Molecular engineering of chitin based polyurethane elastomers

Biodegradable polyurethane elastomers with potential for biomedical application as non-absorbable sutures with improved hydrophobic properties were synthesized by the reaction of poly(ε-caprolactone) (PCL) and 4,4′-diphenylmethane diisocyanate (MDI), extended with different mass ratio of chitin and...

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Bibliographic Details
Published in:Carbohydrate polymers 2008-10, Vol.74 (2), p.149-158
Main Authors: Zia, Khalid Mahmood, Barikani, Mehdi, Zuber, Mohammad, Bhatti, Ijaz Ahmad, Sheikh, Munir Ahmad
Format: Article
Language:English
Subjects:
Applied sciences
Biological and medical sciences
Chitin
Exact sciences and technology
Hydrogen bonding
Medical sciences
Molecular engineering
Natural polymers
Physicochemistry of polymers
Polyurethane
Starch and polysaccharides
Surface free energy
Surgery (general aspects). Transplantations, organ and tissue grafts. Graft diseases
Technology. Biomaterials. Equipments
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Summary:Biodegradable polyurethane elastomers with potential for biomedical application as non-absorbable sutures with improved hydrophobic properties were synthesized by the reaction of poly(ε-caprolactone) (PCL) and 4,4′-diphenylmethane diisocyanate (MDI), extended with different mass ratio of chitin and 1,4-butane diol (BDO). Their molecular engineering and structural transition due to the changes of hydrogen bonding was confirmed by using FT-IR, 1H NMR and 13C NMR. Involvement of chitin was evidenced by the appearance of new signals in both 1H NMR and 13C NMR spectra, and very strong peak at 1724 cm −1 in FT-IR spectra. From the results, it was concluded that the reaction of the urethane group occurred mainly at C6 OH group of chitin in which strong intermolecular and intersheet hydrogen bonds are involved. Contact angle and surface tension measurement of the synthesized polyurethane as a function of chitin contents were investigated. Optimum hydrophobicity was obtained from elastomer extended with chitin in comparison to elastomers extended with BDO. The surface free energy was also affected by chemical composition of the final PU. Structure–property relationship for prepared elastomers showed that the main determining factors were hydrogen bonding, hydrophobicity and content of chitin in polyurethane backbone.
ISSN:0144-8617
1879-1344
DOI:10.1016/j.carbpol.2008.03.013