Patent GB-819107-A (GB)
Title: Coating compositions containing coal products and polyepoxides
IPC: C08L95/00
Filed: 1957-07-29
Abstract: Compositions suitable for the production of laminates or coatings consists of a coal tar, refined coal tar, or coal tar pitch having a softening point below 90 DEG  C. and a solubility in carbon disulphide of at least 50 per cent in admixture with a polyepoxide containing more than one epoxy group per molecule. For the production of non-skid coatings siliceous material, e.g. sand may be added up to 50 per cent by weight of the mixture or alternately glass cloth or fibres may be added to produce laminates.  Types of epoxide compounds used are (1) epoxy monomers, e.g. epoxidized triglycerides; 1,4 - bis - (2,3 - epoxypropoxy) - benzene; 4,4-bis-(2,3-epoxypropoxy)-diphenyl ether; 1,8 - bis - (2,3 - epoxypropoxy) - cyclo - hexane; 1,3 - bis - (4,5 - epoxypentoxy) - 5 - chlorobenzene; 1,4 - bis - (3,4 - epoxybutoxy)-2-chlorocyclohexane; (2) and (4) epoxy polyethers of phenols or alcohols obtained by reacting epichlorhydrin in alkaline medium with polyhydric phenols or alcohols; (3) glycidyl ethers of novolac resins; (5) epoxy esters of polybasic acids, e.g. diglycidylphthalate or adipate; (6) polymers or copolymers of epoxy-containing monomers possessing at least one ethylenic linkage, e.g. allyl glycidyl ether; (7) polyepoxides having one or more internal epoxy groups, e.g. vinyl cyclohexene dioxide, epoxidized 2,2 - bis - (cyclohexenyl) - propane and epoxidized unsaturated esters, e.g. epoxidized tetrahydrobenzoate, dicrotyl phthalate and ethylene glycol dicyclohexenecarboxylate.  The polyepoxide may be present in amounts of 15-75 per cent by weight of the mixture.  When the components are both liquid the composition may be prepared by simple admixture or the components may be liquefied by heating; alternatively they may be dissolved in solvents, e.g. isopropyl or butyl alcohols, acetone, methyl ethyl or methyl butyl ketones esters, e.g. ethyl acetate, butyl acetate, cellosolve acetate; ether alcohols, e.g. ethers of glycols; chlorinated hydrocarbons, e.g. trichloropropane, chloroform. aromatic hydrocarbons, e.g. toluene benzene, xylene. Solvents which remain in the cured composition may also be used, e.g. diethyl phthalate, dibutyl phthalate liquid epoxy compounds, e.g. glycidyl phenyl ether; acetonitrile.  Solid or semi-solid polyepoxides may be used with the liquid epoxy compounds. Pigments, dyes, fillers, stabilizers may be added or resins, e.g. alkyd resins, vinyls or rubbers.  Curing agents comprise polycarboxylic acids or anhydrides; amines and adducts of amines and epoxides; urea-melamine- or phenol-formaldehyde resins dicyandiamide. In preparing non-skid surfaces for ashphalt runways, roads, warehouse floors, pavements, tennis courts, ship decks; the additions of small inert particles of silicious materials are desirable.  Laminates are made by impregnating sheets of fibrous materials with the compositions.  The sheets may be made of glass cloth, cotton wool, leather or synthetic fibres, e.g. acrylonitriles, polyesters, polyurethanes. polyvinyls, paper duck muslin cloth previously sized with chrome methacrylate or vinyl trichlorosilane.  Moulded products may also be obtained.  In examples: (1) a refined coal tar having a softening point of 25 DEG  C. sp. gr. 1.25 and 86.5 per cent soluble in carbon disulphide was mixed with a polyether obtained by reacting epichlorhydrin and 2,2 - bis - (4 - hydroxyphenyl) - propane pigment consisting of Asbestibe 3X and Carbosil was added with xylene to give the required viscosity diethylamine triamine as added as curing agents and the mixture applied to steel panels and air-dried; (5) the compositions consisted of refined coal tar, vinylcyclohexene dioxide, xylene and benzyldimethylamine; (8) a non-skid surfacing composition was prepared from a polyglydicyl phenyl ether, coal tar pitch, xylene diethylamine triamine and crushed quartz.