Patent GB-861852-A (GB)
Title: Compositions capable of hardening throughout at room temperature and containing condensation products of ª:ª-unsaturated compounds with methylol-aminotriazine allyl ethers
IPC: C09D4/00
Filed: 1957-07-16
Abstract: Non-gelatinized condensation products are formed from a methylolaminotriazine allyl ether, containing at least two amino and at least two allyl groups, reacted, preferably in presence of a polymerization inhibitor such as hydroquinone, with an a -b -unsaturated compound containing at least two free groups selected from carboxyl, hydroxyl, acid amide and amino.  The products give hardenable compositions on admixture with metal driers and peroxides. Suitable peroxides are benzoyl, methyl ethyl ketone, hydroxycyclohexyl hydro-, or di-tert,-butyl peroxide.  Suitable unsaturated compounds are maleic, fumaric, mesaconic, or citraconic acid or their anhydrides or amides; glycerine monoacrylate, pentaerythritol diacrylate; reaction products of a ,b -unsaturated dicarboxylic acids with diamines, e.g. ethylene, propylene, butylene or hexamethylene diamine; esters from a ,b -unsaturated acids with polyhydric alcohols, e.g. ethylene, propylene or butylene glycol, glycerol or pentaerythritol.  The compositions may also contain polymerizable monomers such as styrene; divinyl benzene; vinyl esters, ethers or halides; acrylic or methacrylic acid or esters thereof; acrylic acid amide; diallyl phthalate; triallyl cyanurate; esters of maleic or fumaric acid with, for example, glycols or glycerine.  In Examples, allyl ethers I and III are prepared from methylol melamines and allyl ether II from methylol benzoguanamine. Hardenable compositions are then prepared as follows: Example (1) allyl ether I is reacted with a polyester prepared from maleic anhydride, phthalic anhydride, glycol, benzyl alcohol and the product is mixed with cobalt octoate and a paste of benzoyl peroxide and cyclohexanone; (2) and (3(a)) are similar but use a polyester from glycol and maleic anhydride; in (3(b)) the condensation product is reacted with styrene before being mixed with the curing catalysts; (4(a)) a polyester from glycerine and maleic anhydride is used to modify the allyl ether; (4(b)) the modified allyl ether is reacted with styrene before addition of the catalysts; (5) allyl ether II is reacted with a polyester from maleic anhydride, adipic acid and glycol and the product mixed with acrylic acid (stabilized with hydroquinone), styrene, tert.-butyl hydroperoxide and cobalt octoate; (6) allyl ether I is reacted with the polyester of Example 5 and the product mixed with acrylic acid, hydroquinone, styrene, tert.butyl catechol and cobalt octoate to form component A which is then mixed with component B to form a spreading cement or modelling composition; component B contains lithopone, TiO2, slate powder, micaceous iron ore and hydroxycyclohexyl hydroperoxide; (7) is similar to (5) but uses allyl ether III; (8) allyl ether I is modified with glycerine acrylic acid ester and the product dissolved in styrene and catalysed with cobalt octoate and tert.-butyl hydroperoxide.  The compositions are useful for coating, casting or moulding compositions or for glass fibre laminates.