Organic photoelectrical material as well as preparation method and application thereof
An organic optoelectronic material, electromechanical technology, applied in the directions of luminescent materials, organic chemistry, chemical instruments and methods, etc., to achieve the effects of simple preparation method, good industrialization prospects, and high luminous efficiency
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[0041] The present invention also provides a preparation method of an organic photoelectric material, the preparation route is as follows:
[0042]
[0043] Among them, R 1 One selected from C1-C10 alkyl, C6-C10 substituted or unsubstituted aryl; R 2 C6-C50 substituted or unsubstituted aryl, substituted or unsubstituted five-membered heterocycle, substituted or unsubstituted six-membered heterocycle, C10-C30 substituted or unsubstituted condensed ring, C8-C30 One of substituted or unsubstituted fused heterocycles; R 3 One selected from a hydrogen atom, a C1-C10 alkyl group, and a C6-C10 substituted or unsubstituted aryl group.
[0044] According to the present invention, the compound shown in Intermediate A is prepared according to the following method:
[0045] Under the protection of nitrogen, triphenylphosphine palladium is used as the catalyst, and potassium carbonate is used as the base, the intermediate A is obtained through Buchwald-Hartwig coupling reaction betwe...
Embodiment A
[0051] Example A: Synthesis of Intermediate A
[0052] (A1) Preparation of intermediate A1
[0053]
[0054] Tri-tert-butylphosphine (3 mL of a 1.0 M solution in toluene, 7.32 mmol), palladium acetate (0.4 g, 1.83 mmol) and sodium tert-butoxide (37.0 g, 402 mmol) were added to aniline (17.3 g, 186 mmol) and 2 - A solution of bromo-9,9-dimethylfluorene (49.7 g, 183 mmol) in degassed toluene (500 mL), and the mixture was heated at reflux for 2 hours. The reaction mixture was cooled to room temperature, diluted with toluene and filtered through celite. The filtrate was diluted with water and extracted with toluene, and the combined organic phases were evaporated under vacuum. The residue was filtered through silica gel and recrystallized to obtain intermediate A1 (45.8 g, yield 88%).
[0055] Mass Spectrum m / z: 285.19 (calculated: 285.15). Theoretical element content (%)C 21 h 19 N: C, 88.38; H, 6.71; N, 4.91 Measured element content (%): C, 88.37; H, 6.72; N, 4.91. The...
Embodiment A2
[0061] Example A2: Mass Spectrum m / z: 409.19 (calculated: 409.18). Theoretical element content (%)C 31 h 23 N: C, 90.92; H, 5.66; N, 3.42 Measured element content (%): C, 90.93; H, 5.65; N, 3.42. The above results confirmed that the obtained product was the target product.
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