Patent GB-888662-A (GB)
Title: New phosphorus nitrilo compounds
Inventor: HOFMANN EUGEN
IPC: C08G18/77
Filed: 1959-01-27
Abstract: The invention comprises phosphorous-nitrilo compounds of the formula PnNnZ2n in which n is an integer of at least 3 and the constituents designated by Z are univalent atoms or radicals at least one of which is -NH.CO.X or -NCO where X is a halogen atom, preferably chlorine. Any of the constituents Z which are not -NH.  CO.X or -NCO groups may conveniently be halogen atoms (preferably chlorine) or -NH2 groups. The compounds may be obtained by reacting a carbonyl halide, preferably phosgene, with a compound PnNnY2n in which n is an integer of at least 3 and the constituents Y are univalent atoms or radicals at least one of which is an NH2 group, the process being effected in a solvent which is substantially inert with respect to the reactants and reaction product, e.g. chlorobenzene, ortho-dichlorobenzene or chloronaphthalene.  When the process is carried out below 130 DEG C., e.g. at room temperature, the derivatives obtained contain -NH.CO.X groups but at temperatures above 130 DEG C. the derivatives obtained contain isocyanate groups.  Examples are given for the production of products of the formulae: P3N3Cl4(NCO)2 and P3N3Cl4(NH2) (NCO) respectively from the diamine derivative of phosphorus nitrilo chloride trimer, the said diamine derivative being obtained by treating phosphorus nitrilo chloride trimer (PNCl2)3 in solution in a suitable solvent, e.g. ether, with an aqueous solution of ammonia. The isocyanate products are useful in the production of fireresistant polymers, e.g. by copolymerizing them with glycols.  The Provisional Specification also mentions as product the compound P3N3Cl5NCO.ALSO:A fire-resistant polymer is obtained by copolymerizing with a glycol a compound of the formula PnNnZ2n in which n is an integer of at least 3 and the constituents Z are univalent atoms or radicals, at least one of which is -NH.CO.X or -NCO, where X is a halogen atom, preferably chlorine (see Groups III and IV(b)).  Any of the constituents Z which are not -NH.CO.X or -NCO groups may be halogen atoms, e.g. chlorine, or -NH2 groups.  Specified phosphorus compounds of the above formula are P3N3Cl4(NH2)(NCO) and P3N3Cl4(NCO)2.  The Provisional Specification also specifies the phosphorus compound P3N3Cl5NCO.ALSO:The invention comprises phosphorus nitrilo compounds of the formula PnNnZ2n in which n is an integer of at least 3 and the constituents designated by the symbol Z are univalent atoms or radicals at least one of which is -NH.CO.X or -NCO where X is a halogen atom, preferably chlorine.  Any of the constituents Z which are not NH.CO.X or -NCO groups may conveniently be halogen atoms (preferably chlorine) or -NH2 groups.  The compounds may be obtained by reacting a carbonyl halide, preferably phosgene, with a compound of the formula PnNnY2n in which n is an integer of at least 3 and the constituents designated by Y are univalent atoms or radicals, at least one of which is an -NH2 group, the process being effected in a solvent which is substantially inert with respect to the reactants and the reaction product.  Specified solvents are chlorobenzene, ortho-dichlorobenzene and chloronaphthalene.  By carrying out the process at below -130 DEG C., e.g. at room temperature, the derivatives obtained contain -NH.CO.X groups, whereas when operating at above 130 DEG C. derivatives are obtained containing isocyanate groups.  Examples are given for the production of products of the formulae <FORM:0888662/IV (b)/1> respectively, from the diamine derivative of phosphorus nitrilo chloride trimer, the acid diamine derivative being obtained by treating phosphorus nitrilo chloride trimer (PNCl2)3 in solution in a suitable solvent, e.g. ether, with an aqueous solution of ammonia.  The isocyanate products are useful in the production of fireresistant polymers, e.g. by co-polymerising them with glycols.  The Provisional Specification also mentions as product the compound P3N3Cl5NCO