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Volatile basic nitrogen response type compound, portable test paper, preparation method and application

A volatile base nitrogen, portable detection technology, applied in the field of analysis and detection, can solve the problems such as not intuitive response in the spoilage process of aquatic products, cumbersome indicator test paper making process, poor chemical stability of the indicator, etc. The effect of good application potential and low detection cost

Pending Publication Date: 2021-11-16
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the widely researched food freshness detection methods now require cumbersome sample pretreatment processes, expensive analytical instruments or professional data collection and analysis tools, and the response to the spoilage process of aquatic products is not intuitive enough.
Or the production process of the indicator test paper is cumbersome, the detection is not simple enough, the chemical stability of the indicator used is poor, there is the possibility of self-degradation in the process of use, and the loss of detection function and other problems

Method used

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  • Volatile basic nitrogen response type compound, portable test paper, preparation method and application
  • Volatile basic nitrogen response type compound, portable test paper, preparation method and application
  • Volatile basic nitrogen response type compound, portable test paper, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Take 4-(bis(4-hydroxyphenyl)amino)benzaldehyde 305.11mg (1mmol) and 3-(2,3,3-trimethyl-3H-indole-1-salt-yl)propane-1- Add 562.22 mg (2 mmol) of sulfonate into 15 mL of absolute ethanol, then add 100 μL of piperidine dropwise to the solution, vacuumize the system and fill it with nitrogen gas and repeat 3 times, heat up to 70 ° C and stir for 4 hours, and the solution after reaction Cool to room temperature, remove the solvent by distillation under reduced pressure, dissolve in methanol and add dropwise into anhydrous diethyl ether at 8°C to precipitate a solid, wash with anhydrous diethyl ether three times, the amount of anhydrous diethyl ether is 40mL each time, to obtain 3-(2 -(4-(bis(4-hydroxyphenyl)amino)styryl)-3,3-dimethyl-3H-indol-1-salt-1-yl)propane-1-sulfonate 300mg( Yield: 52.80%).

[0040] The resulting product was characterized by proton nuclear magnetic resonance spectroscopy: 1 H NMR (600MHz, DMSO-d 6 )δ9.67(s,2H),8.32(d,J=15.7Hz,1H),8.09(d,J=8.2Hz,2H),...

Embodiment 2

[0043] Take 4-(bis(4-hydroxyphenyl)amino)benzaldehyde 305.11mg (1mmol) and 3-(2,3,3-trimethyl-3H-indole-1-salt-yl)propane-1- Add 702.78mg (2.5mmol) of sulfonate into 20mL of absolute ethanol, then dropwise add 125μL of piperidine to the solution, vacuumize the system and fill it with nitrogen and repeat 3 times, heat up to 75°C and stir for 5 hours, and the reacted The solution was cooled to room temperature, and after the solvent was distilled off under reduced pressure, it was dissolved in methanol and added dropwise into anhydrous diethyl ether at 6°C to precipitate a solid, which was washed three times with anhydrous diethyl ether, and the amount of anhydrous diethyl ether was 45 mL each time to obtain 3-( 2-(4-(bis(4-hydroxyphenyl)amino)styryl)-3,3-dimethyl-3H-indol-1-salt-1-yl)propane-1-sulfonate 315mg (Yield: 55.44%).

[0044] The characterization results of the compounds obtained in this example are the same as those in Example 1.

Embodiment 3

[0046] Take 4-(bis(4-hydroxyphenyl)amino)benzaldehyde 305.11mg (1mmol) and 3-(2,3,3-trimethyl-3H-indole-1-salt-yl)propane-1- Add 844.33 mg (3 mmol) of sulfonate into 25 mL of absolute ethanol, then add 150 μL of piperidine dropwise into the solution, vacuumize the system and fill it with nitrogen gas and repeat 3 times, heat up to 80°C and stir for 6 hours, and the solution after reaction Cool to room temperature, remove the solvent by distillation under reduced pressure, dissolve in methanol and add dropwise into anhydrous diethyl ether at 4°C to precipitate a solid, wash with anhydrous diethyl ether three times, the amount of anhydrous diethyl ether is 50mL each time, to obtain 3-(2 -(4-(bis(4-hydroxyphenyl)amino)styryl)-3,3-dimethyl-3H-indol-1-salt-1-yl)propane-1-sulfonate 340mg( Yield: 59.84%).

[0047] The characterization results of the compounds obtained in this example are the same as those in Example 1.

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Abstract

The invention discloses a volatile basic nitrogen response type compound, portable test paper, a preparation method and application. The volatile basic nitrogen response type compound disclosed by the invention is 3-(2-(4-(bis (4-hydroxyphenyl) amino) styryl)-3, 3-dimethyl-3H-indole-1-salt-1-yl) propane-1-sulfonate. The synthesis process of the probe compound is simple, and the chemical property is stable. After the probe compound is prepared into portable detection test paper, the test paper can make sensitive colorimetric response to the volatile basic nitrogen substance, and the color of the test paper is gradually changed from light purple red to blue along with the increase of the level of the volatile basic nitrogen substance. When the test paper is used for detecting the freshness of an actual aquatic product, the color of the test paper can be changed along with the change of the content of TVB-N released by rotting of the aquatic product, so that the freshness of the aquatic product can be intuitively reflected.

Description

technical field [0001] The invention relates to the technical field of analysis and detection, in particular to a volatile base nitrogen responsive compound, a portable detection test paper, a preparation method and an application. Background technique [0002] With the continuous improvement of people's living standards, the quality and safety of food have attracted more and more attention from the public. Therefore, in order to facilitate consumers to intuitively distinguish food quality and safety, test strips can be added to the food during the packaging process. In this way, the detection test paper responds to the characteristic substances released by the food during storage, resulting in a color change of the test paper, and the freshness or spoilage of the food can be known by visually observing the color change of the test paper. In this way, consumers can make an intuitive and visual judgment on the freshness of food, which can greatly facilitate the purchasing pro...

Claims

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Application Information

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IPC IPC(8): C07D209/14G01N21/78
CPCC07D209/14G01N21/78
Inventor 吴水珠刘欣龙意曾钫
Owner SOUTH CHINA UNIV OF TECH
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