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Compound azo salicyl aldehyde semicarbazone mercaptothiodiazole and preparation and application thereof

A technology of azosalicylaldehyde, amino mercaptothiadiazole and nitroazosalicylaldehyde, which is used in analysis by chemical reaction of materials, organic chemistry, material analysis by observing the effect on chemical indicators, etc. It can solve the problem of less acetate ions, and achieve the effect of strong complexing ability and high detection sensitivity.

Inactive Publication Date: 2011-07-20
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, few receptors capable of single-selective colorimetric detection of acetate ions have been reported.

Method used

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  • Compound azo salicyl aldehyde semicarbazone mercaptothiodiazole and preparation and application thereof
  • Compound azo salicyl aldehyde semicarbazone mercaptothiodiazole and preparation and application thereof
  • Compound azo salicyl aldehyde semicarbazone mercaptothiodiazole and preparation and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Embodiment 1, the preparation of azosalicylaldehyde aminomercaptothiadiazole

[0039] (1) Synthesis of 2-amino-5-mercapto-1,3,4-thiadiazole

[0040] Using N,N-dimethylformamide as the solvent, mix thiosemicarbazide and carbon disulfide at a molar ratio of 1:1.7, stir and reflux at 82°C for 5-8 hours, cool, evaporate the solvent under reduced pressure, and add a concentration of 2.1mol ·L -1 sodium hydroxide solution (the molar weight of sodium hydroxide is 1.35 times that of thiosemicarbazide), and then use 4 mol·L -1 Concentrated hydrochloric acid acidified to pH 1~2 to obtain milky white precipitated crude product, suction filtered, dried, and recrystallized from a mixture of ethanol and water (volume ratio of ethanol to water 2:1) to obtain 2-amino-5-mercapto -1,3,4-Thiadiazole.

[0041] (2) Synthesis of the p-nitroazo salicylaldehyde

[0042] Using distilled water as a solvent, mix p-nitroaniline with sulfuric acid with a mass fraction of 30-60% (the molar mass ...

Embodiment 2

[0048] Embodiment 2, colorimetric identification Ac -

[0049] Pipette 0.5 mL receptor DMSO solution (2×10 -4 mol L -1 ) in a series of 10 mL colorimetric tubes, then pipette 2.5 mL of triple distilled water into the above colorimetric tubes with receptors added, and then add F - , Cl - 、 Br - , I - 、 Ac - , H 2 PO 4 - , HSO 4 - and ClO 4 - DMSO solution of tetrabutylammonium salt (1 x 10 -2 mol L -1 ) 0.5ml. Dilute to 5mL with DMSO, at this time the receptor concentration is 2×10 -5 mol L -1 , the anion concentration is 50 times that of the acceptor, and it is observed immediately after mixing evenly: when in the acceptor's DMSO / H 2 When the DMSO solution of the above-mentioned anions is added to the O solution, Ac - The addition of DMSO / H to the acceptor 2 The color of the O solution changed from light yellow to orange-yellow. In its corresponding UV spectrum, Ac - The addition of the acceptor completely disappears the absorption peak at 365nm, and a s...

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Abstract

The invention discloses recognition receptor compound azo salicyl aldehyde semicarbazone mercaptothiodiazole, namely 2-(2-hydroxyl-5-(4-nitrobenzophenone azo)-benzyl methyleneamino)-5-hydrosulphonyl-1,3,4-thiodiazole taking phenolic hydroxyl and dimercaptothiodiazole as recognition groups and taking p-nitroazo phenyl as a signal reporting group. Colorimetric recognition and ultraviolet-visible absorption spectrum research indicate that the receptor compound has a remarkable colorimetric recognition effect on Ac<-> in a water containing system of dimethyl sulfoxide; meanwhile, an ultraviolet titration experiment indicates that the receptor has very strong complexing capability on the Ac<->; moreover, the receptor has very high detection sensitivity to the Ac<->, and the minimum detection limit is up to 1.0*10 <-6> mol.L<-1>. An experiment also proves that the receptor compound has high single selectivity recognition capability on the Ac<-> in the water containing system of dimethyl sulfoxide and very high anti-jamming capability on other negative ions.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and relates to an azosalicylaldehyde aminomercaptothiadiazole compound and a preparation method thereof; at the same time, the invention also relates to the compound as an acceptor in colorimetric recognition of Ac - in the application. Background technique [0002] Acetate ion and its salts are important components in many metabolic processes and metabolites. The oxidation yield of acetate ion has been frequently used as an indicator of the degradation of seabed organic sediments. Acetate ion can be used as a possible tracer of malignant tumors, and has been extensively studied in the treatment of prostate cancer and its metastasis and malignant lymphoma. Among them, chemical sensing methods through colorimetric or fluorescent molecules are particularly attractive. So far, people have designed and synthesized some compounds that can recognize acetate ions, such as amides and sulfur-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D285/125G01N21/31G01N21/33G01N21/78
Inventor 魏太保李军强林奇张有明
Owner NORTHWEST NORMAL UNIVERSITY
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