Photovoltaic small molecule receptor with 3,4-dithioalkyl thiophene as pi bridge and preparation method and application of photovoltaic small molecule receptor
A technology of disulfide thiophene and small molecule receptors, which is applied in the field of A-π-D-π-A photovoltaic small molecule receptors and its preparation, which can solve the problems of difficult adjustment of energy levels, narrow absorption spectrum, high cost, etc. problem, to achieve the effect of improving photovoltaic performance and increasing the conjugate length
Inactive Publication Date: 2019-10-25
HANGZHOU NORMAL UNIVERSITY
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Problems solved by technology
However, fullerene derivatives also have fatal defects as acceptor materials, such as narrow absorption spectrum, difficult adjustment of energy levels, difficult purification, and high cost. Therefore, the research and development of new non-fullerene acceptor materials is becoming more and more important are gaining more and more attention from scientists
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Embodiment 1
[0036] In the present invention, the five raw materials for preparing A-π-D-π-A photovoltaic small molecule acceptors are 4,4,9,9-tetrakis(4-hexylphenyl) -2,7-(trimethylstannyl)-4,9-dihydrosymmetric indapro[1,2-b:5,6-b]dithiophene (formula Ⅰ), dithioctyl substituted Thiophene bromaldehyde (formula II), dichloro-substituted 3-(dicyanomethylene) indoketone (IC-Cl) (formula IV), difluoro-substituted 3-(dicyanomethylene) indo Ketones (IC-F) (formula Ⅴ) were purchased directly from Suzhou Nakai Company. The preparation roadmap of the photovoltaic small molecule acceptor provided by the present invention is as follows: figure 1 shown.
[0037] (1) Preparation of compound shown in formula III:
[0038] Under the protection of argon, add the compound shown in formula I (2g, 1.6mmol) and the compound shown in formula II (3.8g, 8mmol) and solvent toluene (60mL) , after the dissolution was complete, tetrakistriphenylphosphine palladium (0.9 g, 0.8 mmol) was added, heated to 110° C. a...
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Abstract
The invention discloses a photovoltaic small molecule receptor with 3,4-dithioalkyl thiophene as a pi bridge. A structural formula of the photovoltaic small molecule receptor is as follows (please seespecification for the formula). The photovoltaic small molecule receptor has strong absorption, low HOMO and LUMO energy levels in a range of 600-900nm; and used as electronic receptor materials in active layers of solar devices, and the photovoltaic performance of the solar devices can be further improved. The invention further discloses a method of the photovoltaic small molecule receptor withthe 3,4-dithioalkyl thiophene as the pi bridge, and the method includes the steps that compounds shown in a formula I and a formula II are dissolved in an organic solvent, heated, stirred and returnedfor carry out Stille coupling reaction under a condition of a palladium type catalyst, after post-treatment, the compound shown in the formula III is prepared; and the compound shown in the formula III and a compound shown in a formula IV or a formula V are dissolved in an organic solvent, stirred for carrying out Knoevenagel condensation reaction under the action of a catalyst, and a final product IDT2ST-4F or IDT2ST-4Cl is prepared by post-treatment.
Description
technical field [0001] The invention relates to the technical field of organic photovoltaic small molecule acceptor materials, in particular to an A-π-D-π- Type A photovoltaic small molecule acceptor and its preparation method and application. Background technique [0002] In the past two decades, organic solar cells have achieved rapid development and progress, which is mainly due to the continuous updating of the structure of many new organic photovoltaic donor materials and the continuous optimization of device processes. For a long time in the past, fullerene derivatives (PC 61 BM and PC 71 BM) occupies a dominant position in the acceptor materials of organic photovoltaic cells because of its good electron transport ability and easy to form nanoscale phase separation with donor materials. However, fullerene derivatives also have fatal defects as acceptor materials, such as narrow absorption spectrum, difficult adjustment of energy levels, difficult purification, and h...
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IPC IPC(8): C07D495/04H01L51/46
CPCC07D495/04H10K85/626H10K85/655H10K85/6576Y02E10/549
Inventor 张倩邱化玉王兆龙徐欣
Owner HANGZHOU NORMAL UNIVERSITY