Patent GB-886186-A (GB)
Title: Catalytic process
Inventor: WILD JAMES HARRY
IPC: B01J31/22
Filed: 1959-01-16
Abstract: A process for the manufacture of urethanes, especially polyurethanes, by the interaction of isocyanates (such as polyisocyanates) with compounds containing hydroxyl groups (e.g. polyesters, polyesteramides and polyethers) is characterized in that the interaction is carried out in the presence of, as catalyst, an organometallic compound derived from one molecular proportion of a metal chelate co-ordination compound which is free from ionic groups and from one to four molecular proportions of an organic monoisocyanate.  The chelates may be derived from copper, nickel, zinc, cobalt, manganese, iron, zirconium, uranium and vanadium with such organic compounds as b -diketones, b -ketoesters and o-hydroxy-aryl aldehydes as ligands (see Group IV(b)).  In an Example (1) a mixture of a glycerol/glycol/adipic acid polyester and tolylene -2:4-diisocyanate in cyclohexanone and methyl ethyl ketone has added a solution of a reaction product of phenyl isocyanate and bis-ethyl-acetoacetato copper (II).  A gel is produced.  Other examples employ as catalyst reaction products of phenyl isocyanate with (2) tris-2:4-pentanediono manganese (III); (3) bis-(salicyl aldehydo)-copper (II); (4) tetrakis-2:4-pentanediono-zirconium (IV). Specification 733,624 is referred to.ALSO:A process for the manufacture of urethanes by the interaction of isocyanates with compounds containing hydroxyl groups is characterised in that the interaction is carried out in the presence of, as catalyst, an organometallic compound derived from one molecular proportion of a metal chelate co-ordination compound which is free from ionic groups and from one to four molecular proportions of an organic monoisocyanate.  The chelate compound may be derived from copper, nickel, zinc, cobalt, manganese, iron, zirconium, uranium and vanadium.  As ligands b -diketones, b -ketoesters and o-hydroxyaryl aldehydes can be used.  The chelate compound may be reacted with phenyl, p-chlorophenyl, p-tolyl or n-butyl isocyanates, suitably in an organic liquid. Instead of direct reaction, the ligand may first be reacted with the monoisocyanate, the product being reacted with a metal derivative.  As a further alternative the chelate compound of a metal may be reacted with a mixture of or the reaction product of the monoisocyanate and another ligand In an Example, (1) a product in which one mole of bis-(ethylacetoacetato) copper (II) is combined with 2 moles of phenyl isocyanate is obtained by reacting the components in ethyl acetate.  Other compounds described are the reaction products of phenyl isocyanate with tri-2 : 4-pentanediono manganese (III); bis-(salicylaldehydo)-copper (II) and tetrakis-2 : 4-pentanediono-zirconium (IV).  The catalysts are employed in preparing polyurethanes.  Specification 733,624 is referred to.ALSO:A process for the manufacture of urethanes, especially polyurethanes, by the interaction of isocyanates (such as polyisocyanates) with compounds containing hydroxyl groups (e.g. polyesters, polyesteramides and polyethers) is characterised in that the interaction is carried out in the presence of an organometallic compound derived from one molecular proportion of a metal chelate co-ordination compound which is free from ionic groups and from one to four molecular proportions of an organic monoisocyanate.  Water is an optional reactant and cellular products may be prepared.  The chelate compounds may be derived from copper, nickel, zinc, cobalt, manganese, iron, zirconium, uranium and such ligands as b -diketones, b -ketoesters and o-hydroxyarylaldehydes (see Group IV(b)). Specification 733,624 is referred to.