Anthraquinone organic electroluminescent material, and preparation method and application thereof
A luminescent, anthraquinone-based technology, applied in the field of anthraquinone-based organic electroluminescent materials and their preparation, can solve the problems of efficiency roll-off, low S1 state radiation transition rate, difficult high exciton utilization rate and high fluorescence radiation efficiency and other problems, to achieve the effects of reducing efficiency roll-off, good industrialization prospects, improving exciton utilization and high fluorescence radiation efficiency
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Embodiment 1
[0054] Example 1 Preparation of intermediate M1
[0055]
[0056] A 1000ml three-necked flask, in an atmosphere of nitrogen, add 0.02mol (7.28g) 2,3-dibromoanthraquinone, 0.02mol (2.44g) phenylboronic acid, 0.06mol (6.36g) sodium carbonate, 2×10 -4mol(0.14g)Pd(PPh 3 ) 2 Cl 2 , 360ml of toluene, 360ml of H2O, heating and refluxing for 6 hours, sampling point plate, the reaction is complete; natural cooling, liquid separation, the organic phase is washed once with 300ml of water, the organic phases are combined, and the organic phase is spin-dried to obtain 7.0g of brown solid; Add 140g of toluene to the solid and beat it at 50°C for 1h; filter, the target product 2-bromo-3-phenylanthraquinone 6.12g, purity 99.1%, yield 85%;
[0057] Take another 500mL three-necked flask, add 0.01mol (3.61g) 2-bromo-3-phenylanthraquinone, 0.01mol (2.00g) p-bromophenylboronic acid, 0.03mol (4.14g) potassium carbonate under a nitrogen atmosphere , 1×10-5mol(0.012g)Pd(PPh 3 ) 4 , 200mL of toluene, 150m...
Embodiment 2
[0060] Example 2 Preparation of intermediate M2
[0061]
[0062] The preparation method of intermediate M2 is the same as that of M1, except that 4-biphenylboronic acid is used instead of phenylboronic acid.
[0063] Elemental analysis structure (molecular formula C 32 H 19 BrO 2 ): Theoretical value C, 74.57; H, 3.72; Br, 15.50; O, 6.21; Test value: C, 74.77; H, 3.81; O, 6.15;
[0064] HPLC-MS: The theoretical value of the material is 514.06, and the actual value is 514.25.
Embodiment 3
[0065] Example 3 Preparation of intermediate M3
[0066]
[0067] The preparation method of intermediate M3 is the same as that of M1, except that 9-phenanthrene boronic acid is used instead of phenylboronic acid.
[0068] Elemental analysis structure (molecular formula C 34 H 19 BrO 2 ): Theoretical value C, 75.70; H, 3.55; Br, 14.81; O, 5.93; Test value: C, 75.50; H, 3.66; O, 5.94;
[0069] HPLC-MS: The theoretical value of the material is 538.06, and the actual value is 538.25.
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