Patent GB-399211-A (GB)
Title: Process for the manufacture of new condensation products from natural resins
IPC: C09F1/00
Filed: 1932-03-31
Abstract: Natural resins, anhydrides or esters thereof are reacted with phenols or substitution products or functional derivatives thereof such as ethers or esters thereof in the presence of volatile inorganic halides.  Suitable resins are colophony, pine resin, Batavian damar, gum mastic, copal and their esters with dodecyl alcohol, glycol and glycerine and alkyd resins containing an acid derived from a natural resin.  Suitable phenols are phenol, phenols alkylated in the nucleus such as cresols, phenol ethers such as anisol and phenetol and phenol esters such as cresol diacetate and dicresol carbonate.  Inorganic halides suitable are hydrogen halides such as hydrogen chloride, titanium chloride, tin tetrachloride, boron fluoride and compounds of boron fluoride such p  as acetato-fluoro-boric acid and formato-fluoro-boric acid.  Inert solvents, when used, include carbon tetrachloride, carbon disulphide, benzene, toluene, xylene, ligroin and tetrahydronaphthalene.  The products obtained by treatment with phenol or a substitution product thereof may further be esterified or etherified by means of ethylene oxide or alkyl or aralkyl halides such as n-butyl chloride, benzyl chloride and a -chloromethylisopropylnaphthalene in the presence of alkali or an alcohol such as glycerin, acids such as acetic anhydride or acid chlorides such as acetyl chloride, oleic acid chloride or benzoyl chloride.  In examples (1) a solution of American colophony in carbon tetrachloride is treated with a solution of boron fluoride in crude cresol or phenol.  (3) A mixture of colophony, benzene and crude cresol is treated with acetato-fluoroboric acid.  (4) Gaseous hydrogen chloride is passed into a mixture of American colophony, carbon tetrachloride and phenol.  (5) A mixture of the glycerin ester of colophony and carbon tetrachloride or tetrahydronaphthalene is treated with a solution of boron fluoride or crude cresol.  (7) Gaseous hydrogen chloride is passed into a mixture of the glycerin ester of colophony, carbon tetrachloride and phenol.  (8) A mixture of the glycerin ester of kauri copal and benzene is treated with boron fluoride and crude cresol.  (9) A solution of colophony glycol ester in benzene is treated with a solution of boron fluoride in cresol.  (10) The solution of a condensation product of colophony, glycerine and phthalic anhydride in benzene is treated with a solution of boron fluoride in crude cresol.  (11) A solution of colophony or its glycerine ester in phenetol or anisol and benzene is treated with a solution of boron fluoride in phenetol or anisol. (13) A solution of colophony, m-cresol methyl ether and benzene is treated with tin tetrachloride.  (16) The product of example (1) is treated with a solution of n-butyl chloride in toluene in the presence of aqueous potassium hydroxide.  (17) The product of example (1) is treated with a -chloromethyl isopropylnaphthalene in the presence of aqueous caustic soda. (18) The condensation product of example (1) is treated with a mixture of toluene and oleic acid chloride in the presence of aqueous potassium hydroxide or with benzyl chloride with or without toluene in the presence of aqueous sodium hydroxide.  (21) A mixture of the condensation product of example (1), toluene and sodium hydroxide is treated with ethylene or propylene oxide. (22) A mixture of the condensation products of examples (5) or (8), toluene and sodium hydroxide is treated with ethylene oxide. (24) The condensation product of example (1) is heated with glycerin in a current of nitrogen.  (25) A mixture of colophony, or the glycerin ester of colophony, o-cresol acetate and benzene is treated with boron fluoride.  (26) A mixture of colophony, dicresol carbonate and benzene is treated with boron fluoride. Specification 295,990, [Class 2 (iii), Dyes &c.], is referred to.