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Organic electroluminescent device containing chemical compound with dibenzocycloheptene as its core and the application thereof

A technology of dibenzocycloheptene and electroluminescent devices, which is applied in the field of semiconductors and can solve very different problems

Inactive Publication Date: 2017-05-17
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 electroluminescent device containing chemical compound with dibenzocycloheptene as its core and the application thereof
  • Organic electroluminescent device containing chemical compound with dibenzocycloheptene as its core and the application thereof
  • Organic electroluminescent device containing chemical compound with dibenzocycloheptene as its core and the application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0101] Embodiment 1: the synthesis based on the intermediate I of mother core structure and the branched chain structure intermediate II based on general formula (2)

[0102] a. Synthesis of intermediate I based on the core structure: when R 1 with R 2 When not connected into a ring, the synthesis of intermediate I is:

[0103]

[0104]

[0105] Above-mentioned preparation method specifically comprises the following steps:

[0106] 1)R 1 -Br and magnesium powder as raw materials, the R 1 -The molar ratio of Br and magnesium powder is 1:1, add tetrahydrofuran, under nitrogen atmosphere, heat to 70°C, reflux reaction for 3-5 hours, no magnesium powder remains, the reaction is complete, and Grignard reagent is generated; the amount of tetrahydrofuran mentioned above preferably 1gR 1 -Br add 3-6ml tetrahydrofuran,

[0107] 2) Weigh raw material U Dissolved in tetrahydrofuran, the raw material U and the R 1 -Br molar ratio is 1:1, then add the Grignard reagent prepar...

Embodiment 2

[0140] Embodiment 2: the synthesis of compound 1:

[0141]

[0142] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol intermediate A1, 0.024mol intermediate C1, 150ml toluene and stir to mix, then add 0.04mol sodium tert-butoxide, 1×10 -4 molPd 2 (dba) 3 , 1×10 -4 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 99.5%, yield 66.8%;

[0143] Elemental analysis structure (molecular formula C 51 h 38 N 2 ): theoretical value C, 90.23; H, 5.64; N, 4.13; test value: C, 90.24; H, 5.65; N, 4.11. HPLC-MS: The molecular weight of the material is 678.30, and the measured molecular weight is 678.57.

Embodiment 3

[0144] Embodiment 3: the synthesis of compound 3:

[0145]

[0146] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol intermediate A1, 0.024mol intermediate C2, 150ml toluene and stir to mix, then add 0.04mol sodium tert-butoxide, 1×10 -4 molPd 2 (dba) 3 , 1×10 -4 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 99.7%, yield 64.4%;

[0147] Elemental analysis structure (molecular formula C 69 h 54 N 2 o 2 ): theoretical value C, 87.87; H, 5.77; N, 2.97; 0, 3.39; test value: C, 87.86; HPLC-MS: The molecular weight of the material is 942.42, and the measured molecular weight is 942.71.

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Abstract

The invention discloses an organic electroluminescent device containing a chemical compound with dibenzocycloheptene as its core and the application thereof. The device comprises a hole transport layer, a light emitting layer, and an electron transport layer. The composing material for the light emitting layer contains a chemical compound with dibenzocycloheptene as its core. The optimized dibenzocycloheptene structure used by the chemical compound material matches the branched-chain structures represented by the formula 2, formula 3 and formula 4 to conveniently realize the energy transmission between the subject material and the object material so as to obtain the high efficiency of the device more easily. In addition, the chemical compound of the invention possesses relatively high glass transition temperature and molecular thermal stability as well as a proper HOMO and LUMO energy grade. With the optimization of the device structure, it is possible to effectively raise the optical performance and the service life of an OLED device.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic electroluminescent device whose light-emitting layer material is dibenzocycloheptene as a core compound and its application. 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 th...

Claims

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Application Information

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IPC IPC(8): H01L51/50H01L51/54H01L27/32
CPCH10K59/00H10K85/00H10K85/624H10K85/633H10K85/615H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/00H10K50/11
Inventor 唐丹丹李崇叶中华张兆超
Owner JIANGSU SUNERA TECH CO LTD
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