Patent GB-783552-A (GB)
Title: Improvements in or relating to plastic coated articles and methods of producing the same
IPC: C09D171/02
Filed: 1955-02-11
Abstract: Articles are coated by applying a composition comprising a polymer of 3,3-bis-(chloromethyl)oxetane which has a specific viscosity of at least 0,3 when measured as a 1 per cent solution in cyclohexanone, to their surfaces, and then fusing the coating by heating it to above the softening point of the polymer.  The surface coated may be metallic, cellulosic, e.g. wood, paper, cardboard, or cotton cloth or webbing, glass or glass fibres, asbestos or textiles.  The 3,3-bis-(chloromethyl)oxetane may be co-polymerized with other 3,3-disubstituted oxetanes, e.g. 3,3-bis-(fluoromethyl)oxetane, 3,3-bis - (bromomethyl)oxetane, 3 - chloromethyl-3-methyl oxetane, 3,3-dimethyl oxetane, 3,3-bis-(phenoxymethyl)oxetane, or other co-polymerizable monomers such as other substituted oxetanes and oxetane itself. The composition may be stabilized against degradation by heat or light by the addition of one or more phenols, phenolic esters or phenolic ethers, and fillers, pigments or other colorants and plasticizers may be included.  The compositions may be applied by, e.g. spraying or hot-brushing a solution thereof, followed by drying, or spraying the molten composition.  In the case of preformed cans, the coating composition may be applied by blowing a sack or bag formed from a film of the polymer into the interior thereof.  The coating is then fused, e.g. by baking, or flash-fusing as with a flame.  The adhesion of the film to metal articles can be increased by quenching the coating immediately fusion is complete, e.g. in a bath of water, or aqueous solutions of salts or of ethylene glycol. Reference has been directed by the Comptroller to Specification 723,777, [Group IV (a).]ALSO:Articles are coated with a composition comprising a polymer of 3,3-bis-(chloromethyl) oxetane which has a specific viscosity of at least 0.3 when measured as a 1 per cent solution in cyclohexanone, the coating then being fused.  The 3,3-bis-(chloromethyl) oxetane may be copolymerized with other 3,3-disubstituted oxetanes, e.g. 3,3-bis-(fluoromethyl) oxetane, 3,3 - bis - (bromomethyl) oxetane, 3 - chloromethyl - 3 - methyl oxetane, 3,3 - dimethyl oxetane and 3,3-bis-(phenoxymethyl) oxetane, or other co-polymerizable monomers such as other substituted oxetanes and oxetane itself.  The composition may be stabilized against degradation by heat or light by the addition of one or more phenols, e.g. di-tert-butyl-p-cresol, o,p-diamylphenol, o- and p-tert-amylphenol, p-octylphenol, benzoyl resorcinol, p-cyclohexylphenol and similarly substituted alkyl naphthols, alkylene bisphenols such as 2,2 - methylene - bis - (4 - methyl - 6 - tert-butylphenol), 2,6 - bis - [(2 - hydroxy - 5 - methylphenyl) - methyl] - p - cresol, p,p1-isopropylidenebisphenol, p,p1 - sec - butyl-idenebisphenol, and 4,41-isopropylidene-bis-o-cresol; esters of phenols such as resorcinol monobenzoate, hydroquinone monobenzoate and propyl gallate; ethers of phenols such as the monobenzyl ether of hydroquinone, and the epoxy resins produced by the reaction of epichlorohydrin with bisphenols such as p,p1-isopropylidenebisphenol, p,p1 - sec - butylidene-bisphenol, and 4,41-isopropylidene-bis-o-cresol.  Plasticizers, e.g. amyl stearate, butyl oleate, di - 2 - ethylhexyl adipate, dibutyl sebacate, dioctyl phthalate, di-2-ethylhexyl phthalate, n-octyl n-decyl phthalate, glycerol triacetate or tripropionate, pentaerythritol diacetate dibutyrate, dipentaerythritol diacetate dipropionate dibutyrate, and the dipentaerythritol tetraester of a mixture of organic carboxylic acids containing from 4 to 9 carbon atoms, polyesters such as that of sebacic acid and ethylene glycol, organic phosphates such as tricresyl phosphate, cresyl diphenyl phosphate, 2-ethylhexyl diphenyl phosphate, hydrocarbons such as mineral oil, fluorinated chlorinated hydrocarbon oils, chlorinated diphenyl, o-chloronaphthalene, polyethers, e.g. solid polyethylene glycols, and other polymeric materials such as styrene-acrylonitrile copolymers and polydimethyloxetane.  Fillers and colouring materials may be included.  Examples describe inter alia the production of polymers from a methylene chloride solution of 3,3-bis-(chloromethyl) oxetane or from solutions of mixtures of this with 3,3-bis-(fluoromethyl) oxetane or dimethyloxetane in liquid sulphur dioxide, using boron trifluoride as catalyst.  Reference has been directed by the Comptroller to Specification 723,777.