A colorimetric chemical sensor and its preparation method and application
A chemical sensor, colorimetric technology, applied in the direction of organic chemistry, color/spectral property measurement, etc., to achieve the effect of good sensitivity, low detection limit, large coplanar performance
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Embodiment 1
[0031] Example 1: Synthesis of colorimetric chemical sensor molecule TCI
[0032] Add 3-benzothiazole-6-formyl-N-ethylcarbazole (compound 1) (0.53g, 1.5mmol) into a 100mL round bottom flask, add 15mL of methanol, heat and stir until the raw material is dissolved, then add 1 , 2,3,3-Tetramethyl-3H-indolium iodide (0.45g, 1.5mmol), and 2-3 drops of piperidine were added dropwise, and the reaction was refluxed at 70°C for 4h; after the reaction, the reaction solution was rotary evaporated , remove the solvent, and pass column chromatography on 200-300 mesh silica gel, the eluent is obtained after mixing dichloromethane and methanol at a volume ratio of 30:1 to obtain 0.51 g of the target product TCI, and the yield is 51%.
[0033] 1 H NMR (400MHz, DMSO-d 6 ): δ9.37(s,1H),9.06(s,1H),8.65(d,J=16.1Hz,1H),8.41(d,J=8.7Hz,1H),8.27(d,J=8.6Hz ,1H),8.18(d,J=7.9Hz,1H),8.07(d,J=8.1Hz,1H),7.91(t,4H),7.81(d,J=16.2Hz,1H),7.68–7.55 (m,3H),7.48(t,J=7.4Hz,1H),4.61(q,J=6.7Hz,2H),4.21(s,3H),1.8...
Embodiment 2
[0034] Example 2: Solvent selectivity test of colorimetric chemical sensor TCI
[0035] Dissolve the colorimetric chemical sensor TCI of the present invention in DMF to prepare a 2mM mother solution, take 100μL of the mother solution in a 10mL volumetric flask, and dilute to volume with different solvents to prepare a 20μM detection reagent. From figure 1 In a and 1b, it can be seen that the maximum ultraviolet absorption peak of compound TCI in halogen solvent is located at 515-538nm, and the solution is rose red or pink ( figure 2 up); in non-halogen solvents, the maximum ultraviolet absorption peaks are located between 486-497nm, and the solution is orange or light yellow ( figure 2 downlink). The absorption peak intensity of non-halogen solvents is also significantly weaker than that of halogen solvents. Halogen and non-halogen solvents can be well distinguished from the different UV absorption peak ranges and colors of compound TCI in different solvents. [1-20: Dich...
Embodiment 3
[0036] Example 3: UV absorption spectrum test of colorimetric chemical sensor TCI in mixed solvents with different dichloromethane contents
[0037] Dissolve TCI in DMF to prepare a 2mM mother solution, take 100μL of the mother solution in a 10mL volumetric flask, and dilute to volume with different solvents to prepare a 20μM detection reagent. The dichloromethane used is used as the halogen solvent to be measured, and ethyl acetate is used as the non-halogen solvent, according to a series of volume ratios V (CH 2 Cl 2) :V(EA+CH 2 Cl 2 ) to mix these two solvents (1-11:%, 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, 90%, 100%). Through the test of ultraviolet-visible absorption spectrum, it is obtained Figure 4 . From the ultraviolet-visible spectrum of compound TCI in dichloromethane and ethyl acetate mixed solvent ( Figure 4 a and Figure 4 b) It can be seen that as the content of dichloromethane in the mixed solvent increases, the absorbance of the maximum ultraviolet a...
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