High Conversion of Styrene, Ethylene, and Hydrogen to Linear Monoalkylbenzenes

Molecules. 2018 May 25;23(6):1260. doi: 10.3390/molecules23061260.

Abstract

1-Alkylbenzenes as a precursor of surfactants, can be produced from ethylene, styrene, and hydrogen. These intermediates, lacking tertiary carbons, are environmentally more benign than commercial ones that bear the aromatic ring linked to an internal carbon of the aliphatic chain. The one-pot synthesis of highly linear 1-alkylbenzenes (LABs) through the homogeneous catalysis of olefin poly-insertion from cheap and largely available reagents can be carried out with a high turnover and selectivity. A purposely designed reactor that allows for the fine control of the three components feed, along with temperature, plays a key role in this achievement. A turnover of 194 g of LABs per mmol of catalyst per hour can be obtained with the simultaneous removal of polyethylene as a by-product.

Keywords: LAB; ansa-metallocene; poly-insertion catalysis; styrene regiochemistry.

MeSH terms

  • Alkenes / chemical synthesis*
  • Catalysis
  • Chemistry Techniques, Synthetic / methods*
  • Ethylenes / chemistry*
  • Factor Analysis, Statistical
  • Humans
  • Hydrogen / chemistry*
  • Magnetic Resonance Spectroscopy
  • Metallocenes / chemistry*
  • Styrene / chemistry*
  • Temperature

Substances

  • Alkenes
  • Ethylenes
  • Metallocenes
  • Styrene
  • Hydrogen
  • ethylene