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Fluorine-contained polythiophene photoelectric material with high optical conversion rate and preparation method thereof

A photoelectric material, polythiophene technology, applied in luminescent materials, chemical instruments and methods, photovoltaic power generation, etc., can solve problems such as low photoelectric conversion efficiency of organic thin film solar cells, low potential for improving photoelectric conversion efficiency, and silicon material supply crisis. Achieve the effect of improving electron acceptability, less defects, and stable structure

Active Publication Date: 2012-05-23
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the development of silicon-based solar cells has entered a stage of large-scale development, but silicon-based solar cells mainly have the following three problems: (1) High cost: With the development of the solar cell industry, the supply crisis of silicon materials has been caused, The price of silicon materials has also increased rapidly, from 65 US dollars / kg at the end of 2004 to more than 400 US dollars / kg in May 2008, almost doubling every year; (2) It is not conducive to environmental protection : The main materials for manufacturing silicon-based solar cells are monocrystalline silicon and polycrystalline silicon. The production of monocrystalline silicon and polycrystalline silicon requires high-temperature refining, which brings problems of high energy consumption and high pollution generation; (3) The potential for improving photoelectric conversion efficiency is limited and low : The theoretical limit of photoelectric conversion efficiency of single-junction, polycrystalline or amorphous silicon-based solar cells is 25%.
However, the photoelectric conversion efficiency of organic thin film solar cells is low, only 5% to 6%.
Analyzing the reason, it is mainly because in this type of solar cell, there are defects in the organic polymer film, and when the carrier is transported to the electrode, recombination occurs, resulting in a large current loss.

Method used

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  • Fluorine-contained polythiophene photoelectric material with high optical conversion rate and preparation method thereof
  • Fluorine-contained polythiophene photoelectric material with high optical conversion rate and preparation method thereof
  • Fluorine-contained polythiophene photoelectric material with high optical conversion rate and preparation method thereof

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preparation example Construction

[0019] A kind of preparation method of the polythiophene photoelectric material of high light conversion rate of the present invention comprises the following steps:

[0020] Step 1. Synthesis of fluorine-containing alkyl chain thiophene monomer: use coupling reaction or substitution reaction to realize fluoroalkylation of thiophene;

[0021] Step 2. Synthesis of fluorine-containing alkyl chain polythiophene polymers: using active catalytic transfer Grignard reaction to polymerize the fluorine-containing alkyl chain thiophene monomers synthesized in step 1 into fluorine-containing alkyl chain polythiophene polymers;

[0022] Step 3, the process of synthesizing the tri-block polythiophene macromolecule: the fluorine-containing alkyl chain polythiophene macromolecule synthesized in step 2 is polymerized into a tri-block polythiophene macromolecule by stepwise catalyst transfer polymerization.

[0023] Among them, step 1 can be realized through the following specific methods:

...

Embodiment 1

[0029] Step 1, synthesis of fluorine-containing alkyl chain thiophene monomer:

[0030] In the presence of copper powder, 3-bromothiophene (1) and perfluorohexyl iodide were heated and stirred in dimethyl sulfoxide (DMSO), and the coupling reaction was carried out to generate 3-perfluorohexylthiophene (2 ), the specific coupling reaction conditions can refer to the 4718-4719 pages of the 16th issue of Chemistry of Materials in 2004; after separation and purification, the generated product can be further brominated with NBS (N-Bromosuccinimide), and 2,5- Dibromo, 3-perfluorohexylthiophene (3) is separated and purified, and further brominated with NBS (N-Bromosuccinimide) to obtain 2,5-dibromo, 3-perfluorohexylthiophene (3) ). The synthetic route is shown below.

[0031]

[0032] Step 2, synthesis of fluorine-containing alkyl chain polythiophene macromolecule:

[0033] Utilize 2,5-dibromo, 3-perfluorohexylthiophene (3) synthesized in step 1 as a raw material, first react w...

Embodiment 2

[0043] Step 1, synthesis of fluorine-containing alkyl chain thiophene monomer:

[0044] 3-Bromothiophene 1 first generates 3-thiophene lithium (4) with butyllithium; 3-thiophene lithium (4) undergoes a substitution reaction with perfluorohexanesulfonyl fluoride or acyl fluoride at low temperature to generate 3-perfluorohexyl Alkylsulfonylthiophene (5), or 3-acylthiophene (6), the specific substitution reaction conditions can refer to the document Organic Electronics 2010, No. 11, pages 801-813; the generated 3-perfluorohexanesulfonyl After thiophene (5) or 3-acylthiophene (6) is separated and purified, it is further brominated with NBS to obtain 2,5-dibromo, 3-perfluorohexanesulfonylthiophene (7) or 2,5-dibromo , 3-acylthiophene (8). The synthetic route is shown below.

[0045]

[0046] Step 2, the process of synthesizing fluorine-containing alkyl chain polythiophene macromolecule:

[0047] Using the brominated fluorine-containing alkyl chain thiophene monomer (7) or (8)...

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Abstract

The invention discloses a fluorine-contained polythiophene photoelectric material with high optical conversion rate and a preparation method thereof. The fluorine-contained polythiophene photoelectric material with high optical conversion rate is in a three-embedded-segment macromolecular structure containing fluorine-contained polythiophene receptor-polythiophene- polythiophene donors, wherein afluorine-contained polythiophene receptor is polythiophene containing a fluorine-contained alkyl chain. Compared with the prior art, the fluorine-contained polythiophene photoelectric material introduces fluorine-contained groups strongly sucking electrons in the polythiophene structure to improve the electron-receiving capability. A controllable segmental catalyst transferring and polymerizing method is utilized to synthesize the polythiophene in the regular three-embedded-segment macromolecular structure containing the fluorine-contained polythiophene receptor-polythiophene- polythiophene donors. The invention has the advantages of little defects, low carrier loss rate and high optical conversion rate and can be used in the field of organic film solar batteries to provide an ideal material for preparing solar batteries with high optical conversion rate.

Description

technical field [0001] The invention relates to the technical field of polymer materials, in particular to a fluorine-containing polythiophene photoelectric material with high light conversion rate and a preparation method thereof. Background technique [0002] With the depletion of non-renewable energy such as petroleum and coal, and the global emphasis on environmental issues, the renewable new energy represented by the photovoltaic industry has ushered in a peak period of development in recent years. In this century, the output of photovoltaic cells in the world has risen sharply at an average annual rate of more than 40%. In 2007, the global output of solar cells reached 3436MW, a year-on-year increase of 56%. [0003] At present, the development of silicon-based solar cells has entered a stage of large-scale development, but silicon-based solar cells mainly have the following three problems: (1) High cost: With the development of the solar cell industry, the supply cris...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12C09K11/06H01L51/46
CPCY02E10/549
Inventor 薛立新葛子意戴宁
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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