Silane-substituted two-dimensional conjugated polymer and preparation method thereof, and application of silane-substituted two-dimensional conjugated polymer to photovoltaic device
A two-dimensional conjugated, polymer technology, used in photovoltaic power generation, electric solid-state devices, semiconductor devices, etc., can solve problems such as difficult energy levels, poor morphology stability, and low efficiency.
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Embodiment 1
[0084] Example 1, 2,6-bis(trimethyltin group) 4,8-bis((3-n-propyl)silthienyl)benzo[1,2-b:4,5-b']di Synthesis of Thiophene (M1) Compound
[0085]
[0086] According to the reaction equation shown above, under the protection of argon, slowly add n-butyllithium (40 ml, 2.5M / L, Stored in n-hexane), the mixture was kept at -78° for 1 hour and slowly warmed to room temperature. Then, tripropylsilyl chloride (19.2 g, 100 mmol) was added, and the mixture was stirred overnight. The mixture was extracted twice with ether, washed with distilled water and brine. Further purification by silica gel column chromatography using hexane as eluent gave 2-(3-propylsilyl)thiophene (A01) as a colorless liquid.
[0087] The structural confirmation data are as follows: GC-MS: m / z=240, 1 HNMR (400MHz, CDCl 3 ),δ(ppm):7.57-7.56(d,1H),7.22(d,1H),7.16-7.15(t,1H),1.40-1.32(m,6H),0.96-0.92(m,9H), 0.80-0.75(m,6H).
[0088] Add 7.20 g (30.0 mmol) of 2-(3-propylsilyl)thiophene (A01) into a 250 mL tw...
Embodiment 2
[0091] Embodiment 2, formula P 1 Synthesis of the indicated polymers
[0092]
[0093] According to the above reaction equation, take 0.3 mmol each of monomers M1 and M2, dissolve it in a mixed solvent of toluene (8 mL) and DMF (2 mL), exhaust the air with argon for 5 minutes, and then add the catalyst tetrakis (triphenyl Phosphine)palladium(0) (20 mg) was followed by further evacuation of air for 25 minutes, and then the polymerization was stopped after 12 hours at the reflux temperature of toluene. The polymer solution was cooled to room temperature, and slowly precipitated into methanol (50 mL), and the precipitated solid polymer was sequentially eluted with methanol and n-hexane in a Soxhlet extractor. Finally dissolve with chloroform and precipitate into methanol, filter, and vacuum dry for one day to obtain the formula P of black solid powder 1 Shown polymer, yield is 81%, GPC: Mn=23.5K; Mw / Mn=2.0.Anal.Calcd for C 66 h 85 f 2 N 3 S 6 Si 2 (%): C, 65.68; H, 7.1...
Embodiment 3
[0094] Embodiment 3, formula P 2 Synthesis of the indicated polymers
[0095]
[0096] According to the above reaction equation, take 0.3mmol of each monomer M1 and M3, dissolve it in a mixed solvent of toluene (8mL) and DMF (2mL), exhaust the air with argon for 5 minutes, and then add the catalyst tetrakis (triphenyl Phosphine)palladium(0) (20 mg) was followed by further evacuation of air for 25 minutes, and then the polymerization was stopped after 12 hours at the reflux temperature of toluene. The polymer solution was cooled to room temperature, and slowly precipitated into methanol (50 mL), and the precipitated solid polymer was sequentially eluted with methanol and n-hexane in a Soxhlet extractor. Finally dissolve with chloroform and precipitate into methanol, filter, and vacuum dry for one day to obtain the formula P of black solid powder 1 The polymer shown, the productive rate is 65%, GPC: Mn=18.2K; Mw / Mn=1.9.Anal.Calcd for C 51 h 65 FOS 6 Si 2 (%): C, 63.70; ...
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