d-a polymer photovoltaic materials based on thienoisobenzopyran asymmetric electron-donating unit and its application
A benzopyran, photovoltaic material technology, applied in photovoltaic power generation, electrical components, circuits and other directions, can solve the problems of complex preparation process and few varieties of high-efficiency photoelectric conversion devices, so as to improve the charge migration effect and enhance the dipole moment effect. , the effect of improving the mobility
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Embodiment 1
[0057] Bistin-substituted 5,5-bis(dodecyl)-7-(2-(thienyl)-5-hydro-thiophene[3,2-c]isochromene polymer monomer (M1 ), the synthesis route is shown in the figure below.
[0058]
[0059] 1.1 Synthesis of 2-(tributyltin)-3-methoxythiophene
[0060] In a 250mL three-necked flask, dissolve 3-methoxythiophene (4.56g, 40mmol) in 80mL dry tetrahydrofuran, stir magnetically, and slowly add n-butyllithium (27.5mL, 1.6M) dropwise at -78°C, - React at 78°C for 0.5h, and at room temperature for 2h. Then tributyltin chloride (14.3g, 44mmol) was added dropwise at -78°C, and reacted at room temperature for 5h. The reaction solution was poured into 100 mL of water, extracted three times with petroleum ether, 30 mL each time, and the combined organic layer was washed with saturated brine three times, 50 mL each time. The organic layer was dried, the organic solvent was distilled off under reduced pressure, and dried in vacuo to obtain a pale yellow liquid (15.5 g, 98.0%). 1 H NMR (400MHz...
Embodiment 2
[0074]
[0075] Synthesis of Polymer PTCBT
[0076] In a 25mL two-necked bottle, add dialkyltin-substituted polymerized monomer M1 (243mg, 0.205mmol), 4,7-dibromo-2,1,3-benzothiadiazole (58mg, 0.2mmol), three (Dibenzylideneacetone) dipalladium (5mg), tris(o-tolyl)phosphine (10mg), oxygen-free toluene 6mL. Under the protection of nitrogen flow, the temperature was controlled at 110° C. for 24 h. Bromobenzene (0.2 mL) was injected into the syringe as a capping agent, and reacted at 110° C. for 2 h. Cool naturally, add 10mL toluene to dilute the reaction solution, add dropwise to 100mL methanol for sedimentation, filter with suction, dissolve the solid in chlorobenzene, quickly separate through a silica gel column, and settle with methanol. The collected solids were sequentially subjected to Soxhlet extraction with methanol, diethyl ether and chloroform, and the chloroform extract was concentrated, dropped into methanol to settle. The solid was collected by suction filtrati...
Embodiment 3
[0077] The synthesis of embodiment 3 polymer PTCFBT
[0078]
[0079] In a 25mL two-necked bottle, add dialkyltin-substituted polymerized monomer M1 (243mg, 0.205mmol), 4,7-dibromo-5-fluoro-2,1,3-benzothiadiazole (58mg, 0.2 mmol), tris(dibenzylideneacetone) dipalladium (5mg), tris(o-tolyl)phosphorus (10mg), oxygen-free toluene 6mL. Under the protection of nitrogen flow, the temperature was controlled at 110° C. for 24 h. Bromobenzene (0.2 mL) was injected into the syringe as a capping agent, and reacted at 110° C. for 2 h. Cool naturally, add 10mL toluene to dilute the reaction solution, add dropwise to 100mL methanol for sedimentation, filter with suction, dissolve the solid in chlorobenzene, quickly separate through a silica gel column, and settle with methanol. The collected solids were sequentially subjected to Soxhlet extraction with methanol, diethyl ether and chloroform, and the chloroform extract was concentrated, dropped into methanol to settle. The solid was co...
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