Synthesis, characterization and in vitro degradation of 3D-microstructured poly(ε-caprolactone) resins

Theiler, Stefan; Teske, Michael; Keul, Helmut; Sternberg, Katrin; Möller, Martin

doi:10.1039/c0py00097c

Cited by 23 publications

(52 citation statements)

References 53 publications

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“…Previous accelerated degradation studies also have demonstrated that PCL networks degrade faster than linear PCL when immersed in an alkaline medium [18]. Theiler et al [23] related an increase of the degradation rate with the higher hydrophilicity and lower crystallinity of PCL networks as compared with linear PCL. Harrison et al [24] studied how crystallinity and water absorption affect the degradation rate.…”

Section: Weight Loss and Swollen Degreementioning

confidence: 87%

Hydrolytic and enzymatic degradation of a poly(ε-caprolactone) network

Castilla-Cortázar¹,

Más-Estellés²,

Dueñas³

et al. 2012

Polymer Degradation and Stability

145

116

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Long-term hydrolytic and enzymatic degradation profiles of poly(ε-caprolactone) (PCL) networks were obtained. The hydrolytic degradation studies were performed in water and phosphate buffer solution (PBS) for 65 weeks. In this case, the degradation rate of PCL networks was faster than previous results in the literature on linear PCL, reaching a weight loss of around 20% in 60 weeks after immersing the samples either in water or PBS conditions. The enzymatic degradation rate in Pseudomonas Lipase for 14 weeks was also studied, with the conclusion being that the degradation profile of PCL networks is lower than for linear PCL, also reaching a 20% weight loss. The weight lost, degree of swelling, and calorimetric and mechanical properties as a function of degradation time were obtained. Furthermore, the morphological changes in the samples were studied carefully through electron microscopy and crystal size through X-ray diffraction. The changes in some properties over the degradation period such as crystallinity, crystal size and Young's modulus were smaller in the case of enzymatic studies, highlighting differences in the degradation mechanism in the two studies, hydrolytic and enzymatic.

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Section: Weight Loss and Swollen Degreementioning

confidence: 87%

Hydrolytic and enzymatic degradation of a poly(ε-caprolactone) network

Castilla-Cortázar¹,

Más-Estellés²,

Dueñas³

et al. 2012

Polymer Degradation and Stability

145

116

View full text Add to dashboard Cite

show abstract

“…Star-shaped poly(caprolactone)s bearing acrylate end groups were prepared as previously described (Hans et al, 2009;Theiler et al, 2010). In this paper the successful biofunctionalization of such polymers via Michael-type addition using L-arginin ethyl ester or L-cysteine ethyl ester as model biomolecules is shown.…”

Section: Resultsmentioning

confidence: 99%

“…Star-shaped functional poly(e-caprolactone)s (sPCL-A 2a-f) used in this work have the following characteristics: (Hans et al 2009;Theiler et al, 2010). e-Caprolactone (CL, !99%, Fluka, Buchs, Switzerland) was stirred over CaH 2 for 24 h, condensed onto molecular sieves (4 Å ), and kept in a Schlenk flask under argon.…”

Section: Methodsmentioning

confidence: 99%

“…The presence of these groups has the twofold effect of catalysing the backbone hydrolysis by the generation of a localized acid environment and, at the same time, of decreasing the crystallinity of PCL and therefore increasing its degradability. The crosslinking via Michael-type addition of diamines to star-shaped PCL with acrylate end groups resulted also in the decrease of the material crystallinity and increased degradation rate (Theiler et al, 2010). Furthermore, we could take advantage of the functional groups to create micropatterned substrates for potential use in drug releasing microdevices with controlled topography (Vaida et al, 2010).…”

Section: Introductionmentioning

confidence: 99%

“…To this end, we have proposed new synthetic routes for the production of linear (Vaida et al, 2008) and star-shaped (Theiler et al, 2010) functional PCL by copolymerization of e-caprolactone with functional ecaprolactone or functionalization of the end groups of star-shaped PCL, respectively. We have shown that by incorporating (meth)acrylates as side groups of a linear PCL chain, the degradation rate of the resins formed by UV crosslinking of the polymers could be tuned, a higher number of functional groups resulting in a faster degradable resin (Vaida et al, 2008).…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Fabrication of highly porous scaffolds for tissue engineering based on star‐shaped functional poly(ε‐caprolactone)

Theiler

Mela

Diamantouros

et al. 2010

Biotech & Bioengineering

Self Cite

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The potential of novel functional star-shaped poly(ε-caprolactone)s of controlled molecular weight and low molecular weight distribution bearing acrylate end groups as material for biomedical applications was demonstrated in this study. The polymers were functionalized via Michael-type addition of amino acid esters containing amino or thiol groups showing the potential for immobilization of biomolecules. Furthermore, scaffolds of different geometries were prepared by uniaxial freezing of polymer solutions followed by freeze drying. Different solvents and polymer concentrations were investigated, resulting in scaffolds with porosities between 76 and 96%. Mechanical properties of the scaffolds were investigated and the morphology was determined via scanning electron microscopy. Scaffolds with interconnected channels were prepared using benzene, 1,2-dichloroethane or dioxane as solvent. The tubular longitudinal pores in honeycomb arrangement extend throughout the full extent of the scaffolds (typical pore sizes: 20-100 µm).

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Biomimetic three‐dimensional anisotropic geometries by uniaxial stretching of poly(ε‐caprolactone) films: Degradation and mesenchymal stem cell responses

Wang

Lim

et al. 2013

J Biomedical Materials Res

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Geometric cues have been used for a variety of cell regulation and tissue regenerative applications. While the function of geometric cues is being recognized, their stability and degradation behaviors are not well known. Here, we studied the influence of degradation on uniaxial-stretch-induced poly(ε-caprolactone) (UX-PCL) ridge/groove arrays and further cellular responses. Results from accelerated hydrolysis in vitro showed that UX-PCL ridge/groove arrays followed a surface-controlled erosion, with an overall geometry remained even at ∼45% film weight loss. Compared to unstretched PCL flat surfaces and/or ridge/groove arrays, UX-PCL ridge/groove arrays achieved an enhanced morphological stability against degradation. Over the degradation period, UX-PCL ridge/groove arrays exhibited an "S-shape" behavior of film weight loss, and retained more stable surface hydrophilicity and higher film mechanical properties than those of unstretched PCL surfaces. Human mesenchymal stem cells (MSCs) aligned better toward UX-PCL ridge/groove arrays when the geometries were remained intact, and became sensitive with gradually declined nucleus alignment and elongation to the geometric degradation of ridges. We speculate that uniaxial stretching confers UX-PCL ridge/groove arrays with enhanced stability against degradation in erosive environment. This study provides insights of how degradation influences geometric cues and further cell responses, and has implications for the design of biomaterials with stability-enhanced geometric cues for long-term tissue regeneration.

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Synthesis, characterization and in vitro degradation of 3D-microstructured poly(ε-caprolactone) resins

Cited by 23 publications

References 53 publications

Hydrolytic and enzymatic degradation of a poly(ε-caprolactone) network

Hydrolytic and enzymatic degradation of a poly(ε-caprolactone) network

Fabrication of highly porous scaffolds for tissue engineering based on star‐shaped functional poly(ε‐caprolactone)

Biomimetic three‐dimensional anisotropic geometries by uniaxial stretching of poly(ε‐caprolactone) films: Degradation and mesenchymal stem cell responses

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