p-N-methyl acetamidophenyl rhodamine 6G pH fluorescence molecular probe as well as preparation method and use thereof
A technology based on benzene and acetamide, applied in the application field of chemical sensing technology, can solve the problems of low sensitivity of colorimetry, high impedance of glass electrode, unsuitable pH value measurement, etc., and achieve the effect of simple synthesis and safe preparation process
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Embodiment 1
[0036] compound Synthesis:
[0037] (1) Synthesis of raw material rhodamine 6G hydrazide
[0038] Dissolve 1.5 g of Rhodamine 6G in 30 mL of ethanol, add it to a 100 mL flask, add 2.4 mL of 80% hydrazine hydrate to the mixed system at room temperature, stir for 30 minutes, then heat the mixture to reflux, when the solution changes from scarlet to When the reaction was clear orange, the reaction was completed, cooled to room temperature, and the solvent was removed by rotary evaporation to obtain 1.3 g of the product with a yield of 87.5%.
[0039] (2) Synthesis of raw material p-acetamidoacetophenone
[0040] Add 1.0 g of p-aminoacetophenone to a 100 mL flask, add 0.7 mL of acetic anhydride and 0.3 mL of glacial acetic acid dropwise at room temperature, and heat the mixed system to reflux until complete reaction. After the mixed system is cooled to room temperature, pour the mixture into a In a beaker of ice salt, stir well, and suction filter to obtain 1.0 g of pink solid...
Embodiment 2
[0050] compound Synthesis:
[0051] (1) Synthesis of raw material rhodamine 6G hydrazide
[0052] Dissolve 6.0 g of Rhodamine 6G in 120 mL of ethanol, add it to a 250 mL flask, add 9.6 mL of 80% hydrazine hydrate to the mixed system at room temperature, stir for 30 minutes, then heat the mixture to reflux, when the solution changes from scarlet to When the reaction was clear orange, the reaction was completed, cooled to room temperature, and the solvent was removed by rotary evaporation to obtain 4.6 g of the product with a yield of 79.2%.
[0053] (2) Synthesis of raw material p-acetamidoacetophenone
[0054] Add 1.5 g of p-aminoacetophenone to a 100 mL flask, add 1.0 mL of acetic anhydride and 0.4
[0055] mL of glacial acetic acid, and the mixed system was heated to reflux until the reaction was complete. After the mixed system was cooled to room temperature, the mixture was poured into a beaker filled with ice salt, stirred thoroughly, and 1.4 g of a pink solid was obt...
Embodiment 3
[0059] compound Synthesis:
[0060] (1) Synthesis of raw material rhodamine 6G hydrazide
[0061] Dissolve 10.0 g of rhodamine 6G in 188 mL of ethanol, add it to a 250 mL flask, add 16.0 mL of 80% hydrazine hydrate to the mixed system at room temperature, stir for 30 minutes, then heat the mixture to reflux, when the solution changes from scarlet to When it was a clear orange, the reaction was complete, cooled to room temperature, and the solvent was removed by rotary evaporation to obtain 7.0 g of the product, with a yield of 72.0%.
[0062] (2) Synthesis of raw material p-acetamidoacetophenone
[0063] Add 3.0 g of p-aminoacetophenone to a 100 mL flask, add 2.1 mL of acetic anhydride and 0.75 mL of glacial acetic acid dropwise at room temperature, and heat the mixed system to reflux until complete reaction. After the mixed system is cooled to room temperature, pour the mixture into a In a beaker of ice salt, fully stirred, and suction filtered to obtain 2.7 g of pink sol...
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