Journal of Japan Oil Chemists' Society
Online ISSN : 1884-2003
ISSN-L : 0513-398X
Volume 25, Issue 7
Displaying 1-12 of 12 articles from this issue
  • KOZO SHINODA
    1976 Volume 25 Issue 7 Pages 387-392
    Published: July 20, 1976
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Download PDF (8819K)
  • On the Formation of Methyl Octadecenoate
    Yasuhiko KUBOTA, Tetsutaro HASHIMOTO
    1976 Volume 25 Issue 7 Pages 393-398
    Published: July 20, 1976
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Thermal reaction of methyl linoleate in the presence of iodine was carried out under various conditions, and the relation between the amount of the methyl linoleate decreased and the amounts of the methyl octadecenoates and of the methyl conj. octadecadienoates formed was investigated. Moreover, the reactions of methyl linoleate with hydrogen iodide and of methyl 9, 11-octadecadienoate with hydrogen iodide were carried out, and the double bond distributions of methyl octadecenoates formed by the reactions were analyzed, respectively.
    The results indicated that in the case of methyl linoleate, methyl octadecenoates were mainly obtained by 1, 2-addition of hydrogen iodide to conj. dienes formed by the isomerization of methyl linoleate and subsequent displacement of iodo group with hydrogen.
    Download PDF (1048K)
  • Preparation of Polyethyleneglycol Monoesters of Some Alkyldihydroxybenzoic Acids and Determination of Surface Tension of Their Aqueous Solutions and of Antimicrobial Activity
    Tsuyoshi UCHIBORI, Shoichiro WATANABE, Yoshiro ABE
    1976 Volume 25 Issue 7 Pages 399-403
    Published: July 20, 1976
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Tri- and tetraethyleneglycol monoesters of pentyl-, hexyl-, heptyl- and octyldihydroxybenzoic acids were prepared by the reaction of tri- and tetraethyleneglycol monochloride with alkyldihydroxybenzoic acids which had been obtained from resorcynol by acylation and then reduction to alkylresorcynol, followed by carboxylation. Surface tension of aqueous solutions of these esters was determined and it was found that the surface tension lowered to about 40 dyne/cm and with triethylene glycol monoesters, cmc were about 10-3 M and with tetraethyleneglycol monoesters, about 10-4 M. Antibacterial and antifungal activities were evaluated in terms of minimum inhibitory concentration by a dilution method. Antibacterial activity of the tetraethyleneglycol monoesters was found to increase markedly with increase in the number of carbon atoms of their alkyl group and the monoester of octyldihydroxy benzoic acid was as active as a commercial cationic surfactant. In the series of triethyleneglycol monoesters, that of heptyldihydroxybenzoic acid showed the highest activity. All the monoesters except tetraethylene- glycol monoester of pentyldihydroxybenzoic acid were highly active to M. gypseum and T. interdigital, unlike monoether of alkyl resorcynols.
    Download PDF (843K)
  • Some Surface Active Properties and Antimicrobial Activities of Salts of Long Chain N α-Acyl-L-arginine Esters
    Ryonosuke YOSHIDA, Keiko BABA, Tadaomi SAITO, Ippei YOSHIMURA
    1976 Volume 25 Issue 7 Pages 404-408
    Published: July 20, 1976
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Long chain Nα-acyl-L-arginines obtained by the reactions of the C10-C16 fatty acid chlorides with L-arginine, were esterified by ethyl alcohol containing dry hydrogen chloride to yield salts of long chain Nα-acyl-L-arginine esters. To examine their surface active properties and antimicrobial activities, Krafft point, pH value, critical micelle concentration, surface tention, foaming power, wetting and emulsifying properties and minimum inhibition concentration (MIC) were measured and these data were compared with those of benzyldimethyl {2- [2 (p-1, 1, 3, 3-tetramethylbutylphenoxy) ethoxy] ethyl} ammonium chloride (benzethonium chloride). Among the salts of long chain Nα-acyl-L-arginine esters, the lauroyl derivatives showed best surface active properties and antimicrobial activities, and had almost the same properties as those of benzethonium chloride. The hydrolysis properties of the salts of Nα-acyl-L-arginine esters were also examined.
    Download PDF (846K)
  • Mitsuo OKAHARA, Masayuki SHINZAWA, Masaki MIKI, Shozo YANAGIDA
    1976 Volume 25 Issue 7 Pages 409-413
    Published: July 20, 1976
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    N, N-Dimethylalkylamines and N-alkylmorpholines with C6-C12 alkyl chain were photochlorinated with chlorine in hydrochloric acid and the reaction conditions and the isomer composition of the chlorinated compounds were investigated.
    Different from the case of primary amines, tertiary amines were observed to be slowly chlorinated even in relatively dilute (2N) hydrochloric acid.
    It was found that the reactive isomers in the chlorinated tertiary amines, such as 2-, 4- and 5-chloro derivatives, can be readily converted to the stable cyclic quaternary ammonium salts when heated in methanol and the other isomers were recovered unreacted.
    With the aims of clarifying the selectivity for hydrogen abstraction by chlorine atoms, the quaternary ammonium compounds and the recovered chlorinated amine obtained from monochlorinated N, N-dimethyl-hexylamine were analyzed by NMR and by GLC and NMR, respectively.
    From the above results, the approximate isomer composition of the chlorinated N, N-dimethylhexylamine was determined and the differences in isomer composition between primary and tertiary amines were discussed.
    Download PDF (947K)
  • Triesters as Plasticizers for Polyvinyl Chloride
    Kazuo KAWADA, Shoichiro WATANABE
    1976 Volume 25 Issue 7 Pages 414-418
    Published: July 20, 1976
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Triesters containing two ether linkages were prepared by the acylation of dihydric alcohol, which were synthesized by the reaction of diethylene glycol with epichlorohydrin. Also, diesters were synthesized by the reaction of dichloride obtained from ethylene chlorohydrin and epichlorohydrin with some fatty acid salts, and they were acetylated to yield triesters. These triesters were evaluated as plasticizers for polyvinyl chloride by comparison with dioctyl phthalate (DOP) in the same manner as the previous paper. They were superior than DOP in low temperature flexibility, but inferior in compatibility.
    Download PDF (764K)
  • Yoshiro ABE, Shuichi OSANAI
    1976 Volume 25 Issue 7 Pages 419-423
    Published: July 20, 1976
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    N-Substituted glycine-, alanine- and betaine-type amphoteric surfactants containing long chain alkylthio group were synthesized, and their growth inhibitory activities against Gram positive, Gram negative baccili and some fungi were studied. The effect of the alkylthio group on their antimicrobial and surface activities was compared to that of the alkoxy group of the corresponding N-substituted amino acid amphoterics containing alkoxy group. The obtained N-substituted amino acid amphoterics containing alkylthio group generally, have large antimicrobial powers and excellent surface activities except alanine type derivatives. Dibasic amino acid-type amphoterics having an alkylthio group in the molecule were also tested. Their antimicrobial activities were less than those of the corresponding monobasic amino acid-type amphoterics. Furthermore, N-substituted glycine- and alanine- type amphoteric surfactants, which contained the ether and thioether linkages in the long chain were synthesized and their antimicrobial and surface activities were studied. It is found that the antimicrobial powers of N-substituted amino acid type amphoterics containing alkoxy group is enhanced by introducing an additional thioether group in the molecule.
    The relative position of ether and thioether group apparently affected their antimicrobial activities.
    Download PDF (997K)
  • Chikai KIMURA, Hajime SERITA, Koichi MURAI, Yukio TAKAHASHI
    1976 Volume 25 Issue 7 Pages 424-428
    Published: July 20, 1976
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Various quaternary poly- (2- or 4-vinylpyridinium) salts (QP2P or QP4VP) were prepared by the alkylation of poly- (2- or 4-vinyl-pyridine) with various alkyl bromides.
    Flocculation test for 5% kaolin suspension was carried out to elucidate the effect of the chain length of the alkyl bromides and the degree of quaternization. The influence of pH value and the concentration of kaolin suspension on the flocculation effect were examined.
    Flocculation ability of the quaternary salts was evaluated by sedimentation rate, sedimentation volume and turbidity.
    The results obtained are as follows. 1) QP 2 VP or QP 4 VP obtained from the higher alkyl bromides showed high rate of sedimentation. 2) The bulky precipitation was obtained with QP 2 VP or QP 4 VP derived from the higher alkyl bromides. 3) The lower charge density of QP 2 VP was effective for clarity of supernatant, and QP 2 VP or QP 4 VP derived from the higher alkyl bromides showed good properties. 4) The rate of sedimentation or clarity of supernatant decreased rapidly at the pH value of 6 to 7.5. 5) Kaolinconcentration from 2.5 to 10% decreased rapidly the sedimentation rate. 6) QP 2 VP or QP 4 VP was more effective comparing with the commercial f locculants such as SUMI-FLOC, PAS-A, and HIMONIC Neo-600.
    Download PDF (881K)
  • Kyoichi SUGA, Shoji WATANABE
    1976 Volume 25 Issue 7 Pages 429-431
    Published: July 20, 1976
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Various alkyl benzoic acids and half esters of dibasic acids were prepared. Corrosion test for cutting fluids characterization of these compounds were examined. Triethanol amine salts of mono oleil phthalate and acids alkyl (methyl, butyl, pentyl, hexyl and octyl) benzoic acids have excellent properties.
    Download PDF (375K)
  • Masahisa ISHIGAMI, Yoshikazu INOUE
    1976 Volume 25 Issue 7 Pages 432-434
    Published: July 20, 1976
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Addition reaction of linoleic acid and acrylic acid was studied in the presence of 1, 1'-dithiodi-2-naphtol (DTDN). Equimolecular acrylic acid was added dropwise to linoleic acid in the presence of 1 wt% DTDN for 4 hr at 250. Adduct of linoleic acid and acrylic acid was obtained in 72.6 % yield. The adduct was isolated and identified by NMR and mass spectrum.
    Download PDF (449K)
  • [in Japanese], [in Japanese], [in Japanese]
    1976 Volume 25 Issue 7 Pages 435-439
    Published: July 20, 1976
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Download PDF (762K)
  • 1976 Volume 25 Issue 7 Pages 439
    Published: 1976
    Released on J-STAGE: November 10, 2009
    JOURNAL FREE ACCESS
    Download PDF (111K)
feedback
Top