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A kind of benzothiazolidinone acid cyanine colorimetric probe, preparation method and application

A technology of benzothiazolyl cyanine and colorimetric probe is applied in the fields of benzothiazolyl cyanine colorimetric probe, preparation and application, and can solve the problem of high price of synthetic raw materials, unsatisfactory sensitivity, unfavorable application, etc. problem, to achieve the effect of easy control of reaction conditions, easy storage, and simple synthesis process

Active Publication Date: 2019-02-26
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, foreign Shinhyo Bae et al. (Tetrahedron Letters, 2007,48,5389-5392) reported a rhodamine B-type Fe modified by hydrazine hydrate. 3+ Fluorescent chemical sensors, although their selectivity is relatively high, their sensitivity is not ideal
Domestic Yi Weiguo et al. (Analytical Chemistry, 2012,40,1241-1246) reported an arylpyridine Fe 3+ Fluorescent probes, but their synthesis raw materials are expensive and the process is complicated, which is not conducive to practical application

Method used

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  • A kind of benzothiazolidinone acid cyanine colorimetric probe, preparation method and application
  • A kind of benzothiazolidinone acid cyanine colorimetric probe, preparation method and application
  • A kind of benzothiazolidinone acid cyanine colorimetric probe, preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Add 2-methylbenzothiazole and ethyl iodide into a three-necked flask at a molar ratio of 1:1, add ethanol as a solvent, and reflux at 78°C for 20 hours. The solution slowly changes from colorless to orange. After the reaction, the heating was stopped, and when it was cooled to room temperature, most of the solvent was evaporated with a rotary evaporator, and ethyl acetate was added, and a blue solid was precipitated. Wash with ethyl acetate and filter with suction. The filter cake was put into an evaporating dish and dried in an oven at 60°C.

[0028] Weigh 0.05g of croconic acid (0.000352mol) and 0.22g of the prepared 3-ethyl-2methylbenzothiazole-3 iodide salt (0.000704mol) into a 100mL three-necked flask, add 10mL of toluene and 30mL of n- For butanol, connect the condenser tube and the Stokes water trap, pass nitrogen gas, heat and reflux at 105°C and stir for 6 hours, the solution turns from yellow to dark brown, and the water generated in the reaction is separated...

Embodiment 2

[0030] Add 2-methylbenzothiazole and ethyl iodide into a three-necked flask at a molar ratio of 1:1.05, add acetonitrile as a solvent, and reflux at 80°C for 24 hours. The solution slowly changes from colorless to orange. After the reaction, the heating was stopped, and when it was cooled to room temperature, most of the solvent was evaporated with a rotary evaporator, and ethyl acetate was added, and a blue solid was precipitated. Wash with ethyl acetate and filter with suction. The filter cake was put into an evaporating dish and dried in an oven at 60°C.

[0031] Weigh 0.1 g of croconic acid (0.000704 mol) and 0.43 g of the prepared 3-ethyl-2-methylbenzothiazole-3 iodide salt (0.001408 mol) into a 100 mL three-necked flask, add 10 mL of toluene and 40 mL of n- For butanol, connect the condenser tube and the Stokes water trap, pass nitrogen gas, heat and reflux at 115°C and stir for 8 hours, the solution turns from yellow to dark brown, and the water generated in the reacti...

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Abstract

The invention relates to a benzothiazole croconium colorimetric probe. A preparation method of the benzothiazole croconium colorimetric probe comprises the steps of preparation of 3-ethyl-2-methyl benzothiazole-3-iodide and preparation of a benzothiazole croconium dye. The benzothiazole croconium colorimetric probe and the preparation method have the advantages that the synthesis process of the benzothiazole croconium dye is simple, the reaction condition is easy to control, the pure product can be obtained through simple aftertreatment, and the benzothiazole croconium dye has the excellent optical property and optical stability; the benzothiazole croconium dye is solid powder, is convenient to store and has the good prospect; by adding EDTA and studying the influence of EDTA on probe recognition, a switch-type iron ion and copper iron sensor is invented.

Description

technical field [0001] The invention relates to a benzothiazolactone acid cyanine colorimetric probe, a preparation method and an application. Background technique [0002] Iron and copper are trace elements necessary to maintain the normal physiological function and tissue structure of the human body. Iron is an important component in human hemoglobin, myosin and cytochrome. Studies have shown that iron deficiency can cause iron deficiency anemia and aplastic anemia, which can easily cause limb weakness and asthma symptoms; when the concentration of copper ions in the body exceeds or falls below the concentration range required by cells, it will disrupt the life system The normal activities of the copper can poison the cells, thus causing serious copper metabolism disorders, such as hepatolenticular degeneration, Alzheimer's disease, Menkes' syndrome, etc. For this reason, the government departments of various countries have all taken various effective measures to improve ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D277/64C09K11/06G01N21/33
CPCC07D277/64C09K11/06C09K2211/1007C09K2211/1037G01N21/33
Inventor 李忠玉叶守陈王冠球孟菊香梁倩徐松
Owner CHANGZHOU UNIV