Preparation method of dye sensitizer based on phenothiazine
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A dye sensitizer, thiaphenazine technology, applied in the field of solar cells, can solve the problems of ruthenium, such as expensive environment, harmfulness, application restrictions, etc.
Inactive Publication Date: 2016-08-17
NANCHANG HANGKONG UNIVERSITY
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Compared with traditional inorganic solar cells based on high-purity silicon crystals, dye-sensitized solar cells (DSSCs) have attracted much attention due to their advantages of low cost, easy dye synthesis and high conversion efficiency. TiO2 based on metal ruthenium complex sensitization 2 Although DSSC made of nanocrystalline thin film has high energy conversion efficiency, its application is limited because ruthenium is expensive and harmful to the environment. ...
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Embodiment 1
[0028] Step 1: Preparation of B Add 6g (30mmol) phenothiazine, 120mL DMSO, 2.4g (60mmol) NaOH solid into a 250mL single-necked bottle, stir at room temperature for 30min, and drop 1-hexadecyl bromide with a dropping funnel under nitrogen protection Alkane (14.6 mL, 48 mmol), reacted at room temperature for 24 h, distilled off DMSO under reduced pressure, extracted the reactant three times with dichloromethane, dried the organic layer with anhydrous MgSO4 for 8 h, purified the product with n-hexane to obtain a yellow oil, and the yield was 87.5%;
[0029] Step 2: Synthesis of L4 Add 12.4 mL of DMF into a three-neck flask, cool in an ice bath, and add phosphorus oxychloride (16.5 mL) dropwise within 30 min. Compound B (3g, 7.08mmol) was dissolved in 1,2-dichloroethane (10.05mL) solution, then added dropwise to the above solution and heated to 95°C for 4h, then poured into ice water, washed with saturated sodium hydroxide Adjust the pH to 6-7, then extract three times with dichlo...
Embodiment 2
[0038] Step 1: Preparation of B Add 3g (15mmol) phenothiazine, 60mL DMSO, 1.2g (30mmol) NaOH solid into a 250mL single-necked bottle, stir at room temperature for 30min, and drop 1-hexadecyl bromide with a dropping funnel under nitrogen protection Alkane (14.6mL, 48mmol), reacted at room temperature for 24h, distilled off DMSO under reduced pressure, extracted the reactant three times with dichloromethane, dried the organic layer with anhydrous MgSO4 for 8h, and purified by column with dichloromethane:n-hexane=4:1 The obtained product was obtained as a yellow oil with a yield of 80%.
[0039] Step 2: Synthesis of L4 Add 6.2 mL of DMF into a three-neck flask, cool in an ice bath, and add phosphorus oxychloride (8.25 mL) dropwise within 30 min. Compound B (1.5g, 3.54mmol) was dissolved in 1,2-dichloroethane (5mL) solution, and then added dropwise to the above solution, heated to 95°C for 4h, poured into ice water, washed with saturated sodium hydroxide Adjust the pH to 6-7, the...
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Abstract
The invention discloses a preparation method of a dye sensitizer based on phenothiazine. The method comprises the following steps: adding a molar equivalent amount of phenothiazine to a one-mouth flask, dissolving phenothiazine in DMSO, adding 2 molar equivalent amounts of a NaOH solid, carrying out room temperature stirring for 30min, adding 1.6 molar equivalent amounts of 1-bromohexadecane in a dropwise manner under the protection of nitrogen by using a dropping funnel, reacting at room temperature for 24h, carrying out reduced pressure distillation to remove the DMSO, extracting the above reactant with dichloromethane three times, and drying the above obtained organic layer with anhydrous MgSO4 for 8h. The dye sensitizer R adopting a phenothiazine derivative as an electron donor and cyanoacrylic acid as an electron acceptor is synthesized through adopting a phenothiazine molecule as a template and phenothiazine and cyanoacrylic acid as connecting groups, and the dye sensitizer R is soluble in organic solvents, such as chloroform, toluene and tetrahydrofuran. Results of nuclear magnetic resonance verification of the structure of an intermediate for synthesizing the dye sensitizer R, ultraviolet-visible absorption spectrum, fluorescence spectrum and electrochemical performance analysis of the intermediate show that the optical band gap of the intermediate is basically consistent with the electrochemical band gap, so the dye sensitizer can be used as a good luminescent material.
Description
technical field [0001] The invention relates to the field of solar cells, in particular to a preparation method of a thienazine-based dye sensitizer. Background technique [0002] Dye-sensitized solar cells have attracted extensive attention from all walks of life because of their low price, simple preparation process, and environmental friendliness. Dye-sensitized solar cells have achieved significant development in the past few decades. At present, the photoelectric conversion efficiency of dye-sensitized solar cells has exceeded 12%, which is comparable to that of amorphous silicon solar cells. The photoelectric conversion efficiency of pure organic dye-sensitized solar cells has also been broken by 10%. New sensitized cells based on perovskite structures have also reached 15%. [0003] Nowadays, dye-sensitized solar cells are an emerging photovoltaic technology with the most potential for development. Its high theoretical conversion efficiency, high transparency, simp...
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