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Exploring Mild Enzymatic Sustainable Routes for the Synthesis of Bio-Degradable Aromatic-Aliphatic Oligoesters

Exploring Mild Enzymatic Sustainable Routes for the Synthesis of Bio-Degradable Aromatic-Aliphatic Oligoesters

Alessandro Pellis, Alice Guarneri, Martin Brandauer, Enrique Herrero Acero, Henricus Peerlings, Lucia Gardossi, Georg M Guebitz

Biotechnol J. 2016 May;11(5):642-7.

PMID: 26762794

Abstract:

The application of Candida antarctica lipase B in enzyme-catalyzed synthesis of aromatic-aliphatic oligoesters is here reported. The aim of the present study is to systematically investigate the most favorable conditions for the enzyme catalyzed synthesis of aromatic-aliphatic oligomers using commercially available monomers. Reaction conditions and enzyme selectivity for polymerization of various commercially available monomers were considered using different inactivated/activated aromatic monomers combined with linear polyols ranging from C2 to C12 . The effect of various reaction solvents in enzymatic polymerization was assessed and toluene allowed to achieve the highest conversions for the reaction of dimethyl isophthalate with 1,4-butanediol and with 1,10-decanediol (88 and 87% monomer conversion respectively). Mw as high as 1512 Da was obtained from the reaction of dimethyl isophthalate with 1,10-decanediol. The obtained oligomers have potential applications as raw materials in personal and home care formulations, for the production of aliphatic-aromatic block co-polymers or can be further functionalized with various moieties for a subsequent photo- or radical polymerization.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1459934	Dimethyl isophthalate		1459-93-4	Price

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