Bipolar host materials and applications based on 4,6-diphenylsulfone dibenzofuran
A host material, bipolar technology, applied in the field of bipolar host materials, based on 4,6-diphenylsulfone dibenzofuran, can solve the problem of easy crystallization and current-carrying at glass transition temperature Problems such as sub-injection and transmission imbalance, high driving voltage, etc.
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Embodiment 1
[0030] (1) Synthesis of 4,6-diiododibenzofuran (b)
[0031] The synthetic route is as follows:
[0032]
[0033] Concrete synthetic steps are:
[0034] Dibenzofuran (8.41g, 50mmol) was weighed and added to a three-necked flask, under nitrogen protection, added to dry ether (150mL), the flask was placed in a low-temperature reactor at -78°C, and n-butyllithium (2.2 M, 68mL, 150mmol), after the dropwise addition, the reaction system slowly rose to room temperature, and continued to stir for 10h. After cooling down to -78°C, slowly add I 2 A tetrahydrofuran solution (38 g, 150 mmol) was stirred at room temperature for 4 h after the addition was complete. After the reaction, add 10% NaHSO 3 Solution (100mL), extraction and separation, the inorganic phase was extracted with dichloromethane (3*50mL), the organic phase was collected, dried with anhydrous MgSO4, and the solution was spin-dried to obtain a crude product, which was beaten with ethanol and dried by suction to obta...
Embodiment 2
[0053] (1) Synthesis of 4,6-bis[(4-(9H-carbazol-9-yl)phenylsulfone]dibenzo[b,d]furan(2)
[0054] The synthetic route is as follows:
[0055]
[0056] Concrete synthetic steps are:
[0057] Weigh carbazole (1.7g, 10mmol) into a 50mL flask, add 20mL of dry DMF, slowly add NaH (60%, 0.6g, 15mmol) at 0°C, stir at room temperature for 30min, and then add 4,6-bis [(4-Fluorophenyl)sulfone]dibenzo[b,d]furan (d1) (3 g, 5 mmol), the reaction was stirred at 60°C for 6 hours. After the reaction was completed, 60 mL of water was added, and a solid precipitated out. Suction filtration, washing with water, dichloromethane:n-hexane=2:1 was used as eluent, and 3.3 g of yellow solid was obtained by silica gel column chromatography. Yield: 85.7%
[0058] The product identification data are as follows:
[0059] 1 H NMR (400MHz, CDCl 3 )δ=8.62(d, J=8.0Hz, 4H), 8.66(d, J=8.0Hz, 2H), 8.23(d, J=8.0Hz, 2H), 8.15(d, J=8.0Hz, 4H) ,7.93(d,J=8.0Hz,4H),7.72(t,J=8.0Hz,2H),7.44(d,J=8.0Hz,4H),7.30(t...
Embodiment 3
[0061] (1) Synthesis of 4,6-bis[(3-bromophenyl)thio]dibenzo[b,d]furan (c2)
[0062] The synthetic route is as follows:
[0063]
[0064] Concrete synthetic steps are:
[0065] Weigh 4,6-diiododibenzofuran (b) (1.05g, 2.5mmol), 3-bromothiophenol (0.98g, 5.2mmol), CuI (0.095g, 0.5mmol), phenanthroline ( 0.18g, 1mmol), potassium carbonate (0.96g, 7mmol) in a 50mL three-necked flask, and change nitrogen three times. 10 mL of dry DMSO was added, and the temperature was raised to 130° C. for 16 hours. After the reaction, 150 mL of water was added, extracted with dichloromethane (3*20 mL), the organic layers were combined, and dried over anhydrous magnesium sulfate. Filter through a sand core funnel, spin dry the solvent, and separate by silica gel column chromatography with n-hexane / ethyl acetate=20 / 1 eluent to obtain 0.9 g of white solid. Yield: 66%
[0066] (2) Synthesis of 4,6-bis[(3-bromophenyl)sulfone]dibenzo[b,d]furan (d2)
[0067] The synthetic route is as follows: ...
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