Benzindole and aniline derivative based asymmetric squaraine colorimetric probe and preparation method and application thereof

Abstract

The invention relates to a benzindole and aniline derivative based asymmetric squaraine colorimetric probe. The colorimetric probe is N-butyl bis-substituted-2,3,3-trimethyl-4,5-benzindole-N,N-dipropylaniline asymmetric squaraine. A preparation method of the colorimetric probe includes the step of enabling 2,3,3-trimethyl-4,5-benzindole and 1,4-dibromobutane to synthesize N-butyl bis-substituted-2,3,3-trimethyl-4,5-benzindole quaternary ammonium salt and an N-butyl bis-substituted-2,3,3-trimethyl-4,5-benzindole quaternary ammonium salt and N,N-dipropyl squaric acid hemicyanine synthetic product. The benzindole and aniline derivative based asymmetric squaraine colorimetric probe and the preparation method and application thereof have the advantages that the obtained asymmetric squaraine colorimetric compound is excellent in optical performance and photostability, obvious in feature since color changes except that absorption spectrum changes during ferric ion and silver ion recognition, and beneficial to ferric ion and silver ion detection.

Description

technical field [0001] The invention belongs to the technical field of chemical analysis and testing, and relates to an asymmetric squarylium colorimetric probe based on benzindole and aniline derivatives, a preparation method and an application. Background technique [0002] Iron is necessary to maintain the normal physiological function or tissue structure of the human body. It is an important component in hemoglobin, myosin and cytochrome, and is one of the essential trace elements for the human body. Iron deficiency can cause anemia, behavioral and intellectual defects, that is, damage to mental activity and intellectual development and behavioral changes, and it is difficult to recover after iron supplementation in the future. However, excessive intake of iron will cause damage to the brain, kidney , Liver and other parts gather to cause lesions. Therefore, it is very important to accurately and quickly detect the content of iron ions in various foods, water and physio...

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Problems solved by technology

On the use of fluorescent chemical sensors to identify Fe 3+ The literature has been reported, for example, foreign ShinhyoBae et al (Tetrahedron Letters, 2007,48,5389-5392) reported a rhodamine B class Fe modified by hydrazine hydrate 3+ Fluorescent chemical sensors, although their selectivity is relatively high, their sensitivity is not ideal

Domestic Peng Wenhao et al. (Chemical Reagent, 2009, 31, 427-430) reported a new type of Fe 3+ fluorescent chemical sensor, but there are problems such as high price of synthetic raw materials, many reaction steps and complicated post-reaction treatment, which are not conducive to practical application

[0003] As an important trace element, silver plays an important role in electrochemistry, pharmacy, and photography. However, it also has some negative biological effects, inhibiting the activity of sulfhydryl-containing enzymes, and combining with metabolites. Therefore, People have also produced a lot of attention to silver, and there are many feasible methods for detecting Ag+, such as atomic absorption spectrometry (AAS), inductively coupled plasma emission spectrometry (ICP-AES), etc., but the cost is high. Time-consuming, therefore, fluorescent and UV probes, as the recognition of metal ions have received much attention

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