Porphyrin-based porous organic polymers and their application in colorimetric detection of sulfide ions
A technology of polymers and sulfide ions, which is applied in the direction of material analysis by chemical reaction of materials and material analysis by observing the impact on chemical indicators, can solve problems such as poor stability and limited application, and achieve good thermal stability. , the effect of high sensitivity
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[0036] A typical embodiment of the present invention provides a porphyrin-based porous organic polymer comprising the following chemical structure:
[0037]
[0038] The molecular weight of the porphyrin-based porous organic polymer is 3000-4000. For example 3035.29.
[0039] The above chemical structures are to connect. Wherein, the wavy line part is the connection position.
[0040] Another embodiment of the present invention provides a method for preparing the above-mentioned porous organic polymer based on porphyrin, tris(4-ethynylphenyl)amine and 5,10,15,20-tetrakis(4-bromo The phenyl)iron porphyrin is obtained through Sonogashira coupling reaction under the action of a catalyst, and the catalyst is a monovalent copper salt and a divalent palladium salt.
[0041] The Sonogashira coupling reaction, also known as Sonogashira coupling reaction, Sonogashira reaction or Sonogashira-Hagiwara coupling reaction, is a cross-coupling reaction used in organic synthesis to fo...
Embodiment 1
[0058] (1) Synthesis of three (4-ethynylphenyl)amine (EPA):
[0059] (i) CuI (28mg, 0.149mmol), PdCl 2 (PPh 3 ) 2 (166mg, 0.24mmol), tri(4-bromophenyl)amine (2g, 4.14mmol) and triphenylphosphine (38mg, 0.145mmol) were added in a 100mL three-necked flask, and then 80mL of triethylamine was added to the system , and nitrogen bubbles at room temperature for 0.5h.
[0060] (ii) Under nitrogen protection, 7 mL of trimethylsilylethynyl was added dropwise, then heated to reflux, and reacted for 24 h.
[0061] (iii) After the reaction system was cooled to room temperature, it was filtered, and the filter cake was rinsed with ether, and the recovered filtrate was removed by a rotary evaporator to obtain the crude product tris(4-trimethylsilylethynylphenyl)amine.
[0062] The reaction formula is as follows:
[0063]
[0064] (iv) Take 1.069g of the crude product tris(4-trimethylsilylethynylphenyl)amine, add 20mL of dichloromethane into the system to dissolve tris(4-trimethylsily...
Embodiment 2
[0077] Porphyrin-based porous organic polymers (FePPOP EPA )Synthesis
[0078] EPA (42.16mg, 0.133mmol), FeTBrPP (98.63mg, 0.1mmol), CuI (2mg, 10.5μmol) and Pd (PPh 3 ) 2 Cl 2 (7mg, 10.5μmol) was added to a 250mL single-necked flask, and then a mixed solvent of anhydrous triethylamine (20mL) and THF (50mL) was added to the system, and nitrogen was protected at room temperature. Then transfer the mixed liquid to an autoclave and react at 100°C for 72h. After cooling to room temperature, filter and wash the filter cake with DMF, water, methanol, and dichloromethane several times to remove unreacted monomers , by-products and catalysts. For further purification, use THF as solvent to Soxhlet extract the filter cake for 24 hours, then place the solid in a vacuum oven at 80°C and dry it overnight. MaterialFePPOP EPA (Yield 78.1%). FePPOP measured by combustion method EPA The contents of each element in the formula are C, 63.53%; H, 3.67%; N, 4.7%, which are basically consis...
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