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Degradation profile of poly(epsilon-caprolactone) - the influence of macroscopic and macromolecular biomaterial design
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.ORCID iD: 0000-0002-7790-8987
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.
2007 (English)In: Journal of macromolecular science. Pure and applied chemistry (Print), ISSN 1060-1325, E-ISSN 1520-5738, Vol. 44, no 7-9, 1041-1046 p.Article in journal (Refereed) Published
Abstract [en]

Macroscopic and macromolecular material design and their influence on hydrolysis mechanism of poly(epsilon-caprolactone) (PCL) was evaluated. Homogoenous discs of linear PCL, porous scaffolds of linear PCL and crosslinked PCL networks were subjected to hydrolytic degradation for up to 364 days in 37 degrees C and pH 7.4 phosphate buffer solution. After different hydrolysis times, mass loss and changes in molecular weight and thermal properties were determined in parallel to extraction and analysis of the formed degradation products. Size exclusion chromatography (SEC), differential scanning calorimetry (DSC) and gas chromatography-mass spectrometry (GC-MS) were used for the analyses. The results clearly demonstrated different degradation profiles and susceptibilities towards hydrolysis depending on the macroscopic and macromolecular biomaterial design.

Place, publisher, year, edition, pages
2007. Vol. 44, no 7-9, 1041-1046 p.
Keyword [en]
degradation, hydrolysis, poly(epsilon-caprolactone), macromolecular design, film-blown poly(epsilon-caprolactone), in-vitro degradation, epsilon-caprolactone, aliphatic polyesters, scaffolds, 1, 5-dioxepan-2-one, polycaprolactone, biodegradation, copolymers, products
National Category
Polymer Chemistry Polymer Technologies
URN: urn:nbn:se:kth:diva-16756DOI: 10.1080/10601320701424487ISI: 000247724400050ScopusID: 2-s2.0-34250875108OAI: diva2:334799

QC 20100525

Available from: 2010-08-05 Created: 2010-08-05 Last updated: 2016-05-30Bibliographically approved
In thesis
1. Controllable degradation product migration from biomedical polyester-ethers
Open this publication in new window or tab >>Controllable degradation product migration from biomedical polyester-ethers
2007 (English)Licentiate thesis, comprehensive summary (Other scientific)
Abstract [en]

The use of degradable biomedical materials has during the past decades indeed modernized medical science, finding applications in e.g. tissue engineering and drug delivery. The key question is to adapt the material with respect to mechanical properties, surface characteristics and degradation profile to suit the specific application. Degradation products are generally considered non-toxic and they are excreted from the human body. However, large amounts of hydroxy acids may induce a pH decrease and a subsequent inflammatory response at the implantation site.

In this study, macromolecular design and a combination of cross-linking and adjusted hydrophilicity are utilized as tools to control and tailor degradation rate and subsequent release of degradation products from biomedical polyester-ethers. A series of different homo- and copolymers of -caprolactone (CL) and 1,5-dioxepan-2-one (DXO) were synthesized and their hydrolytic degradation was monitored in phosphate buffer solution at pH 7.4 and 37 °C for up to 546 days. The various materials comprised linear DXO/CL triblock and multiblock copolymers, PCL linear homopolymer and porous structure, and random cross-linked homo- and copolymers of CL/DXO using 2,2’-bis-(ε-caprolactone-4-yl) propane (BCP) as a cross-linking agent.

The results showed that macromolecular engineering and controlled hydrophilicity of cross-linked networks were useful implements for customizing the release rate of acidic degradation products in order to prevent the formation of local acidic environments and thereby reduce the risk of inflammatory responses in the body.

Place, publisher, year, edition, pages
Stockholm: KTH, 2007. 39 p.
Trita-CHE-Report, ISSN 1654-1081 ; 2007:23
degradation products, ε-caprolactone, 1, 5-dioxepan-2-one, 6-hydroxyhexanoic acid, 3-(2-hydroxyethoxy)propanoic acid, cross-linking, inflammatory response
National Category
Polymer Chemistry
urn:nbn:se:kth:diva-4366 (URN)978-91-7178-653-1 (ISBN)
2007-05-24, E3, KTH, Osquars backe 14, Stockholm, 09:00
QC 20101109Available from: 2007-05-10 Created: 2007-05-10 Last updated: 2010-11-09Bibliographically approved

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Höglund, AndersHakkarainen, MinnaAlbertsson, Ann-Christine
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