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Organic electroluminescent material, and preparation method and organic electroluminescence device thereof

An electroluminescent material and luminescent technology, applied in the direction of luminescent materials, electrical solid devices, electrical components, etc., can solve the problems of device performance degradation, thermal instability of bithiophene thiazole film layer, etc., to improve thermal stability, The effect of good electron transport performance and simplified device fabrication process

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

However, the bithiophenesilole thin film layer is thermally unstable, and its application often results in a sharp decrease in device performance due to crystallization or melting.

Method used

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  • Organic electroluminescent material, and preparation method and organic electroluminescence device thereof
  • Organic electroluminescent material, and preparation method and organic electroluminescence device thereof
  • Organic electroluminescent material, and preparation method and organic electroluminescence device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] This example provides a 5,5'-bis(10-(4-(naphthalene-2-yl)phenyl)anthracen-9-yl)-1,1'-dimethyldithiophenetilole ( NPADTMSi), its chemical structure is shown in formula (2):

[0049]

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

[0051] S10, providing compound A1 (5,5'-diiodo-1,1'-dimethyldithiophenethiazole) represented by the following structural formula and compound B (9-(4-(naphthalene-2-yl)phenyl )anthracen-10-ylboronic acid):

[0052]

[0053] Preparation of NPADTMSi by S20 and Suzuki Coupling Reaction

[0054] Add 5.0mmol of A1, 10.0mmol of B and 0.02mmol of tetrakis(triphenylphosphine) palladium into the reaction flask, vacuumize and circulate nitrogen for 3 times, make the reaction system in an oxygen-free state, and add 65ml of tetrahydrofuran solution and 37.5ml of Na 2 CO 3 (2mol / L) aqueous solution, reflux at 75-80°C, and Suzuki coupling reaction for 48 hours to prepare a reaction solution containing NPADTMSi;

[0055] ...

Embodiment 2

[0060] This example provides a 5,5'-bis(10-(4-(naphthalene-2-yl)phenyl)anthracen-9-yl)-1,1'-dipropyldithiophenethiole ( NPADTPSi), its chemical structure is shown in formula (3):

[0061]

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

[0063] S10, providing compound A2 (5,5'-diiodo-1,1'-dipropyldithiophenethiazole) represented by the following structural formula and compound B (9-(4-(naphthalene-2-yl)phenyl )anthracen-10-ylboronic acid):

[0064]

[0065] Preparation of NPADTPSi by S20 and Suzuki coupling reaction

[0066] Add 5.0mmol of A2, 15.0mmol of B and 0.15mmol of tris(dibenzylideneacetone) dipalladium to the reaction flask, vacuumize and circulate nitrogen for 3 times to make the reaction system in an anaerobic state, nitrogen protection Add 70ml of ethylene glycol dimethyl ether and 40ml of K 2 CO 3 (2mol / L) aqueous solution, reflux at 100°C, and Suzuki coupling reaction for 40 hours to prepare a reaction solution containing NPA...

Embodiment 3

[0072] This example provides a 5,5'-bis(10-(4-(naphthalene-2-yl)phenyl)anthracen-9-yl)-1,1'-dihexyldithiophene thiazole) ( NPADTHSi), its chemical structure is shown in formula (4):

[0073]

[0074] The preparation steps of above-mentioned NPADTHSi are as follows:

[0075] S10, provide compound A3 (5,5′-diiodo-1,1′-dihexyldithiophenethiazole) represented by the following structural formula and compound B (9-(4-(naphthalene-2-yl)phenyl) anthracen-10-ylboronic acid):

[0076]

[0077] Preparation of NPADTHSi by S20 and Suzuki coupling reaction

[0078] Add 5.0mmol of A3, 12.5mmol of B and 0.5mmol of bis(triphenylphosphine) palladium dichloride into the reaction flask, vacuumize and circulate nitrogen for 3 times to make the reaction system in an oxygen-free state, nitrogen Add 60ml of toluene solution and 45ml of Cs under protection 2 CO 3 (2mol / L) aqueous solution, reflux at 120°C, and Suzuki coupling reaction for 24 hours to prepare a reaction solution containing N...

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Abstract

The invention belongs to the field of photoelectric materials, and particularly provides an organic electroluminescent material. The structural formula of the organic electroluminescent material is shown in a formula (1); the formula (1) is as shown in the specification, wherein R is phenyl or C1-C6 alkyl. The organic electroluminescent material has excellent dissolving property, film-forming property and heat stability, and has relatively high electronic transmission performance. The invention also provides a preparation method of the organic electroluminescent material, and an organic electroluminescence device containing the organic electroluminescent material.

Description

technical field [0001] The invention relates to the field of photoelectric materials, in particular to an organic electroluminescence material, a preparation method thereof and an organic electroluminescence device. Background technique [0002] With the development of the information age, organic electroluminescent flat panel displays (OLEDs) with high efficiency, energy saving and light weight and large-area white light illumination have attracted more and more attention. As a new type of LED technology, organic electroluminescent devices with the characteristics of active light emission, lightness, thinness, good contrast, low energy consumption, and flexible devices can put forward higher requirements for materials. [0003] In 1987, Tang and VanSlyke of Eastman Kodak Company in the United States reported a breakthrough in the research of organic electroluminescence. In order to achieve full-color display and lighting applications, the light-emitting device must have a ...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07F7/08H01L51/54
Inventor 周明杰王平梁禄生张娟娟
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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