Degradable polyurethane networks based on d,l-lactide, glycolide, ε-caprolactone, and trimethylene carbonate homopolyester and copolyester triols

Storey, Robson F.; Hickey, Timothy P.

doi:10.1016/0032-3861(94)90882-6

Cited by 117 publications

(105 citation statements)

References 9 publications

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“…[1][2][3] Polyurethanes possess many of the attributes necessary for tissue-engineering applications, provided these materials can be synthesized into a composition that is biodegradable in vivo and that their degradation products are nontoxic. [4][5][6][7][8][9][10] In recent years, biodegradable polyesterurethane foams, synthesized with toluidine diisocyanate (TDI) and poly[(R)-3-hydroxybutyric acid-co-(R)-3-hydroxyvaleric acid]-diol (PHB/HV-diol) or polycaprolactone diol (PCL-diol), have been shown to be compatible substrates for chondrocytes and to support chondrocytic adhesion, cell proliferation, and phenotype, as assessed by collagen type II/I synthesis, in vitro. 11 Polyesterurethanes synthesized with lysine diisocyanate (LDI)-based hard segments and polyesters poly(Llactide) or 50:50 poly(lactide-co-glycolide) are biocompatible in vitro and in vivo.…”

Section: Introductionmentioning

confidence: 99%

“…11 Polyesterurethanes synthesized with lysine diisocyanate (LDI)-based hard segments and polyesters poly(Llactide) or 50:50 poly(lactide-co-glycolide) are biocompatible in vitro and in vivo. [7][8][9][10]12,13 Similarly, poly(urethane-urea) matrices with LDI as the hard segment and glucose, glycerol, or polyethylene glycol as soft segments are nontoxic in vitro and in vivo. 9,10 Biodegradable polyurethanes synthesized by esterification of phenylalanine and 1,4-cyclohexane dimethanol to yield a diester and polymerized with polycaprolactonediol and polyethylene oxide also exhibit biocompatibility in vitro.…”

Section: Introductionmentioning

confidence: 99%

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Vascularization and tissue infiltration of a biodegradable polyurethane matrix

Ganta

Piesco

Long

et al. 2002

J Biomedical Materials Res

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Urethanes are frequently used in biomedical applications because of their excellent biocompatibility. However, their use has been limited to bioresistant polyurethanes. The aim of this study was to develop a nontoxic biodegradable polyurethane and to test its potential for tissue compatibility. A matrix was synthesized with pentane diisocyanate (PDI) as a hard segment and sucrose as a hydroxyl group donor to obtain a microtextured spongy urethane matrix. The matrix was biodegradable in an aqueous solution at 37°C in vitro as well as in vivo. The polymer was mechanically stable at body temperatures and exhibited a glass transition temperature (Tg) of 67°C. The porosity of the polymer network was between 10 and 2000 µm, with the majority of pores between 100 and 300 µm in diameter. This porosity was found to be adequate to support the adherence and proliferation of bone-marrow stromal cells (BMSC) and chondrocytes in vitro. The degradation products of the polymer were nontoxic to cells in vitro. Subdermal implants of the PDI-sucrose matrix did not exhibit toxicity in vivo and did not induce an acute inflammatory response in the host. However, some foreign-body giant cells did accumulate around the polymer and in its pores, suggesting its degradation is facilitated by hydrolysis as well as by giant cells. More important, subdermal implants of the polymer allowed marked infiltration of vascular and connective tissue, suggesting the free flow of fluids and nutrients in the implants. Because of the flexibility of the mechanical strength that can be obtained in urethanes and because of the ease with which a porous microtexture can be achieved, this matrix may be useful in many tissueengineering applications.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Vascularization and tissue infiltration of a biodegradable polyurethane matrix

Ganta

Piesco

Long

et al. 2002

J Biomedical Materials Res

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“…The authors claim that some of the copolymers present elastomeric properties. Using a similar method, Storey described the synthesis of polyurethane networks based on D,L-LA, GA, εCL,and TMC (Scheme 33b) [95]. The condensation of preformed trifunctional oligomers with tolylene-2,6-diisocyanate triggered the network formation.…”

Section: Scheme 32mentioning

confidence: 99%

Novel Macromolecular Architectures Based on Aliphatic Polyesters: Relevance of the “Coordination-Insertion” Ring-Opening Polymerization

Mecerreyes¹,

Jérôme²,

Dubois³

Advances in Polymer Science

276

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Recent developments in the macromolecular engineering of aliphatic polyesters have been overviewed. First, aluminum alkoxides mediated living ring opening polymerization (ROP) of cyclic (di)esters, i.e., lactones, lactides, glycolide, is introduced. An insight into this so-called "coordination-insertion" mechanism and the ability of this living polymerization process to prepare well-defined homopolymers, telechelic polymers, random and block copolymers is then discussed. In the second part, the combination of the living ROP of (di)lac-tones with other well-controlled polymerization mechanisms such as anionic, cationic, free radical, and metathesis polyadditions of unsaturated comonomers, as well as polyconden-sations, is reported with special emphasis on the design of new and well-tailored macromolecular architectures. As a result of the above synthetic breakthrough, a variety of novel materials have been developed with versatile applications in very different fields such as biomedical and microelectronics.

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“…All other networks were highly flexible with tensile strengths of 12 MPa or less. Tensile properties, monitored as a function of degradation time, indicated that the poly(ε-caprolactone-co-D,L-lactide) and PLTMC networks displayed a linear loss of strength with respect to weight during the first 30 days of degradation, while the other networks degraded either too slowly or too quickly to establish such a linear relationship [58].…”

Section: Polyester Soft Segmentsmentioning

confidence: 99%

“…The key factors that determine the kinetics of the hydrolytic degradation of BioPUs are their chemical structure and composition [58]. Guan et al [25] showed that the in vitro degradation rate of BioPUs based on mixed triblock PCL-PEO-PCL soft segments (PEEUU) depends on their soft segment structure.…”

Section: Biodegradation and Biocompatibilitymentioning

confidence: 99%