New stimuli-responsive polymers derived from morpholine and pyrrolidine.
The preparation of three new ionizable monomers: N-ethyl morpholine metacrylate (EMM), N-ethyl morpholine methacrylamide (EMA) and N-ethyl pyrrolidine metacrylamide (EPA) and their respective homopolymers poly-EMM, poly-EMA and poly-EPA prepared by radical polymerization in solution, is described. The systems have been characterized by NMR and FTIR spectroscopic techniques, determined their glass transition temperatures by DSC and their respective pKs. Moreover, crosslinked samples were prepared by bulk polymerization using N,N-methylene bisacrylamide (BAam) and the trifunctional 1,3,5-triacryloylhexa-hydro-1,3,5-triazine (135-T) as crosslinkers. The studies of swelling kinetics were carried out in different pH buffer solutions (2, 7.4 and 10) in a thermostatic bath at 37 degrees C showing hydration degrees that go from 2,600% to about 200% depending on the pH and on the crosslinker used. The systems seem to be suitable for the preparation of smart hydrogels for drug delivery and Tissue Engineering.
Velasco
Diego
D
Department of Biomaterials, Institute of Polymer Science and Technology, CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.
Elvira
Carlos
C
San Román
Julio
J
D001672:Biocompatible Materials; D002412:Cations / Q000737:chemistry; D003432:Cross-Linking Reagents / Q000737:chemistry; D016503:Drug Delivery Systems; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008422:Materials Testing; D008956:Models, Chemical; D009025:Morpholines / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry*; D013053:Spectrophotometry / Q000379:methods; D017550:Spectroscopy, Fourier Transform Infrared; D013696:Temperature
D001672:Biocompatible Materials; D002412:Cations; D003432:Cross-Linking Reagents; D009025:Morpholines; D011108:Polymers; D011759:Pyrrolidines; C037574:morpholine; C032519:pyrrolidine