D-A-D type organic semiconductor material and preparation method and application thereof
An organic semiconductor, D-A-D technology, used in semiconductor/solid-state device manufacturing, semiconductor devices, organic chemistry, etc., can solve the problems of inefficient battery efficiency, poor stability, complex synthesis, etc., to improve hole mobility, improve efficiency, The effect of a simple synthesis route
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Embodiment 1
[0030] Synthesis of Organic Semiconductor Materials (5)
[0031] The synthetic route is as follows:
[0032]
[0033] The raw material (1) used in this example is prepared according to the literature Arroyave, F.A.; Richard, C.A.; Reynolds, J.R.Org.Lett.2012, 14, 6138-6141; A.; Ibrahim Dar, M.; Gao, P.; Jankauskas, V.; Jacopin, G.; .Soc.2015,137,16172-16178. Prepared; other reagents can be obtained commercially.
[0034] The synthesis of formula (3) compound:
[0035] Under the protection of argon, add 378mg of raw material (1), 108mg of compound of formula (2), 10mL of ethanol and 1mL of acetic acid into a 100mL two-necked round-bottomed flask successively, and heat to reflux at 120°C for 3h; The yellow-green solid obtained by suction filtration with water and ethanol was compound (3), and 180 mg of the product was obtained with a yield of 40%. HRMS (ESI) calcd for C 16 h 7 Br 2 N 2 S 2 (M+H + ):448.8417.found:448.8381.
[0036] The synthesis of D-A-D type organ...
Embodiment 2
[0039] The synthesis of formula (3) compound:
[0040] Under the protection of argon, add 378mg of raw material (1), 183mg of the compound of formula (2), 10mL of ethanol and 1mL of acetic acid into a 100mL two-necked round-bottomed flask successively, and heat to reflux at 120°C for 3h; Suction filtration of water and ethanol gave a yellow-green solid which was compound (3), and 243 mg of the product was obtained with a yield of 54%.
[0041] Synthesis of D-A-D type organic semiconductor material (5):
[0042] Under the protection of argon, in a 100mL two-necked round-bottomed flask, add successively 450mg of the compound shown in formula (3), 3010mg of the compound of formula (4), 22mg of tetrakistriphenylphosphine palladium, 2453mg of potassium carbonate (2mol / L) and 20mL Toluene; the reaction system was heated to 90°C for 8 hours and cooled to room temperature, and the solvent was distilled off under reduced pressure; the crude product was purified by column chromatograph...
Embodiment 3
[0044] The D-A-D type organic semiconductor material (5) prepared in Example 1 is used as a hole transport material, according to the literature: Wang, J.; Zhang, H.; Wu, B.; Wang, Z.; Sun, Z .; Xue, S. Wu, Y.; Hagfeldt, A.; Liang, M. Angew. Chem. 2019, 58, 15721-15725. Preparation of perovskite solar cells. Test light source: AM 1.5 (solarsimulator-Oriel 91160-1000, 300W), data acquisition using Keithley 2400 digital source meter. see test results Figure 7 , the short-circuit photocurrent density of the battery device reaches 23.85mA cm -2 , the open circuit voltage is 1.076V, the fill factor is 0.744, and the photoelectric conversion efficiency reaches 19.09%.
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