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Benzpyrole squaric acid cyanine dye and preparation method thereof

A technology for indole squaraine and dyes, applied in organic dyes, chemical instruments and methods, methine/polymethine dyes, etc., can solve the problems of low dye absorption intensity, cumbersome operation steps, harsh reaction conditions, etc., and achieve The reaction process is easy to control, the process flow is simple, and the reaction conditions are mild and single.

Active Publication Date: 2013-03-06
SHENZHEN MAXCHEMTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Therefore, the prior art has the disadvantages of low dye absorption intensity, poor stability, large amount of raw materials used in the synthesis process, cumbersome operation steps, harsh reaction conditions, low yield, and high cost.

Method used

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  • Benzpyrole squaric acid cyanine dye and preparation method thereof
  • Benzpyrole squaric acid cyanine dye and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Example 1 Synthesis of indole squaraine dye (the structure of R-X is ).

[0020] first step: 10.6 g of phenylhydrazine and 8.6 g of 3-methyl-2-butanone were added to a dry and clean three-necked flask, and nitrogen gas was passed through to avoid light, and stirred at room temperature for 24 hours. During this process, nitrogen gas was introduced into the reaction system and protected from light, so as to protect the reaction system and prevent the product from being decomposed by light. After the reaction was completed, the obtained product was extracted with ether, and then anhydrous magnesium sulfate was added to the extract, shaken up and left to stand for 24 hours to absorb water and dry. Then it was filtered, and the filtrate was removed with a rotary evaporator to remove ether to obtain a yellow oil, that is, Intermediate I.

[0021] Step 2: Add 10 g of intermediate I and 60 mL of acetic acid into a dry and clean three-necked flask, and feed nitrogen into th...

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Abstract

The invention provides benzpyrole squaric acid cyanine dye. The general formula of the structure of the benzpyrole squaric acid cyanine dye is shown in the description, wherein X is one of Br, Cl and I, and R is one of the following structures shown in the description. The benzpyrole squaric acid cyanine dye provided by the invention has good stability and large absorption strength, can be applied in matching reagents of a 5-classified hematology analyzer to be used as dye of nucleated red blood cells, and can also be applied to fluorescent marks and other life science research fields.

Description

technical field [0001] The invention relates to a dye and its synthesis process in the field of chemical industry, in particular to an indole squaraine dye and a preparation method thereof. Background technique [0002] Squaraine dyes have excellent storage properties, unique optical properties and undeveloped near-infrared absorption properties, and are a class of absorbing dyes with excellent optical properties. Because squarylium dye has a narrow absorption peak width and high absorption intensity in the near-infrared region, it can be used to prepare laser protective coatings to resist laser reconnaissance technology. Since Cohen S. reported the synthesis of a new compound squarylium in J.A.C.S. of the American Chemical Society in 1959, a large number of squarylium dyes have been obtained by condensing it with active groups of other compounds, and the research on this type of dye has developed very rapidly. [0003] At present, a large number of literatures on the resea...

Claims

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Application Information

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IPC IPC(8): C09B23/10
Inventor 赵宏刘栋张娟凤
Owner SHENZHEN MAXCHEMTECH
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