A 5‑alkyl‑2,3‑dihydrobenzofuran‑c 60 Fullerene double adduct and its preparation method and use
A technology of double adducts and fullerenes, applied in the field of material chemistry, can solve the problems of arrangement affecting carrier mobility, effect, and effect reduction, and achieves easy separation and purification, short reaction time, and extremely The effect of R&D and market investment value
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Embodiment 1
[0041] Example 1: 5-isopropyl-2,3-dihydrobenzofuran-C 60 Preparation of fullerene bis-adducts (BFCBA1).
[0042] (1) In an argon atmosphere, add 2.80 g (50 mmol) KOH and 3.42 g (20 mmol) p-toluenesulfonamide to 80 mL of anhydrous methanol, stir for 10 min, then add 6.4 g (20 mmol) diacetoxyiodobenzene, stirred at 5°C for 0.5 h, returned to room temperature and then reacted for 3 h, then poured the clear solution into ice-water mixture to obtain the crude product TsN=IPh as light yellow solid, Filter with a sand core filter, recrystallize with methanol, and dry in vacuum for 8 h to obtain TsN=IPh. Fill it with nitrogen and store it in a refrigerator at 4 °C until use. The yield is about 60%.
[0043]
[0044] (2) In an argon atmosphere, add 3.6 mg (0.036 mmol) of cuprous chloride and 6.0 μL (0.072 mmol) of 2,6-lutidine into the flask, and add it to 120 mL of anhydrous o-dichlorobenzene , after stirring for 30 min at room temperature, 1.30 g (1.8 mmol) of C 60 and 1.68 g (...
Embodiment 2
[0051] Example 2: 5-tert-butyl-2,3-dihydrobenzofuran-C 60 Preparation of fullerene bis-adducts (BFCBA2).
[0052] (1) In an argon atmosphere, add 2.80 g (50 mmol) KOH and 3.42 g (20 mmol) p-toluenesulfonamide to anhydrous methanol, stir for 10 min, and o Add 6.4 g (20 mmol) diacetoxyiodobenzene at 5°C, stir for 0.5 h at 5°C, and react for 3 h after returning to room temperature. Pour the clear solution into the ice-water mixture to obtain light yellow The solid TsN=IPh crude product was filtered with a sand core filter, washed three times with ultrapure water and anhydrous ether, recrystallized with methanol, and dried in vacuum for 8 hours to obtain TsN=IPh, which was filled with nitrogen and placed in 4 Stored in a refrigerator at ℃ for later use, the yield is about 60%.
[0053] (2) In an argon atmosphere, add 3.6 mg (0.036 mmol) cuprous chloride, 6.0 μL (0.072 mmol) 2,6-lutidine into the flask, and then add 120 mL of anhydrous o-dichlorobenzene , after stirring for 30 m...
Embodiment 3
[0061] Example 3: 5-tert-amyl-2,3-dihydrobenzofuran-C 60 Preparation of fullerene bis-adducts (BFCBA3).
[0062] (1) In an argon atmosphere, add 2.80 g (50 mmol) KOH and 3.42 g (20 mmol) p-toluenesulfonamide to anhydrous methanol, stir for 10 min, then add 6.4 g (20 mmol) diacetoxyiodobenzene, stirred at 5°C for 0.5 h, returned to room temperature and then reacted for 3 h, then poured the clear solution into ice-water mixture to obtain the crude product TsN=IPh as light yellow solid, Filter with a sand core filter, wash with ultrapure water and anhydrous ether three times, recrystallize with methanol, and vacuum-dry for 8 h to obtain TsN=IPh, which is filled with nitrogen and stored in a refrigerator at 4 °C for later use. The yield is about 60%.
[0063] (2) In an argon atmosphere, add 3.6 mg (0.036 mmol) cuprous chloride, 6.0 μL (0.072 mmol) 2,6-lutidine into the flask, and then add 120 mL of anhydrous o-dichlorobenzene , after stirring for 30 min at room temperature, 1.3...
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