Biodegradable crosslinked polymers based on triethoxysilane terminated polylactide oligomers

Helminen, Antti; Korhonen, Harri; Seppala, Jon

doi:10.1016/s0032-3861(00)00708-4

Cited by 68 publications

(43 citation statements)

References 23 publications

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“…Pentaerythritol yields star-shaped oligomers with four arms, [25,26] which can be efficiently functionalized and used in cross-linking. [20,21] The oligomers were characterized by SEC and DSC in addition to NMR spectroscopy.…”

Section: Resultsmentioning

confidence: 99%

“…This resulted in a PEG with polylactide arms that were subsequently functionalized and cross-linked to form a hydrogel. In addition to the properties of homopolymer networks of lactides and e-caprolactone, [14,[18][19][20][21] the properties of some copolymer networks have been reported. [22][23][24] Dunn et al [22] briefly describe the synthesis and properties of networks they prepared from acrylate-functionalized CL/DLLA oligomers.…”

Section: Introductionmentioning

confidence: 99%

“…Earlier, we examined the properties of some cross-linked poly(D,L-lactides) that were found to exhibit low-compressive-break strains. [20,21] In this study we focused on monomer compositions known to yield high elongations as thermoplastic polymers. Thus, in the oligomer polymerizations, five different CL/DLLA molar compositions (30/70, 50/50, 70/30, 90/10, and 100/0) were applied.…”

Section: Introductionmentioning

confidence: 99%

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Cross‐Linked Poly(ε‐caprolactone/D,L‐lactide) Copolymers with Elastic Properties

Helminen

Korhonen

Seppälä

2002

Macro Chemistry & Physics

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Cross‐linked ε‐caprolactone (CL) and D,L‐lactide (DLLA) copolymers with elastic properties were synthesized in three steps. First, the monomers were copolymerized in ring‐opening polymerization to obtain telechelic star‐shaped oligomers with almost completely random monomer distribution. The oligomers were methacrylated with methacrylic anhydride in the second step and cured in a third. Molar CL/DLLA compositions of 30/70, 50/50, 70/30, 90/10, and 100/0 were used to obtain elastic structures with a wide range of properties. The effect of the average length of the copolymer block on the properties of the networks was evaluated with three different co‐initiator contents (0.5, 1.0, and 2.0/100) in the oligomer synthesis. The oligomers were characterized by 13C NMR spectroscopy, size‐exclusion chromatography (SEC), and differential‐scanning calorimetry (DSC). The formation of elastic networks was confirmed by the absence of a flow region in dynamic mechanical analysis (DMA), the increase in Tg in DSC, and the full recovery of the sample dimensions after tensile testing. In addition, gel contents were high and the samples swelled in CH2Cl2. The networks possessed break stresses from 0.7–9.7 MPa with elongations from 80–350%. Networks with 100 or 90% of ε‐caprolactone retained their form in vitro for 12 weeks, but an increase in lactide content made the networks more vulnerable to hydrolysis. Water absorption of the polymers during hydrolysis.magnified imageWater absorption of the polymers during hydrolysis.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Cross‐Linked Poly(ε‐caprolactone/D,L‐lactide) Copolymers with Elastic Properties

Helminen

Korhonen

Seppälä

2002

Macro Chemistry & Physics

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“…Such biodegradable regular network polyesters have been hardly found in the literature except for a series of our works. Recently, as another type of network polymer, various biodegradable cross‐linked polyesters have been reported 11–19. For example, poly(butylene succinate)11,12 and poly( L ‐lactide) 13 were cross‐linked with peroxide or γ ‐irradiation in order to enhance the thermal and mechanical properties.…”

Section: Introductionmentioning

confidence: 99%

“…Recently, as another type of network polymer, various biodegradable cross‐linked polyesters have been reported 11–19. For example, poly(butylene succinate)11,12 and poly( L ‐lactide) 13 were cross‐linked with peroxide or γ ‐irradiation in order to enhance the thermal and mechanical properties. Cross‐linked elastomeric copolymers of DL ‐lactides and ε ‐caprolactone were synthesized by introducing a cross‐linkable moiety such as acryloyl or methacryloyl group into the prepolymer backbones and polymerizing them with peroxide16 or ultraviolet irradiation 17,19…”

Section: Introductionmentioning

confidence: 99%

Biodegradable Network Elastomeric Polyesters from Multifunctional Aliphatic Carboxylic Acids and Poly(ε‐caprolactone) Diols

Nagata

Kato

Sakai

et al. 2006

Macromolecular Bioscience

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Biodegradable elastomeric network polyesters were prepared from multifunctional aliphatic carboxylic acids such as tricarballylic acid (Yt) or meso-1,2,3,4-butanetetracarboxylic acid (Xb) and poly(epsilon-caprolactone) (PCL) diols with molecular weights of 530, 1,250 and 2,000 g.mol-1. Prepolymers prepared by a melt polycondensation were cast from DMF solution and postpolymerized at 280 degrees C for various periods of times to form a network. The resultant films were transparent, flexible and insoluble in organic solvents. The network polyesters obtained were characterized by IR absorption spectra, WAXS, density measurement, DSC, and tensile test. YtPCL1250, and XbPCL1250 network polyester films showed good elastomeric properties with high ultimate elongation (540-590%), and low Young's modulus (2.5-3.3 MPa). The enzymatic degradation was estimated by the weight loss of network films in a buffer solution with Rhizopus delemar lipase at 37 degrees C. The degree and rate of degradation were significantly affected by the molecular weight of PCL diol, chemical structures of multifunctional aliphatic carboxylic acids and the morphology of network films. The changes in the solid states of network films during the degradation were also estimated by the results of DSC and WAXS. [see text]

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Chemical Modification of Synthetic and Biosynthetic Polyesters

Hazer

2002

Biopolymers Online

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Introduction Chemical Modification of Synthetic Polyesters Poly(lactic acid), Poly(glycolic acid), and Poly(ɛ‐caprolactone) Atactic‐PHB (a‐PHB) Chemical Modification of Biosynthetic Polyesters Chemical Modification of sPHAs Chemical Modification of mPHAs Acknowledgments

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Biodegradable crosslinked polymers based on triethoxysilane terminated polylactide oligomers

Cited by 68 publications

References 23 publications

Cross‐Linked Poly(ε‐caprolactone/D,L‐lactide) Copolymers with Elastic Properties

Cross‐Linked Poly(ε‐caprolactone/D,L‐lactide) Copolymers with Elastic Properties

Biodegradable Network Elastomeric Polyesters from Multifunctional Aliphatic Carboxylic Acids and Poly(ε‐caprolactone) Diols

Chemical Modification of Synthetic and Biosynthetic Polyesters

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