Compound taking dibenzo six-membered ring as core and applications thereof on OLED
A dibenzo six-membered ring and compound technology, which is applied in the field of OLED applications, can solve problems such as complex manufacturing processes and affecting the angular distribution of OLED radiation spectrum, and achieve high refractive index, good application effects, industrialization prospects, and high The effect of carrier mobility
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[0052] Example 1: Synthesis of Intermediate A:
[0053]
[0054] The specific preparation method is as follows: Weigh raw material K and raw material L, and dissolve them with a mixture solvent of toluene and ethanol at a volume ratio of 2:1; under an inert atmosphere, add Na 2 CO 3 Aqueous solution, Pd(PPh 3 ) 4 The mixed solution of the above-mentioned reactants is reacted at a reaction temperature of 95-110°C for 10-24 hours, the reaction solution is cooled and filtered, the filtrate is rotary evaporated, and passed through a silica gel column to obtain intermediate A; the moles of the raw material L and the raw material K The ratio is 1:(1.0~2.0), Na 2 CO 3 The molar ratio to raw material L is (1.0~3.0):1, Pd(PPh 3 ) 4 The molar ratio to raw material L is (0.006~0.02):1;
[0055] Take the synthesis of intermediate A1 as an example:
[0056]
[0057] In a 250ml three-necked flask, add 0.01mol of raw material L1 and 0.015mol of raw material K1, and dissolve it with a 2:1 volume rat...
Example Embodiment
[0062] Example 2: Synthesis of Compound 1:
[0063]
[0064] Add 0.1 mol of raw material M and 0.1 mol of raw material O to the three-necked flask in sequence, and stir for 12 hours in 80 ml of sodium ethoxide solution at room temperature until the reaction solution turns orange-yellow; then, the reaction mixture is filtered and the resultant The filter cake of was washed with 3% hydrochloric acid solution, and the obtained product was crystallized with ethanol to obtain a bright yellow crystalline intermediate C1;
[0065] Add 0.05 mol of the above-prepared intermediate to a three-necked flask, add 0.05 mol of raw material N1, and then add 100 ml of dry acetic acid, stir, heat to 90°C, reflux for 10 hours, until the cyclization reaction is complete; the reaction mixture is evaporated under reduced pressure The acetic acid was separated, and the residue was recrystallized with ethanol to obtain compound 1. The HPLC purity was 98.70%, and the yield was 75.3%. Elemental analysis stru...
Example Embodiment
[0066] Example 3: Synthesis of Compound 9:
[0067]
[0068] The preparation method of compound 9 is the same as that of Example 2, except that raw material M2 is used to replace raw material M1, and raw material N2 is used to replace raw material N1; the elemental analysis structure (molecular formula C 44 H 35 N 3 ): Theoretical value C, 87.24; H, 5.82; N, 6.94; Test value: C, 87.24; H, 5.85; N, 6.91. ESI-MS(m / z)(M + ): The theoretical value is 605.78, and the measured value is 605.50.
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