Compound taking fluorene as core, and preparation method and application thereof
A compound and general formula technology, applied in the field of semiconductors, can solve problems such as different performances, and achieve the effects of stable three-dimensional structure, large steric hindrance, and reduced energy loss.
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preparation example Construction
[0111] Preparation of intermediate Ⅱ-1
[0112]
[0113] (1) In a 250mL three-neck flask, under the protection of nitrogen, add 0.01mol of raw material A-1, 0.015mol of raw material B-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 95.3%, yield 84.8%;
[0114] Elemental analysis structure (molecular formula C 21 h 19 NO 4 ): theoretical value C, 72.19; H, 5.48; N, 4.01; 0, 18.32; test value: C, 72.18; ESI-MS (m / z) (M+): theoretical value 349.13, found value 349.29.
[0115] (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
[0136] The preparation of embodiment 1 compound 4
[0137]
[0138] 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 bromide remaining, 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 96.9%, yield 86.2%;
[0139] Elemental analysis structure (molecular formula C 52 h 35 NO 2 ): theoretical value C, 88.48; H, 5.00; N, 1.98; 0, 4.53; test value: C, 88.48; HPLC-MS: The molecular weight of the material is 705.27, and the measured molecular weight is 705.13.
Embodiment 2
[0140] The preparation of embodiment 2 compound 17
[0141]
[0142] The preparation method of compound 17 is the same as that in Example 1, except that starting material I-1 is replaced by starting material I-2. Elemental analysis structure (molecular formula C 65 h 45 NO): Theoretical C, 91.20; H, 5.30; N, 1.64; O, 1.87; Tested: C, 91.19; H, 5.30; N, 1.64; HPLC-MS: The molecular weight of the material is 855.35, and the measured molecular weight is 855.22.
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