Polycyclic aromatic compound, material for organic devices, organic electroluminescent element, display device, and lighting device
A polycyclic aromatic compound technology, which is applied in the fields of display devices and lighting devices, can solve the problems of undocumented production methods of NO-linked compounds, different electronic states, unknown characteristics, etc.
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[0769] Hereinafter, although an Example demonstrates this invention more concretely, this invention is not limited to the said Example. First, a synthesis example of a polycyclic aromatic compound will be described below.
Synthetic example (1
[0770] Synthesis Example (1): Synthesis of Compound (1-901)
[0771]
[0772] Under nitrogen atmosphere, compound (I-1) (3.05g, 10mmol), compound (I-2) (3.35g, 12mmol), potassium carbonate (4.10g, 30mmol), two (di-tert-butyl (4 -Dimethylaminophenyl) phosphine) dichloropalladium (II) (Pd-132: 0.0783g, 0.1mmol) and tetrabutylammonium bromide (TBAB: 0.97g, 3mmol) were put into a flask, and toluene ( 30ml) and distilled water (15ml), heated to reflux for 2 hours. The precipitated solid was suction-filtered, washed with water and heptane, and the obtained crude product was purified with a short column of silica gel (eluent: chlorobenzene), whereby it was obtained as a white solid Compound (1-901) was obtained (yield: 0.56 g).
[0773]
Synthetic example (2
[0774] Synthesis Example (2): Synthesis of Compound (1-902)
[0775]
[0776] Under nitrogen atmosphere, compound (I-3) (3.08g, 10mmol), compound (I-2) (3.35g, 12mmol), potassium carbonate (4.08g, 30mmol), two (di-tert-butyl (4 -Dimethylaminophenyl) phosphine) dichloropalladium (II) (Pd-132: 0.0775g, 0.1mmol) and tetrabutylammonium bromide (TBAB: 1.00g, 3mmol) were put into a flask, and toluene ( 30ml) and distilled water (15ml), heated to reflux for 14 hours. The precipitated solid was suction-filtered, washed with water and heptane, and the obtained crude product was purified with a short column of silica gel (eluent: chlorobenzene), whereby it was obtained as a white solid Compound (1-902) was obtained (yield: 1.27 g).
[0777]
[0778] Other polycyclic aromatic compounds of the present invention can be synthesized by the method according to the above-mentioned synthesis examples by appropriately changing the compounds used as raw materials.
[0779] Next, examples...
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