Project no. 420
Novel Bio-Based Branched Polyesters and Their
Applications in Coatings
M. B. Buendia1,2
1DTU Chemistry, Technical University of Denmark
2DTU Chemical Engineering, Technical University of Denmark
Today, fossil resources are the primary and dominating feedstock for fuel and organic
chemicals. Making our society heavily dependent on fossil resources, without it, havoc; the
transportation network would be crippled, electricity would be worth gold, plastics
inaccessible and medicine unattainable.
Luckily, fossil resources will not be depleted in the near future, they will however, eventually
run out. Therefore, it is essential to develop methods capable of producing fuel and
chemicals from renewable resources, namely biomass, to ease the transition from a fossil
economy to a bio-economy.
Haldor Topsøe has recently found an efficient chemocatalytic method for the production of
methyl lactate from sugar sources, which simultaneously led to the discovery of the novel
compound “methyl vinyl glucoate”(Holm et al. 2012). Methyl vinyl gluconate (MVG) has huge
potential for the production of added-value bio-based compounds due to its dual labile
functionality; hydroxyl and vinyl group. However, due to its novel nature it currently has
limited applications. Through tranesterfication with classical polyols like trimethylolpropane
(TMP) and pentaerythritol (PE) a novel type of curing agents can be synthesized. Unlike the
similar classical curing agents, like pentaerythritol tetrakis(3-mercaptopropionate) and
pentarythritol tetraacrylate, use up their labile functional group during the curing process
MVG based curing agents would keep its hydroxyl group post curing. Besides the different
intrinsic properties the hydroxyl group causes, it most importantly allows for further
manipulation and thus, tuning of properties.
Although the dual functionality of MVG provides its huge potential it is troublesome for the
transesterification as homocondensation becomes inevitably. Currently, a solventless
system have been developed for the transesterification of MVG with PE and TMP, utilizing
the cheap and abundant catalysts SnCl22H2O, with a minimum of oligomerization of MVG.
Additionally, a system utilizing enzymatic catalysis for the transesterification of MVG with
PEGylated PE have been developed. Preliminary curing tests shows these MVG based
systems have the ability of curing thermally thus preventing the use of toxic radical initators,
like dimucyl peroxide.
To ease the transition towards a bio-economy added-value bio-products are a necessity,
requiring novel products with superior properties. MVG based curing agents will have
different properties compared to the petrochemical based ones utilized today and with its
property tunability it has a huge potential of finding a variety of applications.
Holm, Martin S. et al. 2012. “Sn-Beta Catalysed Conversion of Hemicellulosic Sugars.”
Green Chemistry 14(3):702. Retrieved (http://xlink.rsc.org/?DOI=c2gc16202d).