Thermal Upgrade of Enzymatically Synthesized Aliphatic and Aromatic Oligoesters

Autor: Thomas J. Farmer, Simone Weinberger, Georg M. Guebitz, Lucia Gardossi, James W. Comerford, Alessandro Pellis, Fergal Byrne
Přispěvatelé: Comerford, Jamesw., Byrne, Fergal P., Weinberger, Simone, Farmer, Thomas J., Guebitz, Georg M., Gardossi, Lucia, Pellis, Alessandro
Jazyk: angličtina
Rok vydání: 2020
Předmět:
enzymatic synthesi
Condensation polymer
Materials science
010402 general chemistry
lcsh:Technology
01 natural sciences
Catalysis
biocatalyzed process
chemistry.chemical_compound
biocatalyzed proce
Adipate
metal-free synthesis
Organic chemistry
General Materials Science
bio-based polyesters
enzymatic synthesis
polycondensation
thermal upgrade
solventless reactions
lcsh:Microscopy
metal-free synthesi
lcsh:QC120-168.85
chemistry.chemical_classification
bio-based polyester
lcsh:QH201-278.5
biology
lcsh:T
010405 organic chemistry
Communication
Polymer
biology.organism_classification
0104 chemical sciences
Polyester
Monomer
chemistry
lcsh:TA1-2040
Biocatalysis
lcsh:Descriptive and experimental mechanics
Candida antarctica
lcsh:Electrical engineering. Electronics. Nuclear engineering
lcsh:Engineering (General). Civil engineering (General)
lcsh:TK1-9971
Zdroj: Materials, Vol 13, Iss 2, p 368 (2020)
Materials
Popis: The enzymatic synthesis of polyesters in solventless systems is an environmentally friendly and sustainable method for synthetizing bio-derived materials. Despite the greenness of the technique, in most cases only short oligoesters are obtained, with limited practical applications or requiring further chemical processing for their elongation. In this work, we present a catalyst-free thermal upgrade of enzymatically synthesized oligoesters. Different aliphatic and aromatic oligoesters were synthesized using immobilized Candida antarctica lipase B (iCaLB) as the catalyst (70 °C, 24 h) yielding poly(1,4-butylene adipate) (PBA, Mw = 2200), poly(1,4-butylene isophthalate) (PBI, Mw = 1000), poly(1,4-butylene 2,5-furandicarboxylate) (PBF, Mw = 600), and poly(1,4-butylene 2,4-pyridinedicarboxylate) (PBP, Mw = 1000). These polyesters were successfully thermally treated to obtain an increase in Mw of 8.5, 2.6, 3.3, and 2.7 folds, respectively. This investigation focused on the most successful upgrade, poly(1,4-butylene adipate), then discussed the possible effect of di-ester monomers as compared to di-acids in the thermally driven polycondensation. The herein-described two-step synthesis method represents a practical and cost-effective way to synthesize higher-molecular-weight polymers without the use of toxic metal catalysts such as titanium(IV) tert-butoxide, tin(II) 2-ethylhexanoate, and in particular, antimony(IV) oxide. At the same time, the method allows for the extension of the number of reuses of the biocatalyst by preventing its exposure to extreme denaturating conditions.
Databáze: OpenAIRE