Novel carbocyclic phosphonic acid compounds

摘要

Novel paint compositions comprise an oil-modified alkyd or a polyurethane, together with a pigment and a compound of the formula where Z is halogen or an OH group, and X and Y are substituted or unsubstituted hydrocarbon radicals, and may contain further divalent radicals of the formula Alkyds listed are pentaerythritol and glycerol alkyds, while pigments listed are TiO2, phthalocyanine blue, or green, Prussian blue, iron oxide, arylamide yellow, Brunswick green, carbon black, toluidine red and chromium oxide. The phosphorus compounds are preferably the adducts of CH2=CH.PO(Z)2 with vegetable oils, e.g. tung oil, linseed oil, safflower oil and dehydrated castor oil, or with esters of fatty acids, e.g. methyl-9,11-linoleate and methyl elaeostearate. Other additives which may be present in the compositions include lead or cobalt naphthenates, xylol, butyl or ethyl acetate, butanol, or white spirit (as solvents), lecithin, and an octaethylene glycol/p-octyl phenol condensate.ALSO:Novel compounds of formula where Z is halogen or an OH group and X and Y are substituted or unsubstituted hydrocarbon radicals, are prepared by heating a fatty material containing conjugated unsaturation with vinyl phosphonic acid or acid halide, preferably in the presence of a catalyst, e.g. azo-bis-isobutyronitrile or benzoyl peroxide. Suitable substituents on the hydrocarbon groups X and Y are hydroxyl, carboxyl, ether or ester, and X and Y may also contain further divalent radicals of formula The reaction is preferably carried out in the absence of oxygen or water. The fatty materials are defined as compounds having long carbon chains of at least C18 or hydroxy materials, or esters therefrom, of at least C6, and which contain conjugated unsaturation and may be fatty alcohols, fatty acids, esters of fatty alcohols or fatty acids, or alkyd resins. The fatty material is preferably a vegetable oil, e.g. tung oil, linseed oil, safflower oil, and dehydrated castor oil, or esters of fatty acids, e.g. methyl-9,11-linoleate or methyl elacostearate. The novel compounds are useful as paint additives to inhibit flotation tendency.ALSO:Glass panels are coated with a paint composition comprising an oil-modified alkyd, acrylic resin or a polyurethane, together with a pigment and a compound of the formula:- where Z is halogen or an -OH group, and X and Y are substituted or unsubstituted hydrocarbon groups, and may contain further divalent radicals of the formula:- The compositions may also contain lead or cobalt naphthenates, xylol, butyl or ethyl acetate, butanol, white spirit, lecithin, and an octaethylene glycol/p-octaylphenol condensate. Many pigments are listed, and TiO2 and phthalocyanine blue are exemplified.