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Variable Hard Segment Length in Poly(urethane urea) through Excess of Diisocyanate and Vapor Phase Addition of Water
Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Materials Chemistry.
2006 In: Macromolecules, ISSN 0024-9297, Vol. 39, no 13, 4380-4385 p.Article in journal (Refereed) Published
Place, publisher, year, edition, pages
2006. Vol. 39, no 13, 4380-4385 p.
URN: urn:nbn:se:uu:diva-95333OAI: oai:DiVA.org:uu-95333DiVA: diva2:169506
Available from: 2007-01-08 Created: 2007-01-08Bibliographically approved
In thesis
1. Biodegradable Thermoplastic Elastomers
Open this publication in new window or tab >>Biodegradable Thermoplastic Elastomers
2007 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

A novel strategy for synthesising segmented poly(urethane urea) (PUU) without using a chain extender but nevertheless with the opportunity to vary the hard segment content has been developed. The strategy is based on amine formation from isocyanate upon reaction with water. By adding a dissolved soft segment to an excess of diisocyanate followed by the addition of water in the gas phase, amines are formed in situ. Urea linkages are then formed when these amines react with the excess of isocyanate groups. The gas phase addition facilitates addition in a slow and continuous manner. The hard segment content can easily altered by varying the diisocyanate/soft segment ratio. Even though the strategy is shown to be applicable to different diisocyanates, the focus has been on the potentially biodegradable methyl-2,6-diisocyanatehexanoate (LDI) and 1.4-butanediisocyanate (BDI) and various well known biodegradable polyesters and polycarbonates.

All the synthesised materials exhibited pronounced phase separation and hydrogen bonding within the hard domains. However, a major increase in hydrogen bonding strength was seen when a symmetric diisocyanate was used instead of an asymmetric. Based on FTIR measurements, PUUs with BDI and a polydisperse hard segment can exhibit the same degree of phase separation and hydrogen bonding as the monodisperse product.

The elastic properties of this new group of PUUs were exceptional with an elongation at break from 1600% to almost 5000% and the elastic modulus could be varied from a few MPa up to a couple of hundreds.

Hydrolytic degradation was greater in the polyester-based than in the polycarbonate-based PUUs due to the more reactive ester bonds. Low mass loss but a considerable loss in molecular weight was seen in the polyester PUUs. The tensile strength decreased dramatically due to the loss of strain hardening.

An MTT seeding assay using human fibroblasts and an in vivo biocompatibility study were performed and no signs of cytotoxicity were seen and the inflammatory response was comparable to other inert polymers.

A biodegradable PUU with properties that can be tailored through an easy synthesis is here presented.

Place, publisher, year, edition, pages
Uppsala: Acta Universitatis Upsaliensis, 2007. 81 p.
Digital Comprehensive Summaries of Uppsala Dissertations from the Faculty of Science and Technology, ISSN 1651-6214 ; 268
Chemistry, poly(urethane), poly(urethane urea), biomaterial, biodegradable, polymer, thermoplastic elastomer, haemocomatible, tissue engineering, biocompatible, Kemi
urn:nbn:se:uu:diva-7434 (URN)978-91-554-6771-5 (ISBN)
Public defence
2007-01-27, Häggsalen, Ångströmlaboratoriet, Lägerhyddsvägen 1, Uppsala, 14:00
Available from: 2007-01-08 Created: 2007-01-08Bibliographically approved

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