Phenoxazine derivative and organic light-emitting device thereof
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A technology of phenoxazine derivatives and electroluminescent devices, which is applied in the field of organic photoelectric materials, and can solve the problems of short life of organic light-emitting devices, reduced material usage, poor thermal stability, etc.
Inactive Publication Date: 2019-01-11
CHANGCHUN HYPERIONS TECH CO LTD
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However, the thermal stability of such materials is poor, resulting in a short lifetime of organ
Method used
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Embodiment 1
[0075] Preparation of compound 1
[0076]
[0077] Preparation of Compound 1-3
[0078] Compounds 1-1 (5.16 g, 20 mmol), 1-2 (4.28 g, 20 mmol) and sodium ethoxide were completely dissolved in 100 ml of ethanol in a round bottom flask, and the resulting solution was heated and stirred. After the reaction was completed, the residue obtained by concentrating the obtained product under reduced pressure was diluted with tetrahydrofuran, and washed with water and brine. The organic solvent layer was collected, water was removed over anhydrous magnesium sulfate, and the residue was filtered, then concentrated under reduced pressure. The concentrated solution was purified by silica gel column chromatography to prepare Compound 1-36.81 g in a yield of 75%.
[0079] Preparation of compound 1
[0080] Under the protection of nitrogen, 1-3 (45.38g, 100mmol), 1-4 (38.52g, 100.08mmol), potassium carbonate (1.24g, 9.00mmol), and toluene 200mL were added to a 2L reactor and stirred. Th...
Embodiment 2
[0082] Preparation of compound 16
[0083]
[0084] Preparation of compound 16
[0085] Compound 16 was obtained by replacing 1-2 in Example 1 with 16-2 shown above, and 1-4 with 16-4 shown above. Mass Spectrum m / z: 512.16 (calculated: 512.58). Theoretical element content (%)C 35 h 24 N 4 O: C, 82.01; H, 3.93; N, 10.93; O, 3.12 The measured element content (%): C, 82.02; H, 3.92; N, 10.94; O, 3.13. It was confirmed above that the obtained product was the target product 16.
Embodiment 3
[0087] Preparation of compound 27
[0088]
[0089] Preparation of compound 27
[0090]Compound 27 is obtained by replacing 1-2 in Example 1 with 27-2 shown above, and 1-4 with 27-4 shown above. Mass Spectrum m / z: 575.16 (calculated: 575.17). Theoretical element content (%)C 40 h 21 N 3 o 2 : C, 83.46; H, 3.68; N, 7.30; O, 5.56 The measured element content (%): C, 83.45; H, 3.67; N, 7.31; O, 5.55. It was confirmed above that the obtained product was the target product 27.
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Abstract
The invention provides a phenoxazine derivative and an organic light-emitting device thereof, and belongs to the technical field of organic photoelectric materials. The above compound has a structurerepresented by formula (I), and introduction of a phenoxazine structure to one end increases the transportability of carriers; introduction of a bridging structure to a specific position can increasethe molecular weight of the compound to make the obtained material have a high glass transition temperature and not crystallize, and also makes the compound have a certain distortion in a spatial three-dimensional structure in order to improve the film forming property; and introduction of a cyano structure capable of easily accepting electrons to the other end of the bridging structure further increases the transportability of carriers. The organic light-emitting device produced by using the compound as a light-emitting layer host material has the advantages of low driving voltage and high light-emitting efficiency, and is an organic light-emitting material with excellent performances.
Description
technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a phenoxazine derivative and an organic electroluminescence device thereof. Background technique [0002] With the progress of the information industry, traditional displays can no longer meet people's requirements, such as: cathode ray tube (CRT) displays have large volume and high driving voltage; liquid crystal displays (liquid crystal display, LCD) have low brightness and narrow viewing angles. , The operating temperature range is small; the plasma display panel (PDP) is expensive, the resolution is not high, and the power consumption is large. [0003] Organic light-emitting diodes (organic light-emitting diodes, OLEDs) are new electroluminescent devices that use organic matter as light-emitting materials. As a brand-new display technology, they have unparalleled advantages in various performances of existing display technologies. With its simple pre...
Claims
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