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Compound based on bis(dimethyl)fluorene, and preparation method and application thereof

A bis-dimethylfluorene and compound technology, which is applied in the field of bis-dimethyl fluorene-based compounds, can solve problems such as different performances, and achieve the effects of not being easy to aggregate, improving current efficiency and life, and good film-forming properties

Pending Publication Date: 2019-10-11
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 based on bis(dimethyl)fluorene, and preparation method and application thereof
  • Compound based on bis(dimethyl)fluorene, and preparation method and application thereof
  • Compound based on bis(dimethyl)fluorene, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation Embodiment 1

[0063] Preparation Example 1: Synthesis of Compound 1

[0064] The specific synthetic route of this compound:

[0065]

[0066] In a 250mL four-neck flask, under a nitrogen atmosphere, add 0.005mol A1, 0.006mol B1, 0.01mol sodium tert-butoxide, 3×10 -4 mol Pd 2 (dba) 3 , 1.2×10 -3 mol tri-tert-butylphosphine, 60mL toluene, heat to reflux, react for 4 hours, use TLC to observe the reaction until the reaction is complete; naturally cool to room temperature, add water to the reaction system for extraction, separate the liquids, and carry out rotary evaporation under reduced pressure on the organic phase to no fraction. The obtained substance was purified by silica gel column to obtain the title target product with a purity of 99.7% and a yield of 75%.

[0067] Elemental analysis structure (molecular formula C 46 h 35 NO): Theoretical C, 89.43; H, 5.71; N, 2.27; O, 2.59; Tested: C, 89.40; H, 5.69; N, 2.30;

[0068] HPLC-MS: The molecular weight of the material is 617.79...

preparation Embodiment 2

[0069] Preparation Example 2: Synthesis of Compound 24

[0070] The specific synthetic route of this compound:

[0071]

[0072] The synthesis steps of compound 24 are similar to those of compound 1, except that compound A1 is replaced by compound A2;

[0073] Elemental analysis structure (molecular formula C 53 h 43 N): theoretical value C, 91.74; H, 6.25; N, 2.02; test value: C, 91.71; H, 6.26; N, 2.04.

[0074] HPLC-MS: The molecular weight of the material is 693.93, and the measured molecular weight is 694.28.

preparation Embodiment 3

[0075] Preparation Example 3: Synthesis of Compound 28

[0076] The specific synthetic route of this compound:

[0077]

[0078] The synthesis steps of compound 28 are similar to those of compound 1, except that compound A1 is replaced by compound A3;

[0079] Elemental analysis structure (molecular formula C 56 h 42 N 2 ): theoretical value C, 90.53; H, 5.70; N, 3.77; test value: C, 90.51; H, 5.71; N, 3.78.

[0080] HPLC-MS: The molecular weight of the material is 742.97, and the measured molecular weight is 742.65.

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Abstract

The invention discloses a compound based on bis(dimethyl)fluorene, and a preparation method and application thereof, and belongs to the technical field of semiconductors. The structure of the compoundis represented by general formula (I). The compound with a bis(dimethyl)fluorene structure has high glass transition temperature and molecular thermal stability, suitable HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital) energy levels and high Eg; through device structure optimization, the photoelectric performance of an OLED (organic light emitting diode) device can be effectively improved, and the service life of the OLED device can be effectively prolonged.

Description

technical field [0001] The invention relates to a bis-dimethylfluorene-based compound, a preparation method and an application thereof, belonging to the technical field of semiconductors. 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 ...

Claims

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Application Information

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IPC IPC(8): C07D307/77C07C209/60C07C211/61C07D209/80H01L51/50H01L51/54
CPCC07D307/77C07C211/61C07D209/80C07C2603/18C07C2603/40C07C2603/52H10K85/626H10K85/633H10K85/6574H10K85/6572H10K50/15H10K50/11
Inventor 赵四杰李崇张兆超王芳张小庆
Owner JIANGSU SUNERA TECH CO LTD
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