Enhanced Hydrolytic Degradation of Heterografted Polyglycidols: Phosphonoethylated Monoester and Polycaprolactone Grafts

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• 作者：Jens K枚hler ; Fabian Marquardt ; Michael Teske ; Helmut Keul ; Katrin Sternberg ; Martin M枚ller
• 刊名：Biomacromolecules
• 出版年：2013
• 出版时间：November 11, 2013
• 年：2013
• 卷：14
• 期：11
• 页码：3985-3996
• 全文大小：538K
• 年卷期：v.14,no.11(November 11, 2013)
• ISSN：1526-4602

文摘

Novel biodegradable materials with tunable hydrolytic degradation rate are prepared by grafting of phosphonoethylated polyglycidols with polyesters. First, the hydrolytically degradable polyester grafts are attached to polyglycidols partially grafted with phosphonoethylated diethyl esters through chemical-catalyzed grafting using tin(II) octanoate, then the diethyl ester groups are chemoselectively converted to the corresponding monoester (mixed phosphonate/phosphonic acid) using alkali metal halides. The products are characterized by means of ¹H, ¹³C, and ³¹P NMR spectroscopy, as well as size-exclusion chromatography and differential scanning calorimetry. The in vitro degradation of the copolymers is studied in phosphate buffered solution at 55 掳C. The copolymers are of the same architecture, molecular weight, and crystallinity, only differing in the pendant phosphonate and mixed phosphonate/phosphonic acid groups, respectively. On the basis of mass loss, decrease of the molecular weight, and morphological analysis of the copolymers, the strong impact of mixed phosphonate/phosphonic acid groups on the hydrolytic degradation rate is demonstrated.