Ethoxylation of simple alcohols such as methanol, ethanol and butanol in the presence of tripropylamine, in addition to the main reaction products, results in by‐products from tripropylamine and ethylene oxide. This side‐reaction consumes tripropylamine, forming dipropylamine ethoxylates and alcohol ethoxylates. These compounds remain in the product and influence the commercial properties of alcohol oxyethylates.
The effect of an amine catalyst on oxyalkyalation of alcohols of low relative molecular mass was studied. The reactivity and selectivity of the formation of the ®rst homologues depend upon the alcohol, the alkylene oxide and the degree of oxyalkylation and decrease in the following order methanol b ethanol b butanol b 2-methylpropanol. The formation of the ®rst homologue is signi®cantly more selective in oxypropylation in comparison to oxyethylation. Triethylamine used as the catalyst undergoes by-reactions giving N,N-diethylethanolamine and then oxyethylated diethylamines which exhibit catalytic activity.
The conditions were selected for the reversed phase HPLC separation (phosphate buffer pH = 7.4 / methanol) of N-oxyethylates of N-methylaniline and N-ethylaniline on C18 columns, depending on the oxyethylene chain length. The use of the "mixedmode" C18/anion column provided the possibility for simultaneous separation of oxyethylates, as well as, N,N-dimethylaniline and N,N-diethylaniline. UV spectra were taken for the compounds studied in order to find the optimum wavelengths for the detection procedure.
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