Supercritical CO2 sorption kinetics and thymol impregnation of PCL and PCL-HA

Journal of Supercritical Fluids

Volumn 107, Issue , 2016, Pages 486-498

  Ivanovic, Jasna ^a   Knauer, Sandra ^b   Fanovich, Alejandra ^c   Milovanovic, Stoja ^a   Stamenic, Marko ^a   Jaeger, Philip ^b   Zizovic, Irena ^a   Eggers, Rudolf ^d  

^a UNIVERSITY OF BELGRADE   (Serbia)

^b Eurotechnica GmbH   (Germany)

^c UNIVERSIDAD NACIONAL DE MAR DEL PLATA   (Argentina)

^d HAMBURG UNIVERSITY OF TECHNOLOGY   (Germany)

Author keywords

CO2 sorption kinetics; High pressure DSC; Melting point depression; Polycaprolactone; Polycaprolactone hydroxyapatite; Thymol impregnation

Indexed keywords

CARBON; CARBON DIOXIDE; FILLED POLYMERS; FILLERS; FOAMS; HYDROXYAPATITE; IMPREGNATION; KINETICS; MASS TRANSFER; MICROSTRUCTURE; PHENOLS; PORE SIZE; SCAFFOLDS; SOLUBILITY; SORPTION; SUPERCRITICAL FLUID EXTRACTION; SUSPENSIONS (COMPONENTS);

HIGH PRESSURE; MAGNETIC SUSPENSION BALANCE; MELTING POINT DEPRESSIONS; MODERATE TEMPERATURE; PLASTICIZING EFFECTS; SORPTION KINETICS; SUPERCRITICAL CARBON DIOXIDES; SUPERCRITICAL SOLVENT IMPREGNATION;

POLYCAPROLACTONE;

EID: 84947487391     PISSN: 08968446     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.supflu.2015.07.001     Document Type: Article

References (77)

1. E.K. Moioli, P.A. Clark, X. Xin, S. Lal, and J.J. Mao Matrices and scaffolds for drug delivery in dental, oral and craniofacial tissue engineering Adv. Drug. Deliv. Rev. 59 2007 308 324
2. X. Zhang, W. Chang, P. Lee, Y. Wang, M. Yang, J. Li, S.G. Kumbar, and X. Yu Polymer-ceramic spiral structured scaffolds for bone tissue engineering: effect of hydroxyapatite composition on human fetal osteoblasts PLoS ONE 9 2014 2 11
3. K. Kim, C.H. Lee, B.K. Kim, and J.J. Mao Anatomically shaped tooth and periodontal regeneration by cell homing J. Dent. Res. 89 2010 842 847
4. X. Yang, F. Yang, X.F. Walboomers, Z. Bian, M. Fan, and J.A. Jansen The performance of dental pulp stem cells on nanofibrous PCL/gelatin/nHA scaffolds J. Biomed. Mater. Res., A 93 2010 247 257
5. E. Reverchon, and S. Cardea Supercritical fluids in 3-D tissue engineering J. Supercrit. Fluids 69 2012 97 107
6. A.R. Amini, C.T. Laurencin, and S.P. Nukavarapu Bone tissue engineering: recent advances and challenges Crit. Rev. Biomed. Eng. 40 2013 363 408
7. M.A. Woodruff, and D.W. Hutmacher The return of a forgotten polymer - polycaprolactone in the 21st century Prog. Polym. Sci. 35 2010 1217 1256
8. M. Bhamidipati, A.M. Scurto, and M.S. Detamore The future of carbon dioxide for polymer processing in tissue engineering Tissue Eng., B 19 2013 221 232
9. Y. Hayashi, M. Imai, K. Yanagiguchi, I.L. Viloria, and T. Ikeda Hydroxyapatite applied as direct pulp capping medicine substitutes for osteodentin J. Endod. 25 1999 225 229
10. S.-J. Heo, S.-E. Kim, J. Wei, Y.-T. Hyun, H.-S. Yun, D.-H. Kim, J.W. Shin, and J.-W. Shin Fabrication and characterization of novel nano- and micro-HA/PCL composite scaffolds using a modified rapid prototyping process J. Biomed. Mater. Res., A 89 2009 108 116
11. L. Shor, S. Güçeri, X. Wen, M. Gandhi, and W. Sun Fabrication of three-dimensional polycaprolactone/hydroxyapatite tissue scaffolds and osteoblast-scaffold interactions in vitro Biomaterials 28 2007 5291 5297
12. 2 foaming for bone regeneration Compos. Sci. Technol. 70 2010 1838 1846
13. V. D'Antò, M.G. Raucci, V. Guarino, S. Martina, R. Valletta, and L. Ambrosio Behaviour of human mesenchymal stem cells on chemically synthesized HA-PCL scaffolds for hard tissue regeneration J. Tissue Eng. Regen. Med. 2013 10.1002/term.1768 (xxx xxx)
14. 2 J. Supercrit. Fluids 95 2014 394 406
15. M.A. Fanovich, J. Ivanovic, D. Misic, M.V. Alvarez, P. Jaeger, I. Zizovic, and R. Eggers Development of polycaprolactone scaffold with antibacterial activity by an integrated supercritical extraction and impregnation process J. Supercrit. Fluids 78 2013 42 53
16. 2 J. Supercrit. Fluids 61 2012 175 190
17. 2 solutions by a fully experimental procedure: effect of pressure and temperature J. Supercrit. Fluids 67 2012 131 138
18. Z. Lian, S.A. Epstein, C.W. Blenk, and A.D. Shine Carbon dioxide-induced melting point depression of biodegradable semicrystalline polymers J. Supercrit. Fluids 39 2006 107 117
19. S.G. Kazarian, and G.G. Martirosyan Spectroscopy of polymer/drug formulations processed with supercritical fluids: in situ ATR-IR and Raman study of impregnation of ibuprofen into PVP Int. J. Pharm. 232 2002 81 90
20. M.A. Fanovich, and P. Jaeger Sorption and diffusion of compressed carbon dioxide in polycaprolactone for the development of porous scaffolds Mater. Sci. Eng., C 32 2012 961 968
21. 2 in linear and branched polypropylene using a magnetic suspension balance and a PVT apparatus J. Chem. Eng. Data 55 2010 4885 4895
22. S. Cotugno, E. Di Maio, C. Ciardiello, S. Iannace, G. Mensitieri, and L. Nicolais Sorption thermodynamics and mutual diffusivity of carbon dioxide in molten polycaprolactone Ind. Eng. Chem. Res. 42 2003 4398 4405
23. I. Kikic Polymer-supercritical fluid interactions J. Supercrit. Fluids 47 2009 458 465
24. S. Takahashi, J.C. Hassler, and E. Kiran Melting behavior of biodegradable polyesters in carbon dioxide at high pressures J. Supercrit. Fluids 72 2012 278 287
25. 2 both as a solvent and swelling agent M.R. Belinsky, Supercritical Fluids 2010 Nova Science Publishers, Inc Hauppauge NY 667 687
26. 2 - thermodynamics, foaming behaviour and mechanical characteristics J. Supercrit. Fluids 96 2015 349 358
27. 2 J. Supercrit. Fluids 76 2013 126 134
28. J.M.S. Fonseca, R. Dohrn, and S. Peper High-pressure fluid-phase equilibria: experimental methods and systems investigated (2005-2008) Fluid Phase Equilib. 300 2011 1 69
29. 2 + polymer systems J. Supercrit. Fluids 96 2015 313 323
30. 2 as blowing agents Polym. Eng. Sci. 45 2005 432 441
31. 2 treatment J. Supercrit. Fluids 33 2005 183 192
32. F. Dreisbach, and H.W. Lösch Magnetic suspension balance for simultaneous measurement of a sample and the density of the measuring fluid Therm. Anal. Calorim. 62 2000 515 521
33. 2 in bioresorbable polymers: measurements, calculations and potential applications in polymer foaming 12th European Meeting on Supercritical Fluids ISASF, International Society for Advancement of Supercritical Fluids, Graz 2010 1 10
34. E. De Paz, S. RodrI, and J. Herreras Determination of phase equilibrium (solid-liquid-gas) in poly-(ε-caprolactone)-carbon dioxide systems J. Chem. Eng. Data 55 2010 2781 2785
35. 2 foaming of PCL and PCL-HA nano-composite: effect of composition, thermal history and foaming process on foam pore structure J. Supercrit. Fluids 58 2011 158 167
36. M.J. Jenkins, K.L. Harrison, M.M.C.G. Silva, M.J. Whitaker, K.M. Shakesheff, and S.M. Howdle Characterisation of microcellular foams produced from semi-crystalline PCL using supercritical carbon dioxide Eur. Polym. J. 42 2006 3145 3151
37. E. Kiran, K. Liu, and K. Ramsdell Morphological changes in poly(ε-caprolactone) in dense carbon dioxide Polymer 49 2008 1853 1859
38. 2 J. Polym. Sci., B: Polym. Phys. 32 1994 2549 2553
39. 2 Polym. Eng. Sci. 44 2004 186 196
40. 2 using new methods J. Supercrit. Fluids 87 2014 50 58
41. Y. Paul, Z. Zhang, and Y.P. Handa High-pressure calorimetric study of plasticization of poly(methyl methacrylate) by methane, ethylene, and carbon dioxide J. Polym. Sci., B: Polym. Phys. 36 1998 977 982
42. J. Reignier, R. Gendron, and M.F. Champagne Autoclave foaming of poly(ε-caprolactone) using carbon dioxide: impact of crystallization on cell structure J. Cell. Plast. 43 2007 459 489
43. V. Sedlarik Antimicrobial modifications of polymers R. Chamy, F. Rosenkranz, Biodegradation - Life of Science 2013 InTech Croatia 187 204
44. P.A. Stone, P.A. Armstrong, D.F. Bandyk, R.S. Brumberg, S.K. Flaherty, M.R. Back, B.L. Johnson, and M.L. Shames Use of antibiotic-loaded polymethylmethacrylate beads for the treatment of extracavitary prosthetic vascular graft infections J. Vasc. Surg. 44 2006 757 761
45. H.-W. Kim, J. Knowles, and H.-E. Kim Hydroxyapatite porous scaffold engineered with biological polymer hybrid coating for antibiotic Vancomycin release J. Mater. Sci.: Mater. Med. 16 2005 189 195
46. D. Puppi, D. Dinucci, C. Bartoli, C. Mota, C. Migone, F. Dini, G. Barsotti, F. Carlucci, and F. Chiellini Development of 3D wet-spun polymeric scaffolds loaded with antimicrobial agents for bone engineering J. Bioac. Compat. Polym. 26 2011 478 492
47. X. Liu, Q. Feng, A. Bachhuka, and K. Vasilev Surface modification by allylamine plasma polymerization promotes osteogenic differentiation of human adipose-derived stem cells Appl. Surf. Sci. 6 2014 9733 9741
48. A. Wattanasatcha, S. Rengpipat, and S. Wanichwecharungruang Thymol nanospheres as an effective anti-bacterial agent Int. J. Pharm. 434 2012 360 365
49. A. Nostro, A.R. Blanco, M.A. Cannatelli, V. Enea, G. Flamini, I. Morelli, A. Sudano Roccaro, and V. Alonzo Susceptibility of methicillin-resistant staphylococci to oregano essential oil, carvacrol and thymol FEMS Microbiol. Lett. 230 2004 191 195
50. S. Cosentino, C.I. Tuberoso, B. Pisano, M. Satta, V. Mascia, E. Arzedi, and F. Palmas In-vitro antimicrobial activity and chemical composition of Sardinian Thymus essential oils Lett. Appl. Microbiol. 29 1999 130 135
51. I. Kruk, T. Michalska, K. Lichszteld, A. Kładna, and H.Y. Aboul-Enein The effect of thymol and its derivatives on reactions generating reactive oxygen species Chemosphere 41 2000 1059 1064
52. R. Aeschbach, J. Löliger, B.C. Scott, A. Murcia, J. Butler, B. Halliwell, and O.I. Aruoma Antioxidant actions of thymol, carvacrol, 6-gingerol, zingerone and hydroxytyrosol Food Chem. Toxicol. 32 1994 31 36 (An International Journal Published for the British Industrial Biological Research Association)
53. K.R. Riella, R.R. Marinho, J.S. Santos, R.N. Pereira-Filho, J.C. Cardoso, R.L.C. Albuquerque-Junior, and S.M. Thomazzi Anti-inflammatory and cicatrizing activities of thymol, a monoterpene of the essential oil from Lippia gracilis, in rodents J. Ethnopharmacol. 143 2012 656 663
54. S. Shapiro, and B. Guggenheim The action of thymol on oral bacteria Oral Microbiol. Immunol. 10 1995 241 246
55. D. Yu, S.K. Pearson, W.H. Bowen, D. Luo, B.E. Kohut, and D.S. Harper Caries inhibition efficacy of an antiplaque/antigingivitis dentifrice Am. J. Dent. 13 2000 14C 17C
56. Y. Takeuchi, B. Guggenheim, A. Filieri, B.P. Effect, and A. Filieri Effect of chlorhexidine/thymol and fluoride varnishes on dental biofilm formation in vitro Eur. J. Oral Sci. 115 2007 468 472
57. S. Milovanovic, M. Stamenic, D. Markovic, M. Radetic, and I. Zizovic Solubility of thymol in supercritical carbon dioxide and its impregnation on cotton gauze J. Supercrit. Fluids 84 2013 173 181
58. A.M.A. Dias, M.E.M. Braga, I.J. Seabra, P. Ferreira, M.H. Gil, and H.C. de Sousa Development of natural-based wound dressings impregnated with bioactive compounds and using supercritical carbon dioxide Int. J. Pharm. 408 2011 9 19
59. A. Torres, J. Romero, A. Macan, A. Guarda, and M.J. Galotto Near critical and supercritical impregnation and kinetic release of thymol in LLDPE films used for food packaging J. Supercrit. Fluids 85 2014 41 48
60. 2 impregnation of thymol Starch Stärke 67 2015 174 182
61. J. Ivanovic, S. Milovanovic, M. Stamenic, M.A. Fanovich, P. Jaeger, and I. Zizovic Application of an integrated supercritical extraction and impregnation process for incorporation of thyme extracts into different carriers J. Osborne, Handbook on Supercritical Fluids: Fundamentals, Properties and Applications 2014 Nova Science Publishers, Inc Hauppauge, NY 257 280
62. S. Milovanovic, M. Stamenic, D. Markovic, J. Ivanovic, and I. Zizovic Supercritical impregnation of cellulose acetate with thymol J. Supercrit. Fluids 97 2015 107 115
63. 4 assisted by ultrasonic irradiation Ceram. Int. 36 2010 1961 1969
64. A. López-Macipe, J. Gómez-Morales, and R. Rodríguez-Clemente Nanosized hydroxyapatite precipitation from homogeneous calcium/citrate/phosphate solutions using microwave and conventional heating Adv. Mater. 10 1998 49 53
65. 2-atmosphere J. Supercrit. Fluids 16 1999 81 92
66. J. Crank The Mathematics of Diffusion second ed. 1975 Oxford University Press Ely House, London W.I
67. 2 in molten polymers Polym. Eng. Sci. 44 2004 1915 1924
68. Q. Xu, X. Ren, Y. Chang, J. Wang, L. Yu, and K. Dean Generation of microcellular biodegradable polycaprolactone foams in supercritical carbon dioxide J. Appl. Polym. Sci. 94 2004 593 597
69. S. Jiang, X. Ji, L. An, and B. Jiang Crystallization behavior of PCL in hybrid confined environment Polymer 42 2001 3901 3907
70. 2 in poly(l-lactide)-hydroxyapatite and poly(d,l-lactide-co-glycolide)-hydroxyapatite composite biomaterials J. Supercrit. Fluids 55 2011 1046 1051
71. J.R. Jones New trends in bioactive scaffolds: the importance of nanostructure J. Eur. Ceram. Soc. 29 2009 1275 1281
72. 2 solubility and diffusivity in poly(l-lactide) and poly(d,l-lactide-co-glycolide) by magnetic suspension balance J. Supercrit. Fluids 47 2008 296 301
73. 2 sorption and diffusion in polymethyl methacrylate-clay nanocomposites Polym. Eng. Sci. 45 2005 904 914
74. Ž. Knez, M. Škerget, and Z. Mandžuka Determination of S-L phase transitions under gas pressure J. Supercrit. Fluids 55 2010 648 652
75. E. Weidner, V. Wiesmet, Z. Knez, and M. Skerget Phase equilibrium (solid-liquid-gas) in polyethyleneglycol-carbon dioxide systems J. Supercrit. Fluids 10 1997 139 147
76. J.D. Hoffman, and R.L. Miller Kinetic of crystallization from the melt and chain folding in polyethylene fractions revisited: theory and experiment Polymer 38 1997 3151 3212
77. A.R.C. Duarte, A.L. Simplicio, A. Vega-González, P. Subra-Paternault, P. Coimbra, M.H. Gil, H.C. de Sousa, and C.M.M. Duarte Supercritical fluid impregnation of a biocompatible polymer for ophthalmic drug delivery J. Supercrit. Fluids 42 2007 373 377