Bisphenothiazinyl zinc porphyrin dye and preparation method thereof

A technology of bis-phenothiazine zinc and phenothiazine zinc is applied in the field of dye-sensitized solar cells to achieve the effects of good absorption, simple synthesis route and good application potential

Active Publication Date: 2021-03-12
GUILIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, there is no research report on the construction of zinc porphyrin dye molecules with bisphenothiazine groups as D units

Method used

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  • Bisphenothiazinyl zinc porphyrin dye and preparation method thereof
  • Bisphenothiazinyl zinc porphyrin dye and preparation method thereof
  • Bisphenothiazinyl zinc porphyrin dye and preparation method thereof

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Embodiment

[0027] (1) Synthesis of Intermediate 3: Weigh dipyrromethane (3.07g, 21.00mmol) and dodecyloxybenzaldehyde (9.98g, 21.00mmol) into a three-necked flask; measure 500mL of dichloromethane and add Put 1000mL into a three-neck flask, protected by argon, and stir at room temperature for 10 minutes in the dark to fully dissolve; inject (0.92mL, 12.60mmol) trifluoroacetic acid into a needle and stir for 4h; then weigh 2,3-dichloro-5 , 6-dicyano-1,4-benzoquinone (5.72g, 25.20mmol) was added into a three-neck flask and stirred for 1h. The reaction was tracked by thin-layer chromatography until the concentration of the reactant was basically constant, and 4 mL of triethylamine was taken to neutralize the mixed solution to stop the reaction. Post-processing: spin-drying, silica gel column chromatography (dichloromethane:petroleum ether elution=5:1) gradient elution, product 3 was collected, spin-dried to give a deep purple solid, and dried in a vacuum oven to constant weight (3.78g , yi...

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Abstract

The invention discloses a bisphenothiazinyl zinc porphyrin dye and a preparation method thereof. Bisphenothiazinyl amine serves as a D unit to be connected with a zinc porphyrin core, a benzene ring serves as a bridging (pi) unit, carboxylic acid serves as an electron withdrawing (A) unit, benzothiadiazole containing triple bonds is inserted between the zinc porphyrin core and the pi unit to serveas an auxiliary A unit, the transition energy level of intramolecular electrons is adjusted, and the absorption spectrum is broadened. According to the synthetic route of the bisphenothiazinyl zinc porphyrin dye provided by the invention, the prepared bisphenothiazinyl zinc porphyrin dye has better absorption on sunlight in a visible light region. Good application potential is realized in the DSSC.

Description

technical field [0001] The invention belongs to the field of dye-sensitized solar cells, and in particular relates to a bisphenothiazine-based zinc porphyrin dye and a preparation method thereof. Background technique [0002] In recent years, zinc porphyrin dyes have been widely used in dye-sensitized solar cells (Dye-sensitized solar cells, DSSCs), similar to the role of chlorophyll in photosynthesis, play a role in absorbing sunlight. Zinc porphyrin dyes have good light absorption ability in the visible and near-infrared regions, and the multiple reactive sites on the porphyrin structure are conducive to structure modification and performance regulation. At present, zinc porphyrin dyes are the most excellent dyes in DSSC, and have great application potential. [0003] Zinc porphyrin dyes with different properties can be obtained by functional modification of zinc porphyrin units. The bisphenothiazinylamine with a "Y-shaped" structure is used as an electron donor D unit (...

Claims

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Application Information

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IPC IPC(8): C09B47/16C07D487/22
CPCC09B47/16C07D487/22Y02P70/50
Inventor王鸿钰黎盛中谭海军
OwnerGUILIN UNIVERSITY OF TECHNOLOGY