The effect of phenolic compounds on salicylaldimine nickel-catalyzed ethylene oligomerization

Abstract

A salen nickel complex has been prepared in good yield with ethylenediamine, salicylaldehyde, and NiCl2·6H2O as raw materials. The structure of the complex was characterized by FTIR, 1H NMR, UV, and ESI-MS. Upon activation with methylaluminoxane (MAO), the precatalyst showed high activity for ethylene oligomerization. To reduce the simultaneous production of insoluble polymers during the nickel-catalyzed ethylene oligomerization, a series of phenolic compounds were introduced as modifiers for the production of linear α-olefins. The researched result showed that the phenolic compounds have a significant impact on the selectivity of oligomers and the concentration of polymers. With the increase of phenolic compounds, the content of polymers decreased and the distribution of oligomers gradually shifted toward lighter olefins. The sterically hindered 4-tert-butyphenol proved to be an especially efficient polymer-retarding modifier among the studied phenolic compounds in this work. Furthermore, the retarding effect of phenolic compounds toward insoluble polymers may be mainly related to their interaction with MAO, giving rise to larger MAO aggregates.