Study on Interactions between Polyester and Azo Dye Models with <SUP>13</SUP>C and <SUP>1</SUP>H-NMR Spectroscopiest

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  • MISONO Takahisa
    Department of Industrial Chemistry, Faculty of Science and Technolygy, Science University of Tokyo
  • YATABE Yoshimi
    Department of Industrial Chemistry, Faculty of Science and Technolygy, Science University of Tokyo
  • NAGAO Yukinori
    Department of Industrial Chemistry, Faculty of Science and Technolygy, Science University of Tokyo
  • ABE Yoshimoto
    Department of Industrial Chemistry, Faculty of Science and Technolygy, Science University of Tokyo

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Other Title
  • <SUP>13</SUP>C-および<SUP>1</SUP>H -NMRスペクトルによるアゾ染料モデルとポリエステルモデルの相互作用の検討
  • ｀１３´Ｃ‐および｀１´Ｈ‐ＮＭＲスペクトルによるアゾ染料モデルとポリエステルモデルの相互作用の検討

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Description

In order to obtain an information on the dyeing mechanism of polyester fibers with disperse azo dyes, interactions between the polyester and azo dye models have been investigated in further details with 13C and 1H-NMR ispectroscopies. Methyl benzoate (MB) was used as polyester model. The dye models were nitrobenzene (NB), benzonitrile (BN), N, N-diethyl aniline (DEA), N-ethyl-N-(2-cyanoethyl)aniline (ECEA), N-ethyl-N (2-hydroxyethyl) aniline (EOEA) and N, N-bis (2-hydroxyethyl) aniline (BOEA).<BR>From the results of the measurement of 13C-NMR spectra of the solutions in various molar fractions of the dye models and MB at room temperature, the interactions between the model compounds were considered in relation to their dipole structures. The signals due to the car bonyl, methyl and para carbons of MB shifted downfield, especially larger shifts were observed in MB-EOEA system. On the other hand, the signals ascribed to the para carbons of NB and BN shifted downfield, while upfield shifts were observed for the para carbons of DEA, ECEA and EOEA, in addition to downfield shifts for the a and nitrile carbon of ECEA. These results are ascribed to the dipole-dipole interaction and the hydrogen bonding, a special form of dipole interactions, between the dyes and MB.<BR>The temperature dependences of hydroxyl protons of EOEA and BOEA in various molar fractions of MB were also investigated with 1H-NMR spectroscopy. The chemical shifts of the hydroxyl protons were remarkably dependent on temperature. This fact may be attributed mainly to the hydrogen bonding between the hydroxyl group of the dyes and carbonyl group of MB.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1982 (4), 632-637, 1982-04-10

    The Chemical Society of Japan

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