Phenazine oxazines dye and application of the same in dye sensitization of solar battery

A solar cell, dye sensitization technology, applied in the directions of azine dyes, organic dyes, circuits, etc., can solve the problems of high cost and limited application, and achieve the effects of reducing production cost, high molar extinction coefficient, and high photoelectric conversion efficiency.

Inactive Publication Date: 2008-10-29
ZHONGKE ENTERPRISE DEV NINGDE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This kind of photosensitizing dye has limited its application due to the use of noble metals, which makes the cost of this kind of dye relatively high

Method used

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  • Phenazine oxazines dye and application of the same in dye sensitization of solar battery
  • Phenazine oxazines dye and application of the same in dye sensitization of solar battery
  • Phenazine oxazines dye and application of the same in dye sensitization of solar battery

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Example 1: Synthesis of N-dodecyl-3-cyanoacrylic acid group-phenoxazine

[0040] Reaction all carries out in dry environment, specifically comprises the following steps:

[0041] (1) Synthesis of N-dodecyl-3-formyl-phenoxazine

[0042]

[0043] Dissolve 1.05g (3mmol) of N-dodecyl-phenoxazine in 15ml of chloroform, add 548mg of DMF (7.51mmol), stir vigorously at room temperature, and slowly add 2.3g of POCl 3 (15 mmol). Then heat up to reflux state and keep warm for 24 hours. After the reaction, the acetone was evaporated as much as possible by a rotary evaporator. Using dichloromethane as eluent to perform column separation and purification on a silica gel column, 1.02 g (2.69 mmol) of compound N-dodecyl-3-formyl-phenoxazine was obtained, with a yield of 89.7%. NMR l H-NMR (400 MHz, Acetone-d6): δ (ppm): 0.84 (3H, t), 1.25-1.50 (18H, m), 1.70-1.71 (2H, m), 3.65-3.69 (2H, t) , 6.66(1H, d), 6.68-6.89(4H, m), 7.44-7.51(2H, m), 9.52(1H, s). Mass spectrum TOF MS ES ...

Embodiment 2

[0047] Example 2: N-ethyl-3-cyanoacrylic acid-phenoxazine

[0048]

[0049] Synthetic method is basically the same as embodiment 1, nuclear magnetic 1 H-NMR (400 MHz, Acetone-d6): δ (ppm): 1.03 (3H, t), 3.16 (2H, t), 6.72 (1H, d), 6.76-6.92 (4H, m), 7.51-7.57 (2H, m), 8.04 (1H, s). Mass Spectrometry TOF MS ES + : Found m / z 306.1005.Calc.for C 18 h 14 N 2 o 3 : 306.1004.

Embodiment 3

[0050] Example 3: N-Butyl-3-cyanoacrylate-phenoxazine

[0051]

[0052] Synthetic method is basically the same as embodiment 1, nuclear magnetic 1 H-NMR (400 MHz, Acetone-d6): δ (ppm): 0.96 (3H, t), 1.31 (2H, t), 1.48 (2H, t), 3.05 (2H, t), 6.70 (1H, d ), 6.79-6.94 (4H, m), 7.54-7.60 (2H, m), 8.03 (1H, s). Mass Spectrometry TOF MS ES + : Found m / z 334.1320.Calc.for C 20 h 18 N 2 o 3 : 334.1317.

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Abstract

The invention relates to a phenoxazine dye and a photoelectric converter using the dye, and belongs to the technology field of phenoxazine dyes. The technical proposal is that: the chemical structure of the dye contains substituted phenoxazine and the derivative thereof as electron donors and different conjugated groups as bridging chains, wherein one end of the bridging chains are connected with different electron-withdrawing groups. An electron-donating group on a nitrogen atom and lone-pair electrons on an oxygen atom interact with a chromophoric conjugated system, thereby resulting in more easier charge transfer of the excited state of molecules and generating unique photoelectric property. The phenoxazine dye has good application performance in dye-sensitized solar cells, and can replace expensive noble metal photosensitive dye in dye-sensitized solar cells.

Description

technical field [0001] The invention belongs to the technical field of phenoxazine dyes, and specifically relates to a phenoxazine dye composed of phenoxazine as an electron donor, an aromatic ring or a vinyl structure as a bridge and connected with different electron-withdrawing groups, and the dye Applications as photosensitizing dyes in dye-sensitized solar cells. Background technique [0002] A solar cell is a device that converts solar energy into electricity. The solar cells currently in use are mainly silicon cells. However, due to the high cost of silicon cells due to the rare raw materials and complicated manufacturing process, the application of this type of cells is limited. Dye-sensitized solar cells, as a new type of solar-to-electricity conversion device, were developed by M. Professor first proposed in 1991. After more than ten years of optimization, the photoelectric conversion efficiency has been increased from 7% to 11%. Dye-sensitized solar cells are...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B19/00H01L51/00H01L51/46H01L51/44
CPCY02E10/549
Inventor 杨希川田海宁陈瑞奎
Owner ZHONGKE ENTERPRISE DEV NINGDE
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