Organic compound taking carbazole derivative as core and application of same to organic light-emitting device
A technology of organic compounds and carbazoles, applied in organic chemistry, electrical solid-state devices, luminescent materials, etc., can solve problems such as performance differences
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Embodiment 1
[0051] Embodiment 1: the synthesis of intermediate A
[0052] Synthesis of Intermediate A-1
[0053]
[0054] (1) In a 250mL three-neck flask, under the protection of nitrogen, add 0.01mol raw material D-1, 0.015mol raw material E-1, dissolve with a mixed solvent of toluene and ethanol (90mL of toluene, 45mL of ethanol), and then add 0.03mol 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 C-1; HPLC purity 97.7%, yield 85.9%;
[0055] Elemental analysis structure (molecular formula C 24 h 13 NO 4 ): theoretical value C, 75.98; H, 3.45; N, 3.69; 0, 16.87; test value: C, 75.96; ESI-MS (m / z) (M+): theoretical value 379.08, found value 379.05.
[0056] (2) In a 250mL three-neck flask, under the protection of nitrogen, add 0....
Embodiment 2
[0064] Embodiment 2: the synthesis of intermediate B
[0065] Synthesis of Intermediate B-11
[0066]
[0067] (1) In a 250mL three-necked flask, nitrogen gas was introduced, and 10.0mol raw material F-2, 12.0mol raw material G-1, 0.3g Pd(dppf)Cl 2 , 30.0mmol of potassium acetate was added to 100mL of 1,4-dioxane, and reacted for 5 hours at 130°C. The intermediate H-2 was obtained by separation and purification through silica gel column chromatography, the HPLC purity was 99.8%, and the yield was 60.5%. Elemental analysis structure (molecular formula C 18 h 20 BClO 2 ): theoretical value C, 68.72; H, 6.41; B, 3.44; Cl, 11.27; O, 10.17; test value: C, 68.75; ESI-MS(m / z)(M + ): The theoretical value is 314.12, and the measured value is 314.16.
[0068] (2) Weigh 11.11mol of intermediate H-2 and 7.40mol of raw material I-11, and dissolve it in a mixed solution of toluene / water / ethanol with a volume ratio of 3:1:1; then add 0.012mol of Pd(OAc) 2 , 7.21 mmol Cs 2 CO ...
Embodiment 3
[0073] Embodiment 3: the synthesis of compound 1
[0074]
[0075] The specific preparation method is as follows: in a 250ml three-necked flask, under an atmosphere of nitrogen gas, add 0.01mol of intermediate A-1, 0.012mol of raw material I-1, 0.03mol of potassium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol triphenylphosphine, 150ml toluene, heated and refluxed for 12 hours, sampled and spotted, the reaction was complete; naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product; HPLC purity 98.7%, yield 85.9%; elemental analysis Structure (molecular formula C 37 h 21 NO 3 ): theoretical value C, 84.24; H, 4.01; N, 2.65; O, 9.10; test value: C, 84.26; H, 4.02; N, 2.64; ESI-MS (m / z) (M+): theoretical value 527.15, found value 527.18.
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