Biocatalytic Synthesis of Furan-Based Oligomer Diols with Enhanced End-Group Fidelity
Author(s) -
Pia Skoczinski,
Mónica K. Espinoza Cangahuala,
Dina Maniar,
Rolf Albach,
Natalie Bittner,
Katja Loos
Publication year - 2019
Publication title -
acs sustainable chemistry and engineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.878
H-Index - 109
ISSN - 2168-0485
DOI - 10.1021/acssuschemeng.9b05874
Subject(s) - furan , oligomer , candida antarctica , polyester , condensation polymer , yield (engineering) , thermal stability , organic chemistry , end group , polymer chemistry , materials science , chemistry , solvent , diol , lipase , catalysis , polymer , copolymer , metallurgy , enzyme
The lipase catalyzed synthesis of furan-comprising polyester oligomer diols (α,ω-telechelic diols) is reported. Oligofuranoate diols with excellent endgroup fidelity and a yield of 95 % were synthesized using a solvent-free two-stage polycondensation of dimethyl furan-2,5-dicarboxylate (DMFDCA) and 1,4-cyclohexanedimethanol (1,4-CHDM) using immobilized Candida Antarctica Lipase B (CalB). Recycling of immobilized CalB to further decrease the production cost is successfully demonstrated. However, it showed limitation in the product yield that decreases ±20% with each additional reuse. The synthetic procedure has been scaled up, easily opening the possibility to use the developed diols in industrial polycondensations utilizing the excellent flame retardancy property and high thermal stability typical for furan-based polymers.
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