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Organic photosensitizer and preparation method and application thereof

A photosensitizing dye and organic technology, applied in the field of organic photosensitizing dyes and their preparation, can solve the problems of small short-circuit current density, small molar absorption coefficient, low molar absorption coefficient and short-circuit current density, etc.

Active Publication Date: 2018-02-16
JIANGXI AGRICULTURAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] D-D-π-A, D-A-π-A structure of organic photosensitive dyes, there is only a single D-π-A structure so that the molar absorptivity is small, and at the same time has a TiO on the photoanode 2 Membrane-bound adsorption groups, a photogenerated electron generated after light absorption can only be injected into TiO through a D-π-A transport channel 2 The conduction band enters the external circuit, and the short-circuit current density generated is not large; A-π-D-π-A and (D-π-A) 2 The structure of the dye has two photoanodes on TiO 2 Membrane-bound adsorption groups, two photogenerated electrons generated after light absorption can be injected into TiO through two D-π-A transport channels 2 The conduction band and enter the external circuit, but the dyes with the A-π-D-π-A structure share an electron donor, which is still a single D-π-A structure, and its molar absorptivity is still not high enough to make the short-circuit current density The improvement is limited, (D-π-A) 2 Although the structural dye contains two independent D-π-A structures, there are still defects such as low molar absorptivity and low short-circuit current density.

Method used

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  • Organic photosensitizer and preparation method and application thereof
  • Organic photosensitizer and preparation method and application thereof
  • Organic photosensitizer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0078] Embodiment 1: the synthesis of organic photosensitive dye (POZ-PTZ-TC)

[0079] In the synthesis of organic photosensitive dyes (POZ-PTZ-TC), intermediate p and intermediate i need to be prepared first, and the preparation method of intermediate p, intermediate i, and intermediate p and intermediate i are as follows The sequence for preparing organic photosensitive dyes (POZ-PTZ-TC) is described:

[0080] 1. Preparation of intermediate p

[0081] (1) Synthesis of intermediate m

[0082]

[0083] Add phenoxazine and 1,6-dibromohexane (molar ratio = 1:8), sodium hydride, and ethylene glycol dimethyl ether into a three-necked flask, fill with nitrogen, stir at room temperature for 24 h, wash the reaction mixture with water, and It was extracted with methyl chloride, dried with anhydrous, concentrated by rotary evaporation, and a colorless liquid was obtained through silica gel column chromatography with petroleum ether as eluent, with a yield of 67.1%.

[0084] NMR c...

Embodiment 2

[0144] Embodiment 2: the ultraviolet-visible absorption spectrum test of dyestuff (POZ-PTZTC) and contrast dyestuff (PTZSC-RD)

[0145] The synthetic organic photosensitive dyes R-PTZSC and POZ-PTZ-TC were formulated into 2×10 -5 The dichloromethane-tetrahydrofuran solution of mol / L adopts METASH UV 5200PC ultraviolet spectrophotometer to carry out the test of absorption spectrum, and test result is as follows figure 1 As shown in the figure, the abscissa represents the absorption wavelength in nanometers, and the ordinate represents the molar absorptivity coefficient in units of 10 4 m -1 cm -1 .

[0146] pass figure 1 It can be seen that the molar absorptivity at the maximum absorption wavelength of the organic photosensitive dye POZ-PTZ-TC with phenothiazine and phenoxazine as electron donors and containing three independent light-harvesting units and multiple adsorption groups is 8.86×10 4 m -1 cm -1 , the molar absorptivity at the maximum absorption wavelength of t...

Embodiment 3

[0147] Example 3: Dye-sensitized solar cell assembled with dye (POZ-PTZ-TC) and contrast dye (R-PTZSC) and battery performance test

[0148] 1. Assembly of dye-sensitized solar cells (dye: POZ-PTZ-TC)

[0149] (1) Pretreatment of conductive glass

[0150] Cut the conductive glass into a size of 5.5×7.5cm, then ultrasonically clean the cut conductive glass with detergent, acetone, deionized water, and ethanol for 30 minutes, and finally dry it for later use.

[0151] (2) Preparation of battery photoanode

[0152] Place the conductive glass with the conductive side facing up, and screen-print the TiO 2 The paste is printed on conductive glass, and TiO with a thickness of 2 μm can be prepared in one printing 2 film, which will then be attached with TiO 2 The conductive glass of the film was dried in an oven at 125°C, and repeated 5 times to obtain TiO with a total thickness of 10 μm. 2 membrane. Using the same method and then on the 10μm TiO 2 Large particles of TiO with a...

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Abstract

The invention relates to an organic photosensitizer and a preparation method and application thereof. The organic photosensitizer is characterized in that phenothiazine (or phenoxazine) is treated asan electron donor, and three independent light-harvesting units and a plurality of absorbing groups are provided; the organic photosensitizer has the structure as shown in formula (VII), wherein definitions of R1, R2, R3, R4, X1, X2, P and L can be seen in the specification. The invention also provides the preparation method of the organic photosensitizer and the application of the organic photosensitizer in a dye-sensitized solar cell. The organic photosensitizer is wide in spectral response range and high in molar adsorption coefficient, and is high in absorbing performance on a TiO2 film. The organic photosensitizer applicable to the preparation of the dye-sensitized solar cell is capable of producing high short-circuit current density (Jsc); the assembled dye-sensitized solar cell is high in photoelectric conversion efficiency (eta).

Description

technical field [0001] The invention belongs to the field of synthesis and application of optical functional materials, and relates to an organic photosensitive dye and its preparation method and application. Background technique [0002] Due to the prominent problems of energy shortage, greenhouse effect, and air pollution caused by the use of traditional fossil energy, it has become a global consensus to develop alternative new energy and promote a low-carbon economy. Due to the unique advantages of solar energy such as safety and "zero" carbon emissions, the development and utilization of clean and abundant solar energy has become a hot spot in the world. Dye-sensitized solar cells (DSCs), whose working principle is similar to plant photosynthesis, have become a device with great potential to realize photoelectric conversion by using solar energy because of its simple preparation, low manufacturing cost and good application prospects. 1991 (O'Regan B., M.Nature, 1991,...

Claims

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Application Information

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IPC IPC(8): C07D417/14C09B23/04H01G9/20
Inventor 洪艳平李力宇尹小莉吴国强廖晓宁王纯荣黄建平曾臻王学渊
Owner JIANGXI AGRICULTURAL UNIVERSITY
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