Biocatalytic preparation of dichloropropyl acrylates. Application to the synthesis of poly(dichloropropyl acrylates)

•Procedure developed for obtain dichloropropyl acrylates using biocatalyst.•Synthesis was carried out in batch reactor and a PBR.•CALB showed the best performance as a biocatalyst.•Poly(dichloropropyl acrylate) was prepared by suspension polymerization of the dichloropropyl acrylates with 85% of yie...

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Published in:Journal of molecular catalysis. B, Enzymatic Enzymatic, 2013-08, Vol.92, p.7-13
Main Authors: Edinson, Yara-Varón, Jordi, Eras Joli, Mercè, Torres, Mercè, Balcells, Gemma, Villorbina, Ramon, Canela-Garayoa
Format: Article
Language:English
Subjects:
acrylates
batch systems
biocatalysts
Biocatalytic transesterification
Bioconversions. Hemisynthesis
Biological and medical sciences
Biotechnology
CALB
carboxylic ester hydrolases
catalytic activity
Dichloropropyl acrylates
Fundamental and applied biological sciences. Psychology
fungi
Methods. Procedures. Technologies
Packed bed reactor
Poly(dichloropropyl acrylate)
polymerization
Pseudozyma antarctica
transesterification
water activity
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Summary:•Procedure developed for obtain dichloropropyl acrylates using biocatalyst.•Synthesis was carried out in batch reactor and a PBR.•CALB showed the best performance as a biocatalyst.•Poly(dichloropropyl acrylate) was prepared by suspension polymerization of the dichloropropyl acrylates with 85% of yield. The synthesis of dichloropropyl acrylates from dichloropropyl dodecanoates through a transesterification process using diverse commercial lipases and whole cells (fungal resting cells) is presented. The synthesis was carried out in a solvent-free media using a conventional batch system and a packed bed reactor (PBR). The effect of water activity on the process depended on the lipase used. The commercial enzyme CALB (Candida antarctica lipase B immobilized onto a macroporous acrylic resin) showed the best performance as a biocatalyst, achieving a yield of 50% and productivity of 7.2μmolmin−1g−1 in the batch reactor and 33% and 35.8μmolmin−1g−1 in the PBR. Finally, polymeric material was prepared by suspension polymerization of the dichloropropyl acrylates synthesized using PBR. Particles with diameters between 170 and 380μm were obtained with a yield of 85% after 18h reaction.
ISSN:1381-1177
1873-3158
DOI:10.1016/j.molcatb.2013.03.005