ISSN:
1022-1352
Schlagwort(e):
Chemistry
;
Polymer and Materials Science
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
,
Physik
Notizen:
The synthesis and characterization of fluorescence-labelled, phase segregating block polyesterurethanes based on the known biocompatible and degradable materials poly[(R)-3-hydroxybutyric acid] (PHB), poly(∊-caprolactone) (PCL), and poly[(∊-caprolactone)-co-glycolide] (PCL/PGA) is described. To introduce fluorescence labels in the amorphous domains of the polymers, phenacyl 10,11-dihydroxyundecanoate (PDUA) was synthesized and copolymerized with a PHB diol, a PCL diol, and aliphatic diisocyanates. After cleavage of the protecting group (without degradation of the polymer backbone), the carboxyl group was reacted with a fluorescent amine (dansylcadaverine) in the presence of 4,6-diphenylthieno[3,4-d]-1,3-dioxol-2-one 5,5-dioxide (Steglich reagent). Also a polymer containing 13C-labelled carboxy groups was synthesized and the labelling reaction monitored by 13C NMR spectroscopy. To introduce fluorescence labels in the hard segment of the polymers, a new low-molecular-weight diol based on poly[(R)-hydroxybutyric acid] and containing protected carboxy groups was synthesized. After the deprotection, the carboxy groups were reacted with a fluorescent amine (dansylcadaverine) in the presence of an activating system based on dicyclohexylcarbodiimide. The labelled PHB diol was then copolymerized with a poly[(∊-caprolactone)-co-glycolide] diol and an aliphatic diisocyanate. The so obtained fluorescence-labelled block polyesterurethanes are promissing materials for the investigation of the biocompatibility and degradation of the corresponding, non-labelled materials (DegraPol®) by means of fluorescence-aided microscopic and spectroscopic techniques.
Zusätzliches Material:
6 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/macp.1997.021980903
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