Synthesis and characterization of novel biodegradable poly(p‐dioxanone‐co‐ethyl ethylene phosphate)s

Abstract

Poly(p-dioxanone-co-ethyl ethylene phosphate)s were successfully synthesized by the ring-opening copolymerization of p-dioxanone and ethyl ethylene phosphate with triisobutyl aluminum as an initiator; this was confirmed by 1 H-NMR and infrared spectra. The effects of the reaction conditions, such as the feeding ratio of the monomers and the reaction temperature and time, on the molecular weight of the copolymers were also studied. The in vitro degradation results showed that the introduction of phosphate segments into the backbone chains of the copolymers led to an enhancement of the degradation rate of the copolymers.

Recent Advances in Polyphosphoester and Polyphosphoramidate-Based Biomaterials

“…Similar results were also observed in the in vitro degradation of poly(D,L-lactide-co-ethyl ethylene phosphate) 19 and poly(p-dioxanone-co-ethyl ethylene phosphate). 11 The in vivo degradation of poly(D,L-lactide-co-ethyl ethylene phosphate) was also investigated and found that the in vivo weight loss is significantly faster than in vitro. Downloaded by [University of California Davis] at 01:52 28 December 2014…”

“…7 The polyphosphoesters with pendent chloroethyloxyl groups were also synthesized by enzymatic ringopening polymerization. 8 Random copolymers, including poly(D,L-lactide-co-ethyl ethylene phosphate)(P(LA-co-EEP)), 9 poly(trimethylene carbonate-co-ethyl ethylene phosphate)((PTMC-co-EEP)), poly(2,2-dimethyl trimethylene carbonate-co-ethyl ethylene phosphate)(P(DTC-co-EEP) 10 and poly(pdioxanone-co-ethyl ethylene phosphate)(P(DON-co-EEP) 11 (shown in Figure 1 2,2-dimethyl trimethylene carbonate and p-dioxanone, respectively. Polyphosphates, as components of copolymers, can increase their solubility in common organic solvents and lower the glass-transition temperature of copolymers.…”

Recent Progress in Polyphosphoesters: From Controlled Synthesis to Biomedical Applications

“…[18,64] In general, with careful design, most PPE homopolymers or copolymers for biomedical applications have shown low cytotoxicity in vitro and good biocompatibility in vivo. [45,54] It has also been demonstrated that PPE-EA, a gene carrier that contains amino group as side chains, shows a minimum cytotoxicity in vitro and a much milder tissue response in vivo when compared with the commonly used cationic gene carrier polyethylenimine and poly(L-lysine). [16,65] In another work, it has been observed that block copolymers of PEG and PEEP do not induce significant hemolysis and plasma protein precipitation.…”

Synthesis, characterization and micellization of heterograft copolymers based on phosphoester functionalized macromonomers via “grafting through” method

“…19 Zhuo et al reported the poly/copolymerization of a series of five-membered cyclic phosphates showing the potential for drug delivery. [21][22][23] Leong et al studied the application of polyphosphoesters in the fields of drug delivery, tissue engineering, hydrogel, and gene carrier. 20,[24][25][26][27] Wang et al investigated the mechanism of ring-opening (co)polymerization of cyclic phosphates [28][29][30] and synthesized polyphosphoesters with various architectures.…”