The Journal of Physical Chemistry B
Article
(12) Lo Nostro, P.; Giustini, L.; Fratini, E.; Ninham, B. W.; Ridi, F.;
Baglioni, P. Threading, Growth, and Aggregation of Pseudopolyrotax-
anes. J. Phys. Chem. B 2008, 112, 1071−1081.
ASSOCIATED CONTENT
* Supporting Information
Figures showing deconvolution of a DSC curve, calculation of
the disruption index, phase diagrams of different fatty acids
mixtures, phase diagram of ethyl octanoate + ethyl
hexadecanoate, and WAXD curves for octanoic acid,
hexadecanoid acid, and the eutectic mixture. This material is
■
S
(13) Rai, U. S.; Pandey, P. Solidification and Thermal Behaviour of
Binary Organic Eutectic and Monotectic; Succinonitrile-Pyrene
System. J. Cryst. Growth 2003, 249, 301−308.
(14) York, P.; Grant, D. J. W. A Disruption Index for Quantifying the
Solid State Disorder Induced by Additives or Impurities. I. Definition
and Evaluation from Heat of Fusion. Int. J. Pharm. 1985, 25, 57−72.
(15) Grant, D. J. W.; York, P. A Disruption Index for Quantifying the
Solid State Disorder Induced by Additives or Impurities. II. Evaluation
from Heat of Solution. Int. J. Pharm. 1986, 28, 103−112.
(16) Duddu, S. P.; Fung, F. K. Y.; Grant, D. J. W. Effects of
Crystallization in the Presence of the Opposite Enantiomer on the
Crystal Properties of (ss)-(+)-Pseudoephedrinium Salicylate. Int. J.
Pharm. 1996, 127, 53−63.
AUTHOR INFORMATION
Corresponding Author
■
Present Address
(17) Duddu, S. P.; Grant, D. J. W. The Use of Thermal Analysis in
the Assessment of Crystal Disruption. Thermochim. Acta 1995, 248,
131−145.
†Nanosciences Group, CEMES UPR 8011 CNRS, 29 Rue
Jeanne Marvig, F-31055 Toulouse Cedex 4, France.
Notes
́ ́ ́ ́
(18) Makai, M.; Csanyi, E.; Nemeth, Zs.; Palinkas, J.; Eros, I.
̈
Structure and Drug Release of Lamellar Liquid Crystals Containing
Glycerol. Int. J. Pharm. 2003, 256, 95−107.
The authors declare no competing financial interest.
(19) Tanford, C. Micelle Shape and Size. J. Phys. Chem. 1972, 76,
3020−3024.
ACKNOWLEDGMENTS
■
We acknowledge the Consorzio Interuniversitario per lo
Sviluppo dei Sistemi a Grande Interfase (CSGI, Florence),
and the Enzo Ferroni Foundation for partial financial support.
(20) Ambrosi, M.; Lo Nostro, P.; Fratoni, L.; Dei, L.; Ninham, B. W.;
Palma, S.; Manzo, R. H.; Allemandi, D.; Baglioni, P. Water of
Hydration in Coagels. Phys. Chem. Chem. Phys. 2004, 6, 1401−1407.
(21) Tork, A.; Bazuin, C. G. Mixtures of Tertiary Amine-
Functionalized Mesogens with Poly(acrylic acid). Macromolecules
2001, 34, 7699−7706.
REFERENCES
■
(1) Small, D. M. Handbook of Lipid Research, Vol. 4; Plenum Press:
New York, 1986.
(2) Timms, R. E. Phase Behaviour of Fats and Their Mixtures. Prog.
Lipid Res. 1984, 23, 1−38.
(3) Costa, M. C.; Sardo, M.; Rolemberg, M. P.; Ribeiro-Claro, P.;
(22) Sato, K. Crystallization Behaviour of Fats and LipidsA
Review. Chem. Eng. Sci. 2001, 56, 2255−2265.
(23) Larsson, K. Classification of Glyceride Crystal Forms. Acta
Chem. Scand. 1966, 20, 2255−2260.
(24) Hyde, S. T. In Handbook of Applied Surface and Colloid
Chemistry; Holmberg, K., Shah, D. O., Schwuger, M. J., Eds.; John
Wiley & Sons: Chichester, U.K., 2001; pp 299−332.
Meirelles, A. J. A.; Coutinho, J. A. P.; Krahenbuhl, M. A. The Solid−
̈
̈
Liquid Phase Diagrams of Binary Mixtures of Consecutive, Even
Saturated Fatty Acids: Differing by Four Carbon Atoms. Chem. Phys.
Lipids 2009, 157, 40−50.
(25) Yano, J.; Sato, K.; Kaneko, F.; Small, D. M.; Kodali, D. R.
Structural Analyses of Polymorphic Transitions of sn-1,3-Distearoyl-2-
oleoylglycerol (SOS) and sn-1,3-Dioleoyl-2-stearoylglycerol (OSO):
Assessment on Steric Hindrance of Unsaturated and Saturated Acyl
Chain Interactions. J. Lipid Res. 1999, 40, 140−151.
(26) Ren, B.; Cheng, Z.; Tong, Z.; Liu, X.; Wang, C.; Zeng, F.
Significant Structure Change in Nonequimolar Complexes of Poly-
(ethylenimine) and Octadecanoic Acid Induced by Polymer Backbone
Branching. Macromolecules 2006, 39, 6552−6557.
(27) Luyten, M. C.; Alberda van Ekenstein, G. O. R.; ten Brinke, G.;
Ruokolainen, J.; Ikkala, O.; Torkkeli, M.; Serimaa, R. Crystallization
and Cocrystallization in Supramolecular Comb Copolymer-like
Systems: Blends of Poly(4-vinylpyridine) and Pentadecylphenol.
Macromolecules 1999, 32, 4404−4410.
(28) Iwahashi, M.; Takebayashi, S.; Taguchi, M.; Kasahara, Y.;
Minami, H.; Matsuzawa, H. Dynamical Dimer Structure and Liquid
Structure of Fatty Acids in Their Binary Liquid Mixture: Decanoic/
Octadecanoic Acid and Decanoic/Dodecanoic Acid Systems. Chem.
Phys. Lipids 2005, 133, 113−124.
(4) Costa, M. C.; Sardo, M.; Rolemberg, M. P.; Coutinho, J. A. P.;
Meirelles, A. J. A.; Ribeiro-Claro, P.; Krahenbuhl, M. A. The Solid−
̈
̈
Liquid Phase Diagrams of Binary Mixtures of Consecutive, Even
Saturated Fatty Acids. Chem. Phys. Lipids 2009, 160, 85−97.
(5) Costa, M. C.; Rolemberg, M. P.; Meirelles, A. J. A.; Coutinho, J.
A. P.; Krahenbuhl, M. A. The Solid−Liquid Phase Diagrams of Binary
̈
̈
Mixtures of Even Saturated Fatty Acids Differing by Six Carbon
Atoms. Thermochim. Acta 2009, 496, 30−37.
(6) Carareto, N. D. D.; Costa, M. C.; Rolemberg, M. P.; Krahenbuhl,
̈
̈
M. A.; Meirelles, A. J. A. The Solid−Liquid Phase Diagrams of Binary
Mixtures of Even Saturated Fatty Alcohols. Fluid Phase Equilib. 2011,
303, 191.e1−191.e8.
(7) Costa, M. C.; Rolemberg, M. P.; Boros, L. A. D.; Krahenbuhl, M.
̈
̈
A.; De Oliveira, M. G.; Meirelles, A. J. A. Solid−Liquid Equilibrium of
Binary Fatty Acid Mixtures. J. Chem. Eng. Data 2007, 52, 30−36.
(8) Lo Nostro, P.; Ambrosi, M.; Ninham, B. W.; Baglioni, P. Effect
of Headgroup Chirality in Nanoassemblies. 2. Thermal Behavior of
Vitamin C-Based Surfactants. J. Phys. Chem. B 2009, 113, 8324−8331.
(9) Capuzzi, G.; Lo Nostro, P.; Kulkarni, K.; Fernandez, J. E.
Mixtures of Stearoyl-6-O-ascorbic Acid and α-Tocopherol: A
Monolayer Study at the Gas/Water Interface. Langmuir 1996, 12,
3957−3963.
(10) Blanton, T.; Huang, T. C.; Toraya, H.; Hubbard, C. R.; Robie, S.
B.; Louer, D.; Gobel, H. E.; Will, G.; Gilles, R.; Raftery, T. JCPDS
International Centre for Diffraction Data Round Robin Study of Silver
Behenate. A Possible Low-Angle X-Ray Diffraction Calibration
Standard. Powder Diffr. 1995, 10, 91−95.
(29) Larsson, K. J. Colloid Interface Sci. 1979, 72, 152−153.
(30) Inoue, T.; Hisatsugu, Y.; Ishikawa, R.; Suzuki, M. An X-Ray
Scattering Study of the L2-phase in Monoglyceride-Water System.
Chem. Phys. Lipids 2004, 127, 161−173.
(31) Inoue, T.; Hisatsugu, Y.; Suzuki, M.; Wang, Z. N.; Zheng, L. Q.
Solid-Liquid Phase Behavior of Binary Fatty Acid Mixtures 3. Mixtures
of Oleic Acid with Capric Acid (Decanoic Acid) and Caprylic Acid
(Octanoic Acid). Chem. Phys. Lipids 2004, 132, 225−234.
(32) Costa, M. C.; Boros, L. A. D.; Coutinho, J. A. P.; Krahenbuhl,
̈
̈
M. A.; Meirelles, A. J. A. Measurement and Prediction of Biodiesel
Surface Tensions. Energy Fuels 2011, 25, 3244−3250.
(11) Ambrosi, M.; Lo Nostro, P.; Fratini, E.; Giustini, L.; Ninham, B.
W.; Baglioni, P. Effect of Headgroup Chirality in Nanoassemblies. Part
1. Self-Assembly of D-Isoascorbic Acid Derivatives in Water. J. Phys.
Chem. B 2009, 113, 1404−1412.
(33) Costa, M. C.; Boros, L. A. D.; Batista, M. L. S.; Coutinho, J. A.
P.; Krahenbuhl, M. A.; Meirelles, A. J. A. Phase Diagrams of Mixtures
̈
̈
3061
dx.doi.org/10.1021/jp412127y | J. Phys. Chem. B 2014, 118, 3053−3062