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Bis-Schiff base aluminum ion fluorescent probe as well as synthesis method and application thereof
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A fluorescent probe, Schiff base aluminum technology, applied in the field of fluorescent probes, can solve problems such as pollution of the environment, and achieve the effects of simple synthesis method, strong fluorescence response, and high yield
Active Publication Date: 2020-04-07
HEZE UNIV
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3,5-diamino-4-chlorotrifluorotoluene is widely used in the fields of pesticides, medicines, dyes, and functional materials. The traditional method of preparing aromatic amines needs to be reduced with iron powder or zincpowder in an acidic solution After the reaction is completed, a large amount of acidic wastewater will be produced, polluting the environment
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Embodiment 1
[0035] Add 2.7g (10mmol) of 3,5-dinitro-4-chlorobenzotrifluoride, 4.48g (80mmol) of active iron powder, 0.1g tetrabutylammonium bromide, 30mL ethanol, and 20mL water into a 250mL three-necked flask. Under the condition of stirring, the temperature is controlled between 80-100° C., and the reaction is carried out for 7-9 hours. Filtrate while hot, remove ethanol from the filtrate under reduced pressure, then extract with ether, dry the organic phase, distill, remove ether, and obtain brown yellow powder, which is 3,5-diamino-4-chlorobenzotrifluoride, with a yield of 85% .
[0039] Add 1.08g 3,5-dinitro-4-chlorobenzotrifluoride, 10g SnCl 2 2H 2 0, 15mL of water, 30mL of methanol, 0.1g of ammoniumchloride, heated to reflux, and reacted for 6 to 8 hours. After the reaction, the methanol was removed, and then extracted with ethyl acetate, dried, filtered, and distilled under reduced pressure to obtain a brownish-yellow solid. rate of 61.5%.
Embodiment 3
[0041] Add 2.7g (10mmol) 3,5-dinitro-4-chlorobenzotrifluoride, 5.2g (80mmol) zincpowder, 0.1g tetrabutylammonium bromide, 30mL ethanol, and 20mL water into a 250mL three-necked flask. Under the condition of stirring, the temperature is controlled at about 80-100°C, and the reaction is carried out for 7-9 hours. Filtrate while hot, remove the ethanol from the filtrate under reduced pressure, then extract with ether, dry the organic phase, distill to remove the ether, and obtain a tan powder with a yield of 75%.
[0042] 2. Preparation of bis-Schiff base aluminum ion fluorescent probe
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Abstract
The invention discloses a bis-Schiff basealuminum ion fluorescent probe as well as a synthesis method and application thereof, and belongs to the technical field of fluorescent probes. The chemical formula of the bis-Schiff basealuminum ion fluorescent probe is C23H18N2O4F3Cl, and the structural formula of the bis-Schiff basealuminum ion fluorescent probe is shown in the specification. The bis-Schiff base aluminum ion fluorescent probe has strong fluorescence response, good selectivity, high sensitivity and low detection limit on Al < 3 + >, can be recognized by naked eyes and can be widelyapplied to detection of Al < 3 + >. The synthesis method of the bis-Schiff base aluminum ion fluorescent probe is simple, high in yield and suitable for industrial production. According to a method for preparing 3, 5-diamino-4-chlorobenzotrifluoride, the reaction yield is high, the conditions are easy to control, the operation is simple, an organic solvent can be recycled, and the pollution is small.
Description
technical field [0001] The invention relates to the field of fluorescent probes, in particular to a bis-Schiff base aluminum ion fluorescent probe, its synthesis method and its application. Background technique [0002] With the continuous deepening of people's research on metal ions in the environment and organisms, the detection of metal ions with high sensitivity and high selectivity has become a research hotspot in the field of environment and analysis. Al is one of the most abundant metal elements in the earth's crust. Aluminum products It has been widely used in people's life, which has led to the pollution of aluminum products to the environment and the harm to human health. Modern medical research shows that aluminum can cause harm to various organs and immune functions of the body. 3+ There is damage to the central nervous system, which in turn can cause a variety of neurological diseases, such as: Parkinson's disease, Alzheimer's disease, dialysisencephalopathy an...
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