Preparation method and application of novel D-A copolymerization donor material
A D-A and copolymer technology, applied in the field of preparation of new D-A copolymer donor materials, can solve the problems of low photoelectric conversion efficiency, large environmental pollution, complex processing technology, etc., and achieve improved energy conversion efficiency, strong electron-absorbing ability, high-altitude effect on hole mobility
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Embodiment 1
[0102] Embodiment 1: the preparation of intermediate 1
[0103]
[0104] Add 2,3-dichloromaleic anhydride (4.17g, 25mmol) and acetic acid (25ml) into a 100ml single-necked bottle, and then slowly add 2-octyldodecanylamine (8.18g, 27.5mmol) dropwise into the bottle. The reaction system was heated to reflux at 100°C for 22h. After the reaction, extract with dichloromethane, spin dry the solvent, use petroleum ether and dichloromethane as eluents, and separate by column chromatography to obtain 9.93 g of light yellow liquid with a yield of 89%.
[0105] NMR characterization data of Intermediate 1:
[0106] 1 H NMR (400MHz, Chloroform-d) δ3.47(d, J=7.1Hz, 2H), 1.75(q, J=6.4Hz, 1H), 1.24(m, 32H), 0.86(td, J=6.6, 2.7Hz,6H).
Embodiment 2
[0107] Embodiment 2: the preparation of intermediate 2
[0108]
[0109] Intermediate 1 (2.23g, 5mmol), sodium iodide (3.75g, 25mmol), and acetonitrile (25ml) were added to a 100ml single-necked bottle, and the reaction system was heated to reflux at 100°C for 72h. After the reaction, wash with saturated NaCl and water, extract with dichloromethane, spin dry the solvent, use petroleum ether and dichloromethane as eluents, and separate by column chromatography to obtain 2.83 g of dark yellow liquid with a yield of 90%.
Embodiment 3
[0110] Embodiment 3: the preparation of intermediate 3
[0111]
[0112] Intermediate 2 (3.15g, 5mmol), 3-thiophene boronic acid (1.60g, 12.5mmol), Pd(OAc) 2 (56mg, 0.25mmol) and t-Bu 3 PHBF 4 (144mg, 0.5mmol) was dissolved in acetone (60ml) solvent, under nitrogen protection, after stirring at room temperature for 5min, 8ml of NaOH (2M) aqueous solution was added, and the reaction mixture was reacted at room temperature for 5h. After the reaction, wash with saturated NaCl and water, extract with dichloromethane, spin dry the solvent, use petroleum ether and dichloromethane as eluents, and separate by column chromatography to obtain 2.41 g of yellow-green liquid with a yield of 89%.
[0113] NMR characterization data of Intermediate 3:
[0114] 1 H NMR (400MHz, Chloroform-d) δ7.99 (dd, J = 2.9, 1.2Hz, 2H), 7.33 (dd, J = 5.1, 2.9Hz, 2H), 7.30–7.23 (m, 2H), 3.51 ( d, J=7.2Hz, 2H), 1.83(m, 1H), 1.26(t, J=3.8Hz, 32H), 0.87(td, J=6.8, 3.7Hz, 6H).
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