Overall monotropic behavior of a metastable phase of biclotymol, 2,2′-methylenebis(4-chloro-3-methyllsopropylphenol), inferred from experimental and topological construction of the related P- T state diagram

Journal of Pharmaceutical Sciences

Volumn 97, Issue 9, 2008, Pages 3927-3941

  Céolin, René ^a,b   Tamarit, Josep Lluis ^a   Barrio, Maria ^a   López, David O ^a   Nicolaï, Béatrice ^b   Veglio, Nestor ^a   Perrin, Marc Antoine ^b   Espeau, Philippe ^b  

^a UNIVERSITAT POLITÈCNICA DE CATALUNYA   (Spain)

^b UNIVERSITÉ PARIS DESCARTES   (France)

Author keywords

Biclotymol; Clapeyron equation; Differential scanning calorimetry; High pressure differential thermal analysis; Materials science; Overall monotropy; Physical characterization; Physical stability; Polymorphism; X ray diffraction

Indexed keywords

BICLOTYMOL; CHEMICAL COMPOUND; UNCLASSIFIED DRUG;

ARTICLE; CRYSTALLIZATION; EXPERIMENTAL STUDY; HEATING; MELTING POINT; PRESSURE; THERMAL ANALYSIS;

EID: 53549095423     PISSN: 00223549     EISSN: 15206017     Source Type: Journal    
DOI: 10.1002/jps.21285     Document Type: Article

References (19)

1. Rantsordas S, Perrin M, Thozet A. 1978. Crystal and molecular structures of 2.2′-methylenebis(4-chloro-3-methyl-isopropylphenol). Acta Cryst B34: 1198-1203.
2. Gibbs JW. 1906. The Scientific Papers of J. Willard Gibbs. London, U.-K: Longmans.
3. Riecke E. 1890. Spezielle Fälle von Gleichgewichtserscheinungen eines aus mehreren Phasen zusammengesetzten Systèmes. Z Phys Chem 6:411-429.
4. Bakhuis Roozeboom HW. 1901. Die heterogenen Gleichgewichte vom Standpunkte der Phasenlehre. Erstes Heft: Die Phasenlehre - Systeme aus einer Komponente. Braunschweig, Germany: Vieweg. pp. 183-189.
5. Würfünger A. 1975. Differential thermal analysis under high pressure IV: Low-temperature DTA of solid-solid and solid-liquid transitions of several hydrocarbons up to 3 kbar. Ber Bunsenges Phys Chem 79:1195-1201.
6. Rodriguez-Carvajal J, Roisnel T, Gonzales-Platas J. FullProf suite (2005 version). CEA-CNRS, CEN Saclay, France: Laboratoire Léon Brülouin.
7. Espeau P, Céolin R, Tamarit JL, Perrin MA, Gauchi JP, Leveiller F. 2005. Polymorphism of paracetamol: Relative stabilities of the monoclinic and orthorhombic phases inferred from topological pressure-temperature and temperature-volume phase diagrams. J Pharm Sci 94:524-539.
8. 44) under saturating vapour pressure in the 298-573 K range. Thermochim Acta 445:32-35.
9. Goksen NA. 1975. Thermodynamics. CA, USA: Techscience.
10. Hillert M. 1998. Phase equilibria. Phase diagrams and phase transformations: Their thermodynamic basis. UK: Cambridge University Press.
11. Skipov VP, Faizullin MZ. 2006. Crystal-liquid-gas phase transitions and thermodynamic similarity. Germany: Wiley-VCH.
12. Goodman BT, Wilding WV, Oscarson JL, Rowly RL. 2004. A note on the relationship between organic solid density and liquid density at the triple point. J Chem Eng Data 49:1512-1514.
13. Ostwald W. 1897. Studien über die Bildung und Umwandlung fester Körper. Z Physikal Chem 22: 289-330.
14. Céolin R, Toscani S, Dugué J. 1993. Phenomenology of polymorphism II. Criteria for overall p,T Monotropy. Applications to monochloroacetic acid and to hydrazine monohydrate. J Solid State Chem 102:465-479.
15. Toscani S, de Oliveira P, Céolin R. 2002. Phenomenology of polymorphism IV. The trimorphism of ferrocene and the overall metastability of its triclinic phase. J Solid State Chem 164:131-137.
16. Zernike J. 1955. Chemical phase theory. Deventer, The Netherlands: Kluwer.
17. Bridgman PW. 1970. The physics of high pressure. N.Y., USA: Dover. (replication of the work first published in 1931).
18. Lehmann 0. 1888. Molekularphysik. Leipzig, Germany: Engelmann.
19. Lehmann O. 1891. Die Krystallanalyse oder die chemische Analyse durch Beobachtung der Krystallbildung mit Hülfe des Mikroskops. Leipzig, Germany: Engelmann.