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Fluorenyl small-molecule semiconductor acceptor material and preparation method thereof

A technology of small molecules and semiconductors, applied in the field of fluorenyl small molecule semiconductor acceptor materials and their preparation, can solve the problems of mechanochemical technology not being obtained, achieve good chemical stability and thermal stability, low synthesis cost, and low price Effect

Pending Publication Date: 2021-11-26
FUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, mechanochemical technology has not received due attention. It was not until 1962 that Peters et al. reported that mechanochemistry promotes the study of mechanochemical reactions such as carbonate decomposition, and at the same time introduced the concept of mechanochemistry into chemical reactions. Mechanochemistry gradually attracted attention. academic attention

Method used

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  • Fluorenyl small-molecule semiconductor acceptor material and preparation method thereof
  • Fluorenyl small-molecule semiconductor acceptor material and preparation method thereof
  • Fluorenyl small-molecule semiconductor acceptor material and preparation method thereof

Examples

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Comparison scheme
Effect test

Embodiment 1

[0060] Embodiment 1. Synthesis of fluorenyl small molecule semiconductor (I)

[0061] This example provides a method for synthesizing fluorenyl small molecule semiconductor (I), and its synthetic route can be found in figure 1 .

[0062] In this embodiment, the structural formula of the fluorenyl small molecule semiconductor (I) is

[0063]

[0064] The present invention optimizes the mechanical synthesis conditions of the fluorenyl small molecule semiconductor (I) several times. Firstly, the inorganic catalysts used in the mechanically carried out Norvingal condensation are searched, and ammonium acetate, sodium acetate or ammonium bicarbonate are selected. etc. as a catalyst. In addition, the mechanochemical reaction parameters of the planetary ball mill (including the size and number of stainless steel balls, and the rotational speed of the planetary ball mill) were optimized. The final optimization results are as follows:

[0065] The planetary ball mill Fukas F-P40...

Embodiment 2

[0066] Embodiment 2. Synthesis of fluorenyl small molecule semiconductor (II)

[0067] This embodiment provides a method for synthesizing fluorenyl small molecule semiconductor (II), and its synthetic route can be found in figure 1 .

[0068] In this embodiment, the structural formula of the fluorenyl small molecule semiconductor (II) is

[0069]

[0070] The present invention mainly refers to Example 1 for the mechanical synthesis conditions of the fluorenyl small molecule semiconductor (II), and optimizes the results as follows:

[0071] The planetary ball mill Fukas F-P400E was used for the reaction. The grinding balls were made of stainless steel balls with a diameter of about 6 mm, and the number was 50, accounting for 20-30% of the volume of the ball milling tank. The reaction uses ammonium acetate as a catalyst. Add monomer M1 (0.2mmol), monomer M3 (0.6mmol) and ammonium acetate (1.2mmol) into the ball mill jar, and track and monitor the entire reaction process us...

Embodiment 3

[0072] Embodiment 3. Synthesis of fluorenyl small molecule semiconductor (Ⅲ)

[0073] This embodiment provides a method for synthesizing fluorenyl small molecule semiconductor (Ⅲ), and its synthetic route can be found in figure 1 .

[0074] In this embodiment, the structural formula of the fluorenyl small molecule semiconductor (Ⅲ) is

[0075]

[0076] The present invention mainly refers to Example 1 for the mechanical synthesis conditions of the fluorenyl small molecule semiconductor (Ⅲ), and optimizes it, the results are as follows:

[0077] The planetary ball mill Fukas F-P400E was used for the reaction. The grinding balls were made of stainless steel balls with a diameter of about 6 mm, and the number was 50, accounting for 20-30% of the volume of the ball milling tank. The reaction uses ammonium acetate as a catalyst. Add monomer M1 (0.2mmol), monomer M4 (0.6mmol) and ammonium acetate (1.2mmol) into the ball mill jar, and track and monitor the entire reaction proces...

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Abstract

The invention belongs to the technical field of organic solar cell acceptor materials, and particularly relates to a fluorenyl small-molecule semiconductor acceptor material and a preparation method thereof. The method comprises the following steps: under the condition of an inorganic catalyst, carrying out Knoevenagel condensation reaction on a compound with active methylene and aldehyde in a mechanical ball milling manner; and after the reaction is finished, purifying and drying in vacuum to obtain the fluorenyl small-molecule semiconductor. The semiconductor has wide and strong absorption in a visible-near infrared region, the flexible side chain provides good solubility for the material, and allows solution processing. As a semiconductor active layer acceptor material, the semiconductor has a potential application prospect in organic solar cells. Use of harmful and high-toxicity catalysts is avoided, the use of organic solvents is reduced, and the method conforms to the green chemical principle of environmental protection and economy.

Description

technical field [0001] The invention belongs to the technical field of organic solar cell acceptor materials, and in particular relates to a fluorenyl small molecule semiconductor acceptor material and a preparation method thereof. Background technique [0002] In the 1990s, Paul Anastas and John Warner developed the 12 principles of green chemistry that are still used today, which rely on minimizing or eliminating the use of toxic solvents and the generation of waste in chemical processes and analyses. These principles address environmental actions from product planning to its synthesis, processing, analysis and post-use destination. (DOI: 10.1016 / j.jsps.2018.07.011, Evolution of green chemistry and its multidimensional impacts: A review and DOI: 10.1039 / C8GC00482J, The GreenChemisTREE: 20years after taking root with the 12principles), green chemistry has developed rapidly since then, A series of green synthesis technologies have also been developed: such as ultrasonic syn...

Claims

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Application Information

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IPC IPC(8): C07D333/24C07D333/22C07D417/14H01L51/46
CPCC07D333/24C07D333/22C07D417/14H10K85/656H10K85/615H10K85/655H10K85/626Y02E10/549
Inventor 邓平李泽阳李泽锋郑颖萱
Owner FUZHOU UNIV
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