Electron exchange resins and their production

摘要

2:5 bis-chloromethyl-1, 4-dimethoxy benzene is prepared by adding chlormethyl methyl ether and glacial acetic acid to a carbon tetrachloride solution of 1, 4-dimethoxy benzene. 5,10-bis-chloromethyl-4H, 9H-m-dioxino-[4, 5, -g]-1, 3-benzodioxan, of formula: is prepared by adding, at 0 DEG C., powdered p-diacetoxy benzene to a mixture of 40% formalin and concentrated hydrochloric acid saturated with hydrogen chloride gas.ALSO:Electron exchange resins are prepared by reacting an aromatic compound having at least two reaction halogenoalkyl groups with an aromatic compound having at least two reaction hydrogen atoms, one or both of the compounds having a pair of protected hydroxy groups in ortho or para relationship, and then removing the protective groups. Suitable compounds with halogenoalkyl groups are 2:5-bis-chloromethyl-1:4-dimethoxy benzene; 5:10-bis-chloromethyl -4H:9H-n-dioxino (4:5-g)-1:3-benzodioxan. Suitable aromatic compounds containing reaction H are 1:4-dimethoxy benzene, and 1:4-diacetoxy-benzene. Reaction may take place in glacial acetic acid or other solvents. Catalysts, e.g. hydrochloric acid, ferric chloride, aluminium chloride may be added. In Exs. (1). 2:5-bis-chloromethyl-1:4-dimethoxy benzene was condensed with (B) hydroquinone diacetate, and (C) 1:4-dimethoxy benzene, and the products were dimethylated. (2). 5:10 - bis - chloromethyl -4H:9H -mdioxino [4, 5-g]- 1, 3-benzodioxan is condensed with hydroquinone diacetate and the product refluxed with alcoholic KOH. (8) The chloromethyl benzodiaxan of Ex.(2) was condensed with catechol diacetate and the polymer hydrolysed to give an electron-exchange resin. In Exs. 3-7, the powers of the fully reduced forms of resins according to the invention to reduce ferric ammonium sulphate, potassium ferricyanide, ceric ammonium sulphate, hydrogen peroxide, and isopropyl ether peroxide are demonstrated. The resins are obtained in their fully reduced forms by treatment with stannous chloride, acidified potassium iodide or titanous sulphate.