Poly-carbazole based conjugated polyelectrolyte photoelectric material and applications thereof in OLED (organic light emitting diode) devices
A conjugated polyelectrolyte, optoelectronic material technology, applied in the direction of electric solid devices, electrical components, semiconductor devices, etc., can solve the problem of reducing the life and stability of OLED devices, low electrical conductivity, and PVK hole injection/transport performance. Good and other problems, to achieve the effect of favorable injection and transmission, high conductivity
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Embodiment 1
[0022] Preparation of 4,4-dibromo-2-nitrobiphenyl (1)
[0023] Dissolve 4,4-dibromobiphenyl (20g, 64mmol) in glacial acetic acid (300mL), heat and stir at 110℃, add concentrated nitric acid (70%, 132mL) dropwise to glacial acetic acid, and heat for 6h until the solid is slow Dissolve slowly, then cool to room temperature. The reaction solution was filtered, the solid was washed with water, and then recrystallized from ethanol to obtain a yellow solid (17.6g, yield77%). 1 H-NMR (300MHz, CDCl 3 ): (ppm) 8.32 (d, 2H), 8.29 (d, 2H), 7.77 (dd, 2H).
Embodiment 2
[0025] Preparation of 2,7-dibromocarbazole (2)
[0026] The triethyl phosphate (60 mL) added with compound 1 (16.5 g, 46.1 mmol) was heated to reflux for 18 h under the protection of nitrogen. The reaction solution was distilled under reduced pressure to remove excess solvent, the residue was dissolved in a small amount of dichloromethane, and then precipitated with petroleum ether to obtain the initial product, and then silica gel / petroleum ether column chromatography was used to obtain a white solid (9.28g, yield 62%). 1 H-NMR(300MHz, CDCl 3 ): δ(ppm) 8.20 (br, 1H, NH); 7.92 (d, 2H); 7.56 (d, 2H); 7.35 (dd, 2H).
Embodiment 3
[0028] Preparation of p-methylphenyl-1-bromo-6-hexyl ether (3)
[0029] Add p-methylphenol (28g), 1,6-dibromohexane (220mL), potassium carbonate (60g), tetrabutylammonium bromide (3.8g) and acetone (150mL) to a 500mL flask, and stir to reflux with heating 48h. The reaction is cooled to room temperature, filtered, and the filtrate is rotated with a circulating water pump until the quality is no longer reduced, and then distilled under reduced pressure with an oil pump. The 210℃~220℃ fraction is collected as a colorless oily product (53.5g, yield 76.1%). 1 H-NMR(300MHz, CDCl 3 ): δ (ppm) 7.10 (d, 2H); 6.82 (d, 2H); 3.96 (t, 2H); 3.45 (t, 2H); 2.32 (s, 3H); 1.8 (br, 8H).
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