Patent GB-1215861-A (GB)
Title: Cleanable stain-resistant fabrics or fibers and polymers therefor
IPC: C08G18/38
Filed: 1968-01-04
Abstract: 1,215,861. Polymers with fluorine-containing groups. MINNESOTA MINING & MFG. CO. 4 Jan., 1968 [9 Feb., 1967], No. 594/68. Headings C3P and C3R. [Also in Division D1] Fluorine-containing polymers having both oleophobic fluoroaliphatic groups and hydrophilic groups, under aqueous conditions are hydrophilic and have a net oleophobicity. The polymers may be used to coat fibres, and are such that when fabrics made from the fibres are in air fluorinated segments predominate on the outer layer of the surface and the fibres are hydrophobic and oleophobic, but when the fabrics are placed in water the fluorinated segments are displaced by hydrophilic segments so that the outer layer of the surface is mainly hydrophilic and oleophobic and soil and oily stains may be removed in laundering. On drying the fabric the hydrophobic and oleophobic fluorinated segments again become dominant in the outer layer of the surface of the polymer. The polymer may be a block or graft polymer. Polymers obtained in Examples are as follows:-polymers of formula where n is an integer and Z is a terminal group or hydrogen atom, are obtained by reacting C 8 F 17 SO 2 N(C 2 H 5 )C 2 H 4 O 2 CC(CH 3 ) = CN 2  with prepolymers of formula obtained by reacting H 2 S with tetraethylene glycol dimethacrylate; similar polymers having pendent chains with perfluoroaliphatic groups are obtained by reacting unsaturated monomers having perfluoroaliphatic groups with thiol-terminated prepolymers; a compound of formula obtained from a polyoxyethylene glycol monoethyl ether and 2,4-toluene diisocyanate, is reacted with the hydroxyl groups of a polymer having pendent perfluorooctyl groups and hydroxypropyl groups obtained by reacting N - ethyl - perfluoro - octane sulphonamidoethyl methacrylate and hydroxypropyl methacrylate; CH 3 O(C 2 H 4 O) 16  CONHC 6 H 3 (CH 3 )NCO also is reacted with the hydroxyl groups of a polymer obtained by reacting N-ethyl-perfluoro-octanesulphonamidoethyl methacrylate with a thiol terminated polyether; N-ethyl-perfluoro-octanesulphonamidoethyl methacrylate is reacted with sulphydryl terminated polyoxyethyleneglycol bisphenol A telomers (obtained from polyoxyethylene-glycol dibenzenesulphonate, bisphenol A and H 2 S), with a sulphydryl terminated poly-urethane (obtained by reacting a polyoxyethylene glycol with toluene diisocyanate and 1,2-ethanedithiol), with a sulphydryl terminated polyester (obtained by reacting a polyoxyethylene glycol with terephthaloyl chloride and 1,2-ethanedithiol), with a sulphydrul terminated polyoxyethylene glycol (obtained by reacting a polyoxyethylene glycol with maleic anhydride and then with 1,2- ethanedithiol), and with a sulphydryl terminated polyoxyalkylene glycol (obtained by reacting the dibenzene sulphonate of an ethylene oxide-propylene oxide copolymer with sodium hydrosulphide); polystyrene is reacted with a compound of formula C 7 F 15 CH 2 O 2 CC(CH 3 ) = CH 2  and the product sulphonated with sulphur trioxide; tetraethyleneglycol is reacted with H 2 S to obtain a polymer which is then reacted with polyethyleneglycol monomethyl ethers are reacted with acrylic acid and methacrylic acid and the resulting esters are reacted with N- methyl perfluoro - octanesulphonamidoethyl acrylate; a polyethylene glycol dimethyacrylate is reacted with N-methyl-perfluoro-octanessulphonamideothyl acrylate; 2-hydroxypropyl acrylate is reacted with N-propyl perfluorooctanesulphonamideothyl acrylate; 2-hydroxypropyl acrylate and ethyl acrylate together are reacted with N-methyl perfluoro-octanesulphonamidoethyl acrylate; 1,3-bis (N-methyl-perfluoro-octanesulphonamido) propanol-2 -2 is reacted with toluene 2,4-diisocyanate and the product is renoted with a polyethylene glycol; N - methylperfluoro - octanesulphonamido - ethanol is reacted with toluene 2,4-disocyanate and the product is reacted with a polyethylene glycol.