Synthetic pathways enables the design of functionalized poly(lactic acid) with pendant mercapto groups
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
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.
aliphatic polyester, condensation copolymerization, copolymerization, disulfide, functionalized poly(lactic acid), polycondensation, polyesters, self-assembly
IdentifiersURN: urn:nbn:se:kth:diva-91124DOI: 10.1002/pola.25834ISI: 000298838100019ScopusID: 2-s2.0-84855465378OAI: oai:DiVA.org:kth-91124DiVA: diva2:508736
FunderSwedish Research Council, 2008-5538
QC 201203092012-03-092012-03-082012-03-09Bibliographically approved