Dr Thomas Farmer amp Dr Rob McElroy Green Chemistry Centre of Excellence University of York 21 st March 2019 LBNets UKBioChem10 UKBioChem10 is a list of the UKs the most promising ID: 932658
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Slide1
UKBioChem10: Potential for Production at Scale Using UK Feedstock and Examples of Potential Applications
Dr Thomas Farmer & Dr Rob McElroy
Green Chemistry Centre of Excellence
University of York
21
st
March 2019
Slide2LBNet’s UKBioChem10
UKBioChem10 is a list of the UK’s
the
most
promising
bio-derived building-block chemicals (platform molecules
).
The list contains
both:
molecules the
UK
already has a strong foothold
in
2
)
molecules
which are
envisaged to become
very significant to industry in the future and therefore require further support in their development.
This talk covers each in turn and briefly highlights routes to production, UK (2
nd
gen) feedstock requirements and current and potential applications
Much more info:
www.ukbiochem10.co.uk
Slide3UKBioChem10
Lactic acid (LA)
2,5-furandicarboxylic acid (FDCA)
Levoglucosenone (LGO) 5-(hydroxymethyl)furfuryl (HMF) Muconic acid (MA) Itaconic acid (IA) 1,3-butanediol (1,3-BDO) Glucaric acid (GA) Levulinic acid (LeA) n-Butanol (BuOH)
LBNet’s
UKBioChem10
Slide4feedstock
ktons
needed to supply a
50
kton LA plant
ktons produced per annum (UK)
% requiredwheat straw230.138286.01barley straw276.2185014.93maize stover186.691620.37oilseed rape straw215.837956.89oat straw255.7247103.63MSW460.3157342.93
1 Lactic Acid (LA)
-CO
2
H and –OH functional groupsProduced via fermentation of sugars713 patents relating to synthesis
Current Applications: Food preservative; firmness enhancer and filler in cosmetics; PLAFuture Potential: Other molecules accessed by LA (ethyl lactate, 1,2-propanediol, acrylic acid); other polyesters
Slide52
Furan-
dicarboxylic
acid (FDCA)
Diacid and furan functional groupsProduced via chemocatalysis (part fermentation possible)76 patents relating to synthesisCurrent Applications:
Polyester production (dominated by PEF), plasticisers.
Future Potential: PET production,further polymers Incl. polyamides, MOF synthesis, Surfactants, gels.ktons needed to supply a 50 kton PEF plantktons produced per annum (UK)% requiredwheat straw208.338285.44barley straw250.0185013.52maize stover168.991618.44oilseed rape straw195.337951.50oat straw231.524793.81MSW
416.7
15734
2.65
Slide6feedstock
ktons
needed to supply a
5
kton LGO plant
ktons produced per annum (UK)
% requiredwheat straw64.938281.70barley straw77.918504.21maize stover52.79165.75oilseed rape straw60.937916.05oat straw72.224729.243 Levoglucosenone (LGO)C=C, ketone, acetal and chiral centresVia thermochemical conversion of cellulose3 patents relating to synthesisCurrent Applications: Chiral handle (API synthesis), S/N-free polar aprotic solvent Cyrene®; flavour and fragrancesFuture Potential: Extensive derivatisation possible:
Slide7feedstock
ktons
needed to supply a
40
kton HMF plantktons produced per annum (UK)
% required
wheat straw196.238285.13barley straw235.5185012.73maize stover159.191617.37oilseed rape straw184.037948.51oat straw218.024788.36MSW392.5157342.494 5-(Hydroxymethyl)furfural (HMF)-OH, -CHO and C=C functional groupsProduced via fermentation of sugars134 patents relating to synthesisCurrent Applications: Produced and then used as an intermediate to produce FDCA (2), other furans and APIsFuture Potential: Wide array of compounds
Slide8feedstock
ktons
needed to supply a
5
kton MA plant
ktons produced per annum (UK)
% requiredwheat straw137.738283.60barley straw154.318508.34maize stover166.791618.19oilseed rape straw144.937938.22oat straw140.624757.005 Muconic acid (MA)C=C-C=C (diene), diacidVia fermentation of sugars or lignin fragments22 patents relating to synthesisCurrent Applications: Precursor to adipic acidFuture Potential: hexamethylenediamine, caprolactam, Diels-Alder (terephalates etc.), unsaturated polyesters:
Slide96 Itaconic Acid (IA)
D
iacid
and C=C functional groups
Produced via fermentation of sugars27 patents relating to synthesisCurrent Applications: SBR rubber, emulsion polymers, chelating agents, absorbent materials, drug delivery gelsFuture Potential: Other molecules accessed by IA (methyl metacylate, solvents, butanediol); other polymers
crop
ktons needed to supply a 10 kton IA plantktons produced per annum (UK)% requiredwheat20.66148370.14barley20.6671690.29maize20.3830540.67sugar beet88.7383251.07potatoes86.1950751.70field beans83.809658.68oats22.85
875
2.61
Only 1
st gen feedstock known
Slide107 1,3-Butanediol (1,3-BDO)
Diol, one each of 1⁰ and 2
⁰
-OH
Produced via fermentation of sugars44 patents relating to synthesisCurrent Applications: Precursor to beta-lactam antibiotics, cosmetics (odour reduction, moisturiser etc.)Future Potential: polyesters, 1,3-butadiene, solvents:
crop
ktons needed to supply a 10 kton 1,3-BDO plantktons produced per annum (UK)% requiredwheat59.1148370.40barley59.171690.82maize58.330541.91sugar beet253.783253.05potatoes246.450754.86field beans
239.6
965
24.83oats
65.3875
7.47
Only 1st gen feedstock known
Slide118 Glucaric Acid
-CO
2
H and –OH functional groups
Produced via chemocatalysis or fermentation of sugars 20 patents relating to synthesisCurrent Applications: Water softener (detergents), cheater in de-icer, food supplement.Future Potential: Routes to UK BioChem 10 2 and 5, nylon 6-6,
other polymers
cropktons needed to supply a 20 kton glucaric acid plantktons produced per annum (UK)% requiredwheat47.6148370.32barley47.671690.66maize46.930541.54sugar beet204.383252.45potatoes198.450753.91field beans
192.9
96519.99
oats52.6
8756.01
Only 1st gen feedstock known
Slide12feedstock
ktons
needed to supply a
10
kton LeA plant
ktons produced per annum (UK)
% requiredwheat straw66.538281.74barley straw79.818504.31maize stover73.99168.07oilseed rape straw62.337916.44oat straw53.924721.85MSW138.0157340.889 Levulinic Acid (LeA)-CO2H and ketone functional groupsVia acid hydrolysis of cellulose/sugars92 patents relating to synthesisCurrent Applications: Precursor to API (calcium salt etc.), esters for flavour and fragrances
Future Potential: 1,4-pentanediol (polyester and solvents); lactones (solvents, polyesters), 2-MeTHF, fuels
Slide13feedstock
ktons
needed to supply a
20
kton n-BuOH
plant
ktons produced per annum (UK)% requiredwheat straw200.638285.24barley straw240.7185013.01maize stover162.691617.75oilseed rape straw188.037949.58oat straw222.824790.31MSW767.1157344.88
10
n-Butanol (BuOH)
Primary –OH and small alkyl chainVia fermentation (ABE) of sugars279 patents relating to synthesisCurrent Applications: Solvent, esters (solvents, monomers, plasticisers…), fuel
Future Potential: Many derivatives especially via aldehyde and butene (leads to commodity chemicals:
Slide14Much more info available from the new website:
ukbiochem10.co.uk
Thanks
for
listeningQuestions?