A novel approach for analyzing glass-transition temperature vs. composition patterns: Application to pharmaceutical compound + polymer systems

European Journal of Pharmaceutical Sciences

Volumn 42, Issue 5, 2011, Pages 470-483

  Kalogeras, Ioannis M ^a  

^a UNIVERSITY OF ATHENS   (Greece)

Author keywords

Binary blends; Crystallization inhibition; Drug delivery; Excess mixing volume; Glass transition; Hydrogen bonding; Miscibility

Indexed keywords

1 BENZOYL 4 [(4,7 DIMETHOXY 1H PYRROLO[2,3 C]PYRIDIN 3 YL)OXOACETYL]PIPERAZINE; 3 [3 TERT BUTYLTHIO 1 (4 CHLOROBENZYL) 5 (2 QUINOLINYLMETHOXY) 2 INDOLYL] 2,2 DIMETHYLPROPIONIC ACID; BICALUTAMIDE; CARBAMAZEPINE; CARVEDILOL; CELECOXIB; DRUG VEHICLE; EFAVIRENZ; ESTRADIOL; EUDRAGIT; FELODIPINE; GANCICLOVIR; HYDROXYPROPYLMETHYLCELLULOSE ACETATE SUCCINATE; INDOMETACIN; ITRACONAZOLE; KETOCONAZOLE; KETOPROFEN; LIDOCAINE; LOPERAMIDE; NAPROXEN; NEVIRAPINE; NIFEDIPINE; NIMODIPINE; PACLITAXEL; PARACETAMOL; POLYMER; PROPRANOLOL; SALICYLAMIDE; SUCROSE; UNINDEXED DRUG;

ADD ON THERAPY; ARTICLE; BODY TEMPERATURE; CHEMICAL COMPOSITION; CHEMICAL STRUCTURE; CONFORMATION; CRYSTALLIZATION; DRUG BIOAVAILABILITY; DRUG DELIVERY SYSTEM; DRUG SOLUBILITY; EVAPORATION; GLASS TRANSITION TEMPERATURE; HYDROGEN BOND; MOLECULAR INTERACTION; MOLECULAR WEIGHT; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

CHEMISTRY, PHARMACEUTICAL; DRUG COMPOUNDING; EXCIPIENTS; MODELS, CHEMICAL; MOLECULAR STRUCTURE; PHARMACEUTICAL PREPARATIONS; PHASE TRANSITION; POLYMERS; SOLUBILITY; SOLVENTS; TRANSITION TEMPERATURE;

EID: 79954631617     PISSN: 09280987     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejps.2011.02.003     Document Type: Article

References (64)

1. J. Albers, R. Alles, K. Matthée, K. Knop, J.S. Nahrup, and P. Kleinebudde Mechanism of drug release from polymethacrylate-based extrudates and milled strands prepared by hot-melt extrusion Eur. J. Pharm. Biopharm. 71 2009 387 394
2. M.A. Alhnan, and A.W. Basit Engineering polymer blend microparticles: An investigation into the influence of polymer blend distribution and interaction Eur. J. Pharm. Sci. 42 2011 30 36
3. G.P. Andrews, O.A. Abudiak, and D.S. Ones Physicochemical characterization of hot melt extruded bicalutamide-polyvinylpyrrolidone solid dispersions J. Pharm. Sci. 99 2010 1322 1335
4. R.J. Babu, W. Brostow, O. Fasina, I.M. Kalogeras, S. Sathigari, and A. Vassilikou-Dova Encapsulation of hydrophobic drugs in a copolymer: glass transition behavior and miscibility evaluation Polym. Eng. Sci. 51 2011 10.1002/pen.21949
5. R.J. Babu, W. Brostow, I.M. Kalogeras, and S. Sathigari Glass transitions in binary drug + polymer systems Mater. Lett. 63 2009 2666
6. J. Berggren, and G. Alderborn Effect of polymer content and molecular weight on the morphology and heat- and moisture-induced transformations of spray-dried composite particles of amorphous lactose and Poly(vinylpyrrolidone) Pharm. Res. 20 2003 1039 1046 (Pubitemid 36774275)
7. P. Blasi, A. Schoubben, S. Giovagnoli, L. Perioli, M. Ricci, and C. Rossi Ketoprofen poly(lactide-co-glycolide) physical interaction AAPS PharmSciTech 8 2007 E1 E8 (Article 37)
8. G. Braun, and A.J. Kovacs J.A. Prim, Physics of Non-Crystalline Solids 1965 North-Holland Amsterdam 303
9. M.-J. Brekner, A. Schneider, and H.-J. Cantow Approach to the composition dependence of the glass-transition temperature of compatible polymer blends. 2. The effect of local chain orientation Makromol. Chem. 189 1988 2085 2097
10. W. Brostow, R. Chiu, I.M. Kalogeras, and A. Vassilikou-Dova Prediction of glass transition temperatures: Binary blends and copolymers Mater. Lett. 62 2008 3152
11. R. Chadha, V.K. Kapoor, and A. Kumar Analytical techniques used to characterize drug-polyvinylpyrrolidone systems in solid and liquid states - An overview J. Sci. Ind. Res. 65 2006 459 469 (Pubitemid 43942045)
12. P.R. Couchman, and F.E. Karasz Classical thermodynamic discussion of effect of composition on glass-transition temperatures Macromolecules 11 1978 117 119
13. D.Q.M. Craig The mechanisms of drug release from solid dispersions in water-soluble polymers Int. J. Pharm. 231 2002 131 144 (Pubitemid 34033673)
14. Y. Cui, and S.G. Frank Characterization of supersaturated lidocaine/polyacrylate pressure sensitive adhesive systems: thermal analysis and FT-IR J. Pharm. Sci. 95 2006 701 713
15. P. Di Martino, E. Joiris, R. Gobetto, A. Masic, G.F. Palmieri, and S. Martelli Ketoprofen-poly(vinyl pyrrolidone) physical interaction J. Cryst. Growth 265 2004 302 308
16. S. Duvvuri, K. Gaurav Janoria, and A.K. Mitra Effect of polymer blending on the release of ganciclovir from PLGA microspheres Pharm. Res. 23 2006 215 223 (Pubitemid 43214678)
17. K. ElMiloudi, and S. Djadoun A thermodynamic analysis of specific interactions in homoblends of poly(styrene-co-4-vinylpyridine) and poly(styrene-co-methacrylic acid) J. Polym. Sci. Phys. 47 2009 923 931
18. K. ElMiloudi, S. Djadoun, N. Sbirrazzuoli, and S. Geribaldi Miscibility and phase behavior of binary and ternary homoblends of poly(styrene-co-acrylic acid), poly(styrene-co-N,N-dimethylacrylamide) and poly(styrene-co-4- vinylpyridine) Thermochim. Acta 483 2009 49
19. T.G. Fox Bull. Am. Phys. Soc. 1 1956 123
20. J. Fujimori, Y. Yoshihashi, E. Yonemochi, and K. Terada Application of Eudragit RS to thermo-sensitive drug delivery systems II. Effect of temperature on drug permeability through membrane consisting of Eudragit RS/PEG 400 blend polymers J. Control. Release 102 2005 49 57 (Pubitemid 40093775)
21. M. Gordon, and J.S. Taylor Ideal copolymers and the second-order transitions of synthetic rubbers. I. Non-crystalline copolymers J. Appl. Chem. USSR 2 1952 493
22. Q.Y. Guo, P.T. Knight, J. Wu, and P.T. Mather Blends of Paclitaxel with POSS-based biodegradable polyurethanes: morphology, miscibility, and specific interactions Macromolecules 43 2010 4991 4999
23. P. Gupta, V.K. Kakumanu, and A.K. Bansal Stability and solubility of celecoxib-pvp amorphous dispersions: A molecular perspective Pharm. Res. 21 2004 1762 1769 (Pubitemid 39390086)
24. A.S.H. Hamou, K. ElMiloudi, and S. Djadoun A thermodynamic analysis of specific interactions in blends of poly(styrene-co-N,N-dimethylacrylamide) and poly(styrene-co-acrylic acid) J. Polym. Sci. Phys. 47 2009 2074 2082
25. B.C. Hancock, and G. Zografi Characteristics and significance of the amorphous state in pharmaceutical systems J. Pharm. Sci. 81 1997 1 12
26. B.C. Hancock, S.L. Shamblin, and G. Zografi Molecular mobility of amorphous pharmaceutical solids below their glass-transition temperatures Pharm. Res. 12 1995 799 806
27. Hong, L., 2009. Solid molecular dispersions of itraconazole for enhanced dissolution and controlled drug delivery. MSc Thesis, University of Toronto.
28. S. Janssens, A. De Zeure, A. Paudel, J. Van Humbeeck, P. Rombaut, and G. Van den Mooter Influence of preparation methods on solid state supersaturation of amorphous solid dispersions: a case study with itraconazole and eudragit E100 Pharm. Res. 27 2010 775 785
29. E. Jenckel, and R. Heusch Die ernidrigung der einfriertemperatur organischer glaser durch losungsmittel Kolloid Z. 130 1953 89
30. I.M. Kalogeras Description and molecular interpretations of anomalous compositional dependences of the glass transition temperatures in binary organic mixtures Thermochim. Acta 509 2010 135 146
31. I.M. Kalogeras, and W. Brostow Glass transition temperatures in binary polymer blends J. Polym. Sci. Phys. 47 2009 80
32. E. Karavas, E. Georgarakis, and D. Bikiaris Adjusting drug release by using miscible polymer blends as effective drug carriers J. Therm. Anal. Cal. 84 2006 125 133
33. E. Karavas, E. Georgarakis, and D. Bikiaris Application of PVP/HPMC miscible blends with enhanced mucoadhesive properties for adjusting drug release in predictable pulsatile chronotherapeutics Eur. J. Pharm. Biopharm. 64 2006 115 126 (Pubitemid 44160659)
34. C.G.L. Khoo, S. Frantzich, A. Rosinski, M. Sjöström, and J. Hoogstraate Oral gingival delivery systems from chitosan blends with hydrophilic polymers Eur. J. Pharm. Biopharm. 55 2003 47 56 (Pubitemid 36120494)
35. K. Khougaz, and S.-D. Clas Crystallization inhibition in sold dispersions of MK-0591 and poly(vinylpyrrolidone) blends J. Pharm. Sci. 89 2000 1325 1334
36. H. Konno, and L.S. Taylor Influence of different polymers on the crystallization tendency of molecularly dispersed amorphous felodipine J. Pharm. Sci. 95 2006 2692 2705 (Pubitemid 46093176)
37. A.J. Kovacs Adv. Polym. Sci. 3 1963 394 507
38. T.K. Kwei The effect of hydrogen-bonding on the glass transition temperatures of polymer mixtures J. Polym. Sci. Polym. Lett. 22 1984 307
39. C. Leuner, and J. Dressman Improving drug solubility for oral delivery using solid dispersions Eur. J. Pharm. Biopham. 50 2000 47 60 (Pubitemid 30326688)
40. Q. Lu, and G. Zografi Phase behavior of binary and ternary amorphous mixtures containing indomethacin, citric acid, and PVP Pharm. Res. 15 1998 1202 1206 (Pubitemid 28401710)
41. P.J. Marsac, H. Konno, and L.S. Taylor A comparison of the physical stability of amorphous felodipine and nifedipine systems Pharm. Res. 23 2006 2306 2316 (Pubitemid 44511511)
42. P.J. Marsac, A.C.F. Rumondor, D.E. Nivens, U.S. Kestur, L. Stanciu, and L.S. Taylor Effect of temperature and moisture on the miscibility of amorphous dispersions of felodipine and poly(vinyl pyrrolidone) J. Pharm. Sci. 99 2010 169 185
43. T. Matsumoto, and G. Zografi Physical properties of solid molecular dispersions of indomethacin with poly(vinylpyrrolidone) and poly(vinylpyrrolidone-co-vinylacetate) in relation to indomethacin crystallization Pharm. Res. 16 1999 1722 1728 (Pubitemid 29530405)
44. J.D. Menczel, R.B. Prime, Thermal Analysis of Polymers: Fundamentals and Applications 2009 Wiley Hoboken, NJ 1 688
45. R. Nair, N. Nyamweya, S. Gönen, L.G. Martínez-Miranda, and S.W. Hoag Influence of various drugs on the glass transition temperature of poly(vinylpyrrolidone): a thermodynamic and spectroscopic investigation Int. J. Pharm. 225 2001 83 96 (Pubitemid 32728202)
46. N. Nyamweya, and S.W. Hoag Assessment of polymer-polymer interactions in blends of HPMC and film forming polymers by modulated temperature differential scanning calorimetry Pharm. Res. 17 2000 625 631 (Pubitemid 30416403)
47. G.Z. Papageorgiou, A. Docoslis, M. Georgarakis, and D. Bikiaris The effect of physical state on the drug dissolution state: Miscibility studies of Nimodipine with PVP J. Therm. Anal. Cal. 95 2009 903 915
48. A. Paudel, J. Van Humbeeck, and G. Van den Mooter Theoretical and experimental investigation on the solid solubility and miscibility of Naproxen in Poly(vinylpyrrolidone) Mol. Pharma. 7 2010 1133 1148
49. S. Prodduturi, K.L. Urman, J.U. Otaigbe, and M.A. Repka Stabilization of hot-melt extrusion formulations containing solid solutions using polymer blends AAPS PharmSciTech 8 2007 E1 E10 (Article 50)
50. A.C.E. Rumondor, J. Ivanisevic, S. Bates, D.E. Alonzo, and L.S. Taylor Evaluation of drug-polymer miscibility in amorphous solid dispersion systems Pharm. Res. 26 2009 2523 2534
51. H.A. Schneider Conformational entropy contributions to the glass transition of blends of miscible polymers J. Res. Natl. Inst. Stand. Technol. 102 1997 229
52. S.L. Shamblin, E.Y. Huang, and G. Zografi The effects of co-lyophilized polymeric additives on the glass transition and crystallization of amorphous sucrose J. Thermal Anal. 47 1996 1567 1579 (Pubitemid 126794510)
53. S.L. Shamblin, L.S. Taylor, and G. Zografi Mixing behavior of colyophilized binary systems J. Pharm. Sci. 87 1998 694 701 (Pubitemid 28268567)
54. R. Simha, and R.F. Boyer On a general relation involving the glass temperature and coefficients of expansion of polymers J. Chem. Phys. 37 1962 1003 1007
55. S. Sinha, S. Baboota, M. Ali, A. Kumar, and J. Ali Solid dispersion: An alternative technique for bioavailability enhancement of poorly soluble drugs J. Dispers. Sci. Technol. 30 2009 1458 1473
56. K. Six, H. Berghmans, C. Leuner, J. Dressman, K. Van Werde, and J. Mullens Characterization of solid dispersions of itraconazole and hydroxypropylmethylcellulose prepared by melt extrusion. Part II Pharm. Res. 20 2003 1047 1054 (Pubitemid 36774276)
57. K. Six, G. Verreck, J. Peeters, M. Brewster, and G. Van den Mooter Increased physical stability and improved dissolution properties of itraconazole, a class II drug, by solid dispersions that combine fast- and slow-dissolving polymers J. Pharm. Sci. 93 2004 124 131 (Pubitemid 38081820)
58. L.S. Taylor, and G. Zografi Spectroscopic characterization of interactions between PVP and indomethacin in amorphous molecular dispersions Pharm. Res. 14 1997 1691 1698 (Pubitemid 28062912)
59. M. Tobyn, J. Brown, A.B. Dennis, M. Fakes, Q. Gao, J. Gamble, Y.Z. Khimyak, G. McGeorge, C. Patel, W. Sinclair, P. Timmins, and S. Yin Amorphous drug-PVP dispersions: application of theoretical, thermal and spectroscopic analytical techniques to the study of a molecule with intermolecular bonds in both the crystalline and pure amorphous state J. Pharm. Sci. 98 2009 3456 3468
60. L.A. Utracki Polymer Alloys and Blends 1989 Hanser Publishers Munich
61. G. Van den Mooter, M. Wuyts, N. Blaton, R. Busson, P. Grobet, P. Augustijns, and R. Kinget Physical stabilisation of amorphous ketoconazole in solid dispersions with polyvinylpyrrolidone K25 Eur. J. Pharm. Sci. 12 2001 261 269
62. T. Vasconcelos, B. Sarmento, and P. Costa Solid dispersions as strategy to improve oral bioavailability of poor water soluble drugs Drug Discov. Today 12 2007 1068 1075 (Pubitemid 350186132)
63. I. Weuts, D. Kampen, A. Decorte, G. Verreck, J. Peeters, M. Brewster, and G. Van den Mooter Phase behaviour analysis of solid dispersions of loperamide and two structurally related compounds with the polymers PVP-K30 and PVP-VA64 Eur. J. Pharm. Sci. 22 2004 375 385 (Pubitemid 38953896)
64. C. Wiranidchapong, T. Rades, P. Kulvanich, and I.G. Tucker Method of preparation does not affect the miscibility between steroid hormone and methacrylate Thermochim. Acta 485 2009 57