Dynamical dimer structure and liquid structure of fatty acids in their binary liquid mixture: Dodecanoic and 3-phenylpropionic acids system

Chemistry and Physics of Lipids

Volumn 129, Issue 2, 2004, Pages 195-208

  Iwahashi, Makio ^a   Takebayashi, Shintaro ^a   Umehara, Atsushi ^a   Kasahara, Yasutoshi ^a   Minami, Hideyuki ^a   Matsuzawa, Hideyo ^a   Inoue, Tohru ^b   Takahashi, Hiroshi ^c  

^a KITASATO UNIVERSITY   (Japan)

^b FUKUOKA UNIVERSITY   (Japan)

^c GUNMA UNIVERSITY   (Japan)

Author keywords

3 Phenylpropionic acid; Dimer structure of fatty acid; Dodecanoic acid; Eutectic mixture; Liquid structure; Self diffusion coefficient of fatty acid

Indexed keywords

DIMER; FATTY ACID DERIVATIVE; HYDROCINNAMIC ACID; LAURIC ACID; PHENYLPROPIONIC ACID DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CORRELATION COEFFICIENT; DENSITY; DIFFERENTIAL SCANNING CALORIMETRY; DIFFUSION; HYDRODYNAMICS; LIQUID; MEASUREMENT; MOLECULAR DYNAMICS; NEUTRON SCATTERING; PHASE TRANSITION; PRIORITY JOURNAL; RADIATION SCATTERING; SOLID STATE; STRUCTURE ANALYSIS; VISCOSITY; X RAY CRYSTALLOGRAPHY;

CALORIMETRY, DIFFERENTIAL SCANNING; DIMERIZATION; FATTY ACIDS; LAURIC ACIDS; MAGNETIC RESONANCE SPECTROSCOPY; PHASE TRANSITION; PHENYLPROPIONATES; VISCOSITY;

EID: 1842763893     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphyslip.2004.01.005     Document Type: Article

References (36)

1. Abraham, R.J., Loflus, P., 1978. Proton and Carbon-13 NMR Spectroscopy. Heyden & Son Limited.
2. Berchiese G., Berchiesi M.A., Leonesi D. The co-volumes of the fused aliphatic acids from C9 to C18 and of C2, from viscosity measurements. J. Thermal. Analysis. 9:1976;455-459.
3. Callaghan P.T., Jolley K.W. An irreversible liquid-liquid phase transition in tristearin. J. Chem. Phys. 67:1977;4773-4774.
4. Callaghan P.T., Jolley K.W. Translational motion in the liquid phases of triolein and trilinolein. Chem. Phys. Lipids. 27:1980;49-56.
5. Cebula D.J., McClements D.J., Povey M.J.W., Smith P.R. Neutron diffraction studies of liquid and crystalline trilaurin. J. Am. Oil Chem. Soc. 69:1992;130-136.
6. D'Arrigo G., Giordaro R., Teixeira J. Small-angle neutron scattering studies of aqueous solutions of linear alkanediol and triols. Langmuir. 16:2000;1553-1556.
7. Farrar, T.C., Becker, E.D., 1971. Palse and Fourier Transform NMR. Academic Press, New York.
8. Garti, N., Sato, K., 1988. Crystallization and Polymorphism of Fats and Fatty Acids. Marcel Dekker, New York.
9. Gunstone, F.D., Harwood, J.L., Padley, F.B., 1986. The Lipid Handbook. Chapman & Hill, New York.
10. Hamilton, R.J., Bhati, A., 1987. Recent Advances in Chemistry and Technology of Fats and Oils. Elsevier, Amsterdam.
11. Hamilton J.A., Talkowski C., Childers R.F., Williams E., Allerhand A., Cordts E.H. Rotational and segmental motions in the lipids of human plasma lipoproteins. J. Biol. Chem. 249:1974;4872-4878.
12. Hernqvist L. On structure of triglycerides in the liquid state and fat crystallization. Fette, Seifen Anstrichm. 86:1984;297-300.
13. Hernqvist, L., 1988. In: Garti, N., Sato, K. (Eds.), Crystallization and Polymorphism of Fats and Fatty Acids. Marcel Dekker, New York, pp. 97-137.
14. Ito Y., Imai M., Takahashi S. Small-angle neutron scattering instrument of the Institute for Solid State Physics, University of Tokyo (SANS-U). Physica B. 213-214:1995;889-891.
15. Iwahashi M., Suzuki M., Czarnecki M.A., Liu Y., Ozaki Y. Near-IR molar absorption coefficient for the OH-stretching mode of cis-9-octadecenoic acid and dissociation of the acid dimers in the pure liquid state. J. Chem. Soc. Faraday Trans. 91:1995;697-701.
16. Iwahashi M., Yamaguchi Y., Kato T., Horiuchi T., Sakurai I., Suzuki M. Temperature dependence of molecular conformation and liquid structure of cis-9-octadecenoic acid. J. Phys. Chem. 95:1991;445-451.
17. Iwahashi M., Kasahara Y., Matsuzawa H., Yagi K., Nomura K., Terauchi H., Ozaki Y., Suzuki M. Self-diffusion, dynamical molecular conformation, and liquid structure of n-saturated and unsaturated fatty acids. J. Phys. Chem. B. 26:2000;6186-6194.
18. Iwahashi M., Kasahara Y., Minami H., Matsuzawa H., Suzuki M., Ozaki Y. Molecular behaviors of n-fatty acids in liquid state. J. Oleo Sci. 51:2002;157-164.
19. Kellens M., Mecussen W., Hammersley A., Reynaers H. Synchrotron radiation investigations of the polymorphic transitions in saturated monoacid triglycerides. Part 2. Polymorphism study of a 50:50 mixture of tripalmitin and tristearin during crystallization and melting. Chem. Phys. Lipids. 58:1991;145-158.
20. Kobayashi M., Kaneko F., Sato K., Suzuki M. Vibrational spectroscopic study on polymorphism and order-disorder phase transition in oleic acid. J. Phys. Chem. 90:1986;6371-6378.
21. Kuhlmann K.F., Grant D.M., Harris R.K. Nuclear Overhauser effects and 13C relaxation times in 13C-{H} double resonance spectra. J. Chem. Phys. 52:1970;3439-3448.
22. Larsson K. Molecular arrangement in glycerides. Fette Seifen Anstrichm. 74:1972;136-143.
23. Larsson K. On the structure of the liquid state of triglycerides. J. Am. Oil Chem. Soc. 69:1992;835-836.
24. Lee A.G. Lipid phase transitions and phase diagrams, II. Mixtures involving lipids. Biochem. Biophys. Acta. 472:1977;285.
25. Leiserowitz L. Molecular packing mode carboxylic acid. Acta Crystallogr. B. 32:1976;775.
26. Lutton, E.S., 1967. In: Markley, K.S. (Ed.), Fatty Acids. Their Chemistry, Properties, Production, and Uses, Part 4. pp. 2583-2642.
27. Pauling, L., 1960. The Nature of the Chemical Bond and the Structure of Molecules and Crystals. Cornell University, Ithaca, NY.
28. Raston, A.W., 1948. Fatty Acids and Their Derivatives. Willey, New York, pp. 322-410.
29. Sato K., Yoshimoto N., Suzuki M., Kobayashi M., Kaneko F. Structural transformation in polymorphism of petroslinic acid (cis-, omega-, 12-octadecenoic acid). J. Phys. Chem. 94:1990;3180-3185.
30. Seoane R., Minones J., Conde O., Minones J. Jr., Casas M., Iribarnegaray E. Thermodynamic and Brewster angle microscopy studies of fatty acid/cholestrol mixtures at the air/water interface. J. Phys. Chem. B. 104:2000;7735-7744.
31. Small, D.M., 1986. The Physical Chemistry of Lipids. Plenum Press, New York.
32. Takeuchi M., Ueno S., Sato K. Synchrotron radiation SAXS/WAXS study of polymorphic dependent phase behavior of binary mixtures of saturated triacylglycerols. Cryst. Growth Des. 3:2003;369-374.
33. Tenchov B.G. Nonuniform lipid distribution in membranes. Prog. Surf. Sci. 20:1985;273.
34. Tucker R.T., Han C.C., Dobrynin A.V., Weiss R.A. Small-angle neutron scattering analysis of blends with very strong intermolecular interactions: polyamide/ionomer blends. Macromolecules. 36:2003;4404-4410.
35. Ueno S., Minato A., Seto H., Amemiya Y., Sato K. Synchrotron radiation X-ray diffraction study of liquid crystal formation and polymorphic crystallization of SOS (sn-1,3-distearoyl-2-oleoyl glycerol). J. Phys. Chem. B. 101:1997;6847.
36. Yoshimoto N., Suzuki M., Sato K. Polymorphic transformation in asclepic acid (cis-ω7-octadecenoic acid). Chem. Phys. Lipids. 57:1991;67-73.