A class of phenoxazine dyes and their application in dye-sensitized solar cells
A solar cell and dye sensitization technology, which is applied in the synthesis and application of functional dyes, can solve problems such as poor spectral response, and achieve the effects of optimizing conjugation, inhibiting molecular aggregation, and enhancing solubility
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Embodiment 1
[0047] Synthesis of phenoxazine dye sensitizer with chemical structure formula (II).
[0048] A kind of phenoxazine dye sensitizer whose chemical structural formula is (II), its synthetic route is as follows:
[0049]
[0050] Synthesis of Intermediate 7:
[0051] Add 3.24g of intermediate 2 and 1.5g of intermediate thiophene boronic acid aldehyde into the three-necked flask, then add 2.6g of aqueous solution of potassium acetate and 50mL of solvent tetrahydrofuran, Ar 2 Add catalyst 0.10g Pd(PPh 3 ) 4 , the reaction temperature was raised to 78°C and refluxed for 24h. After the reaction was completed, the solvent was spin-dried, and the organic phase was extracted with dichloromethane. The organic phase was washed successively with saturated aqueous sodium chloride solution and water, and the organic phase was dried with anhydrous sodium sulfate. The solvent was spun off, and product 7 (orange solid, yield 33.8%) was obtained by separation with dichloromethane / petroleu...
Embodiment 2
[0070] Synthesis of phenoxazine dye sensitizer with chemical structure formula (III).
[0071] A kind of chemical structural formula is the phenoxazine dye sensitizer of (III), and its synthetic route is as follows:
[0072]
[0073] Synthesis of intermediate 11:
[0074] Add 2.69g of bromoisooctyloxytriphenylamine and 2.6g of EDOT tributyltin compound into the three-necked bottle, then add 60mL of anhydrous toluene, N 2 Add 0.536g catalyst Pd(PPh 3 ) 4 , Reacted at 110°C for 16h. After the reaction was completed, the crude product was extracted three times with dichloromethane, the organic phase was washed with water, and the organic phase was dried with anhydrous sodium sulfate. The solvent was spun off, and intermediate 7 (yellow oil, yield 30%) was obtained by column separation with dichloromethane / petroleum ether (v / v, 1 / 25).
[0075] NMR characterization data of intermediate 11:
[0076] 1 H NMR (CDCl 3 ,400MHz,ppm):δ=7.501-7.479(d,2H),7.047-7.026(d,4H),6.923-...
Embodiment 3
[0085] Synthesis of phenoxazine dye sensitizer with chemical structure formula (IV).
[0086] A kind of phenoxazine dye sensitizer whose chemical structural formula is (IV), its synthetic route is as follows:
[0087]
[0088] Synthesis of intermediate 13:
[0089] Add 0.38g of intermediate 6 and 20mL of solvent tetrahydrofuran into the three-necked flask, stir at 0°C in the dark, weigh 0.124g of NBS in the dark and dissolve it in 20mL of solvent THF, add it dropwise to the three-necked flask through a constant pressure dropping funnel, drop After the addition, the device was moved to room temperature for 12 hours. After the reaction was complete, the solvent was spun off, the crude product was extracted with dichloromethane, the organic phase was washed with water and dried over anhydrous sodium sulfate. The solvent was spun off, and the intermediate product 13 (yellow solid, yield 47%) was obtained by separation with dichloromethane / petroleum ether (v / v, 1 / 4).
[0090]...
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