Monomers and their polymers derived from saturated fatty acid methyl esters and dimethyl carbonate

Kolb, N; Meier, MAR

HERO ID

4933527

Reference Type

Journal Article

Year

2012

Language

English

HERO ID 4933527
In Press No
Year 2012
Title Monomers and their polymers derived from saturated fatty acid methyl esters and dimethyl carbonate
Authors Kolb, N; Meier, MAR
Journal Green Chemistry
Volume 14
Issue 9 (Aug 2012)
Page Numbers 2429-2435
Abstract In this study, we exploit the alpha-acidity of saturated fatty acid methyl esters (FAMEs) for the direct conversion of these renewable raw materials to malonate derivatives. After deprotonation with sodium hydride in dimethyl carbonate (DMC) as reactive solvent, the ester enolates react with DMC to give the desired products with up to 80% isolated yield. These malonate derivatives, bearing a long aliphatic chain with chain lengths of C sub(6)-C sub(16), were then polymerized to yield polyesters and polyamides. The polyesters were obtained by copolymerization with 1,6-hexanediol and titanium isopropoxide as a catalyst. For the polyamides, 1,6-hexanediamine was used with 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as a catalyst. The obtained polyesters are highly viscous and tacky materials with low melting points and a molecular weight range of 9-17 kDa. The polyamides, on the other hand, are high melting polymers with molecular weights from 7-15 kDa.
Doi 10.1039/C2GC35793C
Wosid 000307785100012
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English
Keyword Sodium; Green development; Solvents; Fatty acids; Catalysts; Polymers; Esters; Raw materials; melting point
Is Peer Review Yes
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