Loading…

Aliphatic Hyperbranched Polycarbonates: Synthesis, Characterization, and Solubility in Supercritical Carbon Dioxide

Recently much effort has been devoted to developing drug delivery systems based on macromolecules of three-dimensional structure. In addition to dendrimers which are widely studied, hyperbranched polymers are gaining more and more attention. Among numerous polymeric materials used in drug delivery s...

Full description

Saved in:
Bibliographic Details
Published in:Macromolecules 2012-09, Vol.45 (17), p.6819-6829
Main Authors: Tryznowski, Mariusz, Tomczyk, Karolina, Fraś, Zbigniew, Gregorowicz, Jacek, Rokicki, Gabriel, Wawrzyńska, Edyta, Parzuchowski, Paweł G
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Recently much effort has been devoted to developing drug delivery systems based on macromolecules of three-dimensional structure. In addition to dendrimers which are widely studied, hyperbranched polymers are gaining more and more attention. Among numerous polymeric materials used in drug delivery systems, aliphatic polycarbonates are one of the most interesting ones due to biocompatibility, nontoxic degradation products, and the absence of autocatalytic effect during the degradation process. However, they show poor solubility in supercritical carbon dioxide. This paper describes the synthesis of 5-(4-hydroxybutyl)-1,3-dioxan-2-one and its application for preparation of hyperbranched aliphatic polycarbonates. Linear analogues of the poly(5-(4-hydroxybutyl)-1,3-dioxan-2-one) were prepared, too, and the structures were compared by means of 13C NMR. Ring-opening polymerization of 5-(4-hydroxybutyl)-1,3-dioxan-2-one led to polymers containing solely primary hydroxyl groups which were subsequently reacted with trifluoroacetic anhydride. The phase behavior of fluorinated polymer in supercritical carbon dioxide was explored as a function of concentration and temperature. Modified hyperbranched polycarbonate showed reasonably good solubility in carbon dioxide. It was shown that hyperbranched structure of a polymer facilitate solubility even though the carbonate structural units do not promote solubility in scCO2.
ISSN:0024-9297
1520-5835
DOI:10.1021/ma3011153