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Benzene-cored organic compound and application thereof

An organic compound and organic technology, applied in the application field of organic compounds and organic electroluminescent devices, can solve problems such as different performance, achieve device structure optimization, good application effect and industrialization prospects, and reduce efficiency roll-off. Effect

Inactive Publication Date: 2017-07-21
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 strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Benzene-cored organic compound and application thereof
  • Benzene-cored organic compound and application thereof
  • Benzene-cored organic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Embodiment 1: the synthesis of intermediate I and intermediate II

[0052] a. Synthesis of Intermediate I:

[0053]

[0054] (1) Weigh 1,3,5-tribromobenzene and raw material U, and dissolve them in a mixed solvent of toluene and ethanol with a volume ratio of 1.5 to 3.0:1; then add Na 2 CO 3 Aqueous solution, Pd(PPh 3 ) 4 ; Under an inert atmosphere, stir the above mixed solution at 95-100°C for 10-24 hours, then cool to room temperature, filter the reaction solution, spin the filtrate, and pass through a silica gel column to obtain intermediate V; the raw material U The molar ratio to 1,3,5-tribromobenzene is 1:1.5~3.0; Pd(PPh 3 ) 4 The molar ratio to raw material U is 0.006~0.02:1, Na 2 CO 3 The molar ratio to raw material U is 2.0-3.0:1.

[0055] (2) Weigh intermediate V and raw material W, and dissolve them in a mixed solvent of toluene and ethanol with a volume ratio of 1.5 to 3.0:1; then add Na 2 CO 3 Aqueous solution, Pd(PPh 3 ) 4 ; Under an inert ...

Embodiment 2

[0124] Embodiment 2: the synthesis of compound 1:

[0125]

[0126] In a 250mL three-neck flask, under a nitrogen atmosphere, add 0.01mol of intermediate M1, 0.015mol of raw material N1, dissolve in a mixed solvent (90ml of toluene, 45ml of ethanol), and then add 0.03mol of Na 2 CO 3 aqueous solution (2M), stirred under nitrogen for 1 hour, then added 0.0001mol Pd(PPh 3 ) 4 , heating to reflux for 15 hours, sampling point plate, the reaction is complete. Naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.1% and a yield of 74.2%. Elemental analysis structure (molecular formula C 48 h 28 o 3 ): theoretical value C, 88.32; H, 4.32; 0, 7.35; test value: C, 88.34; H, 4.33; 0, 7.33. ESI-MS(m / z)(M + ): The theoretical value is 652.20, and the measured value is 652.47.

Embodiment 3

[0127] Embodiment 3: the synthesis of compound 7:

[0128]

[0129] In a 250ml three-neck flask, under an atmosphere of nitrogen gas, add 0.01mol intermediate M1, 0.015mol raw material N2, dissolve with a mixed solvent (90ml toluene, 45ml ethanol), and then add 0.03mol Na 2 CO 3 aqueous solution (2M), stirred under nitrogen for 1 hour, then added 0.0001mol Pd(PPh 3 ) 4 , heating to reflux for 15 hours, sampling point plate, the reaction is complete. Naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 98.9% and a yield of 72.8%. Elemental analysis structure (molecular formula C 46 h 26 o 3 ): theoretical value C, 88.16; H, 4.18; 0, 7.66; test value: C, 88.18; H, 4.17; 0, 7.65. ESI-MS(m / z)(M + ): The theoretical value is 626.19, and the measured value is 626.52.

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Abstract

The invention relates to a benzene-cored organic compound and application of the benzene-cored organic compound to OLED (organic light emitting diode) devices. The benzene-cored organic compound is high in glass transition temperature and molecular thermal stability, applicable in HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital) energy level and high in Eg, and through device structural optimization, can effectively improve the photoelectric performance of the OLED devices and prolong the service life of the OLED devices.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic compound with homobenzene as the core and its application in organic electroluminescent devices. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. 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 application to form an OLED light-emitting device. OLED light-emitting devices are current devices. When a voltage is applied to the electrodes at both ends, and the positi...

Claims

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Application Information

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IPC IPC(8): C07D307/91C07D409/14C07D405/14C07D333/76C07D307/77C07D333/50C07D495/04C07D491/048C07D491/052C07D498/04C07D493/04C07D409/10C07D405/10C07D487/04C07D209/94C07D209/80C07C13/567C07C1/26C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07C1/26C07C13/567C07D209/80C07D209/94C07D307/77C07D307/91C07D333/50C07D333/76C07D405/10C07D405/14C07D409/10C07D409/14C07D487/04C07D491/048C07D491/052C07D493/04C07D495/04C07D498/04C09K2211/1033C09K2211/1029C09K2211/1011C09K2211/1007C09K2211/1044C09K2211/1059C09K2211/1092C09K2211/1088H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/00
Inventor 王立春唐丹丹李崇张兆超张小庆
Owner JIANGSU SUNERA TECH CO LTD
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