Small molecule organic dyes for dye-sensitized solar cells
A technology of organic dyes and small molecules, applied in the synthesis and application of dye-sensitized solar cell sensitizers, can solve the problems of high pollution and high price, and achieve high yield, simple and convenient post-processing, and mild reaction conditions. Effect
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Embodiment 1
[0032] Preparation of compound FWD2
[0033]
[0034] Compound FWD2 was obtained according to the following route:
[0035]
[0036] Synthesis of Intermediate 2
[0037] Add to round bottom flask (1470mg, 2.80mmol), Pd(PPh 3 ) 4 (325mg, 0.28mmol), K 2 CO 3 (3100mg, 22.4mmol) and styrene (821mg, 6.72mmol), 1,4-dioxane ((32mL) and H 2 O (8 mL), the mixture was stirred at 90 °C overnight. After cooling, the reaction mixture was extracted with dichloromethane. Anhydrous Na for organic phase 2 SO 4 dry. After filtration, the solvent was removed by rotary evaporation. The resulting crude product was purified by means of flash chromatography on silica gel using a mixture of petroleum ether / dichloromethane (1:1, v / v) as eluent to obtain 1220 mg of intermediate 1 (91.2% yield) as a yellow solid .
[0038] The intermediate product 2 is aided by 1 H NMR (300MHz, CDCl 3 ) characterization, the following spectra were obtained: δ: 7.08(s, 2H), 7.09(s, 2H), 7.12(d, J=8....
Embodiment 2
[0043] Preparation of compound FWD3
[0044]
[0045] Compound FWD3 was obtained according to the following route:
[0046]
[0047]Synthesis of intermediate 3
[0048] Add to round bottom flask (1470mg, 2.80mmol), Pd(PPh 3 ) 2 Cl 2 (325mg, 0.28mmol), K 2 CO 3 (3100mg, 22.4mmol), CuI (53mg, 0.10mmol) and phenylacetylene (600mg, 6.16mmol), toluene (40mL) and diisopropylamine (5mL), and the mixture was stirred at room temperature overnight. The reaction mixture was then extracted with dichloromethane. Anhydrous Na for organic phase 2 SO 4 dry. After filtration, the solvent was removed by rotary evaporation. The resulting crude product was purified by means of flash chromatography on silica gel using a mixture of petroleum ether / dichloromethane (1:1, v / v) as eluent to obtain 1250 mg of intermediate 3 (yield 84.8%) as a yellow solid .
[0049] The intermediate product 3 is aided by 1 H NMR (300MHz, CDCl 3 ) characterization, the following spectra were obtaine...
Embodiment 3
[0054] Determination of photovoltaic properties of compounds FWD1~3 (FW1 is a reported compound, its structure is shown below)
[0055]
[0056] Under the standard AM1.5 simulated sunlight, the light intensity is 100mW / cm 2 Under simulated sunlight, the measured photocurrent density-voltage curves of organic dye-sensitized solar cells based on compounds FWD1-3 are as follows figure 1 shown.
[0057] Its corresponding photoelectrode chemical properties: short-circuit current density (Jsc), open-circuit voltage (Voc), fill factor (FF) and power conversion efficiency (η) data are listed in Table 1
[0058] Table 1
[0059]
[0060] Through the analysis and comparison of the above data, it can be seen that introducing an extra benzene ring into the donor part, especially using a double bond as a bridge, is an effective way to obtain high-efficiency dyes.
[0061] Through systematic research on the optical, electrochemical and photovoltaic properties of DSSC based on the s...
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