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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[0051] Example 1: Synthesis of Intermediate A
[0052] Synthesis of intermediate A-1
[0053]
[0054] (1) In a 250 mL three-necked flask, under the protection of nitrogen, add 0.01 mol of raw material D-1, 0.015 mol of raw material E-1, and dissolve it with a mixed solvent of toluene and ethanol (90 mL of toluene and 45 mL of ethanol), and then add 0.03mol Na 2 CO 3 Aqueous solution (2M), stir with nitrogen for 1h, then add 0.0001mol Pd(PPh 3 ) 4 , Heating to reflux for 15h, sampling point plate, the reaction is complete. Naturally cooling, filtering, rotating the filtrate, and passing 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; O, 16.87; Test value: C, 75.96; H, 3.44; N, 3.67; O, 16.88. ESI-MS (m / z) (M+): The theoretical value is 379.08, and the measured value is 379.05.
[0056] (2) In a 250mL three-neck f...
Example Embodiment
[0064] Example 2: Synthesis of Intermediate B
[0065] Synthesis of intermediate B-11
[0066]
[0067] (1) In a 250mL three-necked flask, pass nitrogen into it, add 10.0mol raw material F-2, 12.0mol raw material G-1, 0.3g Pd(dppf)Cl 2 , 30.0mmol potassium acetate was added to 100mL of 1,4-dioxane, and reacted at 130°C for 5 hours. The intermediate H-2 was obtained by separation and purification by silica gel column chromatography, with an HPLC purity of 99.8% and a yield of 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; H, 6.42; B, 3.46; Cl, 11.25; O, 10.18. 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 them with a 3:1:1 mixed solution of toluene / water / ethanol; then add 0.012mol Pd(OAc) 2 , 7.21mmol Cs 2 CO 3 And 14.42mmol Xphos;...
Example Embodiment
[0073] Example 3: Synthesis of Compound 1
[0074]
[0075] The specific preparation method is as follows: In a 250ml three-necked flask, add 0.01 mol of intermediate A-1, 0.012 mol of raw material I-1, 0.03 mol of potassium tert-butoxide, 1×10 under a nitrogen atmosphere. -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of triphenylphosphine, 150ml of toluene, heated to reflux for 12 hours, sampling point plate, the reaction is complete; natural cooling, filtration, the filtrate is 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; O, 9.11. ESI-MS(m / z)(M+): The theoretical value is 527.15, and the measured value is 527.18.
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