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Organic compound with fluorene as main body and organic electroluminescent device

An organic compound and host technology, applied in the field of organic compounds and organic electroluminescent devices, can solve problems such as disparity, avoid aggregation, reduce efficiency roll-off, and improve hole injection/transport performance.

Inactive Publication Date: 2018-06-26
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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  • Organic compound with fluorene as main body and organic electroluminescent device
  • Organic compound with fluorene as main body and organic electroluminescent device
  • Organic compound with fluorene as main body and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0141] Embodiment 1: the synthesis of organic compound (6):

[0142] synthetic route:

[0143]

[0144] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol 9,9'-diphenyl-3-bromofluorene, 0.012mol intermediate A1, 150ml toluene and stir to mix, then add 0.03mol sodium tert-butoxide, 5× 10 -5 molPd 2 (dba) 3 , 5×10 - 5 mol of tri-tert-butylphosphine, heated to 105°C, reflux reaction for 24 hours, sampling plate, showing no bromide remaining, the reaction was complete; naturally cooled to room temperature (15-30°C), filtered, and the filtrate was rotated under reduced pressure ( -0.09MPa, 85°C), passed through a neutral silica gel column to obtain the target product, with an HPLC purity of 99.2% and a yield of 74.6%;

[0145] Elemental analysis structure (molecular formula C 46 h 33 NO): theoretical value C, 89.73; H, 5.40; N, 2.27; 0, 2.60; found value: C, 89.72;

[0146] HPLC-MS: The molecular weight of the material is 615.26, and the measured...

Embodiment 2

[0147] Embodiment 2: the synthesis of organic compound (7):

[0148] synthetic route:

[0149]

[0150] In a 250ml three-neck flask, under nitrogen protection, add 0.01mol 9,9'-diphenyl-3-bromofluorene, 0.012mol intermediate A2, 150ml toluene and stir to mix, then add 0.03mol sodium tert-butoxide, 5× 10 -5 molPd 2 (dba) 3 , 5×10 - 5 mol of tri-tert-butylphosphine, heated to 105°C, refluxed for 24 hours, sampling plate, showed no remaining bromide, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated under reduced pressure (-0.09MPa, 85°C ), through a neutral silica gel column, to obtain the target product, HPLC purity 99.3%, yield 75.5%;

[0151] Elemental analysis structure (molecular formula C 46 h 33 NO): Theoretical C, 89.73; H, 5.40; N, 2.27; O, 2.60; Tested: C, 89.71; H, 5.42; N, 2.26;

[0152] HPLC-MS: The molecular weight of the material is 615.26, and the measured molecular weight is 615.49.

Embodiment 3

[0153] Embodiment 3: the synthesis of organic compound (11):

[0154] synthetic route:

[0155]

[0156] In a 250ml three-neck flask, under nitrogen protection, add 0.01mol 9,9'-diphenyl-3-bromofluorene, 0.012mol intermediate A3, 150ml toluene and stir to mix, then add 0.03mol sodium tert-butoxide, 5× 10 -5 molPd 2 (dba) 3 , 5×10 - 5 mol of tri-tert-butylphosphine, heated to 105°C, refluxed for 24 hours, sampling plate, showed no remaining bromide, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated under reduced pressure (-0.09MPa, 85°C ), through a neutral silica gel column, to obtain the target product, HPLC purity 99.1%, yield 75.1%;

[0157] Elemental analysis structure (molecular formula C 46 h 33 NO): Theoretical C, 89.73; H, 5.40; N, 2.27; O, 2.60; Tested: C, 89.71;

[0158] HPLC-MS: The molecular weight of the material is 615.26, and the measured molecular weight is 615.52.

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Abstract

The invention discloses an organic compound with fluorene as a main body and an organic electroluminescent device. The organic compound with fluorene as a main body has a high glass transition temperature and strong molecular thermal stability, has appropriate HOMO and LUMO energy levels and has high Eg. Through device structure optimization, the photoelectric performances of the OLED device are effectively improved and the life of the OLED device is effectively prolonged.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an organic compound mainly composed of fluorene and an organic electroluminescent device. 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. [0003] 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. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting device,...

Claims

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Application Information

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IPC IPC(8): C07D265/34C07D221/18C07D241/38C07D279/36C07D471/04C07D491/048C07D498/04C07D487/04C07D513/04C07D498/06C07D513/06C07D471/06C07D491/153C07D495/14C07D498/14C07D491/147C07D413/04C07D401/14C07D403/04C07D401/04C07D417/04C07D519/00C07D405/14C07D405/12C07D405/04C07D265/38H01L51/54
CPCC07D221/18C07D241/38C07D265/34C07D265/38C07D279/36C07D401/04C07D401/14C07D403/04C07D405/04C07D405/12C07D405/14C07D413/04C07D417/04C07D471/04C07D471/06C07D487/04C07D491/048C07D491/147C07D491/153C07D495/14C07D498/04C07D498/06C07D498/14C07D513/04C07D513/06C07D519/00H10K85/636H10K85/626H10K85/633H10K85/615H10K85/6574H10K85/6572H10K85/657
Inventor 唐丹丹张兆超李崇张小庆
Owner JIANGSU SUNERA TECH CO LTD
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