Patent GB-1005732-A (GB)
Title: New diepoxides and polymers derived therefrom
Inventor: STARCHER PAUL SPENCER
IPC: C08G18/00
Filed: 1962-10-11
Abstract: The invention comprises homopolymers of diepoxides having the general formula <FORM:1005732/C3/1> in which R is a hydrogen atom or an alkyl radical and R1 is a hydrogen or halogen atom or an alkyl, alkoxy, alkanoyloxy, alkoxycarbonyl, or a cyano radical.  The polymers which may be from one or more of the above monomers, are prepared by reacting the diepoxide with a metal halide Lewis acid, a strong mineral acid, a saturated aliphatic hydrocarbon sulphonic acid, an aromatic hydrocarbon sulphonic acid, an alkali metal hydroxide, or an amine at a temperature of from 25 DEG  to 250 DEG  C.  A hardener may be present which can be a polycarboxylic acid, a polycarboxylic acid anhydride, a polyhydric alcohol, a polyhydric phenol, a polycarboxylic polyester, a polythiol, a polyisocyanate, a polyisothiocyanate, a polyacyl halide or a polyfunctional amine. A varnish composition may be obtained by homopolymerizing a fatty acid ester containing vicinal epoxy groups obtained by reacting a diepoxide with an aliphatic monocarboxylic acid in amounts to provide 0.3 to 0.7 carboxyl radicals per epoxy group.  An alternative method of producing a varnish composition is by heating a resin obtained by polymerizing a diepoxide with a polyol in a ratio to provide 0.5 to 1.5 hydroxyl radicals per epoxy group, with a fatty acid to cause esterification.  Polymerizable compositions containing a diepoxide as above and an ethylenically unsaturated compound comprise a diepoxide, a polycarboxylic acid anhydride which contains a polymerizable double bond, e.g. maleic anhydride, and an olefinically unsaturated monomer, e.g. styrene.  A polyol may also be added and if this is unsaturated, the acid anhydride may be saturated.  The polyol may be present to provide 0.05 to 1.0 hydroxyl radicals per epoxide group, the anhydride to provide 0.2 to 5.0 carboxyl radicals per epoxy group and the monomer present to provide 0.002 to 5.0 ethylenic groups per ethylenic group of the anhydride and/or polyol.  The polymer is formed from the epoxide groups and from the ethylenic links.ALSO:The invention comprises diepoxides of the general formula <FORM:1005732/C2/1> in which R is a hydrogen atom or an alkyl radical, and R1 is a hydrogen or halogen atom, an alkyl, alkoxy, alkanoyloxy, alkoxycarbonyl or cyano radical, each alkyl radical or portion of a radical having 1 to 6 carbon atoms.  The diepoxides are produced by treating the corresponding diene with an organic peracid at a temperature from 0 DEG  to 100 DEG  C.  The reaction may take place in an inert diluent.  The compounds are used for making polymers.ALSO:Metal surfaces are coated with a composition comprising a thermosetting reaction product resulting from the partial polymerization of a diepoxide having the general formula: <FORM:1005732/B1-B2/1> in which R is a hydrogen atom or alkyl radical and R1 is a hydrogen or halogen atom, or an alkyl, alkoxy, alkanoyloxy, alkoxycarbonyl or a cyano radical, and a curing amount of a polycarboxylic acid, polycarboxylic acid anhydride, polyhydric alcohol, polyhydric phenol, polycarboxy polyester, polythiol, polyisocyanate, polyisothiocyanate, polyacyl halide, or a polyfunctional amine; the resin being dissolved in an inert normally-liquid organic medium, the resulting solution containing 10-90% by weight of thermosetting reaction product.  The solvent may be xylene, methyl isobutyl ketone, butyl acetate, ethyl acetate, toluene, or amyl acetate.  Metal surfaces coated are iron panels, black iron panels and "Parkerised" steel panels ("Parkerised" is a Registered Trade Mark) which are dipped into the solution, air dried and then baked at 160-175  DEG C. to form a hard coating.