Compound containing azocine structure and application
The technology of a compound, azocine, is applied in the field of organic electroluminescent devices, which can solve problems affecting electronic transitions, device luminous effects, and lifetime effects, and achieve good application prospects, superior stability, and improved luminous efficiency and lifetime characteristics. Effect
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Embodiment 1
[0022] Embodiment 1: the synthesis of compound A1
[0023] The reaction equation is as follows:
[0024]
[0025] The synthetic method of parent M6 is as follows:
[0026] (1) Dissolve 100mmol of 7-methoxy-1-nitronaphthalene (a known compound, Cas:4900-68-9) in 200g of dichloroethane, pass nitrogen, control the temperature at 0-10°C, drop Add 97mmol of N-bromosuccinimide solution (17.3g of N-bromosuccinimide is dissolved in 70g of N,N-dimethylformamide), and the addition is completed dropwise in 30 minutes. After the dropwise addition, keep the temperature at 0-10°C for 4 hours, take a sample and detect it. After the reaction is completed, the product has a purity of 90%. Directly add sodium bisulfite aqueous solution for hydrolysis, the system produces a large amount of brick red solid, which is filtered directly. The filter cake was recrystallized once with dichloroethane to obtain compound M1 with a purity of 99.2% and a yield of 83.0%.
[0027] (2) Add 105mmol of co...
example 2
[0036] Example 2: Synthesis of Compound A10
[0037] The reaction equation is as follows:
[0038]
[0039] The synthesis method of the parent M6 refers to the experimental process of Example 1.
[0040]Put 30.7g (100mmol) of M6 and 32.2g (100mmol) of M7 (known compound, Cas:1034050-49-1) in 200g of xylene, then add 0.9g (10mmol) of N,N-dimethyl Ethylenediamine, 38.1g (200mmol) of cuprous iodide, 34.5g (250mmol) of potassium carbonate were passed through nitrogen, and the temperature was raised to 125-135°C for reaction, and the temperature was kept for 20 hours, and the reaction was completed. Cool down to about 50°C and wash with water. Then dry and pass through a 40 g silica gel column to remove the solvent. Then ethyl acetate and toluene were added for recrystallization to obtain 45 g of product, HPLC: 99.2%, yield: 81.9%.
[0041] The nuclear magnetic resonance instrument uses the Bruker model, 1 HNMR(CDCl3)1.78(s,6H),6.781-6.721(dd,1H),6.870-6.879(dd,1H),7.449-7....
preparation example
[0046] 1) Device glass substrate etching and cleaning. Prepare the glass substrate, first cover the glass substrate containing ITO on the surface with scotch tape, then cut it to expose the part to be etched, and then put it into the etching solution for etching (the etching solution depends on the volume A solution of hydrochloric acid and water in a ratio of 1:2). After etching for 15 hours, the glass substrate was successively put into an ultrasonic cleaner containing acetone and ethanol for cleaning for 1 hour. After cleaning, put it into a vacuum drying oven for drying treatment.
[0047] 2) Device anode bombardment treatment. Put the dried glass substrate into the pretreatment chamber of the OLED-V vacuum coating machine for plasma bombardment on the ITO surface of the device.
[0048] 3) Evaporation. After the pretreatment of the device glass plate is completed, the glass substrate is placed in the evaporation chamber of the multifunctional vacuum evaporation machin...
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