Conjugated polyelectrolyte photoelectric material and applications thereof in polymer light-emitting diodes
A conjugated polyelectrolyte, light-emitting diode technology, applied in organic chemistry and other directions, can solve the problems of low electrical conductivity, corrosion, PVK hole injection/transport performance is not good, and achieve high electrical conductivity, which is conducive to injection and The effect of transmission
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Embodiment 1
[0021] Preparation of 4,4-dibromo-2-nitrobiphenyl (1)
[0022] Dissolve 4,4-dibromobiphenyl (20g, 64mmol) in glacial acetic acid (300mL), heat and stir at 110°C, add concentrated nitric acid (70%, 132mL) dropwise to glacial acetic acid, heat for 6h until solid Slowly dissolve, then cool to room temperature. The reaction solution was filtered, the solid was washed with water, and then recrystallized with 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
[0024] Preparation of 2,7-dibromocarbazole (2)
[0025] Triethyl phosphate (60 mL) added with compound 1 (16.5 g, 46.1 mmol) was heated to reflux for 18 h under nitrogen protection. The reaction liquid was distilled off under reduced pressure to remove excess solvent, and the residue was dissolved in a small amount of dichloromethane, 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
[0027] Preparation of p-methylphenyl-1-bromo-6-hexyl ether (3)
[0028] Add p-cresol (28g), 1,6-dibromohexane (220mL), potassium carbonate (60g), tetrabutylammonium bromide (3.8g) and acetone (150mL) into a 500mL flask, heat and stir to reflux 48h. The reaction was cooled to room temperature, filtered, and the filtrate was spun with a circulating water pump until the mass was no longer reduced, and then distilled under reduced pressure with an oil pump, and the fraction collected at 210°C~220°C was a colorless oily product (53.5g, yield76.1%). 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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