Patent GB-1045118-A (GB)
Title: Polyhydric phenol modified fatty media and iron surfaces chelated therewith
IPC: C09D167/08
Filed: 1965-04-21
Abstract: Polyhydroxy phenol-substituted fatty media are obtained by heating at a temperature below that at which decomposition of the reactants take place a polyhydric phenol with a fatty medium containing olefinic unsaturation and/or hydroxyl groups in the presence of a catalyst which comprises a metal alkoxide or an activated alumino silicate, at least one of the reactants containing a free or esterified carboxylic group.  The fatty media referred to are esters, acids or alcohols containing straight chains of at least 6 carbon atoms containing hydroxyl groups and/or olefinic unsaturation.  Suitable catalysts are, for example, an alkoxide of aluminium, titanium or zirconium or acid activated montmorillonite.  Suitable temperatures are in the range 150-250 DEG  C.  In the examples (a) methyl gallate is reacted with octadecanol to give mainly octadecyl gallate; (b) methyl or propyl gallate is reacted with oleyl alcohol to give oleyl gallate; (c) castor oil is reacted with methyl gallate; (d) linseed oil is reacted with propyl gallate; (e) isomerized safflower oil is reacted with propyl gallate; (f) dehydrated castor oil is reacted with pyrogallol; (g) linseed oil is reacted with pyrogallol; (h) methyl undecenoate is reacted with pyrogallol; (k) methyl oleate is reacted with catechol; (k) methyl undecenoate is reacted with catechol; (l) mixed linseed methyl esters are reacted with catechol; (m) methyl-beta-eleostearate is reacted with catechol; (n) methyl oleate is reacted with pyrogallol; (o) methyl undecenoate is reacted with pyrogallol; and (p) mixed linseed methyl esters are reacted with pyrogallol.ALSO:Polyhydroxy phenol-substituted fatty media are obtained by heating at a temperature below that at which decomposition of the reactants take place a polyhydric phenol with a fatty medium containing olefinic unsaturation and/or hydroxyl groups in the presence of a catalyst which comprises a metal alkoxide or an activated aluminosilicate, at least one of the reactants containing a free or esterified carboxylic group.  Suitable fatty media are, for example, alkyd resins having free hydroxy groups or unsaturated hydrocarbon groups and polyethylene sebacate. Examples are given of the reactions between (a) a linseed/tung/phthalic/glycerol alkyd and methyl gallate (Ex. 5); (b) a castor oil/phthalic/glycerol alkyd and methyl gallate (Ex. XI); (c) linseed/tung/phthalic/glycerol alkyd and propyl gallate (Ex. XII); (d) a linseed/tung/phthalic/pentaerythritol alkyd and propyl gallate (Ex. XIII); (e) a lauric/phthalic/glycerol alkyd and methyl gallate (Ex. XIV); (f) a dehydrated castor-modified bisphenol epoxy resin and propyl gallate (Ex. XXV); (g) a polyethylene sebacate and propyl gallate (Ex. XXVII); (h) propyl gallate and the product of the condensation of linoleic polyamide with a linseed/tung/phthalic glycerol alkyd (Ex. XXIX); (j) a linseed/tung/phthalic/glycerol alkyd with propyl gallate (Ex. XXII). The products are dissolved in ethylene glycol monoethyl ether, to which may also be added solvent naphtha, to give coating varnishes for steel.  To these varnishes are also optionally added small amounts of acetic acid and/or iron butoxide, and/or Fe2O3 pigment (Ex. XXIII).ALSO:Polyhydroxy phenol-substituted fatty media which are prepared by reacting a polyhydric phenol with a fatty medium containing olefinic unsaturation and/or hydroxyl groups, at least one of the reactants containing a free or esterified carboxylic group, are used in coating compositions for ferrous (including steel) surfaces.  The fatty media referred to are esters, acids or alcohols containing straight chains of at least 6 carbon atoms or alkyd resins containing five hydroxy groups or olefinic unsaturation.  Suitable polyhydric phenols are, for example, gallic acid and its esters, pyrogallol and catechol.  The resulting compounds are applied in suitable solvents, e.g. lower glycol ethers, to the ferrous surfaces. Small amounts of acidic substances, e.g. acetic acid, formic acid and acid phosphates or an iron compound, e.g. iron butoxide or octoate may be added to the solution.