Patent GB-1080938-A (GB)
Title: Method of preparing phosphorylated polyols,and their application
IPC: C08G18/50
Filed: 1965-07-01
Abstract: Tertiary phosphoric acid ester and polyesters of the formula <FORM:1080938/C4-C5/1> where x and n are integers between 1 and 10 y is an alkylene group of the formula <FORM:1080938/C4-C5/2> where R1 is hydrogen, methyl, ethyl or halomethyl which may be different in each of the Y groups and Z1 is alkyl, cycloalkyl, mono- or dihalo alkyl or aryl of 1 to 6 carbons, the group -(YO)nH or a radical A which is the residue of a polyhydroxylated organic compound A-OH, but not of a polyalkylene glycol of the formula H(OY)nOH, at least one of the Z1 groups representing the radial A, are stated to be useful as constituents of lubricants and of transfer liquids.ALSO:Fireproof polyurethane foams are obtained by reacting a phosphoric acid ester or polyester of the formula <FORM:1080938/C3/1> where x and n are integers between 1 and 10, Y is an alkylene group of the formula <FORM:1080938/C3/2> where R1 is hydrogen, methyl, ethyl or halomethyl which may be different in each of the Y groups and Z1 is alkyl, cycloalkyl, mono- or dihalo alkyl or aryl having 1 to 6 carbons, the group -(YO)nH or a radical A which is the residue of a polyhydroxylated organic compound AOH, but not of a polyalkylene glycol of the formula H(OY)nOH, at least one of the Z1 groups representing the radical A, with a di- or poly-isocyanate. In the examples in the phosphorylated polyol starting materials employed to make the polyurethanes, the radical A is derived from trimethylol propane, pentaerythritol, triethanolamine and oxypropylated pentaerythritol and the diisocyanate employed is methylene diphenylisocyanate.ALSO:The invention comprises tertiary phosphoric acid esters and polyesters of the formula <FORM:1080938/C2/1> where x and n are integers between 1 and 10, Y is an alkylene group of the formula <FORM:1080938/C2/2> where R1 is hydrogen, methyl, ethyl or halomethyl which may be different in each of the Y groups and Z1 is alkyl, cycloalkyl, mono- or dihalo alkyl or aryl having 1 to 6 carbons, the group -(YO)nH or a radical A which is the residue of a polyhydroxylated organic compound, but not of a polyalkylene glycol of the formula H(OY)nOH, at least one of the Z groups representing the radical A.  They may be prepared by heating a tertiary phosphoric acid ester containing 1 to 3 hydroxyl groups of the formula <FORM:1080938/C2/3> where R is alkyl, cycloalkyl, mono- or dihaloalkyl or aryl having 1 to 6 carbons and m is 0, 1 or 2 with a di- or polyhydroxylated organic compound of the formula A-OH at a temperature of 90-250 DEG  C. under a vacuum of 1-100 mm. Hg, and distilling off the alcohol or diol as it is formed.  The hydroxylated compound, A-OH, employed, preferably has a boiling point higher than that of the alcohol and/or diol formed, and the reaction may be effected in the presence of a catalyst, e.g. an acid such as phosphoric or a Friedel-Crafts catalyst.  In the examples, the polyhydroxylated starting materials employed are trimethylol propane, pentaerythritol, triethanolamine, oxypropylated sorbitol and oxypropylated pentaerythritol. Suitable hydroxylated phosphoric esters for use as starting materials include the phosphoric acid triol triesters obtained by reacting an alkylene oxide with phosphoric acid or with a mixture of mono- and dialkyl phosphoric acids which themselves have been obtained by reacting a monoalcohol with P2O5.