Alkoxylation of N‐alkyl substituted ethylenediamine

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Abstract
The alkoxylation of a new mixture of N‐alkylethylenediamines obtained by reacting C11.5 av. chloroparaffins and ethylenediamine was studied. Ethoxylation in both laboratory glassware or Parr autoclave equipment readily produced 20 mole adducts without alkaline catalysis. The reaction was initiated by the formation of the 3 mole adduct at 160 C and subsequent addition of the alkylene oxide at 90 C. The formation of adducts with mole ratios greater than 20 required an alkaline catalyst. The preparation of propoxylate derivatives necessitated the addition of 2.5–3.0 wt % of caustic catalyst. The preparative time was minimized by operating at 185–190 C and 40–50 psi. The surfactant properties of the alkoxylates were evaluated and correlated with structures and compositions. Data on solubility, surface tension, density, refractive index, pH and foam characteristics are presented. Polyurethane foams were prepared from several of the alkoxylates.

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