Ketoprofen poly(lactide-co-glycolide) physical interaction.
The aim of this work was to provide an understanding of the interaction occurring between ketoprofen and poly(lactic-co-glycolic acid) (PLGA) that leads to polymer plasticization. Experimental glass transition temperature (Tg) values were fitted with the theoretical ones predicted by the Fox and Gordon-Taylor/Kelley-Bueche equations. PLGA films containing different amounts of ketoprofen (KET) were prepared by solvent casting and characterized by scanning electron microscopy, differential scanning calorimetry, and Fourier transform infrared spectroscopy (FTIR). Differential scanning calorimetry evidenced that KET acted as a plasticizer in a similar biphasic way in both end-capped and uncapped PLGA. At KET contents of 20% to 35%, depending on the investigated polymer, the Tg was around 23 degrees C. Higher KET amounts did not lower further the Tg, and the excess of drug was found to crystallize into the polymeric matrix. Experimental Tg's deviated negatively from the predicted ones probably because of hydrogen bonding. The FTIR spectra of the films, loaded with different amounts of KET, showed a shift to higher wavenumbers for the peaks at 1697 and 1655 cm(-1) confirming the presence of some interactions, probably hydrogen bonds between the ketoprofen carboxylic group and the PLGA carbonyl groups along the polymer backbone. The hydrogen bonding between KET and PLGA is probably responsible for KET plasticizing effect. KET behaving as a lubricant may disrupt polymer chain-chain interactions, removing additional barriers to bond rotation and chain mobility.
Blasi
Paolo
P
Department of Chemistry and Technology of Drugs, University of Perugia, Perugia, Italy. kaolino@unipg.it
Schoubben
Aurélie
A
Giovagnoli
Stefano
S
Perioli
Luana
L
Ricci
Maurizio
M
Rossi
Carlo
C
D002152:Calorimetry, Differential Scanning; D007660:Ketoprofen / Q000737:chemistry*; D019344:Lactic Acid / Q000737:chemistry*; D008855:Microscopy, Electron, Scanning; D011100:Polyglycolic Acid / Q000737:chemistry*; D000077182:Polylactic Acid-Polyglycolic Acid Copolymer; D011108:Polymers / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared
D011108:Polymers; D000077182:Polylactic Acid-Polyglycolic Acid Copolymer; D011100:Polyglycolic Acid; D019344:Lactic Acid; D007660:Ketoprofen