One-Pot Enzymatic Route to Tetraallyl Ether Functional Oligoesters: Synthesis, UV Curing, and Characterization
2010 (English)In: Journal of Polymer Science Part A: Polymer Chemistry, ISSN 0887-624X, E-ISSN 1099-0518, Vol. 48, no 23, 5289-5297 p.Article in journal (Refereed) Published
An enzymatic one-pot route in bulk was used to synthesize tetraallyl ether (tAE) functional oligomers based on divinyl adipate, 1,4-butanediol and trimethylolpropane diallyl ether. By using lipase B from Candida antarctica as catalyst and varying the stoichiometric ratio of monomers, it was possible to reach targeted molecular weights (from 1300 to 3300 g mol(-1)) of allyl-ether functional polyesters. The enzyme catalyzed reaction reached completion (>98% conversion based on all monomers) within 24 h at 60 degrees C, under reduced pressure (72 mbar) resulting in similar to 90% yield after filtration. The tAE-functional oligoesters were photopolymerized, without any purification other than removal of the enzyme by filtration, with thiol functional monomers (dithiol, tetrathiol) in a 1: 1 ratio thiol-ene reaction. The photo-initiator, 2,2-dimethoxy-2-phenylacetophenone, was used to improve the rate of reaction under UV light. High conversions (96-99% within detection limits) were found for all thiol-ene films as determined by FT-Raman spectroscopy. The tAE-functional oligoesters were characterized by NMR, MALDI, and SEC. The UV-cured homopolymerized films and the thiol-ene films properties were characterized utilizing DSC and DMTA.
Place, publisher, year, edition, pages
2010. Vol. 48, no 23, 5289-5297 p.
CaIB, enzymatic polycondensation, enzymes, films, networks, photopolymerization, polycondensation, polyesters, polyester films, thermoset, thiol-ene, UV curing
IdentifiersURN: urn:nbn:se:kth:diva-14199DOI: 10.1002/pola.24328ISI: 000284225500003ScopusID: 2-s2.0-78349238609OAI: oai:DiVA.org:kth-14199DiVA: diva2:331751
QC 20100726. Uppdaterad från manuskript till artikel (20101210). Tidigare titel: One-pot enzymatic route to tetraallyl ether functional polyesters: Synthesis, UV curing, and characterization2010-07-262010-07-262010-12-10Bibliographically approved