Compound taking quinolinone derivative as core and application of compound in organic electroluminescent device
A compound and derivative technology, applied in the application field of organic electroluminescent devices, can solve problems such as performance differences
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[0067] Preparation of Intermediate B:
[0068] Preparation of Intermediate I-1:
[0069]
[0070] (1) 500mL three-necked flask, under nitrogen protection, add 0.05mol raw material C-1, 0.06mol raw material D-1, dissolve with mixed solvent (180ml toluene, 90ml ethanol), then add 0.15mol Na 2 CO 3 Aqueous solution (2M), stirred with nitrogen for 1 hour, then added 0.0005mol Pd (PPh 3 ) 4 , 100 ℃ heating reflux for 15 hours, sampling point plate, the reaction is complete. Naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain intermediate L-1 with HPLC purity of 93.4% and yield of 64.2%.
[0071] Elemental analysis structure (molecular formula C 23 H 17 BrS 2 ): Theoretical C, 63.16; H, 3.92; Br, 18.27; S, 14.66; Tested: C, 63.15; H, 3.92; Br, 18.27; S, 14.67. ESI-MS (m / z) (M+): theoretical value 436.00, found value 436.12.
[0072] (2) Under nitrogen protection, weigh 0.01 mol of intermediate L-1 and 0.012 mol...
Embodiment 1
[0104] Example 1: Synthesis of Compound 2:
[0105]
[0106] In a 250mL three-necked flask, nitrogen was introduced, 0.01mol of raw material A-1 and 0.015mol of Intermediate I-1 were added, dissolved in a mixed solvent of toluene and ethanol (90mL of toluene and 45mL of ethanol), and then 0.03mol of Na was added. 2 CO 3 Aqueous solution (2M), stirred with nitrogen for 1h, then added 0.0001mol Pd (PPh 3 ) 4 , 100 ℃ heating under reflux for 15h, sampling point plate, the reaction is complete. Natural cooling, filtration, rotary evaporation of the filtrate, and passage of the residue through a silica gel column to obtain the target product with a purity of 98.1% and a yield of 84.9%. Elemental analysis structure (molecular formula C 52 H 36 N 2 OS): Theoretical C, 84.75; H, 4.92; N, 3.80; O, 2.17; S, 4.35; Tested: C, 84.75; H, 4.91; N, 3.82; O, 2.17; ESI-MS (m / z) (M+): Theoretical value is 736.25, and the found value is 736.19.
Embodiment 2
[0107] Example 2: Synthesis of Compound 12:
[0108]
[0109] The preparation method of compound 12 is the same as that of Example 1, except that the starting material A-2 is used to replace the starting material A-1, and the intermediate II-1 is used to replace the intermediate I-1. Elemental analysis structure (molecular formula C 51 H 36 N 4 O): theoretical C, 84.97; H, 5.03; N, 7.77; O, 2.22; found: C, 84.96; H, 5.03; N, 7.77; O, 2.23. HPLC-MS: The molecular weight of the material is 720.29, and the measured molecular weight is 720.35.
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