Patent GB-1002680-A (GB)
Title: Phosphorus-containing fluorocarbon compounds and their polymers
IPC: C07F9/09
Filed: 1962-02-06
Abstract: Additives for oils, lubricants, polishes and waxes have the formula [RfSO2N(R)R1O]mPOX3- m where Rf is perfluoroalkyl or perfluorocycloaliphatic of 1-18 carbon atoms, R is hydrogen or C1-12 alkyl, R1 is C2-12 alkylene, m is 1 or 2, and X is Cl, OH, Ometal or the residue of an active hydrogen-containing compound (see Division C2).  Examples use SAE and polychlorotrifluoroethylene oils. Specification 857,906 is referred to.ALSO:Additives for plating baths have the formula [RfSO2N(R)R1O]mPOX3-m, where Rf is perfluoroalkyl or perfluorocycloaliphatic of 1 - 18 carbon atoms, R is hydrogen or C1-12 alkyl, R1 is C2-12 alkylene, m is 1 or 2, and X i Cl, OH, OMetal, or the residue of an active hydrogen-containing compound (see Division C2).  No metal plating bath specified.  Specification 857,906 is referred to.ALSO:Copolymers are obtained from a compound of formula RfSO2N(R)R1OPOCl2, where Rf is perfluoroalkyl or perfluorocycloaliphatic of 1-18 carbon atoms, R is hydrogen or C1- 12 alkyl and R1 is C2- 12 alkylene (see Division C2), e.g. N-ethyl perfluorooctane-sulphonamidoethyl phosphoryl dichloridate, and an organic compound having two active hydrogen atoms, e.g. dithiols, diamines and glycols, such as ethylene, propylene, butylene, trimethylene, tetramethylene and N-ethyl perfluorooctanesulphonamidopropylene glycols, hydroquinone, 2,2,3,3,4,4-hexafluoropentanediol and 3,31-oxybis-tetrafluoropropanol. The reaction may be carried out in pyridine at about 100 DEG  C.  The polymers may be used in leather and textile treatment, as paper impregnants, as solvent resistance sealants, and for protecting metal and other surfaces from corrosion and weathering.  Specification 857,906 is referred to.ALSO:The invention comprises the compounds of formula [RfSO2N(R).R1O]mPOX3- m, where Rf is perfluoroalkyl or perfluorocycloaliphatic of 1-18 carbon atoms, R is hydrogen or C1- 12 alkyl, R1 is C2- 12 alkylene, m is 1 or 2, and X is Cl, OH, OMetal, or the residue of an active hydrogen-containing organic compound.  The compounds are prepared by reacting RfSO2-N(R)R1OH with POCl3 to give compounds in which X is Cl, and, if desired, hydrolysing to give X=OH, or reacting with an active hydrogen-containing compound, such as a phenol, alcohol, primary or secondary amine, mercaptan or a hydroxide of an alkali or alkaline earth metal.  These compounds, and polymers derived from them (see Division C3), have surface-active properties. Specification 857,906 is referred to.ALSO:Oil- and water-repellency is imparted to materials such as textiles, paper and leather by treating them with a compound of the formula [RySO2N(R)R1O]mPOX3-m, where Ry is perfluoroalkyl or perfluorocycloaliphatic of 1-18 carbon atoms, R is hydrogen or C1-12 alkyl, R1 is C2-12 alkylene, m is 1 or 2, and X is Cl, OH, Orletal, or the residue of an active hydrogen-containing compound (see Division C2), or with a copolymer of RySO2N(R)R1O POCl2 with a compound containing two active hydrogen atoms (see Division C3).  Specification 857,906 is referred to.ALSO:Protective coatings for metal, wood, plastics and the like are obtained by treating the surface with a compound of formula [RfSO2N(R)R1O]mPOX3-m, where Rf is perfluoroalkyl or perfluorocycloaliphatic of 1-18 carbon atoms, R is hydrogen or C1-12 alkyl, R1 is C2-12 alkylene, m is 1 or 2, and X is Cl, OH, OMetal, or the residue of an organic active hydrogen-containing compound (see Division C2), or with a copolymer of RfSO2N(R)R1OPOCl2 and a compound having two active hydrogen atoms (see Division C3). Examples treat aluminium and stainless steel.  Ice-cube trays are thereby given good release properties.  Specification 857,906 is referred to.