Patent GB-700455-A (GB)
Title: Improvements in or relating to the flameproofing of inflammable materials
IPC: D06M13/292
Filed: 1949-11-25
Abstract: Resins such as vinyl chloride-acetate copolymers, cellulose acetate, cellulose xanthate and other materials from which fibres are spun and films cast are plasticized and flame-proofed by means of monomeric dialkene phosphonamides of the general formula <FORM:0700455/IV(a)/1> wherein Ru represents an unsaturated C3-5 aliphatic radical; R1 is hydrogen, a C1-3 alkyl radical, a methylol radical or an unsaturated C3-5 aliphatic radical; R2 is hydrogen, an unsaturated C3-5 aliphatic radical or the following radical <FORM:0700455/IV(a)/2> wherein m is a whole number from 1 to 5 and R1 and Ru are as above defined, or of the chlorinated, brominated and fluorinated monomeric derivatives of the above amides.  The following compounds are mentioned:-tetrabromo diallyl phosphonamide, tetrabromo N-methylol diallyl phosphonamide, octobromo N:N1-methylene bis-diallyl phosphonamide, hexabromo N-allyl diallyl phosphonamide, octobromo N-diallyl diallyl phosphonamide; their preparation is described (see Group IV(b)).  Specifications 688,372, 691,358 and 699,951 are referred to.  The Specification as open to inspection under Sect. 91 states that R1 may also be a C2-3 hydroxy alkyl group and describes the use of the halogenated polymerized form of the phosphonamides as plasticizers and also as flame proofing agents in general (see Group VIII).  Reference is made to chlorinated or brominated polymers of diallyl phosphonamide, N-methylol diallyl phosphonamide, N:N1-methylene bisamido diallyl phosphate, N:N1-ethylene bisamido diallyl phosphate, N-allyl diallyl phosphonamide, N-diallyl diallyl phosphonamide, dipropargyl phosphonamide, halogenated alkene phosphonamides co-polymerized with a non-halogenated monomer of the same type or with a halogenated or non-halogenated monomer of a different type, e.g. halogenated copolymerized diallyl phosphonamide/N:N1-methylene bis amido diallyl phosphate. Reference is also made to the use of a resin obtained by reacting dibromo-propyl dichlorphosphate with ethylene glycol.  The halogenated polymers of the amido phosphates are prepared according to Examples by polymerization in solution, precipitation of the higher polymers therefrom and halogenation of the latter in solution. This subject-matter does not appear in the Specification as accepted.ALSO:Halogenated phosphonamides are prepared by halogenation of dialkene phosphonamides having the general formula <FORM:0700455/IV(b)/1> wherein Ru represents an unsaturated C3-5 aliphatic radical; R1 is hydrogen, a C1-3 alkyl radical, a methylol radical or an unsaturated C3-5 aliphatic radical; R2 is hydrogen, an unsaturated C3-5 aliphatic radical or the following radical <FORM:0700455/IV(b)/2> wherein m is a whole number from 1 to 5 and R1 and Ru are as defined above.  The term "halogenation" includes chlorination, bromination and fluorination.  The amide starting materials are prepared as described in Specification 691,358.  The halogenated derivatives may be used as flame-proofing agents and plasticizers (see Groups IV (a) and VIII).  In examples: (1) tetrabromo diallyl phosphonamide, (2) tetrabromo N-methylol diallyl phosphonamide, (3) octobromo N:N1-methylene bisdiallyl phosphonamide, (4) hexa-bromo N-allyl diallyl phosphonamide and (5) octabromo N-diallyl diallyl phosphonamide are prepared by adding bromine dropwise to an organic solution of the unhalogenated phosphonamide and neutralising the product with ammonia.  Specifications 688,372 and 699,951, [Group IV (a)], also are referred to.  The Specification as open to inspection under Sect. 91 states that R1 may also be a C2-3 hydroxy alkyl group and refers to the halogenation of N:N1-ethylene bis-diallyl amido phosphate and dipropargyl phosphonamide.  The use of sulphuryl chloride as halogenating agent is mentioned.  This subject-matter does not appear in the Specification as accepted.