Palladium ion probe and preparation method and application thereof
A palladium ion probe and ion technology, which is applied in the field of ratiometric palladium ion fluorescent probe and its preparation, can solve the problems of complicated operation and low accuracy, and achieve the effects of high sensitivity, high selectivity and superior sensitivity
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Embodiment 1
[0040] Embodiment 1: the preparation of compound 1
[0041] This embodiment is also prepared by a one-step method, and is prepared according to the following route:
[0042]
[0043]The specific process is: add 1 mmol of Cy7-Cl, bis(2-picoline) amine and triethylamine according to the molar ratio of 1:1:1 to 10 ml and fully react in the organic solvent DMF for 4 hours, the reaction temperature is 40 °C, During the reaction, the color of the solution changed from green to blue. After the reaction was completed, the reaction system was cooled to room temperature, extracted with dichloromethane and water at a volume ratio of 1:10, extracted with 20ml of dichloromethane and 200ml of water, and extracted After layering, the dichloromethane layer was dried with 1 g of anhydrous magnesium sulfate, and after drying, the solvent was removed by rotary evaporation to obtain about 0.4 g of a blue product, namely compound 1.
Embodiment 2
[0044] Example 2: Identification of Compound 1
[0045] Carry out NMR analysis to the blue compound 1 prepared in Example 1, the NMR model is Bruker AVANCE400, the test condition is room temperature, and the NMR data is:
[0046] 1H NMR (400MHz, CDCl3) δ8.72 (d, J = 4.5Hz, 2H), 7.85 (t, J = 6.5Hz, 2H), 7.67 (d, J = 13.5Hz, 2H), 7.40 (dd, J =7.1,5.2Hz,2H),7.32(m,J=7.5Hz,6H),7.15(t,J=7.4Hz,2H),7.00(d,J=7.9Hz,2H),5.90(d,J =13.6Hz, 2H), 4.74(s, 4H), 4.01(q, J=7.1Hz, 4H), 2.60(t, J=6.4Hz, 4H), 1.94(dd, J=12.7, 6.5Hz, 2H ),1.45(s,12H),1.38(t,J=7.2Hz,6H).13C NMR(101MHz,CDCl3)δ173.41,169.06,156.29,149.72,143.67,142.14,140.47,138.19,128.56,124.66,124.28, 123.66, 123.43, 122.19, 109.39, 96.90, 59.97, 48.26, 38.78, 29.69, 28.62, 25.07, 21.95, 11.90.
[0047] The blue compound 1 prepared in Example 1 was subjected to simple analysis. The equipment model of the mass spectrometer was Orbitrap Fusion Tribrid mass spectrometer, and the test condition was room temperature. The high-resoluti...
Embodiment 3
[0048] Example 3: Compound 1 to Pd 2+ selectivity.
[0049] In 0.5% dimethyl sulfoxide (DMSO) pure water, 1.0 equivalent of different metal cations (Pd 2+ , Ca 2+ ,Cd 2+ ,Co 2+ ,Cr 2+ ,Cs + ,Cu 2+ , Fe 2+ , Fe 3+ ,Ir 3+ ,Mg 2+ ,Mn 2+ , Ni 2+ ,Pb 2+ ,Pt 2+ , Re + , Rh 3+ ,Zn 2+ ). Depend on figure 1 It can be seen that when 1.0 equivalent of Pd is added to the compound 1 solution 2+ Finally, the absorption of compound 1 at 710nm disappeared completely, and a new absorption peak appeared at 770nm at the same time, while other metal ions had little effect on the absorption of compound 1.
[0050] At the same time, the visual change of the solution color is: when adding Pd 2+ After that, the solution changed from blue to green, and when other metal ions were added, the color of the solution remained almost unchanged.
[0051] Secondly, the effect of metal ions on the fluorescence of the solution was tested. Add 1.0 equivalent of Pd to compound 1 solution (25...
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