Patent GB-933717-A (GB)
Title: Copolymers of anthracene-modified unsaturated polyester and vinylidene monomers
IPC: C08G63/553
Filed: 1959-11-13
Abstract: A copolymer is made by copolymerizing a mixture comprising (1) from 30 to 90% by weight of an ethylenically unsaturated polyester modified with anthracene, or a substitution product of anthracene which is capable of forming a Diels-Alder-adduct with a dienophilic compound, or an esterifiable Diels-Alderadduct of anthracene, and (2) from 10 to 70% by weight of a liquid vinylidene monomer copolymerizable with the polyester.  The substitution products of anthracene may be 9,10-dichloroanthracene, 2,3- or 2,4-dimethylanthracene, 9-ethylanthracene, or mixtures thereof. The adduct may be the reaction product of anthracene and fumaric acid, or 1,4-bis(b -hydroxyethoxy butene-(2), or trimethylolpropane monoallyl ether, or glycerol monoallyl ether, or hexanetriol monoallylether, or allyl alcohol. The anthracene may be incorporated into the polyester during or after preparation.  The polyhydric alcohols used in the production of the polyesters may be ethylene glycol, 1,2- or 1,3-propylene glycol, 1,3- or 1,4-butylene glycol, diethyleneglycol, triethylene glycol, tetraethyleneglycol, or 2,2-dimethylpropanediol-(1,3)-oxethylated dihydric phenols such as diphenylolpropane-dioxethylether.  In combination with the glycols there may be used mono- or dihydric alcohols which contain at least one benzyl ether grouping or one allyl ether grouping, e.g. glycerol monobenzyl ether, glycerol monoallyl ether, glycerol diallyl ether, trimethylolpropane mono- or diallyl ether.  The polycarboxylic acids used in the polyesters may be fumaric, maleic, or itaconic acids, or maleic anhydride.  The monomeric compounds copolymerized may be styrene, alpha-methyl styrene, vinyl toluene, divinylbenzene, chlorostyrene, diallyl phthalate, methyl methacrylate, or triallyl cyanurate.  The copolymerization is generally effected in the presence of conventional free-radical catalysts such as peroxides, and mixtures of peroxides with amines.  The copolymerization is preferably effected in situ, e.g. on a wooden surface.  To obtain nontacky products a little paraffin may be mixed with the copolymerizable mix.  The copolymer may be made into moulded articles, or used to coat or impregnate articles.  The copolymerizable mix may include glass fibres.  The preparation of modified polyesters are described in the examples from the following ingredients, (1) 1,3-butylene glycol, anthracene, and fumaric acid, (2) 1,2-propylene glycol, diethylene glycol, anthracene, and fumaric acid, (3) a DielsAlder-adduct of 1,4-bis-(beta-hydroxy-ethoxy)-butene-(2), with anthracene, triethylene glycol, and fumaric acid, (4) trimethylolpropane monobenzyl ether, triethylene glycol, fumaric acid, and anthracene, (5) 1,2-propylene glycol, anthracene, and fumaric acid, (6) 2,2-dimethyl-propanediol-1,3, 1,3-butyleneglycol, and fumaric acid, and anthracene is subsequently added when the evolution of water has subsided, (7) diethylene glycol, 1,3-butylene glycol, hexanediol-1,6, fumaric acid, and 2-methylanthracene added as under (6), (8) 1,2-propylene glycol, maleic anhydride, and anthracene added as under (6), and (9) a Diels-Alder-adduct of 1,4-bis-(betahydroxy-ethoxy)-butene-(2) with anthracene, 1,3-butylene glycol, and fumaric acid.