Patent GB-779355-A (GB)
Title: Improvements relating to heat and chemical resistant synthetic resins and varnishes
IPC: C08G8/00
Filed: 1954-06-01
Abstract: A resinous composition comprises (1) a liquid thermosetting phenol-aldehyde partial condensate, and (2) a compound of the general formula: <FORM:0779355/IV(a)/1> where R is an unsaturated aliphatic radical containing at least 3 carbon atoms or a halogenated derivative thereof, with or without one or more compounds of the general formula: <FORM:0779355/IV(a)/2> where n is 1 or 2 and R has the above meaning.  The methylol phenyl ethers are used in amount e.g. of 20 to 80 per cent by weight of the composition.  The ingredients may be blended by means of a solvent, e.g. methyl, ethyl, propyl and isopropyl alcohols and petroleum ether.  In examples the reaction product of Example (5) comprising a mixture containing 1-allyloxy-2:4:6-tris(hydroxymethyl) benzene was mixed with (6) a liquid resin formed by the partial condensation of formalin with cresol and synthetic phenol under alkaline conditions; (7) an isopropyl solution of the liquid partial condensation product of "82 per cent phenol" and formalin in the presence of sodium carbonate; (9) a liquid resin formed by the partial condensation of synthetic phenol, formalin, methanol, barium hydroxide and solid carbon dioxide.  Other liquid resins specified are the condensation products of phenol with furfural, formaldehyde and furfural, formaldehyde and acetone, formaldehyde and acetaldehyde; phenol and resorcinol with formaldehyde, furfural; phenol and phenylphenol with formaldehyde; phenol and a -phenylethyl phenol with formaldehyde; phenol and m-cresol with formaldehyde, furfural, formaldehyde and furfural; 3:5-xylenol with formaldehyde, furfural; "82 per cent phenol" (12-14 per cent o-cresol) with furfural, formaldehyde and furfural. Generally 1 mol. of phenol is condensed with 1 to 1 1/2 mols. of aldehyde.  Other ethers specified are of the general formula wherein R is allyl, methallyl, crotonyl, butenyl, 2-chlorallyl, 3-chlorallyl, 3-chloro-2-methallyl and 1 chloro-2-butenyl.  The compositions may be used for coating materials, for casting articles such as handles of cutlery and tools, as potting compositions for electrical coils, and for making laminates.ALSO:Methylol phenyl ethers of the general formula: <FORM:0779355/IV(b)/1> wherein n is 1, 2 or 3 and R is an unsaturated aliphatic radical of at least 3 carbon atoms or a halogenated derivative thereof, e.g. allyl, methallyl, crotonyl, butenyl, 2-chloroallyl, 3-chloroallyl, 3-chloro-2-methallyl and 1-chloro2-butenyl (the halogen may also be bromine, fluorine, &c.), may be prepared by reacting the sodium or barium salt of a methylol phenol with the desired organic halide.  In examples the reaction of sodium 2.4.6-tris (hydroxy-methyl) phenate with (1) allyl bromide in methanol resulted in a brown syrup of 1-allyloxy-2.4.6-tris (hydroxymethyl) benzene; (2) 2-methallyl chloride and caustic soda yielded a viscous brown syrup of 1-(21-methallyloxy)-2.4.6-tris (hydroxymethyl) benzene; (3) 2.3-dichloropropene and caustic soda yielded a viscous brown syrup of 1 - (21 - chloroallyloxy) - 2.4.6 - tris (hydroxymethyl) benzene; and (4) 1.3-chloropropine and caustic soda yield a viscous brown syrup of 1-(31-chloroallyloxy)-2.4.6-tris (hydroxymethyl) benzene; (5) phenol was reacted with formalin and caustic soda and the reaction product was then reacted with allyl chloride to yield, on vacuum dehydration, a mixture of allyl uni-, bis- and tris-hydroxymethyl ethers.