Organic light-emitting device containing phenanthryl triarylamine compound and application of organic light-emitting device
A technology of luminescence and organic compounds, which is applied in the field of organic electroluminescence devices, can solve the problems that the optical properties of phenanthrene-containing materials have not been mentioned in the application, and achieve the effects of improving light extraction efficiency, high visible light refractive index, and avoiding decomposition
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Embodiment 1
[0093] Synthesis of Synthesis Example 1 Compound 1
[0094]
[0095] In a 500ml three-neck flask, under the protection of nitrogen, add 0.010mol raw material A-1, 0.032mol raw material B-1, 200ml toluene and stir to mix, then add 5×10 -5 mol Pd(PPh 3 ) 4 (Tetraphenylphosphopalladium), 0.02mol 2M potassium carbonate aqueous solution, heated to 105°C, refluxed for 24 hours, sampled and plated, showed no bromide (ie raw material A-1) remaining, then the reaction was complete; natural cooling to room temperature, filtered, and the filtrate was rotary evaporated to no fraction, and passed through a neutral silica gel column (the mobile phase was dichloromethane:petroleum ether=1:1 volume ratio) to obtain compound 1; HPLC purity 98.9523%, yield 90.5%; element Analytical structure (molecular formula C 60 h 39 N): theoretical value C, 93.11; H, 5.08; N, 1.81; test value: C, 93.12; H, 5.06; N, 1.82; 773.22. 1 H NMR (400MHz, Chloroform-d) δ7.93(s,3H),7.91(s,3H),7.82(d,3H),7.75(...
Embodiment 2
[0096] Synthesis of Synthesis Example 2 Compound 10
[0097]
[0098] Step 1: In a 500ml three-neck flask, under the protection of nitrogen, add 0.010mol raw material A-2, 0.022mol raw material B-1, 200ml toluene and stir to mix, then add 5×10 -5 mol Pd(PPh 3 ) 4 (Tetraphenylphosphopalladium), 0.02mol 2M potassium carbonate aqueous solution, heated to 105°C, refluxed for 24 hours, sampled and plated, showed no bromide (ie raw material A-2) remaining, then the reaction was complete; natural cooling To room temperature, filtered, the filtrate was rotary evaporated to no fraction, and passed through a neutral silica gel column (mobile phase was dichloromethane:petroleum ether=1:1 volume ratio), to obtain the target product intermediate M-1; MS (m / z) (M+): The theoretical value is 521.21, and the measured value is 521.36; 1 H NMR (400MHz, Chloroform-d) δ8.06(s,2H),7.89(d,2H),7.82(d,2H),7.77(d,2H),7.66–7.62(m,4H),7.60( d,2H),7.45(d,4H),7.40(d,4H),7.24–7.20(m,4H),6.80(s,1H). ...
Embodiment 3
[0100] Synthesis of Synthesis Example 3 Compound 31
[0101]
[0102] The synthesis method was similar to that of Synthesis Example 2, except that C-2 was used instead of C-1; the target product, compound 31, had an HPLC purity of 99.8548% and a yield of 85.36%. Elemental analysis structure (molecular formula C 52 h 33 NS) Theoretical: C, 88.73; H, 4.73; N, 1.99; S, 4.55; Tested: C, 88.74; H, 4.75; N, 1.97; S, 4.54. MS (m / z) (M+): Calc.: 703.23, Found: 703.13. 1 H NMR (400MHz, Chloroform-d) δ7.94(dd,4H),7.91(s,2H),7.82(d,2H),7.75(d,2H),7.60–7.55(m,6H),7.54( s,1H),7.45–7.42(m,3H),7.39(d,4H),7.36(d,3H),7.33(s,2H),7.13–7.09(m,4H).
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