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A soluble porous organic polymer for highly efficient organic-aqueous biphasic catalysis and convenient reuse of catalysts

Fu, Hao-Xi, Zhang, Zhi-Hao, Fan, Wenhao, Wang, Shuifeng, Liu, Yan, Huang, Mu-Hua
Journal of materials chemistry A 2019 v.7 no.25 pp. 15048-15053
adsorption, catalysts, catalytic activity, homogenization, liquids, p-nitrophenol, polymerization, polymers, solubility, solvents, surface area
Functional porous organic polymers (POPs) such as PIM-1 with good solubility have been used for the homogenization of heterogeneous catalysts very recently, in addition to the traditional gas/liquid adsorption and separation. As emerging functional POPs, Azo-POPs have been studied broadly, although they are usually insoluble. This paper reports a novel soluble Azo-POP (named Azo-POP-7) with a fluorene-derived β-hydroxy-azobenzene subunit in the polymer main chain for the first time via a facile azo-coupling polymerization of contorted monomers. The resultant polymers exhibited a Brunauer–Emmett–Teller (BET) specific surface area of 364 m² g⁻¹ and good solubility in most organic solvents. Moreover, the soluble catalyst Pd@Azo-POP-7 showed the highest efficiency (kₐₚₚ = 4.95 × 10⁻² s⁻¹) for the organic-aqueous biphasic reduction reaction of 4-nitrophenol with good recyclability (12 cycles). This work introduces a novel strategy for designing novel functional POPs for organic/aqueous biphasic catalysis.