Patent GB-840318-A (GB)
Title: A process for the production of masked isocyanate compounds which are soluble in organic solvents and a process for the manufacture of two-dimensional formations such as lacquers, films, coatings and impregnating layers
IPC: C08G18/79
Filed: 1956-12-10
Abstract: A process for the production of masked isocyanate compounds which are soluble in organic solvents comprises reacting a diisocyanate with a monohydroxy compound in a molar ratio of from 1:0.6 to 1:2 at an elevated temperature and polymerizing the product thus obtained through the free -NCO groups at an elevated temperature to give a masked isocyanate compound containing cyanuric acid rings.  Suitable diisocyanates are hexamethylene, m-phenylene, alkyl-benzene, chloro-benzene, dicyclohexyl, dimethoxy diphenylmethane, nitrobenzene, alkoxybenzene, xylylene and hexahydrobenzidine diisocyanates and 1,3-dimethyl-4,6-bis-(b -isocyanotoethyl)-benzene. Suitable monohydroxy compounds are phenols and aliphatic, araliphatic and hydroaromatic alcohols.  Unsaturated hydroxy compounds, such as the diallyl ethers of glycerol or trimethylol propane, can be used, preferably in conjunction with phenols.  Polymerization temperatures of 80 DEG  to 220 DEG  C. are suitable.  The reaction between the hydroxy compound and the isocyanate and the polymerization can be accelerated by tertiary amines.  At the required degree of polymerization an acidic compound such as a hydrohalic acid or a carboxylic acid or acid chloride may be added.  Suitable solvents for the reaction mixture are butyl acetate, methyl-glycol acetate or mono- or di-chlorobenzene.  The products of the invention can be reacted or mixed with saturated or unsaturated polyesters, polyesteramides, polyamides, cellulose or its derivatives, polyvinyl alcohols, modified alkyd resins, polyethers, polythioethers, phenol-formaldehyde, xylene-formaldehyde, urea-formaldehyde, polysiloxane, and epoxy resins to form lacquers, films, coatings and impregnating layers.  Solvents for such compositions are hydrocarbons, chlorinated hydrocarbons, esters, ketones, alcohols and phenols.  Plasticizers, natural or synthetic resins, pigments and fibrous materials can be added. In Examples 23 and 24, cellulose acetate and cellulose acetate-butyrate, respectively, are dissolved in a mixture of glycol methyl ether acetate and methyl ethyl ketone, and the solutions are mixed with typical isocyanate products, prepared as described above, to yield lacquers.ALSO:A process for the production of masked isocyanate compounds which are soluble in organic solvents comprises reacting a diisocyanate with a monohydroxy compound in a molar ratio of from 1 : 0,6 to 1 : 2 at an elevated temperature and polymerizing the product thus obtained through the free -NCO groups at an elevated temperature to give a masked isocyanate compound containing cyanuric acid rings.  Suitable diisocyanates are hexamethylene, m-phenylene, alkylbenzene, chloro - benzene, dicyclohexyl, dimethoxy diphenylmethane, nitrobenzene, alkoxybenzene, xylylene and hexahydrobenzidine diisocyanates and 1,3 - dimethyl-4,6 - bis - (b  - isocyanatoethyl) - benzene.  Suitable monohydroxy compounds are phenols, aliphatic, araliphatic and hydroaromatic alcohols.  Unsaturated hydroxy compounds such as the diallyl ethers of glycerol or trimethylol propane can be used, preferably in conjunction with phenols.  Polymerization temperatures of 80 DEG  to 220 DEG  C. are suitable.  The reaction between the hydroxy compound and the isocyanate and the polymerization can be accelerated by tertiary amines.  At the required degree of polymerization an acidic compound such as hydrohalic acid or carboxylic acids or acid chloride may be added.  Suitable solvents for the reaction mixture are butyl acetate, methyl-glycol acetate or mono or dichlorobenzene.  The products of the invention can be reacted with saturated or unsaturated polyesters, polyesteramides, polyamides, cellulose or its derivatives, polyvinyl alcohols, modified alkyd resins, polyethers, polythioethers, phenolformaldehyde, xylene-formaldehyde, urea-formaldehyde, polysiloxane and epoxy resins to form lacquers, films, coatings and impregnating layers.  Solvents for such compositions of reactants suitable are hydrocarbons, chlorinated hydrocarbons, esters, ketones, alcohols and phenols. Plasticizers, natural or synthetic resins, pigments and fibrous materials can be added.