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
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[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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