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Indole thiodiene metal complex and preparation method thereof

An indole thiodiene type, metal complex technology, which is applied in the field of dye-sensitized solar cell materials, can solve the problems of environmental hazards, generation of acid-containing waste water and solid residues, etc., and achieves energy saving, novel structure, good quality The effect of price advantage

Active Publication Date: 2022-06-28
SHENYANG NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the preparation of such complexes generally adopts two synthetic methods, the benzoin route and the diketone route, and the thiodiene-type metal complexes for symmetrical structures are usually prepared by the diketone route, but during the preparation process due to Oxalyl chloride, anhydrous aluminum trichloride and other raw materials are used, resulting in a large amount of acid-containing wastewater and solid residues in the post-reaction treatment process, which brings harm to the environment

Method used

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  • Indole thiodiene metal complex and preparation method thereof
  • Indole thiodiene metal complex and preparation method thereof
  • Indole thiodiene metal complex and preparation method thereof

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Embodiment 1

[0025] The substituent R is n-octyl group, and the coordination metal is nickel, that is, the following structure is taken as an example to illustrate the implementation process of the present invention.

[0026]

[0027] The reaction process is as figure 1 As shown, the specific reaction process is as follows: get isatin, acid binding agent and solvent DMF and place them in a two-necked bottle, ultrasonically vibrate, so that the material isatin is completely dissolved in the solvent, after stirring for several minutes, add n-octane bromide, oil bath The pot was stirred and heated for 24 hours, and the reaction temperature was 50-60 °C. After the reaction is completed, add a sufficient amount of water to wash off the generated salt, then extract with ethyl acetate, and the collected organic phase is dried and concentrated to obtain an orange-red oil, which is separated by a silica gel column separation method to obtain Intermediate 1 -Octylisatin, an orange solid. Furthe...

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Abstract

The invention relates to the technical field of dye-sensitized solar cell materials, in particular to an indolethiodiene-type metal complex and a preparation method thereof; the invention uses isatin as a starting raw material, through chemical modification, in the nitrogen atom Various substituents R are introduced to obtain chemically modified isatin intermediates, and then further react with phosphorus pentasulfide and divalent metal chlorides to obtain indolethiodiene metal complexes. The invention breaks through the bondage of the benzene ring or naphthalene ring group used in the existing structure to form an intermediate thiodiene metal skeleton, and obtains a series of near-infrared dyes with a substituted indole thiodiene metal complex structure. Utilizing the characteristic of diketone structure in the molecular structure of isatin, a dye intermediate, after adding various modifications to the nitrogen atom, it can be directly complexed with the metal to obtain the target compound, which not only avoids the process steps of "three wastes" , and at the same time developed a new application for isatin dye intermediate.

Description

technical field [0001] The invention relates to the technical field of dye-sensitized solar cell materials, in particular to an indole thiodiene type metal complex and a preparation method thereof. Background technique [0002] Thiodiene-type metal complexes are a class of near-infrared dyes that are widely used. They have attracted more and more attention due to their excellent photothermal stability, strong light absorption properties and electromagnetic properties. At present, the preparation of such complexes generally adopts the benzoin route and the diketone route, while the thiodiene-type metal complexes with symmetrical structures are usually prepared by the diketone route. The raw materials such as oxalyl chloride and anhydrous aluminum trichloride are used, so that a large amount of acid-containing wastewater and solid residues are produced in the treatment process after the reaction, which brings harm to the environment. [0003] In order to overcome the above-me...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D209/30C09B57/00
CPCC07D209/30C09B57/00
Inventor 韩爱鸿刘蕊高雪张拓王依琳张洪波孙秋菊
Owner SHENYANG NORMAL UNIV
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