Preparation and application of 2,2′-bipyridyl-4,4′-bisphosphoric acid_Industrial additives

Background and overview^[1-2]

2,2′-Bipyridyl-4,4′-bisphosphonate is an organic intermediate vulcanizing agent, which can be synthesized from [2,2′-bipyridyl]-4,4′-diylbis(phosphonate) ) tetraethyl ester is prepared in one step. 2,2′-Bipyridyl-4,4′-bisphosphate can be used to prepare two-dimensional proton-conducting MOFs materials.

Preparation^[1]

Under an argon atmosphere, dissolve [2,2′-bipyridyl]-4,4′-diyl bis(phosphonate) tetraethyl ester (1.0 g, 2.33 mmol) in anhydrous CH2Cl2 (~ 50 mL). To this solution was added bromotrimethylsilane (2.15 mL, 12.1 mmol) and the reaction was stirred at room temperature under an argon atmosphere for 3 days. The solvent was removed under vacuum and dry methanol (~30 mL) was added. The solution was stirred at room temperature for 30 min, the methanol was removed under vacuum, and diethyl ether (~60 mL) was added to the white solid. The suspension was stirred for 2 h and the white solid (0.74 g, 87%) was collected by suction filtration. ¹ H NMR (MHz, d 6 -DMSO): δ (ppm) 8.85 (t, 2H), 8.66 (d, 2H), 7.75 (dd, 2H).

Apply^[2]

2,2′-Bipyridyl-4,4′-bisphosphate can be used to prepare two-dimensional proton-conducting MOFs materials with good thermal and chemical stability and good proton conductivity. By introducing bisphosphate groups, the synthesized two-dimensional proton-conducting MOFs material has good crystallization ability, high thermal and chemical stability, good proton conductivity at medium and low temperatures, and good performance in various solvents. Dissolution provides the possibility for its material application, showing attractive application prospects in proton conduction. Here’s how:

Put 0.05mmol of 2,2′-bipyridyl-4,4′-diphosphate and 05mmol of CuCl2 and Huntsman polyetheramine in a bottle, and then add concentrated hydrochloric acid: water (mass ratio) = 1 : 8 Add a total of 1.5ml of the mixture into the bottle, heat at 200 degrees Celsius for 5 hours, and cool down naturally to obtain green crystals. Unit cell parameters: The compound crystallizes in the monoclinic crystal system, C2/c space group, β=100.391°, F(000)=1656.0, Z=8.