Separation of glutaraldehyde and some of its aldol condensation products by hydroxyl-aldehyde group affinity...

Glutaraldehyde exists in aqueous solution in equilibrium with monomers and polymers of cyclic and open-chain hemialdals and hydrates. At alkaline pH oligomeric and polymeric alpha,beta-unsaturated aldehyde derivatives are formed from primarily produced aldol condensation products. This communication reports a method for separation of such aldol condensates by means of a new high performance liquid chromatography technique based on the affinity of aldehyde groups for hydroxyl groups of a hydroxylated polyether matrix (Bio-Gel SEC-10). Five peaks corresponding to different aldol condensates of glutaraldehyde were obtained from the affinity column. They have been distinguished by 1H-NMR and UV spectroscopy. Kinetic measurements yielded formation rates for the different aldol condensates.