In the previous report, authors studied the acid catalyzed condensation of octadecene-1 with formaldehyde in acetic acid, and the products were 4-hexadecyl-1, 3-dioxane, 3-pentadecyl-4-hydroxytetrahydropyrane and nonadecadiol-1, 3, respectively. In this paper, authors investigated the simillar reaction of octene-2 with formaldehyde. The reaction products were saponified and fractionated mainly by chromathography and following substances were separated. The characteristics of these substances were identified to those of 4-methyl-5-pentyl-1, 3-dioxane, 3-penthyl-4-hydroxytetrahydropyrane and 2-pentyl-3-hydroxybutanol-1, respectively.
The object of this experiment is to reveal the chemical changes of fatty acids of oil on its' casting use. As linseed oil is a typical casting oil, the authors employed the fatty acids of this oil as the sample in the form of methyl esters. The experimental treatments of the sample were carried under the conditions similar to the industrial operating conditions. As the catalysts, both lead- and cobalt-naphthenate were added to the sample ester. Autoxidation was made at 40°C by bubbling air into the sample. The reaction proceeded rapidly and the content of ethylene linkage decreased with the lapse of time and the cis-double bonds transformed into trans-isolated double bonds and conjugated double bonds, and most of the peroxides produced were hydro-peroxide-type. When autoxidized sample were heated at 200°C for 1hr, the hydroperoxides decomposed vigorously, and polymerization proceeded partly, and yet the conjugated double bonds and the trans-isolated double bonds were contained considerably. When the sample, treated at 200°C was heated at 300°C, the content of -OH decreased and polymerization proceeded and yet the conjugated double bonds remained a little and the content of the trans-isolated double bonds increased. After 400°C- or 500°C- treatment, the cleavaged products of low molecular weight increased and the content of -OH decreased and polymerization proceeded much more and most of the conjugated double bonds disappeared, but yet the trans-isolated double bonds remained cosiderably. And the reaction mechanisms of each treatment were discussed.
The near infrared spectrum of oleamide was measured in carbon tetrachloride solution between. 1.0 and 2.5 microns. From the experimental results, the band characteristic of the amide structure was determined. In particular, the presence of an intense absorption band can be ascertained at 1.960 microns and it seems that the band is the combination band of the N-H streching and the N-H bending vibrations. Furthermore, the spectra of saturated fatty acid amides (C8C18) were measured in chloroform solution bettween 1.9 and 2.2 microns. These amides are characterised by an intense absorption band at 1.96 microns. The absorption band is available for both the qualitative analysis of primary amides and the quantitative analysis of nitrogen in the crude fatty amides.
In the previous paper, authors identified the volatile carbonyl compounds evolved from rape-seed oil by the oxidation with dried air. In this paper, methyl eruciate was synthesized from erucic acid which is the main component of fatty acids in rape-seed oil, and was oxidized with dried air at 96±1°C, according to the procedure previously described. The volatile carbonyl compounds come from methyl eruciate in each oxidation period were identified by means of paper chromatography and ultra-violet absorption spectra. Experimental results were as follows : 1) The carbonyl compounds from methyl eruciate were mostly evolved in the oxidation periods from 36 to 48 hours and most part of that was carbonyl compounds having C10 to C14 carbon number. 2) With the progress of oxidation, the proportion of saturated carbonyl compounds in the fraction having C2C4 and C6C8 carbon number increased, while in carbonyl compounds having C10 to C14 fraction, the proportion of unsaturated carbonyl compounds were increased after the oxidation period of 36 hours. 3) A small amount of aliphatic ketones appeared simultaneously during oxidation, and it was 8% by weight for the interval of 24 to 36 hours oxidation.