The kinds of catalyst, their forms, and packing conditions for manufacturing of formaldehyde, as well as the effects of iron and hydrogen sulfide, have been investigated.Experiments on using of silver, copper, and silver-plated copper catalyst indicated that the silver catalyst was the most excellent, while the copper catalyst showed lower reaction rate, as well as the formation of higher amount of carbon dioxide, and it was unsuitable for application in industrial scale.The result of investigation on the form of silver catalyst indicated that using of finely cut silver was the most suitable.Also, the diameter of silver line for making of silver gauze and the size of mesh have been investigated.Although there were many problems left for using the gauze in a rolled form, but the effect of form became almost without influence by using of finely cut pieces of the gauze and cooled by spraying. The relations among the packing states of rolled-form catalyst, the distributions of temperature under catalyst layer and the composition of gas were clarified. The effects of iron and hydrogen sulfide haye been investigated and it was found that the iron adhered on catalyst caused the formation of a considerable amount of carbon monoxide as well as the deposition of carbon on the catalyst: The silver catalyst poisoned by hydrogen sulfide was found to cause difficulty' for starting of the reaction besides the formation of by-product but this effect was not of permanent nature.
For mono-alkylation of amino group in aromatic primary amines, it is necessary to use a special alkylating method and alkylating agent. The object is easily attainable by use of W-2 Raney Ni. Namely, heating of aniline in higher alcohol at 120-130°C in the presence of W-2 Raney Ni catalyst givesN-higher alkylaniline with comparatively good yield. This reaction is useful for syntheses of intermediates of surface-active agent and textile auxiliarity. Summaries on Report II. N-Dodecyl urethane was synthesized by the condensation of dodecylamine and ethyl chloroformate, and interesterification between this and ethylenebromohydrin gave bromomethyl N-dodecylcarbamate. Cyclization of this bromomethyl N-dodecylcarbamate in the presence of alkali condensation agent gave an objective N-dodecyloxazolidone. Also, heating of N-dodecyloxazolidone in vacuo caused its decomposition with the liberation of CO2and gave a polymer. Summaries on Report III. 6-Undecy1-2, 4-diamino-1, 3, 5-triazine was synthesized by heating lauronitrile and dicyandiamide in Ethyl Cellosolve.Similarly, 6-lauroylaminoethy1-2, 4-diamino-1, 3, 5-triazine was obtained from lauroylaminopropionitrile and dicyandiamide.The amino group in these diaminotriazines having long alkyl group can easily be hydroxymethylated with formalin and these are useful for permanent softening and water-proofing of textiles as they have the property of combining with the hydroxyl group in cellulose.