Aqueous-biphasic hydroformylation of 1-hexene catalyzed by the complex HCo(CO)[P(o-C6H4SO3Na)]3

  • María Modroño-Alonso Universidad de Carabobo
  • William Castro Instituto Venezolano de Investigaciones Científicas
  • Francisco Lopez-Linares Chevron Energy Technology Company
  • Merlín Rosales Universidad del Zulia
  • Pablo Jose Baricelli Universidad de Carabobo
Keywords: Biphasic hydroformylation, Cobalt complexes, 1-hexene, recycling, o-TPPTS

Abstract

The water soluble cobalt complex HCo(CO)[P(o-C6H4SO-3Na)]3 was used as catalyst precursor for the biphasic aqueous hydroformylation of 1-hexene. The complex was synthesized by reductive carbonylation of CoCl2.6H2O in the presence of o-TPPTS ([P(o-C6H4SO3Na)]3) under nitrogen atmosphere and characterized by FTIR, 1H NMR and 31P {1H} NMR, 13C NMR, DEPT – 135, COSY, HSQC, MS (ESI). The catalytic activity of the complex in the biphasic hydroformylation reaction of 1-hexene was evaluated under moderate reaction conditions. The pressure and temperature were varied from 4137 – 7584 kPa (600-1100 psi) of syngas and from 353 – 383 K (80 – 110 °C), respectively. The 1-hexene concentration was varied from 0.021-0,11M and the catalyst from 4x10-4 - 1.1x10-3 M. The best conversion at 363 K and 7584 kPa and 7.5 h was 62% with selectivity towards aldehydes (heptanal and 2-methyl-hexanal) of 66% to with l/b ratio of 2.6. The recycling of the catalytic precursor after four successive times, did not show any loss on the activity, having selectivity towards aldehyde up to 60%.

Author Biographies

María Modroño-Alonso, Universidad de Carabobo
Centro de Investigaciones Químicas, Facultad de Ingeniería
William Castro, Instituto Venezolano de Investigaciones Científicas
Centro de Química
Merlín Rosales, Universidad del Zulia
Laboratorio de Química Inorgánica, Departamento de Química, Facultad Experimental de Ciencia
Pablo Jose Baricelli, Universidad de Carabobo
Centro de Investigaciones Químicas, Facultad de Ingeniería
Published
10-12-2017