Dear Customers! We're out of the office from the 6th of October to the 11th of October. We sincerely apologize for the inconvenience. For WordPress 5.5.* related issues, please visit this article.
(3E,7E)-3,7-Bis(2-oxoindole-3-methylene)benzo[1,2-b:4,5-b']difuran-2,6(3H,7H)-dione (IBDF) is used as a novel electron acceptor building block for polymer semiconductors with extremely low energy levels. Copolymers of IBDF and thiophene exhibit stable electron transport properties in thin film transistors. Benzo[1,2-b:4,5-b']difuran-2,6(3H,7H)-dione can be used as a precursor for the synthesis of such semiconductors. Benzo[1,2-b:4,5-b']difuran-2,6(3H,7H)-dione (0.285 g, 1.50 mmol, 1.0 equiv), 6-bromo-1-(2-decyltetradecyl)indoline-2,3-dione (1.69 g, 3.00 mmol, 2.0 equiv) and toluenesulfonic acid (TsOH) (0.08 g, 0.42 mmol, 0.28 equiv) were stirred in acetic acid (15 mL) at 115 °C under argon for 17 h. The reaction mixture was then cooled to room temperature and filtered. The solid was washed with acetic acid and then methanol. The resulting dark purple solid was purified by column chromatography on silica gel (dichloromethane:hexane 1:1, v:v) to give 1.33 g (69%) of compound 2 as a dark blue solid.
(3E,7E)-3,7-Bis(2-oxoindole-3-methylene)benzo[1,2-b:4,5-b']difuran-2,6(3H,7H)-dione (IBDF) is used as a novel electron acceptor building block for polymer semiconductors with extremely low energy levels. Copolymers of IBDF and thiophene exhibit stable electron transport properties in thin film transistors. Benzo[1,2-b:4,5-b']difuran-2,6(3H,7H)-dione can be used as a precursor for the synthesis of such semiconductors.
Benzo[1,2-b:4,5-b']difuran-2,6(3H,7H)-dione (0.285 g, 1.50 mmol, 1.0 equiv), 6-bromo-1-(2-decyltetradecyl)indoline-2,3-dione (1.69 g, 3.00 mmol, 2.0 equiv) and toluenesulfonic acid (TsOH) (0.08 g, 0.42 mmol, 0.28 equiv) were stirred in acetic acid (15 mL) at 115 °C under argon for 17 h. The reaction mixture was then cooled to room temperature and filtered. The solid was washed with acetic acid and then methanol. The resulting dark purple solid was purified by column chromatography on silica gel (dichloromethane:hexane 1:1, v:v) to give 1.33 g (69%) of compound 2 as a dark blue solid.