMIF by coupling reaction

[0066] Under the protection of nitrogen, add 7mmol of A, 3mmol of B2, 25mL of xylene in sequence, add 0.03mmol of CuI, 0.09mmol of phenanthroline, and 18.0mmol of KOH under stirring, reflux and stir at 125-130°C, and the coupling reaction After cooling for 24 hours, a reaction liquid containing PIMIF was obtained.

[0067] Separation and purification of S30 and PIMIF

[0068] Mix the cooled reaction solution in S20 with dilute hydrochloric acid soluti...

Embodiment 3

[0072] This example provides a 2,8-bis(5H-pyrido[4,3-b]indolyl-5-yl)-6,6,12,12-tetra-n-propyl-6,12 -Dihydroindeno[1,2-B]fluorene (PIPIF), the chemical structure of which is shown in formula (4):

[0073]

[0074] The preparation of the above PIPIF is as follows:

[0075] S10, providing compound A (5H-pyrido[4,3-b]indole) represented by the following structural formula and compound B3 (2,8-dibromo-6,6,12,12-tetra-n-propyl-6, 12-dihydroindeno[1,2-B]fluorene):

[0076]

[0077] S20, preparation of PIPIF by coupling reaction

[0078] Add 9mmol of A, 3mmol of B3, 25mL of xylene sequentially under the protection of argon, add 9mmol of Cu powder, 1.0mmol of 18-crown-6, 27.0mmol of K under stirring 2 CO 3 , 15mL o-dichlorobenzene, reflux and stir at 185° C., and perform a coupling reaction for 72 hours to obtain a reaction solution containing PIPIF.

[0079] Separation and purification of S30 and PIPIF

[0080] First use a short silica gel column to heat filter the reactio...

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Abstract

The invention belongs to the field of photoelectric materials and specifically provides an organic electrophosphorescent main body material. A structural formula of the organic electrophosphorescent main body material is as shown in formula (1) in the specification, wherein R is H or C1-C6 alkyl. The organic electrophosphorescent main body material disclosed by the invention has excellent dissolving performance, film-forming performance and thermal stability, and has higher electron transporting performance. The invention further provides a preparation method of the organic electrophosphorescent main body material and an organic electroluminescence device containing the organic electrophosphorescent main body material.

Description

technical field [0001] The invention relates to the field of photoelectric materials, in particular to an organic electrophosphorescent host material, a preparation method thereof, and an organic electroluminescent device. Background technique [0002] As a new type of LED technology, OLED technology has the characteristics of active light emission, lightness, thinness, good contrast, low energy consumption, and can be made into flexible devices. Since 1987, C.W.Tang et al. of Kodak Company first reported that it was prepared by vacuum evaporation method. Alq 3 Since the double-layer device structure of light-emitting materials, organic electroluminescence has received great attention. [0003] Electrophosphorescence can theoretically achieve 100% electroluminescent efficiency, which is much higher than fluorescent luminescence (the theoretical maximum efficiency is 25%), and has greater advantages. Most of the light-emitting layers of phosphorescent electroluminescent dev...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D519/00H01L51/54
Inventor 周明杰王平梁禄生张振华
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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