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Copper ion probe with fused carbazole and rhodamine structure and preparation method and application thereof

A technology of copper ions and carbazole, which is applied in the field of copper ion probes with fused carbazole and rhodamine structures and its preparation, can solve the problems of selectivity, low sensitivity, unstable structure and optical signals, and poor performance. Meet the requirements of probe wavelength and selectivity, and achieve the effect of low cost and simple preparation method

Inactive Publication Date: 2019-06-18
CHINA WEST NORMAL UNIVERSITY
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  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of the present invention is to solve the shortcomings of existing copper ion probes that often have selectivity, low sensitivity, unstable structure and optical signal, etc., which cannot well meet the requirements of probe wavelength and selectivity in biomolecular detection. , providing a copper ion probe with a fused carbazole and rhodamine structure and its preparation method and application

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  • Copper ion probe with fused carbazole and rhodamine structure and preparation method and application thereof
  • Copper ion probe with fused carbazole and rhodamine structure and preparation method and application thereof
  • Copper ion probe with fused carbazole and rhodamine structure and preparation method and application thereof

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Embodiment Construction

[0020] The specific technical solutions of the present invention are described in conjunction with the examples.

[0021] 1. Preparation of intermediate product 1

[0022] The specific method is as follows:

[0023]

[0024] 1) Phthalic anhydride (1.48g, 10mmol) and 4-hydroxycarbazole (3.66g, 20mmol) were added into 8mL methanesulfonic acid, stirred, and heated in an oil bath at 85°C for 48h.

[0025] 2) Add 60mL of water to the reaction liquid, precipitate precipitate, filter and dry. Add 50mL of methanol to dissolve, 4mL of concentrated sulfuric acid as a catalyst, and heat the reaction in an oil bath at 85°C for 24h. Most of the methanol was aliquoted, the residue was added to water, neutralized with saturated sodium bicarbonate to neutrality, extracted with dichloromethane (40mL×3), dried, and the obtained solid crude product was washed with dichloromethane / methanol (v / v=20: 1) Silica gel column separation to obtain intermediate product 1, 0.93 g of reddish-brown sol...

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Abstract

The invention relates to the technical field of optical sensing, imaging and detection, in particular to a copper ion probe with fused carbazole and rhodamine structure and a preparation method and application thereof. The copper ion probe has a structural general formula shown in the description; an intermediate 1 is made with 2-(2,4-dihydroxybenzoyl)benzoic acid and 4-hydroxycarbazoleare in methylsulfonic acid; the intermediate 1 and phenylhydrazine are heated in methanol to obtain the target product. In a certain environment, the copper ion probe with fused carbazole and rhodamine structurecan provide high-selectivity high-sensitivity in-situ real-time response to copper ions and has a detection limit up to the magnitude of 10<-8> M; the preparation method is simple and feasible and islow in cost; a molecular fluorescent probe suitable for detecting copper ions is designed by using a dye herein as an optical signal reporter group; in addition, the dye can also act as a platform todesign probes to recognize various molecules or ions.

Description

technical field [0001] The invention relates to the technical field of optical sensing imaging detection, in particular to a copper ion probe with a fused carbazole and rhodamine structure and a preparation method and application thereof. Background technique [0002] In recent years, the identification and detection of some important substances in organisms and environments has become an important goal in the direction of chemical sensors. Some of these detection methods, such as high-resolution liquid chromatography, mass spectrometry, atomic absorption spectroscopy, inductively coupled plasma atomic emission spectroscopy, and electrochemical sensing, have been used for the analysis of related targets. However, these detection methods have the disadvantages of cumbersome steps and time-consuming due to the need for complex instruments. Molecular fluorescent probes based on organic fluorophores have many advantages such as high sensitivity, easy operation, good reproducibi...

Claims

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Application Information

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IPC IPC(8): C07D491/22C09K11/06G01N21/64
Inventor 黄昆秦大斌
Owner CHINA WEST NORMAL UNIVERSITY
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