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Compound taking heteroatom-containing benzfluorenone as core and application of compound to organic electroluminescence device

A technology of benzofluorenone and compounds, applied in the application field of organic electroluminescent devices, can solve problems such as performance differences

Active Publication Date: 2017-06-13
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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  • Compound taking heteroatom-containing benzfluorenone as core and application of compound to organic electroluminescence device
  • Compound taking heteroatom-containing benzfluorenone as core and application of compound to organic electroluminescence device
  • Compound taking heteroatom-containing benzfluorenone as core and application of compound to organic electroluminescence device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0077] Embodiment 1: the synthesis of compound 4:

[0078]

[0079] Dissolve 0.1mol raw material A1 and 0.12mol intermediate G1 in 150mL anhydrous toluene, add 0.005mol Pd after deoxygenation 2 (dba) 3 and 0.15mol tri-tert-butylphosphine, and reacted at 110°C for 24 hours under an inert atmosphere. During the reaction, the reaction process was constantly monitored by TLC. After the raw materials were completely reacted, cooled and filtered, the filtrate was rotary evaporated to remove the solvent, and the crude product was filtered. Silica gel column, the intermediate target product was obtained, the HPLC purity was 99.1%, and the yield was 75.7%;

[0080] Elemental analysis structure (molecular formula C 42 h 30 N 2 o 2 ): theoretical value C,84.82; H,5.08; N,4.71; test value: C,84.85; H,5.07; N,4.71;

[0081] MS m / z: 595.98[M+H] + , theoretical value: 595.71.

Embodiment 2

[0082] Embodiment 2: the synthesis of compound 13:

[0083]

[0084] Dissolve 0.1mol raw material A1 and 0.12mol intermediate G2 in 150mL anhydrous toluene, add 0.005mol Pd after deoxygenation 2 (dba) 3 and 0.15mol tri-tert-butylphosphine, and reacted at 110°C for 24 hours under an inert atmosphere. During the reaction, the reaction process was constantly monitored by TLC. After the raw materials were completely reacted, cooled and filtered, the filtrate was rotary evaporated to remove the solvent, and the crude product was filtered. Silica gel column, the intermediate target product was obtained, the HPLC purity was 99.4%, and the yield was 73.4%;

[0085] Elemental analysis structure (molecular formula C 42 h 30 N 2 o 2 ): theoretical value C,84.82; H,5.08; N,4.71; test value: C,84.84; H,5.07; N,4.70;

[0086] MS m / z: 595.87[M+H] + , theoretical value: 595.71.

Embodiment 3

[0087] Embodiment 3: the synthesis of compound 30:

[0088]

[0089] Dissolve 0.1mol raw material A1 and 0.12mol intermediate G3 in 150mL anhydrous toluene, add 0.005mol Pd after deoxygenation 2 (dba) 3 and 0.15mol tri-tert-butylphosphine, and reacted at 110°C for 24 hours under an inert atmosphere. During the reaction, the reaction process was constantly monitored by TLC. After the raw materials were completely reacted, cooled and filtered, the filtrate was rotary evaporated to remove the solvent, and the crude product was filtered. Silica gel column, the intermediate target product was obtained, the HPLC purity was 99.3%, and the yield was 77.2%;

[0090] Elemental analysis structure (molecular formula C 39 h 24 N 2 o 3 ): theoretical value C,82.38; H,4.25; N,4.93; test value: C,82.40; H,4.25; N,4.92;

[0091] MS m / z: 569.94[M+H] + , theoretical value: 569.63.

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Abstract

The invention discloses a compound taking heteroatom-containing benzfluorenone as a core and application of the compound to an organic electroluminescence device. The compound takes the heteroatom-containing benzfluorenone as the core and has the characteristics that molecules are not easy to crystallize or gather, and a good film forming property is realized. When the compound disclosed by the invention is used as a luminescent layer material of the organic electroluminescence device, the current efficiency of the device is greatly improved; meanwhile, the life of the device is obviously prolonged.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound with heteroatom-containing benzofluorenone 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 end...

Claims

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Application Information

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IPC IPC(8): C07D519/00C07D491/052C09K11/06H01L51/54H01L51/50
CPCC09K11/06C07D491/052C07D519/00C09K2211/1029C09K2211/1088C09K2211/1092C09K2211/1096H10K85/615H10K85/657H10K85/6572H10K50/11
Inventor 缪康健徐凯张兆超李崇
Owner JIANGSU SUNERA TECH CO LTD
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