Conversion of CO2 into Chloropropene Carbonate Catalyzed by Iron (II) Phthalocyanine Hypercrosslinked Porous Organic Polymer

Molecules. 2020 Oct 9;25(20):4598. doi: 10.3390/molecules25204598.

Abstract

Commercial iron (II) phthalocyanine (FePc) was knitted with biphenyl using a Friedel-Crafts reaction to yield a micro-meso porous organic polymer (FePc-POP) with a specific surface area of 427 m2/g and 5.42% of iron loading. This strategy allowed for the direct synthesis of a heterogeneous catalyst from an iron containing monomer. The catalytic system, formed by the knitted polymer containing FePc and DMAP (4-dimethylamino pyridine) as base, results in an efficient heterogeneous catalyst in the cycloaddition of CO2 to epichlorohydrin to selectively obtain the corresponding cyclic carbonate. Thus, a TON (mmol substrate converted/mmol catalysts used) value of 2700 was reached in 3 h under mild reaction conditions (solvent free, 90 °C, 3 bar of CO2). The catalyst does not exhibit leaching during the reactions, which was attributed to the excellent stability of the metal in the macrocycle.

Keywords: CO2 conversion; cyclic carbonate; iron (II) phthalocyaninates; knitted porous polymer; recyclability.

MeSH terms

  • Biphenyl Compounds / chemistry*
  • Carbon Dioxide / chemistry*
  • Catalysis
  • Indoles / chemistry*
  • Iron / chemistry*
  • Isoindoles
  • Macrocyclic Compounds / chemistry*
  • Polymers / chemistry*
  • Porosity

Substances

  • Biphenyl Compounds
  • Indoles
  • Isoindoles
  • Macrocyclic Compounds
  • Polymers
  • Carbon Dioxide
  • diphenyl
  • Iron
  • phthalocyanine