Triarylamine organic compound containing dibenzofuran and application thereof
An organic compound, dibenzofuran-based technology, applied to triarylamine organic compounds and their application in electroluminescent devices, can solve problems such as differences, improve current efficiency and life, improve migration rate, improve The effect of carrier mobility
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Embodiment 1
[0069] Embodiment 1: the synthesis of compound 10
[0070]
[0071] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol intermediate N-1, 0.012mol raw material D-1, 150ml toluene and stir to mix, then add 5×10 -5 mol Pd 2 (dba) 3 , 5×10 -5 mol of tri-tert-butylphosphine, 0.03mol of sodium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampling plate, showed no remaining bromide, and the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated until there was no distillate , through a neutral silica gel column to obtain the target product with a purity of 99.8% and a yield of 87.3%.
[0072] Elemental analysis structure (molecular formula C 56 h 35 NO 2 ): theoretical value C, 89.22; H, 4.68; N, 1.86; O, 4.24; test value: C, 89.17; H, 4.70; N, 1.89. LC-MS (m / z) (M+): theoretical value 753.27, found value 753.35.
[0073] 1 H NMR (500MHz, Chloroform-d) δ8.05-7.94 (m, 5H), 7.94-7.86 (m...
Embodiment 2
[0074] Embodiment 2: the synthesis of compound 12
[0075]
[0076] The synthesis steps of compound 12 are similar to those of compound 10, except that raw material D-1 is replaced by raw material D-2;
[0077] Elemental analysis structure (molecular formula C 62 h 39 NO 2 ): theoretical value C, 89.72; H, 4.74; N, 1.69; O, 3.86; test value: C, 89.66; H, 4.75; N, 1.72. LC-MS (m / z) (M+): theoretical value 829.30, found value 829.21.
[0078] 1 H NMR (500MHz, Chloroform-d) δ8.00 (ddd, J = 13.4, 7.4, 1.5Hz, 4H), 7.96-7.90 (m, 3H), 7.89-7.81 (m, 2H), 7.80 (ddd, J =4.8, 3.8, 1.5Hz, 1H), 7.80-7.74(m, 2H), 7.63-7.54(m, 8H), 7.50(t, J=7.5Hz, 1H), 7.50-7.44(m, 7H), 7.46-7.36(m, 4H), 7.38(s, 1H), 7.39-7.33(m, 1H), 7.25(d, J=1.5Hz, 1H), 7.23-7.16(m, 4H).
Embodiment 3
[0079] Embodiment 3: the synthesis of compound 93
[0080]
[0081] The synthesis steps of compound 93 are similar to those of compound 10, except that intermediate N-1 is replaced by intermediate N-2, and raw material D-1 is replaced by raw material D-3;
[0082] Elemental analysis structure (molecular formula C 58 h 37 NO 2 ): theoretical value C, 89.32; H, 4.78; N, 1.80; O, 4.10; test value: C, 89.27; H, 4.79; N, 1.83. LC-MS: theoretical value 779.28, found value 779.24.
[0083] 1 H NMR (500MHz, Chloroform-d) δ8.05-7.97(m, 4H), 7.92(d, J=1.5Hz, 1H), 7.87-7.75(m, 4H), 7.66(d, J=1.5Hz, 1H), 7.62-7.56(m, 5H), 7.56-7.24(m, 19H), 7.24-7.18(m, 2H), 7.16(dt, J=7.5, 1.5Hz, 1H).
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