Preparation method and application of D-A BODIPY conjugated polymer

A type of fluoroboron dipyrrole, conjugated polymer technology, applied in the field of solar cells, can solve the problems of disordered structure, poor durability, complex process, etc., to enhance the transfer of electrons and holes, increase the diffusion distance, and expand the light. The effect of the range

Active Publication Date: 2019-07-23
NANCHANG HANGKONG UNIVERSITY
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Problems solved by technology

[0004] To sum up, the problems existing in the prior art are: the existing inorganic solar cells have complex processes, high manufacturing costs, high energy consumption and easy to cause environmental pollution.
Difficulty in solving the above technical problems: At present, the bottleneck restricting the development of organic solar cells lies in the low photoelectric conversion efficiency. At the same time, problems such as low carrier mobility, disordered structure, poor durability, and short life also affect the promotion of organic solar cells.

Method used

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  • Preparation method and application of D-A BODIPY conjugated polymer
  • Preparation method and application of D-A BODIPY conjugated polymer
  • Preparation method and application of D-A BODIPY conjugated polymer

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preparation example Construction

[0044] The first aspect of the present invention provides a method for preparing a D-A type fluoroboron dipyrrole conjugated polymer, such as figure 1 shown, including the following steps:

[0045] S101: Preparation of reaction raw materials and reaction conditions; the reaction raw materials are fluoroboron dipyrrole compounds (structural formulas are shown in formula I and formula II), electron-donating monomers, and catalysts;

[0046]S102: In an organic solvent system, under the protection of an inert gas, conduct a reaction in the dark;

[0047] S103: column chromatography purification;

[0048] S104: Prepare the target product (the structural formula is shown in formula III and formula IV)

[0049] The specific preparation method of the D-A type fluoroboron-dipyrrole conjugated polymer is as follows: the fluoroboron-dipyrrole compound is respectively reacted with an electron-donating monomer and a catalyst in an organic solvent system under the protection of an inert g...

Embodiment 1

[0072] The invention provides a method for preparing a D-A type fluoroboron dipyrrole conjugated polymer. 0.492 mmol of the compound represented by formula I and 0.738 mmol of 5,5'-bistrimethyltin-2,2'-bithiophene Place in dichloromethane solvent, use copper oxide, tris(2-tolyl)phosphine and tris(dibenzylideneacetone)dipalladium as catalysts, under the protection of inert gas, control the temperature at 110°C, and avoid light for 48h , and purified by column chromatography to obtain the target product formula III.

[0073] The synthetic route of the formula III is as follows:

[0074]

[0075] The NMR of the target product formula III is: 1 H NMR (CDCl 3 ,400MHz,δ / ppm): 7.55(br,1H), 7.14(br,3H), 7.02(br,2H), 6.78(br,1H), 2.62(br,6H), 1.58(br,6H); 13 C NMR (CDCl 3 , 100MHz, δ / ppm): 152.46, 142.85, 138.25, 135.13, 130.77, 123.56, 120.55, 118.47, 114.68, 76.15, 34.95, 33.85, 31.47, 29.54, 27.12, 16.67, 9.87.

[0076] figure 2 The ultraviolet-visible absorption spectrum ...

Embodiment 2

[0086] The invention provides a method for preparing a D-A type fluoroboron dipyrrole conjugated polymer. 0.523 mmol of the compound represented by formula II and 0.628 mmol of 5,5'-bistrimethyltin-2,2'-bithiophene Place in dichloromethane solvent, use copper oxide as catalyst, under the protection of inert gas, control the temperature at 110°C, react in the dark for 48 hours, and purify by column chromatography to obtain the target product formula IV.

[0087] The synthetic route of described formula IV is as follows:

[0088]

[0089] The NMR of the target product formula IV is: 1 H NMR (CDCl 3 ,400MHz,δ / ppm): 7.55(br,1H), 7.14(br,3H), 7.02(br,2H), 6.78(br,1H), 2.62(br,6H), 1.58(br,6H); 13 C NMR (CDCl 3 , 100MHz, δ / ppm): 152.46, 142.85, 138.25, 135.13, 130.77, 123.56, 120.55, 118.47, 114.68, 76.15, 34.95, 33.85, 31.47, 29.54, 27.12, 16.67, 9.87.

[0090] Figure 5 The ultraviolet-visible absorption spectrogram of the D-A type fluoroboron dipyrrole conjugated polymer ...

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Abstract

The invention provides a preparation method of a D-A BODIPY conjugated polymer. The preparation method comprises the steps of first carrying out light-shielding reaction on a compound of a structure shown in a formula I or formula II with an electron donor monomer and a catalyst under the protection of inert gas in an organic solvent system, and then purifying through column chromatography, thereby obtaining the target product, wherein the molar ratio of the compound of the structure shown in the formula I or formula II to the electron donor monomer is 1 to (1-2), the reaction temperature is 90-130 DEG C, and the reaction lasts 24-72 hours; the electron donor monomer is 5,5'-ditrimethyl tin-2,2'-bithiophene, the catalyst is any one or a mixture of copper oxide, tri(2-methylphenyl)phosphineor tri(dibenzalacetone)dipalladium, and the organic solvent is dichloromethane. The polymer prepared by the method provided by the invention has relatively good absorption and appropriate energy levels in the range of visible light, and is suitable for being donor materials in organic solar cells.

Description

technical field [0001] The invention relates to the technical field of solar cells, in particular to a preparation method and application of a D-A type fluoroboron dipyrrole conjugated polymer. Background technique [0002] So far, energy has always been an indispensable driving force for human development and progress, and the development and utilization of energy is also a long-term topic. As a clean energy source, solar energy has been favored by people for its inexhaustible and inexhaustible advantages. of favor. Among the various technologies that humans use solar energy, solar cells, that is, devices that use the "photovoltaic effect" to directly convert light energy into electrical energy, are currently widely used and one of the most promising technologies. [0003] For a long time, people have made more solar cells based on inorganic materials such as crystalline silicon, but the disadvantages of such cell production, such as complex process, high cost, high energy...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46
CPCC08G61/126C08G61/122C08G2261/124C08G2261/414C08G2261/91C08G2261/1424C08G2261/145C08G2261/3223C08G2261/3247C08G2261/512C08G2261/514C08G2261/18H10K85/113Y02E10/549
Inventor 赖越平何安旺秦元成邓文杰黄菲高李健刘奇秦文黄锦程冯林喜
Owner NANCHANG HANGKONG UNIVERSITY
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