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One-Pot Enzymatic Route to Tetraallyl Ether Functional Oligoesters : Synthesis, UV Curing, and Characterization
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- Eriksson, Magnus (author)
- KTH,Biokemi,KTH Royal Institute of Technology, Sweden
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- Boyer, Antoine (author)
- KTH,Ytbehandlingsteknik,KTH Royal Institute of Technology, Sweden; Politecnico di Torino, Italy
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- Sinigoi, Loris (author)
- KTH,Biokemi,KTH Royal Institute of Technology, Sweden; University of Trieste, Italy
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- (creator_code:org_t)
- 2010-10-01
- 2010
- English.
- In: Journal of Polymer Science Part A. - : Wiley. - 0887-624X .- 1099-0518. ; 48:23, s. 5289-5297
- Journal article (peer-reviewed)
Abstract
Subject headings
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- 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.
Subject headings
- NATURVETENSKAP -- Kemi -- Polymerkemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Polymer Chemistry (hsv//eng)
Keyword
- CaIB
- enzymatic polycondensation
- enzymes
- films
- networks
- photopolymerization
- polycondensation
- polyesters
- polyester films
- thermoset
- thiol-ene
- UV curing
- Polymer chemistry
- Polymerkemi
Publication and Content Type
- ref (subject category)
- art (subject category)
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- Eriksson, Magnus
- Boyer, Antoine
- Sinigoi, Loris
- Johansson, Mats
- Malmström, Eva
- Hult, Karl
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- Trey, Stacy
- Martinelle, Mats
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