Single-step, solvent-free enzymatic route to alpha,omega-functionalized polypentadecalactone macromonomers
2008 (English)In: Macromolecules, ISSN 0024-9297, E-ISSN 1520-5835, Vol. 41, no 14, 5230-5236 p.Article in journal (Refereed) Published
A straightforward enzymatic single-step route toward the synthesis of alpha,omega-functionalized polypentadecalactone (PPDL) macromonomers containing dithiol, thiol-acrylate, diacrylate, or dimethacrylate end groups has been developed. Two solvent-free approaches, mixing all components at start, using Candida antarctica lipase B (CALB) as an efficient catalyst were demonstrated. In the first approach difunctionalized polymers (with dithiol or thiol-acrylate end groups) were synthesized by mixing lipase, lactone, and equimolar amounts of functional initiator (6-mercapto-1-hexanol) and terminator (11-mercapto-1-undecanoic acid or vinyl acrylate). Polymers with a high fraction (95%) of dithiol end groups or polymers with thiol-acrylate end groups (86% and 96%, respectively) were obtained. In the second approach, a functional diester (ethylene glycol diacrylate or ethylene glycol dimethacrylate) was mixed with lactone and lipase without predrying, using water as an initial initiator. Reduced pressure was applied after 2 h of incubation to evaporate water and push the equilibrium toward high functionalization. Polymers with >96% diacrylated or dimethacrylated end groups were achieved.
Place, publisher, year, edition, pages
2008. Vol. 41, no 14, 5230-5236 p.
Acrylic monomers, Alcohols, Ethylene, Ethylene glycol, Glycols, Mixing, Monomers, Polymers, Solvents
Biochemistry and Molecular Biology
IdentifiersURN: urn:nbn:se:kth:diva-8004DOI: 10.1021/ma800074aISI: 000257665900022ScopusID: 2-s2.0-48949100426OAI: oai:DiVA.org:kth-8004DiVA: diva2:13207
QC 20100929. Uppdaterad från Submitted till Published (20100929). Tidigare titel:"One-Step, Solvent Free Enzymatic Route to α,ω-Functionalized Poly-pentadecalactone Macromonomers".