Patent GB-916563-A (GB)
Title: Air-drying film-forming compositions
IPC: C09D137/00
Filed: 1960-10-05
Abstract: An air-drying, film-forming composition consists essentially of a soluble cobalt drier and an unsaturated dioxolane having the structural formula <FORM:0916563/III/1> in which R is a vinyl or isopropenyl group, R1 is a hydrogen or a vinyl, propenyl, isopropenyl, betaphenylvinyl, beta-(2-furyl) vinyl, phenyl, 2-furyl or bicycloheptadienyl group, and R2 is a saturated C1 to C9 alkyl, vinyl, propenyl, isopropenyl, beta-phenylvinyl, beta-(2-furyl)-vinyl, phenyl, tetrahydrophenyl, bicycloheptadienyl, bicyclopentadienyl, 2-furyl, dihydro-pyranyl or dichloroethyl group, at least one of R1 and R2 being a vinyl or isopropenyl group, the amount of cobalt drier present being equivalent to 0,0005 to 3% of cobalt based on the weight of the dioxolane.  The drier may be cobalt octoate, oleate, linoleate, naphthenate or resinate, cobalt salts of partial esters of dicarboxylic acids, mixtures thereof or mixtures of such compounds with similar compounds of other drier metals such as lead, manganese, zinc, copper, iron and nickel.  Pigments such as metal oxides, sulphides, silicates and chromates, iron blues, organic colours, i.e. lakes and pigments based upon organic compounds such as para red toner, amaranth maroon, lithol maroon, alizarin maroon and phthalocyanine pigments, and metal flake pigments.  The composition may be blended with vegetable oils, oil-modified alkyd resins, olecresinous varnishes, alkylated urea aldehyde resins, alkylated melamine aldehyde resins, polyepoxypolyhydroxy resins, acetylated phenol aldehyde resins, cellulose nitrate, cellulose acetate, cellulose acetate butyrate, polymers and copolymers of vinyl and vinylidene compounds such as vinylchloride, vinylidene chloride, vinyl acetate, acrylic and methacrylic acid and esters thereof, styrene and butadiene, elastomers such as neoprene, styrene-butadiene rubbers, acrylonitrile-butadiene rubbers and isobutylene-isoprene rubbers, polyurethanes and silicones.  Plasticizers, catalysts, hardeners, antiskinning agents and surface active agents may be added.  Wood, metal, ceramic, leather, fabric and glass may be coated by brushing, spraying, dipping, flowing or by means of a blade or roller and heated.ALSO:An air-drying, film-forming composition consists essentially of a soluble cobalt drier and an unsaturated dioxolane having the structural formula <FORM:0916563/IV(a)/1> in which R is a vinyl or isopropenyl group,  R1 is a hydrogen or a vinyl, propenyl, isopropenyl, beta phenylvinyl, beta-(2-furyl) vinyl, phenyl, 2-furyl or bicycloheptadienyl group,  and R2 is a saturated C1 to C9 alkyl, vinyl, propenyl, isopropenyl, beta-phenylvinyl, beta-(2-furyl)-vinyl, phenyl, tetrahydrophenyl, bicycloheptadienyl, bicyclopentadienyl, 2-furyl, dihydropyranyl or dichloroethyl group, at least one of R1 and R2 being a vinyl or isopropenyl group, the amount of cobalt drier present being equivalent to 0,0003% to 5% of cobalt based on the weight of the dioxolane. The drier may be cobalt octoate, oleate, linoleate, naphthenate or resinate, cobalt salts of partial esters of dicarboxylic acids, mixtures thereof or mixtures of such compounds with similar compounds of other drier metals such as lead, manganese, zinc, copper, iron and nickel.  Pigments such as metal oxides, sulphides, silicates and chromates, iron blues, organic colours, i.e. lakes and pigments based upon organic compounds such as para red toner, amaranth maroon, lithol maroon, alizarin maroon and phthalocyanine pigments, and metal flake pigments.  The composition may be blended with vegetable oils, oil-modified alkyd resins, oleoresinous varnishes, alkylated urea aldehyde resins, alkylated melamine aldehyde resins, polyepoxypolyhydroxy resins, acetylated phenol aldehyde resins, cellulose nitrate, cellulose acetate, cellulose acetate butyrate, polymers and copolymers of vinyl and vinylidene compounds such as vinylchloride, vinylidene chloride, vinyl acetate, acrylic and methacrylic acid and esters thereof, styrene and butadiene, elastomers such as neoprene, styrene-butadiene rubbers, acrylonitrile-butadiene rubbers and isobutylene-isoprene rubbers, polyurethanes and silicones. Plasticizers, catalysts, hardeners, antiskinning agents and surface active agents may be added.ALSO:Unsaturated dioxolanes having the structural formula:-<FORM:0916563/IV (b)/1> in which R is a vinyl or isopropenyl group, R1 is a hydrogen or a vinyl, propenyl, isopropenyl, beta-phenylvinyl, beta-(2-furyl)vinyl, phenyl, 2-furyl or bicycloheptadienyl group, and R2 is a saturated C1 to C9 alkyl, vinyl, propenyl, isopropenyl, beta-phenylvinyl, beta(2-furyl)-vinyl, phenyl, tetrahydrophenyl, bicycloheptadienyl, bicyclopentadienyl, 2-furyl, dihydropyranyl or dichloroethyl group, at least one of R1 and R2 being a vinyl or isopropenyl group, may be prepared by condensing an appropriate aldehyde with an appropriate diol, preferably under the influence of heat in the presence of an acidic catalyst, followed by neutralisation and/or removal of catalyst and finally purification, e.g. by fractionation.  For example, acrolein reacted with divinyl glycol gives 2,4,5-trivinyl-1,3-dioxolane, and valeraldehyde reacted with 1-vinyl-2-isopropenyl ethylene glycol gives 4-isopropenyl-5-vinyl-2-butyl-1,3-dioxolane.