Compound taking benzospiroanthracene as core, and application thereof

A technology of benzospiroanthracene and compounds, applied in the application field of organic electroluminescent devices, can solve different problems, achieve the effects of improving luminous efficiency, improving current efficiency and life, and good application effect

Pending Publication Date: 2021-03-12
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have

Method used

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  • Compound taking benzospiroanthracene as core, and application thereof
  • Compound taking benzospiroanthracene as core, and application thereof
  • Compound taking benzospiroanthracene as core, and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Synthesis of Example 1 Compound 1:

[0061]

[0062] Dissolve 0.01 mol of reactant A-1 and 0.012 mol of reactant B-1 in 150 mL of toluene, add 0.015 mol of potassium tert-butoxide, and react at 120 °C for 24 hours under a nitrogen atmosphere. , cooled and filtered, the filtrate was rotary evaporated to remove the solvent, and the crude product was passed through a silica gel column to obtain compound 1, the yield was 77.6%, and the HPLC purity was 99.49%; elemental analysis of the structure (C 58 H 39 N) Theoretical: C, 92.89; H, 5.24; N, 1.87; Tested: C, 92.87; H, 5.21; N, 1.88. MS(m / z)(M+): Theoretical value is 749.31, and the found value is 749.29.

Embodiment 18

[0063] Synthesis of Example 18 Compound 214:

[0064]

[0065] Dissolve 0.01 mol of reactant A-11 and 0.012 mol of reactant B-15 in 150 mL of toluene, add 0.015 mol of potassium tert-butoxide, and react at 120 °C for 24 hours under a nitrogen atmosphere. After the reaction was completed, it was cooled and filtered, the filtrate was rotary evaporated to remove the solvent, and the crude product was passed through a silica gel column to obtain compound 214; the yield was 88.3%, the HPLC purity was 99.14%, and the elemental analysis structure (molecular formula C 62 H 41 NO) Theoretical: C, 91.26; H, 5.06; N, 1.72; O, 1.96; Tested: C, 91.27; H, 5.05; N, 1.71; O, 1.97. MS(m / z)(M+): Theoretical value is 815.32, and the found value is 815.33.

Embodiment 16

[0066] The synthesis of compound A-15 in Example 16 is as follows:

[0067]

[0068] Dissolve 0.02mol of raw material C-1 with 60mL of dry THF, keep at -78°C for 30min, add 24mL of 1.2M n-butyllithium solution under a nitrogen atmosphere, stir for 1 to 2 hours, and under a nitrogen atmosphere Continue to add 0.02mol of raw material D-1, stir evenly, slowly raise to room temperature, continue stirring reaction at room temperature for 10-24 hours, add 20 mL of water to the reaction system, continue stirring for 1-2 hours, the product is precipitated from the reaction system, Filtration to obtain intermediate I-1 with HPLC purity of 91.89% and yield of 84.9%; 0.02 mol of intermediate I-1 was dissolved in a mixture of 50 mL of acetic acid and 5 mL of hydrochloric acid, stirred and heated to 110 °C, reacted for 10 h, and cooled naturally. After reaching room temperature, the product was precipitated, filtered and washed with water and methanol to obtain reactant A-15, HPLC purit...

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Abstract

The invention discloses a compound taking benzospiro anthracene as a core, and application thereof, wherein the structure of then organic compound provided by the invention is shown as a general formula (1). The invention also discloses a preparation method and application of the compound. The compound provided by the invention has relatively strong hole transport capability, improves the hole injection and transport performance under a proper HOMO energy level, and achieves electron blocking effect under the proper LUMO energy level so as to improve the recombination efficiency of excitons inthe light-emitting layer. When the compound is used as a light-emitting functional layer material of an OLED light-emitting device, the exciton utilization rate and the radiation efficiency can be effectively improved by matching with the branched chains in the range of the invention.

Description

technical field [0001] The invention relates to the technical field of semiconductor materials, in particular to a compound with benzospiroanthracene as the core and its application in organic electroluminescence devices. Background technique [0002] Organic electroluminescence (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and new lighting products. The OLED light-emitting device is like a sandwich structure, including electrode material film layers and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the purpose to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting device, the positive and negative charges in the functional material film layer of the organic layer are acted by the electric field, and the positive and negativ...

Claims

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Application Information

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IPC IPC(8): C07D221/18C07D491/048C07D241/38C07D279/36C07D495/04C07D498/04C07D471/04C07D513/04C07D401/10C07D417/10C07D221/20C07D265/34C07D491/107H01L51/50H01L51/54
CPCC07D221/18C07D491/048C07D241/38C07D279/36C07D495/04C07D498/04C07D471/04C07D513/04C07D401/10C07D417/10C07D221/20C07D265/34C07D491/107H10K85/624H10K85/622H10K85/626H10K85/6574H10K85/6572H10K85/657H10K50/18H10K50/15Y02E10/549
Inventor 李崇徐浩杰王芳吴秀芹张兆超
Owner JIANGSU SUNERA TECH CO LTD
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