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Synthetic pathways enables the design of functionalized poly(lactic acid) with pendant mercapto groups
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: 0000-0002-1922-128X
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.
2012 (English)In: Journal of Polymer Science Part A: Polymer Chemistry, ISSN 0887-624X, E-ISSN 1099-0518, Vol. 50, no 4, 792-800 p.Article in journal (Refereed) Published
Abstract [en]

Functionalized poly(lactic acid) having sulfur-protected groups along the chain have been synthesized with the ultimate aim to obtain materials for reversible and degradable self-assembly systems. The first step in the synthesis was the preparation of hydroxy-(4-methyl-phenylsulfanyl)-propionic acid and hydroxy-(tritylsulfanyl)-propionic acid. These sulfur-functionalized hydroxy acids were subsequently used as comonomers in the condensation polymerization of lactic acid producing functionalized polyesters with thio-protected groups along the chain. The ratio of functionalized hydroxyl-acid in the copolymer was determined by the feed ratio. The polyesters obtained were amorphous and size exclusion chromatography analysis showed a monomodal distribution. When treated with iodine, the polyesters chains bearing the tritylsulfanyl side groups assembled with the formation of S-S bridges and the molecular weight increased accordingly.

Place, publisher, year, edition, pages
2012. Vol. 50, no 4, 792-800 p.
Keyword [en]
aliphatic polyester, condensation copolymerization, copolymerization, disulfide, functionalized poly(lactic acid), polycondensation, polyesters, self-assembly
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-91124DOI: 10.1002/pola.25834ISI: 000298838100019Scopus ID: 2-s2.0-84855465378OAI: oai:DiVA.org:kth-91124DiVA: diva2:508736
Funder
Swedish Research Council, 2008-5538
Note
QC 20120309Available from: 2012-03-09 Created: 2012-03-08 Last updated: 2017-12-07Bibliographically approved

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Finne-Winstrad, Anna

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