Compound taking spirofluorene anthrone as core, preparation method and applications thereof
A technology of spirofluorenthrone and compound, applied in the field of semiconductor, can solve the problem of different performance, achieve the effect of stable three-dimensional structure, improve compound efficiency and not easy to rotate
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[0107] Preparation of intermediate Ⅱ-1
[0108]
[0109] (1) In a 250mL three-neck flask, under the protection of nitrogen, add 0.01mol of raw material C-1, 0.015mol of raw material D-1, dissolve with a mixed solvent of toluene and ethanol (90mL of toluene, 45mL of ethanol), and then add 0.03 mol Na 2 CO 3 Aqueous solution (2M), stirred with nitrogen for 1h, then added 0.0001mol Pd(PPh 3 ) 4 , Heated to reflux for 15h, sampled and plated, the reaction was complete. Cool naturally, filter, spin evaporate the filtrate, and pass the residue through a silica gel column to obtain intermediate S1-1; HPLC purity 98.4%, yield 82.6%;
[0110] Elemental analysis structure (molecular formula C 21 h 17 NO 4 ): theoretical value C, 72.61; H, 4.93; N, 4.03; 0, 18.42; test value: C, 72.62; ESI-MS (m / z) (M+): theoretical value 347.12, found value 347.34.
[0111] (2) In a 250mL three-neck flask, under the protection of nitrogen, add 0.02mol of intermediate S1-1, dissolve it with 1...
Embodiment 1
[0132] Embodiment 1: the preparation of compound H5
[0133]
[0134] In a 250mL three-neck flask, under the protection of nitrogen, add 0.01mol raw material I-1, 0.012mol intermediate III-1, 150mL toluene and stir to mix, then add 0.03mol sodium tert-butoxide, 5×10 -5 molPd 2 (dba) 3 , 5×10 -5 mol of tri-tert-butylphosphine, heated to 105°C, refluxed for 24 hours, sampling plate, showed no remaining bromide, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated under reduced pressure (-0.09MPa, 85°C ), through a neutral silica gel column, to obtain the target product, HPLC purity 98.4%, yield 86.2%;
[0135] Elemental analysis structure (molecular formula C 46 h 30 N 2OS): Theoretical value C, 83.86; H, 4.59; N, 4.25; O, 2.43; S, 4.87; Test value: C, 83.87; HPLC-MS: The molecular weight of the material is 658.21, and the measured molecular weight is 658.34.
Embodiment 2
[0136] Embodiment 2: the preparation of compound H22
[0137]
[0138] The preparation method of compound H22 is the same as in Example 1, except that raw material I-2 is used to replace raw material I-1, and intermediate III-2 is used to replace intermediate III-1. Elemental analysis structure (molecular formula C 47 h 31 NO 2 ): theoretical value C, 87.96; H, 4.87; N, 2.18; 0, 4.99; test value: C, 87.98; HPLC-MS: The molecular weight of the material is 641.24, and the measured molecular weight is 641.35.
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