Patent GB-979350-A (GB)
Title: Isocyanate organo-phosphorus compounds and urethanes obtained from them
IPC: C08G18/71
Filed: 1961-08-24
Abstract: Novel compounds of the general formula <FORM:0979350/C1/1> wherein R is an aliphatic, a cycloaliphatic, an araliphatic or an aromatic radical optionally carrying further -NH-CO- groups. R1 is an aliphatic or araliphati radical which may contain halogen atoms, n and m being integers from 1 to 3, and specifically the following <FORM:0979350/C1/2> <FORM:0979350/C1/3> <FORM:0979350/C1/4> <FORM:0979350/C1/5> <FORM:0979350/C1/6> <FORM:0979350/C1/7> <FORM:0979350/C1/8> are made by reacting an organic polyisocyanate with at least one equivalent of hydrogen chloride to give an isocyanate group containing carbamyl chloride, which in turn is reacted with a trialkyl phosphite.  These products are suitable for converting or incorporation into polyurethanes (see Division C6).  In the examples aromatic chlorine substituted carbamyl chloride derivatives are produced in the one stage chlorination of the corresponding unsubstituted aromatic polyisocyanate. Extensive lists of starting materials are given and the following additional products are disclosed in the examples giving these methods of preparation. <FORM:0979350/C1/9> <FORM:0979350/C1/10> <FORM:0979350/C1/110> <FORM:0979350/C1/121> <FORM:0979350/C1/132> <FORM:0979350/C1/143> <FORM:0979350/C1/154> <FORM:0979350/C1/165> The compounds are produced by reacting an organic polyisocyanate with at least one equivalent of hydrogen chloride to give an isocyanate containing carbamyl chloride, which is then reacted with a trialkyl phosphite.ALSO:Polyurethanes are made by reacting an organic compound containing at least two active hydrogen containing groups with an isocyanate containing phosphorus compound of the general formula <FORM:0979350/C3/1> where R is an aliphatic, a cycloaliphatic, an araliphatic, an aromatic or a halogen substituted aromatic radical that may include further -NH-CO- groups, R1 is an aliphatic radical or an araliphatic radical which may contain halogen atoms, n and m are integers from 1 to 3, specifically a compound of the formulae <FORM:0979350/C3/2> and if desired with an organic polyisocyanate. Cellular products may be obtained by incorporating a blowing agent and using a compound of molecular weight at least 600 and containing at least two active hydrogens.  Additional compounds containing at least two active hydrogens but of low molecular weight are advantageously added and include water, glycols, diamines, amino alcohols, ureas.  Non-porous polyurethanes may be prepared by using anhydrou conditions and a combination of active hydrogen containing components.  Active hydrogen containing compounds especially suitable are hydroxylic polyesters, polyhydric polyalkylene ethers, polyhydric thioethers. Silicone acids may also be incorporated.  Extensive lists of suitable starting materials, catalysts which include organotin compounds and amines both aliphatic and heterocyclic and fillers or emulsifiers are provided and detailed examples of the production of foams, lacquer compositions and plastics are given.  Specifications 700,608, 769,680, 804,369 and U.S.A. Specification 2,846,408 are referred to.ALSO:A metal plate may be sprayed with a polyurethane solution (see Division B2) in an inert organic solvent, said polyurethane being formed from a novel organo phosphorus containing isocyanate (see Division C2) and an organic compound having at least two active hydrogen atoms per molecule as determined by Zerewitinoff's method.ALSO:Coating compositions comprising an inert organic solvent solution of an organic compound of molecular weight at least 600 containing at least two active hydrogen-containing groups (determined by the Zerewitinoff method) which may be a polyester, poleysteramide, polyacetal, polyether or polythio-ether, and an isocyanate group containing organophosphorus compound (see Division C2) and optionally another organic poly-isocyanate may be coated on to wood by brushing, or on to metal by spraying and subsequent heat curing.