Condensation products

Water-soluble polyamines are prepared from alkylene oxide condensates having at least two terminal hydroxy groups by reaction with thionylchloride to replace the hydroxyl groups by chlorine atoms followed by reaction with ammonia or a primary amine or a polyamine containing at least one primary amino group, or by reaction with acrylonitrile followed by catalytic hydrogenation of the products. All or part of the primary and secondary amino groups of the polyamines may be converted to aldehyde precondensate groups of the formulae: The primary amino-groups may be converted to a group of formula I by reaction with nitrourea followed by reaction with formaldehyde, or by reaction with sodium cyanate and hydrochloric acid followed by reaction with formaldehyde; into a group of formula II by reaction of the compounds containing a group of formula I with glyoxal; into a group of formula III by reaction with dimethylolurea followed by reaction with formaldehyde or into a group of formula IV by reaction with cyanuric chloride followed by replacement of the remaining chlorine atoms by amino and finally by reaction with formaldehyde. Similarly the secondary amino groups of the polyamine may be converted into a group of formula V by reaction with nitrourea followed by reaction with formaldehyde or into a group of formula VI by reaction with cyanuric chloride followed by amination and methylolation. Examples of the alkylene oxide condensates specified are polyoxyethylene glycols; ethylene oxide condensates of polyhydroxy compounds such as glycerol, sorbitol, or pentaerythritol; ethylene oxide condensates of amines such as methylamine, ethylamine or cetylamine and ethylene oxide condensates of amides.ALSO:Heat hardenable aldehyde condensation products are prepared from water-soluble polyamines which are derived from alkylene oxide condensates containing hydroxyl groups by converting the hydroxyl groups to amino groups or to g -aminopropoxy groups and which contain at least two primary or secondary amino-groups, by (a) reacting the polyamine with an aldehyde resin precondensate or by (b) converting part or all of the primary and secondary amino groups of the polyamine into aldehyde resin precondensate groups of the formula:-NM.CO.NH.CH2OM, and and optionall