Issue 23, 2013

Chemo-enzymatic preparation of new bio-based bis- and trisphenols: new versatile building blocks for polymer chemistry

Abstract

Immobilized Candida antartica lipase B (aka CAL-B) was used to perform solvent-free and in solvent transesterifications of a derivative from ferulic acid (1), ethyl dihydroferulate (2), with various bio-based polyols (isosorbide, 1,3-propanediol, 1,4-butanediol and glycerol). The use of 1.5 molar eq of ethyl dihydroferulate (2) per alcohol functionality and CAL-B (10% by weight relative to the total weight of polyol and 2) led to the corresponding poly-ferulates (3–6) in very good yields and high purity. These poly-ferulates were then efficiently transformed through one-step processes into the corresponding acrylates (7–10) and allyl ethers (11–14) to demonstrate their potential use as biorenewable macromonomers in a wide range of polymerization systems.

Graphical abstract: Chemo-enzymatic preparation of new bio-based bis- and trisphenols: new versatile building blocks for polymer chemistry

Supplementary files

Article information

Article type
Paper
Submitted
15 Mar 2013
Accepted
18 Apr 2013
First published
22 Apr 2013

RSC Adv., 2013,3, 8988-8997

Chemo-enzymatic preparation of new bio-based bis- and trisphenols: new versatile building blocks for polymer chemistry

F. Pion, A. F. Reano, P. Ducrot and F. Allais, RSC Adv., 2013, 3, 8988 DOI: 10.1039/C3RA41247D

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