Fluorene derivative-containing organic light-emitting device

A technology of electroluminescent devices and organic light-emitting devices, which is applied in the direction of electric solid-state devices, electrical components, semiconductor devices, etc., can solve the problems of different performance, improve material stability, reduce efficiency roll-off, and reduce device voltage Effect

Active Publication Date: 2019-04-05
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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  • Fluorene derivative-containing organic light-emitting device
  • Fluorene derivative-containing organic light-emitting device
  • Fluorene derivative-containing organic light-emitting device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065] Embodiment 1: the synthesis of compound 1

[0066]

[0067] In a 250mL three-neck flask, under the protection of nitrogen, add 0.008mol raw material A, 0.020mol raw material B and 100mL toluene, stir and mix, then add 0.05mol potassium tert-butoxide, 0.002mol Pd 2 (dba) 3 , 0.002mol tri-tert-butylphosphine, stirring and heating to 115 ° C, reflux reaction for 24 hours, sampling point plate, showing that there is no raw material B remaining, and the reaction is complete; naturally cool to room temperature, filter, and the filtrate is rotary evaporated under reduced pressure until there is no fraction. Neutral silica gel column, obtain compound 3, HPLC purity 99.1%, yield 65.9%; Elemental analysis structure (molecular formula C 49 h 32 N 2 o 2 ): theoretical value C, 86.45; H, 4.74; N, 4.11; test value: C, 86.41; H, 4.77; N, 4.08. ESI-MS(m / z)(M + ): The theoretical value is 680.79, and the measured value is 580.58.

Embodiment 2

[0068] Embodiment 2: the synthesis of compound 3

[0069]

[0070] In a 250mL three-neck flask, under the protection of nitrogen, add 0.008mol of raw material A, 0.020mol of raw material C and 100mL of toluene, stir and mix, then add 0.05mol of potassium tert-butoxide, 0.002mol of Pd 2 (dba) 3 , 0.002mol tri-tert-butylphosphine, stirring and heating to 115°C, reflux reaction for 24 hours, sampling point plate, it shows that there is no raw material C remaining, and the reaction is complete; naturally cool to room temperature, filter, and the filtrate is rotary evaporated under reduced pressure until there is no distillate. Neutral silica gel column, obtain compound 3, HPLC purity 99.1%, yield 65.9%; Elemental analysis structure (molecular formula C 55 h 44 N 2 ): theoretical value C, 90.13; H, 6.05; N, 3.82; test value: C, 90.11; H, 6.06; N, 3.83. ESI-MS(m / z)(M + ): The theoretical value is 732.95, and the measured value is 733.04.

Embodiment 3

[0071] Embodiment 3: the synthesis of compound 7

[0072]

[0073] In a 250mL three-neck flask, under the protection of nitrogen, add 0.008mol raw material A, 0.020mol raw material D and 100mL toluene, stir and mix, then add 0.05mol potassium tert-butoxide, 0.002mol Pd 2 (dba) 3 , 0.002mol tri-tert-butylphosphine, stirring and heating to 115°C, reflux reaction for 24 hours, sampling point plate, it shows that there is no raw material D remaining, and the reaction is complete; naturally cool to room temperature, filter, the filtrate is rotary evaporated under reduced pressure until there is no distillate, pass Neutral silica gel column, obtain compound 7, HPLC purity 99.5%, yield 74.3%; Elemental analysis structure (molecular formula C 37 h 25 N): theoretical value C, 91.89; H, 5.21; N, 2.90; test value: C, 91.91; H, 5.20; N, 2.88. ESI-MS(m / z)(M + ): The theoretical value is 483.60, and the measured value is 483.65.

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Abstract

The invention relates to an organic light-emitting device. The organic light-emitting device employs a compound taking fluorene as a core, and the fluorine is connected with carbazole or dibenzo-p-dioxin six-element heterocyclic rings by carbon-carbon bonds. By carbon-carbon bond connection, the material stability is improved, the exposure of an active position of a branch group is also prevented,and thus, the device stability also can be improved. The organic light-emitting device comprises an electron blocking layer and a light-emitting layer. The organic light-emitting device disclosed bythe invention has the advantages of high light-emitting efficiency, long lifetime and the like.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic electroluminescence device containing fluorene derivatives. 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 positive and negative charges in the organi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01L51/54
CPCH10K85/615
Inventor 缪康健张兆超李崇张小庆
Owner JIANGSU SUNERA TECH CO LTD
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