Rheology Control of Isododecane with Newly Synthesized Organogelators; 3,3',4,4'-Benzophenone Tetracarboxamide

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  • Sakanishi Yuichi
    R&D Center, Organic Chemical Products Company, DAICEL Corporation
  • Narusaka Yusuke
    Graduate School of Science and Engineering, Yamaguchi University
  • Itoh Mami
    Graduate School of Science and Engineering, Yamaguchi University
  • Saeki Takashi
    Graduate School of Science and Engineering, Yamaguchi University

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Rheology control additives for hydrophobic fluids, so-called organogelators, are frequently utilized within a wide range of industrial and commercial applications. Numerous organogelators are available; however, their uses are normally limited to highly specialized applications. In this study, we synthesized organogelators having different chemical side chains of C6 to C18 derived from 3,3',4,4'-benzophenone tetracarboxylic acid, and evaluated their rheological control effects for several oils. The molecular mechanisms for thickening and/or gelation properties were probed using transmission electron microscopy (TEM), molecular orbital calculation, differential scanning calorimetry (DSC) analysis and infrared absorption spectrum (IR) analysis. We found that some of our synthesized compounds can significantly increase the viscosity of isododecane, and do so by assembling in worm-like structures due to hydrogen bonding among amide groups. An organogelator into which both a 2-ethylhexayl group and oleyl group were introduced also synthesized not only a thickening property but also a significant viscoelastic property for isododecane, a solvent for which none of the commercial organogelators tested was adequate.

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