A kind of potassium ion probe and its preparation method and application
A technology of potassium ions and probes, applied in the field of biomaterials, to achieve the effect of improving stability
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Synthetic example 1
[0090] This synthesis example provides the synthesis method of potassium ion probe KS-23, specifically as follows:
[0091]
[0092] (1) Synthesis of compound 2: 4-hydroxybenzaldehyde (4.8g, 0.04mol), 2-bromoethanol (4.83g, 0.06mol), KI (3.32g, 0.02mol) and K 2 CO 3 (8.29g, 0.06mol) was added to a 250ml round bottom flask, dissolved in 80ml of acetonitrile, and refluxed at 80°C for 36h. After cooling to room temperature, acetonitrile was distilled off under reduced pressure, and the residue was washed with CH 2 Cl 2 (80 mL) extracted 3 times, and washed with saturated NaCl solution (80 mL) 3 times. The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, concentrated, and separated by silica gel column chromatography. The fluidity was PE (petroleum ether): EA (ethyl acetate) = 1:2 to obtain 2.5 g of a white solid with a yield of 35.3 %.
[0093] 1 H NMR (400MHz, Chloroform-d) δ9.79(s, 1H), 7.76(d, J=8.5Hz, 2H), 6.95(d, J=8.5Hz, 2H), 4.17–4.04(...
Synthetic example 2
[0102] This synthesis example provides the synthesis method of the reference probe RP, as follows:
[0103]
[0104] (1) Synthesis of Compound 5
[0105] Compound 4 (5g, 25.2mmol), 2-aminoethanol (15.4g, 252mmol) and 80ml of ethanol were added to a 150ml round bottom flask and refluxed for 10 hours and then cooled. The precipitated solid was filtered off and recrystallized from ethanol to obtain the pure product. Yield: 88.5%.
[0106] (2) Synthesis of RP
[0107] Compound 5 (1.50g, 5mmol), Et 3 N (1.01 g, 10 mmol) and 80 mL CH 2 Cl 2 Cool in an ice bath after mixing. Then methacryloyl chloride (1.04 g, 10 mmol) was added. After reacting at room temperature for 6 hours, it was concentrated in vacuo. The remaining solid was purified with a silica gel column, and a pure solid was obtained using petroleum ether / ethyl acetate (5:1) as a developing solvent. Yield 89%.
[0108] 1 H NMR (400MHz, Chloroform-d) δ8.63 (dd, J=7.3, 1.1Hz, 2H), 8.25 (dd, J=8.3, 1.1Hz, 2H), 7....
Embodiment 1
[0111] This embodiment provides a dual-functional sensing film for potassium ions and dissolved oxygen, the preparation method of which is as follows:
[0112] (1') Mix polyethylene glycol methacrylate, methacrylic acid, polyethylene glycol dimethacrylate, oxygen probe, reference probe, initiator and solvent, wherein polyethylene glycol methyl The mass ratio of acrylate, polyethylene glycol dimethacrylate, oxygen probe, reference probe, initiator and solvent is 800:50:5:5:10:1000, take 30 microliters of the mixed solution in On the TMSPA-modified quartz carrier, the upper side was covered with a cover glass, and then placed in an oven at 80 degrees for polymerization for 1 hour. After taking out, remove the cover slip to obtain a film covered with a gel layer;
[0113] (2') Place the film that step (1') obtains in the 1mLDMF solution containing 0.2mg KS-23, 100mg EDC and 20mg DMAP to carry out the grafting of potassium ion probe. The reaction was carried out after 12 hours a...
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